Skip to main content

Fossil Carbohydrates

  • Chapter
Organic Geochemistry

Abstract

Although fossil carbohydrates were separated from Tertiary and Cretaceous materials as early as 1922 by Gothan [1] and other workers (see Vallentyne [2], for review of early literature) it was only recently that active work has been done on these substances. Palacas [3] seems to have been the first to identify mono-saccharides from Paleozoic and from pre-Cretaceous Mesozoic rocks (Table 1). In addition to several monosaccharides which he characterized chromatographically, D-glucose was identified chemically in Devonian Marcellus Black Shale. Subsequently Rogers [4] identified additional monosaccharides from Devonian and other rocks mainly employing chromatographic and enzymatic methods. He repeated Palacas’ chemical determination of D-glucose from Marcellus Shale and further characterized D-xylose from the same black shale by crystallization and chemical methods. D-glucose was characterized by converting the crystals into N-p-nitrophenyl-β-D-glucosylamine -m.p. and mixed m.p. 184° C and [α] 22D -200° (approx.) in pyridine (c. 0.007). D-xylose was characterized by converting the crystalline residue into di-O-benzylidene-D-xylose dimethylacetal, [m.p. and mixed m.p. 211-212° C and [α] 22D -7° (approx.) in chloroform (c. 0.015)].

The following assisted or provided advice and information for the preparation of this chapter: Judy G. Bratt, Gunta V. Pakalns, Samuel Kirk wood, Will Salo, M. Alan Rogers, James G. Palacas and Michael Fleming. Some of the unpublished experimental work recorded herein was supported by a grant (NGR-24-005-054) from the National Aeronautics and Space Administration, by a grant from the National Science Foundation (GB 18856), and by a grant from the Graduate School, University of Minnesota. The writer expresses sincere thanks for this assistance and support.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

eBook
USD 16.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 109.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Similar content being viewed by others

References

  1. Gothan, W.: Neue Arten der Braunkohlenuntersuchung, IV. Braunkohle 21, 400–440 (1922).

    Google Scholar 

  2. Vallentyne, J. T.: Geochemistry of carbohydrates. In: Organic Geochemistry (I. A. Breger, ed.).Oxford: Pergamon Press 1963.

    Google Scholar 

  3. Palacas, J. G.: Geochemistry of carbohydrates. Unpublished doctoral dissertation, University of Minnesota 1959.

    Google Scholar 

  4. Rogers, M. A.: Organic geochemistry of some Devonian black shales from eastern North America: Carbohydrates. Unpublished doctoral dissertation, University of Minnesota 1965 b.

    Google Scholar 

  5. Swain, F. M.: Organic materials of early Middle Devonian, Mt. Union area, Pennsylvania. Bull. Am. Assoc. Petrol. Geologists 42, 2858–2891 (1958).

    Google Scholar 

  6. Swain, F. M.: Stratigraphic distribution of furfurals and amino compounds in Jurassic rocks of Gulf of Mexico region. Bull. Am. Assoc. Petrol. Geologists 45,1713–1720 (1961).

    Google Scholar 

  7. Swain, F. M.: Stratigraphic distribution of some residual organic compounds in Upper Jurassic. Bull. Am. Assoc. Petrol. Geologists 47, 777–803 (1963).

    Google Scholar 

  8. Swain, F. M., and M. A. Rogers: Stratigraphic distribution of carbohydrate residues in Middle Devonian Onondaga beds of Pennsylvania and western New York. Geochim. Cosmochim. Acta 30,497- 509 (1966).

    Article  Google Scholar 

  9. Swain, F. M.; Distribution of some organic substances in Paleozoic rocks of central Pennsylvania. In: Coal Science, Advan. Chem. Ser. 55,1–21 (1966 a).

    Article  Google Scholar 

  10. Palacas, J. G., F.M. Swain, and Fred Smith: Presence of carbohydrates and other organic substances in ancient sedimentary rocks. Nature 185, 234 (1960).

    Article  Google Scholar 

  11. Rogers, M. A.: Enzymatic detection of polysaccharides in rocks. Submitted for publication to Geochim. Cosmochim. Acta (1967).

