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Biomarker PAHs in the Environment

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PAHs and Related Compounds

Part of the book series: The Handbook of Environmental Chemistry ((HEC3,volume 3 / 3I))

Abstract

Polycyclic aromatic hydrocarbons (PAHs) of environmental concern have been described with regards to their origins. The anthropogenic PAHs from primarily combustion are the major sources, however, PAHs from biomass combustion and other natural processes are also important and consist of aromatic biomarkers (i.e., biomarker PAHs). The sources and fate of these PAHs derived from natural products are discussed in this overview. It covers the terpenoid and steroid sources of biomarker PAHs, their occurrence in ancient and contemporary sediments, various modes of formation, and their dissemination in the geosphere, hydrosphere and atmosphere.

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References

  1. Abas MR, Simoneit BRT, Elias V, Cabral JA, Cardoso JN (1995) Composition of higher molecular weight organic matter in smoke aerosol from biomass combustion in Amazonia. Chemosphere 30: 995

    Article  Google Scholar 

  2. Aizenshtat Z (1973) Perylene and its geochemical significance. Geochim Cosmochim Acta 37: 559–11015

    Article  CAS  Google Scholar 

  3. Alexander G, Hazai I, Grimalt J, Albaiges J (1987) Occurrence and transformation of phyllocladanes in brown coals from Nograd Basin, Hungary. Geochim Cosmochim Acta 51: 2065–2073

    Google Scholar 

  4. Alexander G, Hazai I, Grimalt J, Albaiges J (1988) Gas chromatographic-mass spectrometric study of a-phyllocladane dehydrogenation. J Chromatogr 446: 87

    Article  CAS  Google Scholar 

  5. Anacleto JF, Ramaley L, Benoit FM, Boyd RK, Quilliam MA (1995) Comparison of liquid chromatography/mass spectrometry interfaces for the analysis of polycyclic aromatic compounds. Anal Chem 67: 4145

    Article  CAS  Google Scholar 

  6. Andelman JB, Suess MJ (1971) The photodecomposition of 3,4-benzpyrene sorbed on calcium carbonate. In: Organic Compounds in Aquatic Environments, Faust SD, Hunter JV (eds), Marcel Dekker, New York, p 439

    Google Scholar 

  7. Arcos JC, Argus MG (1975) Chemical Induction of Cancer. Structural Basis and Biological Mechanisms, Vol IIA, Academic Press, New York

    Google Scholar 

  8. Armanios C, Alexander R, Kagi RI, Sobolev AN, White AH (1994) The molecular structure of sedimentary (22R) 17a,21/3(H)-homohopane from an X-ray diffraction study. Geochim Cosmochim Acta 58: 2941

    Article  CAS  Google Scholar 

  9. Azevedo DA, Aquino Neto FR, Simoneit BRT (1994) Extended saturated and mono-aromatic tricyclic terpenoid carboxylic acids found in Tasmanian tasmanite. Org Geochem 22: 991

    Article  CAS  Google Scholar 

  10. Azevedo DA, Aquino Neto FR, Simoneit BRT, Pinto AC (1992) Novel series of tricyclic aromatic terpanes characterized in Tasmanian tasmanite. Org Geochem 18: 9

    Article  CAS  Google Scholar 

  11. Badger GM, Buttey RG, Kimber RCL, Lewis GE, Moritz AG, Napier IM (1958) The formation of aromatic hydrocarbons at high temperatures. J Chem Soc 2449

    Google Scholar 

  12. Benner BA Jr, Gordon GE, Wise SA, (1989) Mobile sources of atmospheric polycyclic aromatic hydrocarbons: A roadway tunnel study. Environ Sci Technol 23: 1269

    Google Scholar 

  13. Benner BA Jr., Bryner NP, Wise SA, Mulholland GH, Lao RC, Fingas MF (1990) Polycyclic aromatic hydrocarbon emissions from the combustion of crude oil on water. Environ Sci Technol 24: 1418

    Article  CAS  Google Scholar 

  14. Bjorseth A, Lunde G, Lindskog A (1979) Long-range transport of polycyclic aromatic hydrocarbons. Atmos Environ 13: 45

    Article  CAS  Google Scholar 

  15. Blumer M (1975) Curtisite, idrialite and pendletonite, polycyclic aromatic hydrocarbon minerals: their composition and origin. Chem Geol 16: 245

    Article  CAS  Google Scholar 

  16. Blumer M (1976) Polycyclic aromatic compounds in nature. Scient Amer 239 (3): 35

    Google Scholar 

  17. Blumer M, Souza G, Sass J (1970) Hydrocarbon pollution of edible shellfish by an oil spill. Mar Bio15: 195

    Google Scholar 

  18. Boreham CJ, Wilkins AL (1995) Structure and origin of the two major monoaromatic hydrocarbons in a tasmanite oil shale from Tasmania, Australia. Org Geochem 23: 461

    Google Scholar 

  19. Borneff J (1977) Fate of carcinogens in aquatic environments. In: Advances in Environmental Science and Technology. I.H. Suffet, ed. John Wiley and Sons, Vol. 8, part 2, p. 393

    Google Scholar 

  20. Bouloubassi I, Saliot A (1993) Dissolved, particulate and sedimentary naturally derived polycyclic aromatic hydrocarbons in a coastal environment: geochemical significance. Mar Chem 42: 127

    Article  CAS  Google Scholar 

  21. Brassell SC, Eglinton G, Maxwell JR (1983) The geochemistry of terpenoids and steroids. Biochem Soc (UK) Trans 11: 575

    CAS  Google Scholar 

  22. Brault M, Simoneit BRT (1989) Trace petroliferous organic matter associated with hydrothermal minerals from the Mid-Atlantic Ridge at the Trans-Atlantic Geotraverse 26°N Site. J Geophys Res 94: 9791

    Article  CAS  Google Scholar 

  23. Burlingame AL, Hauser JS, Simoneit BRT, Smith DH, Biemann K, Mancuso N, Murphy R, Flory DA, Reynold MA (1971) Preliminary organic analysis of the Apollo 12 cores. In: Proc Second Lunar Sci Conf, Geochim Cosmochim Acta, Suppl 2, V 12, p. 1891

    Google Scholar 

  24. Carlson RE, Critchfield S, Vorkink WP, Dong J-Z, Pugmire RJ, Lee ML, Zhang Y, Shabtai J, Bartle KD (1992) High resolution chromatographic characterization of depolymerized coals of different rank: aliphatic and aromatic hydrocarbons. Fuel 71: 19

    Article  CAS  Google Scholar 

  25. Carruthers W, Douglas AG (1957) The constituents of high-boiling petroleum distillates. Part IV. Some polycyclic aromatic hydrocarbons in a Kuwait oil. J Chem Soc, 1957: 278

    Google Scholar 

  26. Chaffee AL (1990) Molecular indicators of diagenesis in lignite diastereomeric configuration of triterpenoid derived aromatic hydrocarbons. Org Geochem 15: 485

    Article  CAS  Google Scholar 

  27. Chaffee AL, Johns RB (1983) Polycyclic aromatic hydrocarbons in Australian coals. I. Angularly fused pentacyclic tri-and tetraaromatic components of Victorian brown coal. Geochim Cosmochim Acta 47: 2141

    Google Scholar 

  28. Chaffee AL, Fookes CJR (1988) Polycyclic aromatic hydrocarbons in Australian coals - III. Structural elucidation by proton nuclear magnetic resonance spectroscopy. Org Geochem 12: 261

    Google Scholar 

  29. Chaffee AL, Strachan MG, Johns RB (1984) Polycyclic aromatic hydrocarbons in Australian coals - II. Novel tetracyclic components from Victorian brown coal. Geochim Cosmochim Acta 48: 2037

    Google Scholar 

  30. Chang H-CK, Nishioka M, Bartle KD, Wise SA, Bayona JM, Markides KE, Lee ML (1988) Identification and comparison of low-molecular-weight neutral constituents in two different coal extracts. Fuel 67: 45

    Article  CAS  Google Scholar 

  31. Chernova TG, Il’inskaya VI, Nechitaylo GG (1992) Evolution of organic matter in the sediments of the Guaymas Basin in the presence of hydrothermal activity. Oceanology (Akad Nauk Russia) 32: 315

    Google Scholar 

  32. Chernova TG, Pikovskiy YI, Oglobina AM, Alekseyeva TA, Lisitsyn AP (1993) Polycyclic aromatic hydrocarbons in Indian Ocean metalliferous sediments. Dokl Rossiyskoy Akad Nauk 330: 93

    CAS  Google Scholar 

  33. Clar E (1964) Polycyclic Hydrocarbons, Vol 1 and 2, Academic Press, London

    Book  Google Scholar 

  34. Clemett SJ, Maechling CR, Zare RN (1992) Analysis of polycyclic aromatic hydrocarbons in seventeen ordinary and carbonaceous chondrites. Lunar Planet Sci 23: 233