    Google Scholar 

  12. Swain, f. M., m. A. Rogers, R. D. Evans, and R. W. Wolfe: Distribution of carbohydrate residues in some fossil specimens and associated sedimentary matrix and other geologic samples. J. Sediment. Petrol. 37, 12–24(1967).

    Google Scholar 

  13. Rogers, M. A.: Carbohydrates in aquatic plants and associated sediments from two Minnesota Lakes. Geochim. Cosmochim. Acta 29, 183–200 (1965 a).

    Article  Google Scholar 

  14. Prashnowsky, A., E. T. Degens, K. O. Emery, and J. Pimenta: Organic materials in recent and ancient sediments. Part 1. Sugars in marine sediments of Santa Barbara Basin, California. Neues Jahrb. Geol. Palaeontol. 8, 400–413 (1961).

    Google Scholar 

  15. Swain, F. M., G. V. Pakalns, and J. G. Bratt: Possible taxonomic interpretation of some Palaeozoic and Precambrian carbohydrate residues. In: Adv. in Org. Geochem. 1966, Oxford: Pergamon Press, 461–483 (1968).

    Google Scholar 

  16. Aberhalden, E., u. K. Heyns: Nachweis von Chitin in Flügelresten von Coleopteran des oberen Mitteleocans (Fundstelle Geiseltal). Biochem. Z. 259, 320–321 (1933).

    Google Scholar 

  17. Swain, F. M.: Stratigraphy and biochemical paleontology of Rossburg peat, north-central Minnesota. In: Essays in stratigraphy (C. Teichert and E. Yochelson, eds.). Lawrence, Kansas: University of Kansas Press 445–475 (1967).

    Google Scholar 

  18. Dubois, M., K. A. Gilles, J. K. Hamilton, P. D. Rebers, and Fred Smith: Colorimetric method for determination of sugars and related substances. Anal. Chem. 28, 350 - 356 (1956).

    Article  Google Scholar 

  19. Spedding, H.: Infrared spectroscopy and carbohydrate chemistry. Advan. in Carbohydrate Chem. 19, 23–49(1964).

    Article  Google Scholar 

  20. Hall, L. D.: Nuclear magnetic resonance. Advan. in Carbohydrate Chem. 19, 51–93 (1964).

    Article  Google Scholar 

  21. Lederer, E., and M. Lederer: Chromatography. New York: Elsevier 1954.

    Google Scholar 

  22. Hough, L., J. K. N. Jones, and W. E. Wadman: Quantitative analysis of mixtures of sugars by the method of partition chromatography, V. Improved methods for the separation and detection of their methylated derivatives on the paper chromatogram. J. Chem. Soc. 1702–1706 (1950).

    Google Scholar 

  23. Green, J. C.: Automated carbohydrate analyzer: experimental prototype. Nat. Cancer Inst. Monograph. 21, 447–461 (1966).

    Google Scholar 

  24. Randerath, Kurt: Thin-layer chromatography (D. D. Libman, trans.). New York and London: Academic Press 1964.

    Google Scholar 

  25. Mcinnes, A. G., D. H. Ball, F. P. Cooper, and C. T. Bishop: chromatog. 1, 556 (1958).

    Article  Google Scholar 

  26. Bishop, C. T.: Gas-liquid chromatography of carbohydrate derivatives. Advan. in Carbohydrate Chem. 19, 95–147(1964).

    Google Scholar 

  27. Cason, James, and Henry Rappaport: Laboratory text in organic chemistry. Englewood Cliffs, N.J.: Prentice-Hall, Inc. 1950.

    Google Scholar 

  28. Sawardeker, J. S., J. H. Slonaker, and Allene Jeanes: Quantitative determination of monosaccharides as their alditol acetates by gas-liquid chromatography. Anal. Chem. 37,1602 -1604 (1965).

    Article  Google Scholar 

  29. Sweeley, C. C., Ronald Bentley, M. Makita, and W. W. Wells: Gas liquid chromatography of trimethylsilyl derivatives of sugars and related substances. J. Am. Chem. Soc. 85, 2497 - 2507 (1963).