    Google Scholar 

  35. Clemett SJ, Maechling CR, Zare RN, Swan PD, Walker RM (1993) Identification of complex aromatic molecules in individual interplanetary dust particles. Science 262: 721

    Article  CAS  Google Scholar 

  36. Clemett SJ, Maechling CR, Chen YH, Zare RN, Messenger S, Amari S, Gao X, Walker RM, Louis R (1995) Organic molecules in interstellar graphite grains. Lunar Planet Sci 26: 259

    Google Scholar 

  37. Clifton CG, Walters CC, Simoneit BRT (1990) Hydrothermal petroleums from Yellowstone National Park, Wyoming, U.S.A. Appl Geochem 5: 169

    Google Scholar 

  38. Colombo JC, Pelletier E, Brochu C, Khalil M, Catoggio JA (1989) Determination of hydrocarbon sources using n-alkane and polyaromatic hydrocarbon distribution indexes. Case study: Rio de La Plata Estuary, Argentina. Environ Sci Technol 23: 888

    Google Scholar 

  39. Colucci JM, Begeman CR (1971) Carcinogenic air pollutants in relation to automotive traffic in New York. Environ Sci Technol 5: 145

    Article  CAS  Google Scholar 

  40. Core JE, Cooper JA, DeCesar RT, Houck JE (1982) Residential Wood Combustion Study. EPA 910/9a

    Google Scholar 

  41. Core JE, Cooper JA, Newlicht RM (1984) Current and projected impacts of residential wood combustion on Pacific Northwest air quality. J Air Pollut Control Assoc 34: 138

    Article  Google Scholar 

  42. Cranwell PA (1982) Lipids of aquatic sediments and sedimenting particulates. Progr Lipid Res 21: 271

    Article  CAS  Google Scholar 

  43. Crittenden BD, Long R (1976) In: Carcinogenesis - A Comprehensive Survey, Freudenthal RI, Jones PW (eds) Vol 1, Raven Press, New York, p 209

    Google Scholar 

  44. Curiale JA (1986) Origin of solid bitumens, with emphasis on biological marker results. Org Geochem 10: 559

    Article  CAS  Google Scholar 

  45. Czechowski F, Simoneit BRT, Sachanbinski M, Chojcan J, Wolowiec S (1996) Physicochemical structural characterization of ambers from deposits in Poland. Appl Geochem 11: 811

    Article  CAS  Google Scholar 

  46. Czochanska Z, Sheppard CM, Weston RJ, Woolhouse AD, Cook RA (1986) Organic geochemistry of sediments in New Zealand. Part I. A biomarker study of the petroleum seepage at the geothermal region of Waiotapu. Geochim Cosmochim Acta 50: 507

    Google Scholar 

  47. Dastillung M, Albrecht P (1977), 2-Sterenes as diagenetic intermediates in sediments. Nature 269: 678

    Google Scholar 

  48. Davies IW, Harrison RM, Perry R, Ratnayaka D, Wellings RA (1976) Municipal incinerator as source of polynuclear aromatic hydrocarbons in environment. Environ Sci Technol 10: 451

    Article  CAS  Google Scholar 

  49. de las Heras FX, Grimalt JO, Albaiges J (1991) Novel C-ring cleaved triterpenoid-derived aromatic hydrocarbons in Tertiary brown coals. Geochim Cosmochim Acta 55: 3379

    Article  CAS  Google Scholar 

  50. Didyk BM, Simoneit BRT, Brassell SC, Eglinton G (1978) Organic geochemical indicators of palaeoenvironmental conditions of sedimentation. Nature 272: 216

    Article  CAS  Google Scholar 

  51. Edye LA, Richards GN (1991) Analysis of condensates from wood smoke: Components derived from polysaccharides and lignin. Environ Sci Technol 25: 1133

    Google Scholar 

  52. Fetzer JC, Biggs WR (1984) The high-performance liquid chromatography of peropyrene-type polycyclic aromatic hydrocarbons. J Chromatogr 295: 161

    Article  CAS  Google Scholar 

  53. Fetzer JC, Biggs WR (1985) Solvated structure-retention relationships of peropyrenetype polycyclic aromatic hydrocarbons. J Chromatogr 322: 275

    Article  CAS  Google Scholar 

  54. Fetzer JC, Biggs WR (1987) Retention behavior of large polycyclic aromatics in bonded-phase high-performance liquid chromatography. J Chromatogr 386: 87

    Article  CAS  Google Scholar 

  55. Fetzer JC, Biggs WR (1989) Solvent strength in the non-aqueous reversed phase HPLC of polycyclic aromatic hydrocarbons. Chromatographia 27: 118

    Article  CAS  Google Scholar 

  56. Fetzer JC, Biggs WR (1993) The use of full-spectrum absorbance and emission detectors in environmental analyses: A review. J Chromatogr 642: 319

    Google Scholar 

  57. Fetzer JC, Biggs WR (1994) Identification of a new eight-ring condensed polycyclic aromatic hydrocarbon. Polycyclic Arom Cmpds 5: 193

    Article  CAS  Google Scholar 

  58. Fetzer JC, Simoneit BRT, Budzinski H, Garrigues P (1996) Identification of large PAHs in bitumens from Deep-Sea hydrothermal vents. Polycyclic Arom Compounds 9: 109

    Article  CAS  Google Scholar 

  59. Freeman DJ, Catell FCR (1990) Woodburning as a source of atmospheric polycyclic aromatic hydrocarbons. Environ Sci Technol 24: 1581

    Article  CAS  Google Scholar 

  60. Freeman KH, Boreham CJ, Summons RE, Hayes JM (1994) The effect of aromatization on the isotopic compositions of hydrocarbons during early diagenesis. Org Geochem 21: 1037

    Article  CAS  Google Scholar 

  61. Friocourt MP, Berthou F, Picart D (1982) Dibenzothiophene derivatives as organic markers of oil pollution. Int J Environ Anal Chem 12: 125

    Google Scholar 

  62. Gagosian RB, Peltzer ET, Zafiriou OC (1981) Atmospheric transport of continentally derived lipids to the tropical North Pacific. Nature 291: 312

    Article  CAS  Google Scholar 

  63. Garrigues P, Ewald M (1983) Identification of monomethylated polycyclic aromatic hydrocarbons in crude oils by liquid chromatography and high resolution Shpol’skii fluorescence spectrometry. Anal Chem 55: 2155

    Article  CAS  Google Scholar 

  64. Garrigues P, De Vazelhes-De Sury R, Angelin M-L, Ewald M, Oudin J-L, Connan J (1984) Analysis of series of aromatic isomers by high resolution spectrofluorimetry and capillary gas chromatography in HPLC fractions of crude petroleums and sedimentary rock extracts. Org Geochem 6: 829

    CAS  Google Scholar 

  65. Geissman TA, Sim KY, Murdoch J (1967) Organic minerals. Picene and chrysene as constituents of the mineral curtisite (idrialite). Experientia 23: 793

    Google Scholar 

  66. Gieskes JM, Simoneit BRT, Brown T, Shaw T, Wang Y-C, Magenheim A (1988) Hydrothermal fluids and petroleum in surfce sediments of Guaymas Basin, Gulf of California: A case study. Can Mineralogist 26: 589

    Google Scholar 

  67. Giger W, Blumer M (1974) Polycyclic aromatic hydrocarbons in the environment: Isolation and characterization by chromatography, visible, ultraviolet, and mass spectrometry. Anal Chem 46: 1663

    Google Scholar 

  68. Gorchakova PN, Khomyakov AP, Shatskaya NS (1981) Karpatite and idrialite-typomorphic tungsten-mercury ore from platform deposits ( Chukchi ). Dokl Akad Nauk SSSR 257: 432

    Google Scholar 

  69. Gordon RJ (1976) Distribution of airborne polycyclic aromatic hydrocarbons throughout Los Angeles. Environ Sci Technol 10: 370

    Article  CAS  Google Scholar 

  70. Gordon RJ, Bryan RJ (1973) Patterns of polynuclear hydrocarbon concentration at four Los Angeles sites. Environ Sci Technol 7: 1050

    Article  CAS  Google Scholar 

  71. Graedel TE, Hawkins DT, Claxton LD (1986) Atmospheric Chemical Compounds, Sources, Occurrence, and Bioassay. Academic Press, New York, 732 p.

    Google Scholar 

  72. Greiner AC, Spyckerelle C, Albrecht P (1976) Aromatic hydrocarbons from geological sources - I. New naturally occurring phenanthrene and chrysene derivatives. Tetrahedron 32: 257

    Google Scholar 

  73. Greiner AC, Spyckerelle C, Albrecht P, Ourisson G (1977) Aromatic hydrocarbons from geological sources. Part V. Mono-and di-aromatic hopane derivatives. J Chem Res (5) 334 (M) 3829

    Google Scholar 

  74. Grimalt JO, Simoneit BRT, Hatcher PG, Nissenbaum A (1988) The molecular composition of ambers. In: Advances in Organic Geochemistry 1987, L. Mattavelli, L. Novelli (eds.), Org. Geochem. 13: 677.

    Google Scholar 

  75. Grimalt J, Albaiges J, Sicre MA, Marty JC, Saliot A (1988) Aerosol transport of polynuclear aromatic hydrocarbons over the Mediterranean sea. Naturwissenschaften 75: 39

    Article  CAS  Google Scholar 

  76. Grimalt JO, Alexander G, Hazai I, Mink G (1990) The isomerization and aromatization of 16a(H)-phyllocladane in sedimentary environments. Naturwissenschaften 77: 534

    Article  CAS  Google Scholar 

  77. Grimmer G (1993) The PAH-Story of Gernot Grimmer - 30 years of research at BIU In: Garrigues P, Lamotte M (eds) Polycyclic Aromatic Compounds. Gordon and Breach Science Publishers, New York, p 1

    Google Scholar 

  78. Grimmer G, Bohnke H (1972) Bestimmung des Gesamtgehaltes aller polycyclischen aromatischen Kohlenwasserstoffe in Luftstaub und Kraftfahrzeugabgas mit Capillar-GasChromatographie. Fresenius Z Anal Chem 261: 310

    Article  CAS  Google Scholar 

  79. Grimmer G, Duevel D (1970) Untersuchungen zur endogenen Bildung von polycyclischen Kohlenwasserstoffen in höheren Pflanzen. Z Naturforsch 25B: 1171

    CAS  Google Scholar 

  80. Grimmer G, Naujack K-W (1979) Gas chromatographische Profilanalyse der polycyclischen aromatischen Kohlenwasserstoffe im Wasser. Vom Wasser 53: 1

    CAS  Google Scholar 

  81. Grimmer G, Schneider D, Dettbarn G (1981) Die Belastung verschiedener Flüsse in der Bundesrepublik Deutschland durch polycyclische aromatische Kohlenwasserstoffe. Vom Wasser 56: 131

    CAS  Google Scholar 

  82. Grimmer G, Dettbarn G, Schneider D (1981) Kapillar-gaschromatographische Profilanalyse von polycyclischen aromatischen Kohlenwasserstoffen in Trink-and Brauchwasser. Z Wasser Abwasser Forsch 14: 100

    CAS  Google Scholar 

  83. Gschwend PM, Hites RA (1981) Fluxes of polycyclic aromatic hydrocarbons to marine and lacustrine sediments in the northeastern United States. Geochim Cosmochim Acta 45: 2359

    Article  CAS  Google Scholar 

  84. Guenther FR; Chesler SN, Gordon GE, Zoller WH (1988) Residential wood combustion: A source of atmospheric polycyclic aromatic hydrocarbons. J High Res Chromatogr 113: 761

    Google Scholar 

  85. Guerin MR (1978) Energy sources of polycyclic aromatic hydrocarbons. In: Polycyclic Hydrocarbons and Cancer, Gelboin HV, Ts’o POP (eds) Vol 1, Academic Press, New York, p3

    Google Scholar 

  86. Han J, Simoneit BRT, Burlingame AL, Calvin M (1969) Organic analysis on the Pueblito de Allende Meteorite. Nature 222: 364

    Article  CAS  Google Scholar 

  87. Hangebrauck RP, von Lehmden DJ, Meeker JE (1964) Emissions of polynuclear hydrocarbons and other pollutants from heat-generation and incineration processes. J Air Pollut Contr Assoc 14: 267

    Article  CAS  Google Scholar 

  88. Hangebrauck RP, von Lehmden DJ, Meeker JE (1967) Sources of Polynuclear Hydrocarbons in the Atmosphere, US Dep HEW, Public Health Serv, AP-33, PB 174, Washington, DC

    Google Scholar 

  89. Harrison RM, Perry R, Wellings RA (1975) Polynuclear aromatic hydrocarbons in raw, potable and waste waters. Water Res 9: 331

    Article  CAS  Google Scholar 

  90. Hartgers WA, Sinninghe Damsté JS, Requejo AG, Allan J, Hayes JM, Ling Y, Xie TM, Primack J, de Leeuw JW (1994) A molecular and carbon isotopic study towards the origin and diagenetic fate of diaromatic carotenoids. Org Geochem 22: 703

    Article  CAS  Google Scholar 

  91. Harvey RG (1991) Polycyclic Aromatic Hydrocarbons: Chemistry and Carcinogenicity, Cambridge University Press, Cambridge

    Google Scholar 

  92. Hauke V, Graff R, Wehrung P, Trendel JM, Albrecht P, Schwark L, Keely, BJ, Peakman TM (1992) Novel triterpene-derived hydrocarbons of arborane/fernane series in sediments. Part I. Tetrahedron 48: 3915

    Google Scholar 

  93. Hauke V, Graff, R, Wehrung P, Trendel JM, Albrecht P, Riva, A, Hopfgartner G, Gulacar FO, Buchs, A, Eakin PA (1992) Novel triterpene-derived hydrocarbons of the arborane/ fernane series in sediments: Part II. Geochim Cosmochim Acta 56: 3595

    Google Scholar 

  94. Hauke V, Trendel JM, Albrecht P (1993) A novel aromatic triterpene hydrocarbon in Eocene Messel shale: A new aromatisation pathway of hopanoid hydrocarbons? In: Polycyclic Aromatic Hydrocarbons, Garrigues P, Lamotte M (eds) Gordon Breach, New York, p 451

    Google Scholar 

  95. Hawthorne SB, Krieger MS, Miller DJ, Mathiason MB (1989) Collection and quantification of methoxylated phenol tracers for atmospheric pollution from wood stoves. Environ Sci Technol 23: 470

    Article  CAS  Google Scholar 

  96. Hawthorne SB, Miller DJ, Barkley RM, Krieger MS (1988) Identification of methoxylated phenols as candidate tracers for atmospheric wood smoke pollution. Environ Sci Technol 22: 1191

    Article  CAS  Google Scholar 

  97. Hawthorne SB, Miller, DJ, Langenfeld JJ, Krieger MS (1992) PM-10 high volume collection and quantification of semi-and nonvolatile phenols, methoxylated phenols, alkanes and polycyclic aromatic hydrocarbons from winter urban air and their relationship to wood smoke. Environ Sci Technol 26: 2251

    Article  CAS  Google Scholar 

  98. Hayatsu R, McBeth RL, Neill PH, Xia Y, Winans RE (1990) Terpenoid biomarkers in Argonne premium coal samples and their role during coalification. Energy and Fuels 4: 456

    Article  CAS  Google Scholar 

  99. Hazai I, Alexander G, Székely T (1989) Study of aromatic biomarkers in brown coal extracts. Fuel 68: 49

    Article  CAS  Google Scholar 

  100. Heissler D, Ladenburger C (1988) Synthesis of (+)-tricyclohexaprenol, a possible precursor of a family of tricyclic geoterpanes, and synthesis of an isomer. Tetrahedron 44: 2513

    Article  CAS  Google Scholar 

  101. Heit M, Tan Y, Klusek C, Burke JC (1981) Anthropogenic trace elements and polycyclic aromatic hydrocarbon levels in sediment cores from two lakes in the Adirondack acid lake region. Water Air and Soil Pollution 15: 441

    Article  CAS  Google Scholar 

  102. Henderson W, Kray WC, Newman WA, Reed WE, Simoneit BRT, Calvin M (1971) Study of carbon compounds in Apollo 11 and 12 returned lunar samples. In: Proc. Second Lunar Sci Conf, Geochim Cosmochim Acta, Supp12 Vol 2, p 1901

    Google Scholar 

  103. Hites RA (1981) Sources and Fates of Atmospheric Polycyclic Aromatic Hydrocarbons In: Macias ES, Hopke PK (eds.) Atmospheric Aerosol Source/Air Quality Relationships, ACS Symp Ser 167, Am Chem Soc, Washington, p 187

    Google Scholar 

  104. Hites RA, LaFlamme RE, Farrington JW (1977) Sedimentary polycyclic aromatic hydrocarbons: The historical record. Science 198: 829

    Google Scholar 

  105. Hites RA, LaFlamme RE, Windsor JG (1980) Polycyclic aromatic hydrocarbons in marine/aquatic sediments: their ubiquity In: Petrakis L, Weiss FT (eds.) Petroleum in the Marine Environment, ACS Symp Ser 185, Am Chem Soc, Washington, p 289

    Google Scholar 

  106. Hoffman CF (1984) Synthesis and Geochemical Applications of Aromatic Steroid Hydrocarbons. Ph.D. Thesis, University of Bristol, England, p 438

    Google Scholar 

  107. Hoffman CF, Mackenzie AS, Lewis CA, Maxwell CR, Oudin JL, Durand B,Vandenbroucke M (1984) A biological marker study of coals, shales and oils from the Mahakam delta, Kalimantan, Indonesia. Chem Geol 42: 1

    Google Scholar 

  108. Holland PT, Simoneit BRT, Wszolek PC, McFadden WH, Burlingame AL (1972) Carbon compounds in Apollo 12, 14 and 15 samples. In: Lunar Science III, Watkins C (ed) Lunar Science Institute, Houston, p 383

    Google Scholar 

  109. Honicky RE, Osborne JS, Akpom CA (1985) Symptoms of respiratory illness in young children and the use of wood burning stoves for indoor heating. Pediatrics 75: 587

    CAS  Google Scholar 

  110. Hunt JM (1996) Petroleum Geochemistry and Geology, 2nd edn, WH Freeman and Company, New York, p 743

    Google Scholar 

  111. Hussler G, Albrecht P (1983) C2729 monoaromatic anthrasteroid hydrocarbons in Cretaceous black shales. Nature 304: 262

    Google Scholar 

  112. Hussler G, Chappe B, Wehrung P, Albrecht P (1981) C2729 ring A monoaromatic steroids in Cretaceous black shales. Nature 294: 556

    Google Scholar 

  113. Hussler G, Albrecht P, Ourisson G, Cesario M, Giulhem J, Pascard C (1984) Benzohopanes, a novel family of hexacyclic geomarkers in sediments and petroleums. Tetrahedron Lett 25: 1179

    Article  CAS  Google Scholar 

  114. Hussler G, Connan J, Albrecht P (1984) Novel families of tetra-and hexacyclic aromatic hopanoids predominant in carbonate rocks and crude oils. Org Geochem 6: 39

    Google Scholar 

  115. Jarolfm V, Hejno K, Sorm F (1963) Ãœber die Zusammensetzung der Braunkohle VIII. Struktur einiger aus Montanwachs isolierter triterpenischer Verbindungen. Collect Czechoslov Chem Commun 28: 2443

    Google Scholar 

  116. Jarolfm V, Hejno K, Hemmert F, Sorm F (1965) Ãœber die Zusammensetzung der Braunkohle IX. Ãœber einige aromatische Kohlenwasserstoffe des Harzanteils des Montanwachses. Collect Czechoslov Chem Commun 30: 873

    Article  Google Scholar 

  117. Jarolfm V, Streibl M, Hejno K, Sorm F (1961) Ãœber die Zusammensetzung der Braunkohle I. Ãœber einige Inhaltsstoffe des Montanwachses. Collect Czechoslov Chem Commun 26: 451

    Google Scholar 

  118. Jenkins BM, Jones AD, Turn SQ, Williams RB (1996) Emission factors for polycyclic aromatic hydrocarbons from biomass burning. Environ Sci Technol 30: 2462

    Article  CAS  Google Scholar 

  119. Johns RB, ed (1986) Biological Markers in the Sedimentary Record. Elsevier Amsterdam, p 364

    Google Scholar 

  120. Kamens RM, Rives GD, Peery JM, Bell DA, Paylor RF, Goodman RG, Claxton LD (1984) Mutagenic changes in dilute wood smoke as it ages and reacts with ozone and nitrogen dioxide: An outdoor chamber study. Environ Sci Technol 18: 523

    Google Scholar 

  121. Katz M, Pierce RC (1976) Quantitative distribution of polynuclear aromatic hydrocarbons in relation to particle size of urban particulates. In: Carcinogenesis - a comprehensive survey, Vol 1. Feudenthal R, Jones PW (eds) Raven, New York, p 413

    Google Scholar 

  122. Katz M, Sakuma T, Ho A (1978) Chromatographic and spectral analysis of polynuclear aromatic hydrocarbons - quantitative distribution in air of Ontario cities. Environ Sci Technol 12: 909

    Article  CAS  Google Scholar 

  123. Kawka 0E, Simoneit BRT (1987) Survey of hydrothermally-generated petroleums from the Guaymas Basin spreading center. Org Geochem 11: 311

    Article  Google Scholar 

  124. Kawka 0E, Simoneit BRT (1990) Polycyclic aromatic hydrocarbons in hydrothermal petroleums from the Guaymas Basin spreading center. Appl Geochem 5: 17

    Article  Google Scholar 

  125. Ketseridis G, Hahn J (1975) Bestimmung der organischen Bestandteile von Aerosolpartikeln aus Reinluft. Fresenius Z Anal Chem 273: 257

    Article  CAS  Google Scholar 

  126. Ketseridis G, Hahn J, Jaenicke R, Junge C (1976) Organic constituents of atmospheric particulate matter. Atmos Environ 10: 603

    Article  CAS  Google Scholar 

  127. Killops SD (1991) Novel aromatic hydrocarbons of probable bacterial origin in a Jurassic lacustrine sequence. Org Geochem 17: 25

    Article  CAS  Google Scholar 

  128. Kleindienst TE, Shepson PB, Edney EO, Claxton LD, Cupitt LT (1986) Wood smoke: Measurements of the mutagenic activities of its gas-and particle-phase photooxidation products. Environ Sci Technol 20: 493

    Google Scholar 

  129. Knap AH (1990) The long-range atmospheric transport of natural and contaminant substances, NATO ASI Series, Vol 297, Kluwer Academic, Dordrecht

    Book  Google Scholar 

  130. Koopmans MP, Köster J, van Kaam-Peters HME, Kenig F, Schouten S, Hartgers WA, de Leeuw JW, Sinnighe Damsté JS (1996) Diagenetic and catagenetic products of isorenieratene: molecular indicators for photic zone anoxia. Geochim Cosmochim Acta 60: 4467

    Article  CAS  Google Scholar 

  131. Kovalenko LJ, Maechling CR, Clemett SI, Philippoz J-M, Zare RN, Alexander CMOD (1992) Microscopic organic analysis using two-step laser mass spectrometry: Application to meteoritic acid residues. Anal Chem 64: 682

    Google Scholar 

  132. Kozin IS, Gooijer C, Velthorst NH (1995) Direct determination of dibenzoa,l]pyrene in crude extracts of environmental samples by laser-excited Shpol’skii spectroscopy. Anal Chem 67: 1623

    Article  CAS  Google Scholar 

  133. Kvenvolden KA, Simoneit BRT (1990) Hydrothermally derived petroleum: Examples from Guaymas Basin, Gulf of California and Escanaba Trough, Northeast Pacific Ocean. Amer Assoc Petrol Geol Bull 74: 223

    Google Scholar 

  134. LaFlamme RE, Hites RA (1978) The global distribution of polycyclic aromatic hydrocarbons in recent sediments. Geochim Cosmochim Acta 42: 289

    Article  CAS  Google Scholar 

  135. LaFlamme RE, Hites RA (1979) Tetra-and pentacyclic, naturally-occurring, aromatic hydrocarbons in recent sediments. Geochim Cosmochim Acta 43: 1687

    Article  CAS  Google Scholar 

  136. Lang KF, Buffleb H, Kalowy J (1964) Fulminen (1.2-Benzo-picen) in Steinkohlenteer. Chem Ber 97: 494

    Article  CAS  Google Scholar 

  137. Lang KF, Buffleb H, Zander M (1963) Erdoel Kohle 16: 944

    CAS  Google Scholar 

  138. Lao RC, Thomas RS, Oja H, Dubois L. (1973) Application of a gas chromatograph-mass spectrometer data processor combination to the analysis of the polycyclic aromatic hydrocarbon content of airborne pollutants. Anal Chem 45: 908

    Article  CAS  Google Scholar 

  139. Lao, RC, Thomas RS, Monkman JL (1975) Computerized gas chromatographic-mass spectrometric analysis of polycyclic aromatic hydrocarbons in environmental samples. J Chromatogr 112: 681

    Article  CAS  Google Scholar 

  140. Lee ML, Novotny M, Barde KD (1976) Gas chromatography/mass spectrometric and nuclear magnetic resonance determination of polynuclear aromatic hydrocarbons in airborne particulates. Anal Chem 48: 1566

    Article  CAS  Google Scholar 

  141. Lee ML, Novotny MV, Barde KD (1981) Analytical Chemistry of Polycyclic Aromatic Compounds, Academic Press, London, 462 pp

    Google Scholar 

  142. Lee ML, Vassilaros DL, Later DW (1982) Capillary column gas chromatography of environmental polycyclic aromatic compounds. Int J Env Anal Chem 12: 29

    Google Scholar 

  143. Lee ML, Vassilaros DL, White CM, Novotny M (1979) Retention indices for programmed-temperature capillary-column gas chromatography of polycyclic aromatic hydrocarbons. Anal Chem 51: 768

    Article  CAS  Google Scholar 

  144. Lee RF, Gardner WS, Anderson JW, Blaylock JW, Barwell-Clark J (1978) Fate of polycyclic aromatic hydrocarbons in controlled ecosystem enclosures. Environ Sci Technol 12: 832

    Article  CAS  Google Scholar 

  145. Lee RF, Sauerheber R, Dobbs GH (1972) Uptake, metabolism and discharge of polycyclic aromatic hydrocarbons by marine fish. Mar Biol 17: 201

    Article  CAS  Google Scholar 

  146. Li M-W, Riediger CL, Fowler MG, Snowdon LR (1997) Unusual polycyclic aromatic hydrocarbons in Lower Cretaceous Ostracode Zone sediments and related oils of the Western Canada sedimentary basin. Org Geochem, in press.

    Google Scholar 

  147. Lichtfouse E, Albrecht P (1994) Synthesis of triaromatic steroid hydrocarbons methylated at position 2, 3 or 6: Molecular fossils of yet unknown biological origin. Tetrahedr 50: 1731

    Google Scholar 

  148. Lichtfouse E, Riolo J, Albrecht P (1990) Occurrence of 2-methyl-, 3-methyl-and 6-methyltriaromatic steroid hydrocarbons in geological samples. Tetrahedr Lett 31: 3937

    Article  CAS  Google Scholar 

  149. Lipfert FW, Dungan JL (1983) Residential firewood use in the United States. Science 219: 1425

    Article  CAS  Google Scholar 

  150. Lipiatou E, Grimalt JO, Colom-Altes M, Simo R, Albaiges J (1993) The particle size distribution of polycyclic aromatic hydrocarbons in the marine atmosphere. In: Garrigues P, Lamotte M (eds) Polycyclic Aromatic Compounds. Gordon and Breach Science Publishers, New York, p 543

    Google Scholar 

  151. Lipiatou E, Saliot A, Marty JC (1993) Occurrence and fate of PAH in zooplankton faecal pellets and sediment traps at 200 m in the Mediterranean Sea. In: Garrigues P Lamotte M (eds) Polycyclic Aromatic Compounds. Gordon and Breach Science Publishers, New York, p 389

    Google Scholar 

  152. Lopez-Avila V, Kraska S, Flanagan M (1988) Mass spectrometric analysis of azaarenes in a coal tar. Int J Environ Anal Chem 33: 91

    Article  CAS  Google Scholar 

  153. Loureiro MRB, Cardoso JN (1990) Aromatic hydrocarbons in the Paraiba Valley oil shale. Org Geochem 15: 351

    Article  CAS  Google Scholar 

  154. Ludwig B, Hussler G, Wehrung P, Albrecht P (1981) C2629 triaromatic steroid derivatives in sediments and petroleum. Tetrahedron Lett 22: 3313

    Google Scholar 

  155. Lunde G, Bjorseth A (1977) Polycyclic aromatic hydrocarbons in long-range transported aerosols. Nature 268: 518

    Article  CAS  Google Scholar 

  156. Mackenzie AS, Brassell SC, Eglinton G, Maxwell JR (1982) Chemical fossils: The geological fate of steroids. Science 217: 491

    Google Scholar 

  157. Mackenzie AS, Hoffmann CF, Maxwell JR (1981) Molecular parameters of maturation in the Toarcian shales, Paris Basin, France, III - Changes in aromatic steroid hydrocarbons. Geochim Cosmochim Acta 45: 1345

    Google Scholar 

  158. Mackenzie AS, Lewis CA, Maxwell JR (1981) Molecular parameters of maturation in the Toarcian shales, Paris Basin, France - IV. Laboratory thermal alteration studies. Geochim Cosmochim Acta 45: 2369

    Google Scholar 

  159. Marty JC, Saliot A (1982) Aerosols in equatorial Atlantic air: n-alkanes as a function of particle size. Nature 298: 144

    Article  CAS  Google Scholar 

  160. Maruya KA, Risebrough RW, Horne AJ (1996) Partitioning of polynuclear aromatic hydrocarbons between sediments from San Francisco Bay and their porewaters. Environ Sci Technol 30: 2942

    Article  CAS  Google Scholar 

  161. Masclet P, Bresson MA, Mouvier G (1987) Polycyclic aromatic hydrocarbons emitted by power stations, and influence of combustion conditions. Fuel 66: 556

    Article  CAS  Google Scholar 

  162. Matsushima H (1982) Distribution and association form of polynuclear aromatic hydrocarbons in sediments from Tokyo Bay. Agric Biol Chem 46: 1489

    Article  CAS  Google Scholar 

  163. McKay DS, Gibson EK Jr, Thomas-Keprta KL, Vali H, Romanek CS, Clemett SJ, Chillier XDF, Maechling CR, Zare RN (1996) Search for past life on Mars: possible relic biogenic activity in Martian meteorite ALH 84001. Science 273: 924

    Article  CAS  Google Scholar 

  164. Meyers PA, Ishiwatari R (1993) Lacustrine organic geochemistry - an overview of indicators of organic matter sources and diagenesis in lake sediments. Org Geochem 20: 867

    Article  CAS  Google Scholar 

  165. Meyers PA, Simoneit BRT (1997) Elemental, isotopic, and molecular effects of an igneous intrusion on a Cretaceous coal seam. Appl. Geochem, submitted

    Google Scholar 

  166. Michaelis W, Jenisch A, Richnow HH (1990) Hydrothermal petroleum generation in Red Sea Sediments from the Kebrit and Shaban Deeps In: Organic Matter Alteration in Hydrothermal Systems - Petroleum Generation, Migration and Biogeochemistry, Simoneit BRT (ed) Appl Geochem 5: 103

    Google Scholar 

  167. Moldowan JM, Fago FJ (1986) Structure and significance of a novel rearranged monoaromatic steroid hydrocarbon in petroleum. Geochim Cosmochim Acta 50: 343

    Article  CAS  Google Scholar 

  168. Moldowan JM, Fago FJ, Carlson RMK, Young DC, van Duyne G, Clardy J, Schoell M, Pillinger CT, Watt, DS (1991) Rearranged hopanes in sediments and petroleum. Geochim Cosmochim Acta 55: 3333

    Article  CAS  Google Scholar 

  169. Muel B, Saguem S (1985) Polycyclic aromatic hydrocarbons from incinerator emissions. Environ Sci Technol 19: 111

    CAS  Google Scholar 

  170. Mueller G (1970) Indications of high-temperature processes in organic geochemistry. In: Advances in Organic Geochemistry 1966, Hobson GD, Speers, GC (eds) Pergamon Press, Oxford, p 443

    Google Scholar 

  171. Mueller G (1972) Hydrothermally associated organic microspheres from S.W. Africa and elsewhere. In: Molecular Evolution, Prebiological and Biological, Rohlfing DL, Oparin AI (eds) Plenum Press New York, p 379

    Google Scholar 

  172. Muhlbaier-Dasch J (1982) Particulate and gaseous emissions from wood-burning fireplaces. Environ Sci Technol 16: 639

    Article  Google Scholar 

  173. Murdoch J, Geissman TA (1967) Pendletonite, a new hydrocarbon mineral from California. Am Mineral 52: 611

    Google Scholar 

  174. National Research Council (1983) Polycyclic Aromatic Hydrocarbons: Evaluation of Sources and Effects, National Academy Press, Washington, DC

    Google Scholar 

  175. National Academy of Sciences (1972) Particulate Polycyclic Organic Matter, National Academy Press, Washington, DC

    Google Scholar 

  176. Neff JM (1979) Polycyclic Aromatic Hydrocarbons in the Aquatic Environment: Sources, Fates and Biological Effects. Applied Science, London, p 262

    Google Scholar 

  177. Neilson AH, Hynning P-A (1996) Polycyclic aromatic hydrocarbons: Products of chemical and biochemical transformation of alicyclic precursors. Toxicolog Environ Chem 53: 45

    Google Scholar 

  178. Ohta K, Handa N, Matsumoto E (1983) Trends and factors governing polycyclic aromatic hydrocarbon levels in Tokyo Bay sediments. Geochim Cosmochim Acta 47: 1651

    Article  CAS  Google Scholar 

  179. O’Malley VP, Abrajano TA Jr, Hellou J (1996) Stable carbon isotopic apportionment of individual polycyclic aromatic hydrocarbons in St. John’s Harbour, Newfoundland. Environ Sci Technol 30: 634

    Google Scholar 

  180. Pancirov RJ, Brown RA (1975) Analytical methods for polynuclear aromatic hydrocarbons in crude oils, heating oils and marine tissue In: Proc Joint Conf on the Prevention and Control of Oil Spills, Am Petrol Inst, Washington, p 103

    Google Scholar 

  181. Peaden PA, Lee ML, Hirata Y, Novotny M (1980) High-performance liquid chromatographic separation of high-molecular-weight polycyclic aromatic compounds in carbon black. Anal Chem 52: 2268

    Article  CAS  Google Scholar 

  182. Peakman, TM, Maxwell, JR (1988) Early diagenetic pathways of steroid alkenes. Org Geochem 13: 583

    Article  CAS  Google Scholar 

  183. Peakman TM, Ellis K, Maxwell JR (1988) Acid-catalysed rearrangements of steroid alkenes - Part 2. A re-investigation of the backbone rearrangement of cholest-5-ene. J Chem Soc Perkin Trans I 1071

    Google Scholar 

  184. Pering KL, Ponnamperuma C (1971) Aromatic hydrocarbons in the Murchison meteorite. Science 173: 237

    Article  CAS  Google Scholar 

  185. Pierce, RC, Katz M (1975) Determination of atmospheric isomeric polycyclic arenes by thin-layer chromatography and fluorescence spectrophotometry. Anal Chem 47: 1743

    Article  CAS  Google Scholar 

  186. Pikovskiy, YI, Karpov GA, Oglobina AI (1987) Polycyclic aromatic hydrocarbons in products of the Uzon hydrothermal system as related to the origin of Uzon oil (Kamchatka). Geokhimiya 6: 869 (Engl. Transi. Geochem Int 25 (1) 103

    Google Scholar 

  187. Pinchin R, Mayer LMU, Pinto AC (1978) Veadeirol and veadeiroic acid, two novel diterpenes from Vellozia flavicans Phytochem 17: 1671

    Google Scholar 

  188. Poinsot J, Adam P, Trendel JM, Connan J, Albrecht P (1995) Diagenesis of higher plant triterpenes in evaporitic sediments. Geochim Cosmochim Acta 59: 4653

    Article  CAS  Google Scholar 

  189. Poinsot J, Dessort D, Adam P, Connan J, Lacrampe G, Trendel JM, Albrecht P (1995) New and rare biomarkers: Saturated C3343 polycycloisoprenoids. In: Organic Geochemistry: Developments and Applications to Energy, Climate, Environment and Human History, Grimait JO, Dorronsoro C (eds) AIGOA Donostia-San Sebastian, p 116

    Google Scholar 

  190. Porshnev NV, Mujin LM, Bondarev, VE, Safonova AN, Kalinitshenko VI (1991) Aromatic fraction of hydrothermal petroleum show. Polycyclic aromatic hydrocarbons ( PAHs) Dokl. Akad Nauk SSSR 320: 450

    Google Scholar 

  191. Ramdahl T (1983) Retene - a molecular marker for wood combustion in ambient air. Nature 306: 580

    Article  CAS  Google Scholar 

  192. Ramdahl T, Becher, G (1982) Characterization of polynuclear aromatic hydrocarbon derivatives in emissions from wood and cereal straw combustion. Anal Chim Acta 144: 83

    Article  CAS  Google Scholar 

  193. Ramdahl T, Schjoldager J, Currie LA, Hanssen JE, Moller M, Louda GA, Alfheim I (1984) Ambient impact of residential wood combustion in Elverum, Norway. Sci Tot Environ 36: 81

    Google Scholar 

  194. Revill AT, Volkman JK, O’Leary T, Summons RE, Boreham CJ, Banks MR, Denwer K (1994) Hydrocarbon biomarkers, thermal maturity, and depositional setting of tasmanite oil shales from Tasmania, Australia. Geochim Cosmochim Acta 58: 3803

    Google Scholar 

  195. Riolo J, Albrecht P (1985) Novel rearranged ring C monoaromatic steroid hydrocarbons in sediments and petroleums. Tetrahedr Lett 26: 2701

    Article  CAS  Google Scholar 

  196. Riolo J, Ludwig B, Albrecht P (1985) Synthesis of ring C monoaromatic steroid hydrocarbons occurring in geological samples. Tetrahedr Lett 26: 2697

    Article  CAS  Google Scholar 

  197. Rogge WF, Hildemann LM, Mazurek MA, Cass GR, Simoneit BRT (1991) Sources of fine organic aerosol: I - Charbroilers and meat cooking operations. Environ Sci Technol 25: 1112

    Google Scholar 

  198. Rogge WF, Hildemann LM, Mazurek MA, Cass GR, Simoneit BRT (1993) Sources of fine organic aerosol: 2. Noncatalyst and catalyst-equipped automobiles and heavy-duty diesel trucks. Environ Sci Technol 27: 636

    Google Scholar 

  199. Rogge WF, Hildemann LM, Mazurek MA, Cass GR, Simoneit BRT (1993) Quantification of urban organic aerosols on a molecular level: Identification, abundance and seasonal variation. Atmosph Environ 27A: 1309

    Google Scholar 

  200. Rogge WF, Hildemann LM, Mazurek MA, Cass GR, Simoneit BRT (1993) Sources of fine organic aerosol. 3. Road dust, tire debris, and organometallic brake lining dust: Roads as sources and sinks. Environ Sci Technol 27: 1892

    Google Scholar 

  201. Rogge WF, Hildemann LM, Mazurek MA, Cass GR, Simoneit BRT (1993) Sources of fine organic aerosol: 4. Particulate abrasion products from leaf surfaces of urban plants. Environ Sci Technol 27: 2700

    Google Scholar 

  202. Rogge WF, Hildemann LM, Mazurek MA, Cass GR, Simoneit BRT (1993) Sources of fine organic aerosol: 5. Natural gas home appliances. Environ Sci Technol 27: 2736

    Google Scholar 

  203. Rogge WF, Hildemann LM, Mazurek MA, Cass GR, Simoneit BRT (1994) Sources of fine organic aerosol: 6. Cigarette smoke in the urban atmosphere. Environ Sci Technol 28: 1375

    Google Scholar 

  204. Rogge WF, Hildemann LM, Mazurek MA, Cass GR, Simoneit BRT (1997) Sources of fine organic aerosol: 7. Hot asphalt roofing tar pot fumes. Environ Sci Technol 31: 2726

    Google Scholar 

  205. Rogge WF, Hildemann LM, Mazurek MA, Cass GR, Simoneit BRT (1996) Mathematical modeling of atmospheric fine particle-associated primary organic compound concentrations. Geophys Res 101: 193794

    Google Scholar 

  206. Rogge WF, Hildemann LM, Mazurek MA, Cass GR, Simoneit BRT (1997) Sources of fine organic aerosol: 8. Boilers burning No. 2 distillate fuel. Environ Sci Technol 31: 2731

    Article  CAS  Google Scholar 

  207. Rogge WF, Hildemann LM, Mazurek MA, Cass GR, Simoneit BRT (1997) Sources of fine organic aerosol: 9. Pine, oak and synthetic log combustion in residential fireplaces. Environ Sci Technol, in press

    Google Scholar 

  208. Ruhemann S, Raud H (1932) Ãœber die Harze der Braunkohle. I. Die Sterine des Harzbitumens. Brennstoff-Chemie 13: 341

    Google Scholar 

  209. Sawicki E, Meeker JE, Morgan MJ (1965) The quantitative composition of air pollution source effluents in terms of aza heterocyclic compounds and polynuclear aromatic hydrocarbons. Int J Air Water Pollut 9: 291

    CAS  Google Scholar 

  210. Schaeffer P, Adam P, Trendel JM, Albrecht P, Connan J (1995) A novel series of benzohopanes widespread in sediments. Org Geochem 23: 87

    Article  CAS  Google Scholar 

  211. Schaeffer P, Poinsot J, Hauke V, Adam P, Wehrung P, Trendel JM, Albrecht P, Dessort D, Connan J (1994) Novel optically active hydrocarbons in sediments: Evidence for an extensive biological cyclization of higher regular polyprenols. Angew Chem Int Engl 33: 1166

    Google Scholar 

  212. Schaeffer P, Trendel J-M, Albrecht P (1995) An unusual aromatization process of high plant triterpenes in sediments. Org Geochem 23: 273

    Article  CAS  Google Scholar 

  213. Schaefle J, Ludwig B, Albrecht P, Ourisson G (1977) Hydrocarbures aromatiques d’origine geologique. II. Nouveaux carotanoides aromatiques fossiles. Tetrahedr Lett 41: 3673

    Google Scholar 

  214. Schaefle J, Ludwig B, Albrecht P, Ourisson G (1978) Aromatic hydrocarbons from geological sources. VI - New aromatic steroid derivatives in sediments and crude oils. Tetrahedr Lett 43: 4163

    Google Scholar 

  215. Schauer JJ, Rogge WF, Hildemann LM, Mazurek MA, Cass GR, Simoneit BRT (1996) Source apportionment of airborne particulate matter using organic compounds as tracers. Atmosph Environ 30: 3837

    Article  CAS  Google Scholar 

  216. Schmeltz I, Hoffmann D (1976) Formation of polynuclear aromatic hydrocarbons from combustion of organic matter. In: Carcinogenesis - A Comprehensive Survey, Freudenthal RI, Jones PW (eds) Vol 1, Raven Press, New York, p 225

    Google Scholar 

  217. Schmitter JM, Sucrow W, Arpino PJ (1982) Occurrence of novel tetracyclic geochemical markers: 8,14-seco-hopanes in a Nigerian crude oil. Geochim Cosmochim Acta 46: 2345

    Article  CAS  Google Scholar 

  218. Schneider JK, Gagosian RB, Cochran JK, Trull TW (1983) Particle size distributions of n-alkanes and 210in aerosols off the coast of Peru. Nature 304: 429

    Article  CAS  Google Scholar 

  219. Schnurman R, Maddanis WF, Barlow MC (1953) Spectrophotometric identification of polynuclear aromatic components in high boiling petroleum fractions. Anal Chem 25: 1010

    Article  Google Scholar 

  220. Schoell M, Simoneit BRT, Wang T-G (1994) Organic geochemistry and coal petrology of Tertiary brown coal in the Zhoujing mine, Baise Basin, South China 4 Biomarker sources inferred from stable carbon isotope compositions of individual compounds. Org Geochem 21: 713

    Article  CAS  Google Scholar 

  221. Shepeleva NN, Oglobina AI, Pikovskiy YI (1990) Polycyclic aromatic hydrocarbons in carbonaceous material from the Daldyn-Alakit region, Siberian platform. Geokhimiya 5:731 (Engl. Geochem Int 27 (12): 98 )

    Google Scholar 

  222. Siebert PC, Craig CA, Coffey EB (1978) Peliminary Assessment of the Sources, Control and Population Exposure to Airborne Polycyclic Organic Matter (POM) as Indicated by Benzoa]pyrene (BaP), Final Rep EPA Contr No 68, Environ Protect Agency

    Google Scholar 

  223. Simoneit BRT (1977) The Black Sea, a sink for terrigenous lipids. Deep Sea Res 24: 813

    Article  CAS  Google Scholar 

  224. Simoneit BRT (1977) Diterpenoid compounds and other lipids in deep-sea sediments and their geochemical significance. Geochim Cosmochim Acta 41: 463

    Article  CAS  Google Scholar 

  225. Simoneit BRT (1977) Organic matter in eolian dusts over the Atlantic Ocean. Mar Chem 5: 443

    Article  CAS  Google Scholar 

  226. Simoneit BRT (1978) The organic chemistry of marine sediments. In: Chemical Oceanography, 2nd edn, Riley JP, Chester R (eds) Academic Press, London, p 233

    Google Scholar 

  227. Simoneit BRT (1983) Organic matter maturation and petroleum genesis: Geothermal versus hydrothermal. In: The Role of Heat in the Development of Energy and Mineral Resources in the Northern Basin and Range Province. Geothermal Research Council, Spec. Rpt 13, Davis, CA, p 215

    Google Scholar 

  228. Simoneit BRT (1984) Hydrothermal effects on organic matter - high versus low temperature components. Org Geochem 6: 857

    Article  CAS  Google Scholar 

  229. Simoneit BRT (1986) Cyclic terpenoids of the geosphere In: Biological Markers in the Sedimentary Record, Johns RB (ed), Elsevier Science Publishers, Amsterdam p 43

    Google Scholar 

  230. Simoneit BRT (1986) Characterization of organic constituents in aerosols in relation to their origin and transport: A review. Int J Environ Anal Chem 23: 207

    Article  CAS  Google Scholar 

  231. Simoneit BRT (1992) Natural hydrous pyrolysis - petroleum generation in submarine hydrothermal systems. In: Productivity, Accumulation and Preservation of Organic Matter in Recent and Ancient Sediments, Whelan, JK, Farrington JW (eds) Columbia University Press, New York, p 368

    Google Scholar 

  232. Simoneit BRT (1993) Hydrothermal alteration of organic matter in marine and terrestrial systems. In: Organic Geochemistry, Engel MH, Macko SA (eds) Plenum Press, New York, p 397

    Chapter  Google Scholar 

  233. Simoneit BRT (1994) Lipid/bitumen maturation by hydrothermal activity in sediments of Middle Valley, Leg 139. In: Proceedings of the Ocean Drilling Program, Scientific Results, Vol. 139, Mottl M, Davis E, Fisher A, Slack J (eds) Ocean Drilling Program, College Station, TX, p 447

    Google Scholar 

  234. Simoneit BRT, Fetzer JC (1996) High molecular weight polycyclic aromatic hydrocarbons in hydrothermal petroleums from the Gulf of California and Northeast Pacific Ocean. Org Geochem 24: 1065

    Article  CAS  Google Scholar 

  235. Simoneit BRT, Mazurek MA (1982) Organic matter of the troposphere - II. Natural background of biogenic lipid matter in aerosols over the rural western United States. Atmosph Environ 16: 2139

    Google Scholar 

  236. Simoneit BRT, Schoell M (1995) Carbon isotope systematics of individual hydrocarbons in hydrothermal petroleums from Guaymas Basin, Gulf of California. Org Geochem 23: 857

    Google Scholar 

  237. Simoneit BRT, Abas MR, Cass GR, Rogge WF, Mazurek MA, Standley LJ, Hildemann LM (1996) Natural organic compounds as tracers for biomass combustion in aerosols. In: Biomass Burning and Global Change, Levine JS (ed) MIT Press, Cambridge, Vol. 1, p 509

    Google Scholar 

  238. Simoneit BRT, Brault M, Saliot A (1990) Hydrocarbons associated with hydrothermal minerals, vent waters and talus on the East Pacific Rise and Mid-Atlantic Ridge. Appl Geochem 5: 115

    Article  CAS  Google Scholar 

  239. Simoneit BRT, Cardoso JN, Robinson N (1990) An assessment of the origin and composition of higher molecular weight organic matter in aerosols over Amazonia. Chemosphere 21: 1285

    Article  CAS  Google Scholar 

  240. Simoneit BRT, Cox RE, Standley LJ (1988) Organic matter of the troposphere - IV: Lipids in Harmattan aerosols of Nigeria. Atmosph Environ 22: 983

    Google Scholar 

  241. Simoneit BRT, Goodfellow WD, Franklin JM (1992) Hydrothermal petroleum at the seafloor and organic matter alteration in sediments of Middle Valley, Northern Juan de Fuca Ridge. Appl Geochem 7: 257

    Google Scholar 

  242. Simoneit BRT, Grimalt JO, Hayes JM, Hartman H (1987) Low temperature hydrothermal maturation of organic matter in sediments from the Atlantis II Deep, Red Sea. Geochim Cosmochim Acta 51: 879

    Google Scholar 

  243. Simoneit BRT, Grimalt JO, Wang T-G, Cox RE, Hatcher PG, Nissenbaum A (1986) Cyclic terpenoids of contemporary resinous plant detritus and of fossil woods, ambers and coals. Org Geochem 10: 877

    Article  CAS  Google Scholar 

  244. Simoneit BRT, Kawka 0E, Brault M (1988) Origin of gases and condensates in the Guaymas Basin hydrothermal system ( Gulf of California ). Chem Geol 71: 169

    Google Scholar 

  245. Simoneit BRT, Kawka 0E, Wang G-M (1992) Biomarker maturation in contemporary hydrothermal systems, alteration of immature organic matter in zero geological time. In: Biological Markers in Sediments and Petroleum, Moldowan JM, Albrecht P, Philp RP (eds) Prentice Hall, Englewood Cliffs, p 124

    Google Scholar 

  246. Simoneit BRT, Rogge WF, Mazurek MA, Standley LJ, Hildemann LM, Cass GR (1993) Lignin pyrolysis products, lignans and resin acids as specific tracers of plant classes in emissions from biomass combustion. Environ Sci Technol 27: 2533

    Article  CAS  Google Scholar 

  247. Simoneit BRT, Schnoes HK, Haug P, Burlingame AL (1971) High resolution mass spectrometry of nitrogenous compounds of the Colorado Green River Formation oil shale. Chem Geol 7: 123

    Article  CAS  Google Scholar 

  248. Simoneit BRT, Schoell M, Stefanova M, Stojanova G, Nosyrev I, Goranova M (1995) Composition of the extract from a Carboniferous bituminous coal. 2. Compound specific isotope analyses. Fuel 74: 1194

    Google Scholar 

  249. Simoneit BRT, Sheng G, Chen X, Fu J, Zhang J, Xu Y (1991) Molecular marker study of extractable organic matter in aerosols from urban areas of China. Atmosph Environ 25A: 2111

    Google Scholar 

  250. Simonsick WJ Jr, Hites RA (1984) Analysis of isomeric polycyclic aromatic hydrocarbons by charge-exchange chemical ionization mass spectrometry. Anal Chem 56: 2749

    Article  CAS  Google Scholar 

  251. Smith GW, Fowell DT, Melsom BG (1970) Crystal structure of 18a(H)-oleanane. Nature 228: 355

    Article  CAS  Google Scholar 

  252. Soltys A (1929) Ober das Iosen, ein neuer Kohlenwasserstoff aus steirischen Braunkohlen. Monath Chem 53: 175

    Article  Google Scholar 

  253. Spyckerelle C (1975) Constituents aromatiques de sédiments. PhD thesis, University of Strasbourg, France

    Google Scholar 

  254. Spyckerelle C., Greiner AC, Albrecht P, Ourisson G (1977) Aromatic hydrocarbons from geological sources. Part III. A tetrahydrochrysene derived from triterpenes, in recent and old sediments: 3,3,7-trimethyl-1,2,3,4-tetrahydrochrysene. J Chem Res (M) 3746 (S) 330

    Google Scholar 

  255. Spyckerelle C, Greiner AC, Albrecht P, Ourisson G (1977) Aromatic hydrocarbons from geological sources. Part IV. An octahydrochrysene derived from triterpenes, in oil shale: 3,3,7,12 a-tetramethyl-1,2,3,4,4 a,11,12,12 a-octahydrochrysene. J Chem Res (M) 3801 (S) 332

    Google Scholar 

  256. Standley LJ, Simoneit BRT (1987) Composition of extractable plant wax, resin and thermally matured components in smoke particles from prescribed burns. Environ Sci Technol 21: 163

    Article  CAS  Google Scholar 

  257. Standley LJ, Simoneit BRT (1990) Preliminary correlation of organic molecular tracers in residential wood smoke with the source of fuel. Atmosph Environ 24B: 67

    Google Scholar 

  258. Standley LJ, Simoneit BRT (1994) Resin diterpenoids as tracers for biomass combustion aerosols. J Atmosph Chem 18: 1

    Article  CAS  Google Scholar 

  259. Stefanova M, Simoneit BRT, Stojanova G, Nosyrev I, Goranova M (1995) Composition of the extract from a Carboniferous bituminous coal. 1. Bulk and molecular constitution. Fuel 74: 768

    Google Scholar 

  260. Stein SE (1986) On the high temperature chemical equilibria of polycyclic aromatic hydrocarbons. J Phys Chem 82: 566

    Article  Google Scholar 

  261. Stout (1992) Aliphatic and aromatic triterpenoid hydrocarbons in a Tertiary angiospermous lignite. Org Geochem 18: 51

    Article  CAS  Google Scholar 

  262. Streibl M, Herout V (1969) Terpenoids-especially oxygenated mono-, sesqui-, di-, and triterpenes. In: Organic Geochemistry: Methods and Results, Eglinton G, Murphy MTJ (eds), Springer Verlag, Berlin p 402

    Google Scholar 

  263. Suess MJ (1976) The environmental load and cycle of polycyclic aromatic hydrocarbons. Sci Total Environ 6: 239

    Article  CAS  Google Scholar 

  264. Sullivan RF, Boduszynski MM, Fetzer JC (1989) Molecular transformations in hydro-treating and hydrocracking. Energy and Fuels 3: 603

    Article  CAS  Google Scholar 

  265. Tan YL, Heit M (1981) Biogenic and abiogenic polynuclear aromatic hydrocarbons in sediments from two remote Adirondack lakes. Geochim Cosmochim Acta 45: 2267

    Article  CAS  Google Scholar 

  266. Taylor R, Langley GJ, Kroto HW, Walton DRM (1993) Formation of C60 by pyrolysis of naphthalene. Nature 366: 728

    Article  CAS  Google Scholar 

  267. ten Haven HL, Peakman TM, Rullkötter J (1992) 42-Triterpenes: Early intermediates in the diagenesis of terrigenous triterpenoids. Geochim Cosmochim Acta 56: 1993

    Google Scholar 

  268. ten Haven HL, Peakman TM, Rullkötter J (1992) Early diagenetic transformation of higher-plant triterpenoids in deep-sea sediments from Baffin Bay. Geochim Cosmochim Acta 56: 2001

    Google Scholar 

  269. Thomas KL, Blanford GE, Clemett SJ, Flynn GJ, Keller LP, Klock W, Maechling CR, McKay DS, Messenger S, Nier AO, Schlutter DJ, Sutton SR, Warren JL, Zare RN (1995) An asteroidal breccia: the anatomy of a cluster IDP. Geochim Cosmochim Acta 59: 2797

    Article  CAS  Google Scholar 

  270. Tiercelin JJ, Boulègue J, Simoneit BRT (1993) Hydrocarbons, sulphides and carbonate deposits related to sublacustrine hydrothermal seeps in the North Tanganyika Trough, East African Rift. In: Bitumens in Ore Deposits, Parnell J, Kucha H, Landais, P (eds) Springer Verlag, Berlin, p 96–113

    Chapter  Google Scholar 

  271. Tissier MJ, Saliot A (1983) Pyrolytic and naturally occurring polycyclic aromatic hydrocarbons in the marine environment. In: Advances in Organic Geochemistry 1981, Bjorey M et al (eds), Wiley, Chichester, p 268

    Google Scholar 

  272. Tissot BP, Welte DH (1984) Petroleum Formation and Occurrence, Springer Verlag, Berlin, p 699

    Chapter  Google Scholar 

  273. Tolosa I, Bayona JM, Albaiges J (1996) Aliphatic and polycyclic aromatic hydrocarbons and sulfur (oxygen derivatives in northwestern Mediterranean sediments: spatial and temporal variability, fluxes, and budgets. Environ Sci Technol 30: 2495

    Article  CAS  Google Scholar 

  274. Trendel JM, Guilhem J, Crisp P, Repeta D, Connan J, Albrecht P. (1990) Identification of two C-10 demethylated C28 hopanes in biodegraded petroleum. J Chem Soc Chem Comm 424

    Google Scholar 

  275. Trendel JM, Lohmann F, Kintzinger JP, Albrecht P, Chiaroni A, Riche C, Cesario M, Guilhem J, Pascard C (1989) Identification of des-A-triterpenoid hydrocarbons occurring in surface sediments. Tetrahedron 45: 4457

    Article  CAS  Google Scholar 

  276. van Vaeck L, van Cauwenberghe A (1985) Characteristic parameters of particle size distributions of primary organic constituents of ambient aerosols. Environ Sci Technol 19: 707

    Article  CAS  Google Scholar 

  277. Venkatesan I (1988) Occurrence and possible sources of perylene in marine sediments - a review. Mar Chem 25: 1

    Article  CAS  Google Scholar 

  278. Vingiello FA, Ojakaar L (1966) New polycyclic aromatic hydrocarbons with seven fused rings. Tetrahedron 22: 847

    Article  CAS  Google Scholar 

  279. Vliex M, Hagemann HW, Püttmann W (1994) Aromatized arborane/fernane hydrocarbons as molecular indicators of floral changes in Upper Carboniferous/Lower Permian strata of the Saar-Nahe Basin, southwestern Germany. Geochim Cosmochim Acta 58: 4689

    Article  CAS  Google Scholar 

  280. Wakeham SG (1996) Aliphatic and polycyclic aromatic hydrocarbons in Black Sea sediments. Mar Chem 53: 187

    Article  CAS  Google Scholar 

  281. Wakeham SG, Schaffner C, Giger W (1980) Polycyclic aromatic hydrocarbons in recent lake sediments. I. Compounds having anthropogenic origins. Geochim Cosmochim Acta 44: 403

    Google Scholar 

  282. Wakeham SG, Schaffner C, Giger W (1980) Polycyclic aromatic hydrocarbons in recent lake sediments. II. Compounds derived from biogenic precursors during early diagenesis. Geochim Cosmochim Acta 44: 415

    Google Scholar 

  283. Wang T-G, Simoneit BRT (1991) Organic geochemistry and coal petrology of Tertiary brown coal in the Zhoujing mine, Baise Basin, South China: 3. Characteristics of poly-cyclic aromatic hydrocarbons. Fuel 70: 819

    Google Scholar 

  284. White CM, Lee ML (1980) Identification and geochemical significance of some aromatic components of coal. Geochim Cosmochim Acta 44: 1825

    Article  CAS  Google Scholar 

  285. Wise SA, Campbell RM, West WR, Lee ML, Bartle KD (1986) Characterization of poly-cyclic aromatic hydrocarbon minerals curtisite, idrialite and pendletonite using high-performance liquid chromatography, gas chromatography, mass spectrometry and nuclear magnetic resonance spectroscopy. Chem Geol 54: 339

    Article  CAS  Google Scholar 

  286. Wolff GA, Trendel JM, Albrecht P (1989) Novel monoaromatic triterpenoid hydrocarbons occurring in sediments. Tetrahedron 45: 6721

    Article  CAS  Google Scholar 

  287. Woo CS, D’Silva AP, Fassel VA, Oestreich GJ (1978) Polynuclear aromatic hydrocarbons in coal-identification by their X-ray optical luminescence. Environ Sci Technol 12: 173

    Article  CAS  Google Scholar 

  288. Youngblood WW, Blumer M (1975) Polycyclic aromatic hydrocarbons in the environment: Homologous series in soils and recent marine sediments. Geochim Cosmochim Acta 39: 1303

    Google Scholar 

  289. Yun, S. Ishiwatari R, Shioya M, Matsomoto E (1983) Environmental geochemistry of polycyclic aromatic hydrocarbons in Tokyo Bay. I. The characteristics and distribution of PAHs in surface sediments from Tokyo Bay. Chikyu Kagaku 17: 53

    Google Scholar 

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Simoneit, B.R.T. (1998). Biomarker PAHs in the Environment. In: Neilson, A.H. (eds) PAHs and Related Compounds. The Handbook of Environmental Chemistry, vol 3 / 3I. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-540-49697-7_5

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