    Article  Google Scholar 

  30. Supina, W. R., R. S. Henly, and R.F. Kruppa: Silane treatment of solid supports for gas chromatography. J. Am. Oil Chemists Soc. 43, 202 A-204 A, 228 A-232 A (1966).

    Google Scholar 

  31. Bentley, R.: Glucose aerodehydrogenase (glucose oxidase). Methods in enzymology (S. P. Colowich and N. O. Kaplan, eds.), vol. 1 (1955).

    Google Scholar 

  32. Underkofler, L. A.: Properties and applications of the fungal enzyme glucose oxidase. Proc. Intern. Symp. Enzyme Chem. (1957).

    Google Scholar 

  33. McComb, R. B., W. D. Yushok, and W. G. Batt: 2-deoxy-D-glucose, a new substrate for glucose oxidase. J. Franklin Inst. 263,161 (1957).

    Article  Google Scholar 

  34. Avigad, G., D. Amaral, C. Asensio, and B. L. Horecker: The d-galactose oxidase of polyporus arcinatus. J. Biol. Chem. 237, 2736 (1962).

    Google Scholar 

  35. Carlisle, D. B.: Chitin in a Cambrian fossil, Hyolithellus. Biochem. J. 90,1 c, 2 c (1964).

    Google Scholar 

  36. Pigman, W. et al: The carbohydrates. New York: Academic Press, Inc. 1957.

    Google Scholar 

  37. Fogg, G. E.: The comparative physiology and biochemistry of the blue-green algae. Bacteriol. Rev. 20, 148–165 (1956).

    Google Scholar 

  38. Hough, L., J. K. N. Jones, W. E. Wadman: An investigation of the polysaccharide components of certain fresh-water algae. Chem. Soc. 3393–3399 (1952).

    Google Scholar 

  39. Rogers, M. a.: Carbohydrates in aquatic plants and associated sediments from two Minnesota Lakes. Unpublished Master of Science thesis, University of Minnesota (1962).

    Google Scholar 

  40. In part after Rogers [12] and Swain et al [14,15], in part unpublished studies under NASA Grant NGR-24–005-054.

    Google Scholar 

  41. White, Eleanor, Aida Tse, and G. H. N. Towers: Lignin and certain other chemical constituents of Phylloglossum. Nature 1967 I, 285, 286.

    Article  Google Scholar 

  42. Gruner, J. W.: The origin of the sedimentary iron formations: the Biwabik formation of the Mesabi Range. Econ. Geol. 17,407–460(1922).

    Article  Google Scholar 

  43. Barghoorn, E. S., and S. A. Tyler: Microorganisms from the Gunflint Chert. Science 147, 563- 577 (1965).

    Article  Google Scholar 

  44. Uden, N. van, and I. Taysi: Occurrence and population densities of yeast species in an estuarine-marine area. Limnol. Oceanog. 9, 42 - 45 (1964).

    Article  Google Scholar 

  45. Opfermann, E., u. G. Rutz: Über den Feinbau der Holztracheiden nach Beobachtungen an dem Fasermaterial von fossilem Holz. Papier-Fabr. (Tech.-Wiss. Teil) 28, 780–786 (1930).

    Google Scholar 

  46. Komatsu, S., and H. Ueda: Chemistry of Japanese plants. II. Composition of fossil wood. Mem. Coll. Sci. Kyoto Univ., Ser. A, 7A, 7- 13 (1923).

    Google Scholar 

  47. Brasch, J. D., and J. K. N. Jones: Investigation of some ancient woods. Tappi 42, 913 (1959).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1969 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Swain, F.M. (1969). Fossil Carbohydrates. In: Eglinton, G., Murphy, M.T.J. (eds) Organic Geochemistry. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-87734-6_17

Download citation

  • DOI: https://doi.org/10.1007/978-3-642-87734-6_17

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-87736-0

  • Online ISBN: 978-3-642-87734-6

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics