The Analysis of Flavouring Compounds in Grapes

  • P. J. Williams
  • M. S. Allen
Part of the Modern Methods of Plant Analysis book series (MOLMETHPLANT, volume 18)


A major stimulus to research on grape flavour has been wine production, because grape varietal flavour is a primary determinant of wine style, quality and price. This emphasis on winegrape varietal flavour contrasts with the flavour requirements of grapes destined for drying or the table market, for which the concentrations of sugars and acids are of prime importance. The flavour of dried grapes is also strongly influenced by Maillard chemistry, and because this topic has been reviewed extensively (Vernin and Párkányi 1982; Waller and Feather 1983) it will not be treated in the present work. The specific flavour attributes of table grapes have attracted little attention (Webb 1981) although floral characteristics would doubtless be appreciated and information about winegrape flavour is of relevance to this topic.


High Performance Liquid Chromatography Grape Juice Flavouring Compound Wine Aroma Flavour Precursor 
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  1. Abbott NA, Coombe BG, Williams PJ (1991) The contribution of hydrolyzed flavor precursors to quality differences in Shiraz juice and wines:an investigation by sensory descriptive analysis. Am J Enol Vitic 42:167–174Google Scholar
  2. Abbott NA, Williams PJ, Coombe BG (1993) Measure of potential wine quality by analysis of grape glycosides. In: Stockley CS, Johnstone RS, Leske PA, Lee TH (eds) Proceedings of the eighth Australian wine industry technical conference, 25–29 Oct 1992, Winetitles, Melbourne, pp 72–75Google Scholar
  3. Allen MS (1993) Viticultural effects on methoxypyrazine grape flavour:current research directions. Aust Grapegrower Winemaker 354:10–12Google Scholar
  4. Allen MS, Lacey MJ (1993) Methoxypyrazine grape flavour components:influence of grape cultivar. In: Stockley CS, Johnstone RS, Leske PA, Lee TH (eds) Proceedings of the eighth Australian wine industry technical conference, 25–29 Oct 1992, Winetitles, Melbourne, pp 195Google Scholar
  5. Allen MS, Lacey MJ, Harris RLN, Brown WV, (1988) Sauvignon blanc varietal aroma. Aust Grapegrower Winemaker April:51, 53–54, 56Google Scholar
  6. Allen MS, Lacey MJ, Brown WV, Harris RLN (1990a) Occurrence of methoxypyrazines in grapes of Vitis vinifera cv. Cabernet Sauvignon and Sauvignon blanc. In: Ribereau-Gayon, P, Lonvaud A (eds) Actualités Oenologiques 89, Comptes rendus 4’ Symposium International d’Oenologie, 15–17 June 1989, Bordeaux. Dunod, Paris, pp 25–30Google Scholar
  7. Allen MS, Tassie E, Lacey MJ, Brown WV, Harris RLN(1990b) Influence of pruning methods on methoxypyrazine flavour components of Cabernet Sauvignon grapes. In: Williams PJ, Davidson D, Lee TH (eds) Proceedings of the seventh Australian wine industry technical conference, 13–17 Aug 1989. Winetitles, Adelaide, pp 247Google Scholar
  8. Allen MS, Lacey MJ, Harris RLN, Brown WV (1991) Contribution of methoxypyrazines to Sauvignon blanc wine aroma. Am J Enol Vitic 42:109–112Google Scholar
  9. Augustyn OPH, Rapp A, van Wyk CJ (1982) Some volatile aroma components of Vitis vinifera L. cv. Sauvignon blanc. S Afr J Enol Vitic 3:53–60Google Scholar
  10. Bayonove C, Cordonnier R, Dubois P (1975) Etude d’une fraction caractéristique de l’arôme du raisin de la variété Cabernet-Sauvignon; mise en evidence de la 2-methoxy-3isobutylpyrazine. C R Acad Sci Paris Ser D 281:75–78Google Scholar
  11. Boison JO, Tomlinson RH (1990) New sensitive method for the examination of the volatile flavour fraction of Cabernet Sauvignon wines. J Chromatogr 522:315–327CrossRefGoogle Scholar
  12. Boyd RK (1993) Quantitative trace analysis by combined chromatography and mass spectrometry using external and internal standards. Rapid Commun Mass Spectrom 7:257–271CrossRefGoogle Scholar
  13. Buttery RG, Ling LC (1973) Earthy aroma of potatoes. J Agric Food Chem 21:745–746CrossRefGoogle Scholar
  14. Buttery RG, Seifert RM. Guadagni DG, Ling LC (1969a) Characterization of some volatile constituents of bell peppers. J Agric Food Chem 17:1322–1327CrossRefGoogle Scholar
  15. Buttery RG, Seifert RM, Lundin RE, Guadagni DG, Ling LC (1969b) Characterisation of an important aroma component of bell peppers. Chem Ind (Lond) 12 April 1969:490–491Google Scholar
  16. Cacho J, Melendez J, Ferreira V (1992) Development of a method for analyzing volatiles from foodstuff matrices, including microextraction by demixture. Application to the analysis of grapes. Mikrochim Acta 108:61–72CrossRefGoogle Scholar
  17. Calo A, Stefano RD, Costacurta A, Calo G (1991) Caratterizzazione di Cabernet Franc e Carmenere (Vitis sp.) e chiarimenti sulla loro coltura in Italia. Riv Vitic Enol 44:3–25Google Scholar
  18. Cronin DA (1982) Techniques of analysis of flavours:chemical methods including sample preparation. In: Morton ID, MacLeod AJ (eds) Food flavours. Part A. Introduction. Elsevier, Amsterdam, pp 15–48Google Scholar
  19. Cuénat P, Canal-Llaubères R-M, Leyat C (1992) Autoenrichissement des moûts et libération d’arômes dans les vins. Rev Suisse Vitic Arboric Hortic 24:73–74Google Scholar
  20. Dimitriadis E, Williams PJ (1984) The development and use of a rapid analytical technique for estimation of free and potentially volatile monoterpene flavorants of grapes. Am J Enol Vitic 35:66–71Google Scholar
  21. Dupin I, Gunata Z, Sapis J-C, Bayonove C (1992) Production of β-apiosidase by Aspergillus niger:partial purification, properties, and effect on terpenyl apiosylglucosides from grape. J Agric Food Chem 40:1886–1891CrossRefGoogle Scholar
  22. Etiévant PX (1991) Wine. In: Maarse H (ed) Volatile compounds in foods and beverages. Marcel Dekker, New York, pp 483–546Google Scholar
  23. Francis IL, Sefton MA, Williams PJ (1992) Sensory descriptive analysis of hydrolysed precursor fractions from Semillon, Chardonnay, and Sauvignon blanc grape juices. J Sci Food Agric 59:511–520CrossRefGoogle Scholar
  24. Francis IL, Sefton MA, Williams PJ (1994) The sensory effects of pre-or post-fermentation thermal processing on Chardonnay and Semillon wines. Am J Enol Vitic 45:243–251Google Scholar
  25. Giovannini MG, Pieraccini G, Moneti G (1991) Isotope dilution mass spectrometry:definitive methods and reference materials in clinical chemistry. Ann Ist Super Sanit 27:401–410Google Scholar
  26. Gunata YZ, Bayonove CL, Baumes RL, Cordonnier RE (1985a) The aroma of grapes. I. Extraction and determination of free and glycosidically bound fractions of some grape aroma components. J Chromatogr 331:83–90CrossRefGoogle Scholar
  27. Gunata YZ, Bayonove CL, Baumes RL, Cordonnier RE (1985b) The aroma of grapes. Localisation and evolution of free and bound fractions of some grape aroma components cv. Muscat during first development and maturation. J Sci Food Agric 36:857–862CrossRefGoogle Scholar
  28. Gunata Z, Dugelay I, Sapis JC, Baumes R, Bayonove C (1990) Action des glycosidases exogènes au cours de la vinification:libération de l’arôme à partir de précurseurs glycosidiques. J Int Sci Vigne Vin 24:133–144Google Scholar
  29. Gunata Z, Dugelay I, Sapis JC, Baumes R, Bayonove C (1993) Role of enzymes in the use of the flavour potential from grape glycosides in winemaking. In: Schreier P, Winterhalter P (eds) Progress in flavour precursor studies:analysis–generation–biotechnology. Allured Publishing, Carol Stream, pp 219–234Google Scholar
  30. Harris RLN, Lacey MJ, Brown WV, Allen MS (1987) Determination of 2-methoxy-3-alkylpyrazines in wine by gas chromatography/mass spectrometry. Vitis 26:201–207Google Scholar
  31. Herderich M, Schreier P (1993) High-resolution gas chromatography-mass spectral analysis of carbohydrates using methoxyoxime acetates. Phytochem Anal 4:256–260CrossRefGoogle Scholar
  32. Heymann H, Noble AC, Boulton RB (1986) Analysis of methoxypyrazines in wines. 1. Development of a quantitative procedure. J Agric Food Chem 34:268–271CrossRefGoogle Scholar
  33. Kallio H (1991) Method of sensitive analysis of wine headspace volatiles based on selective capillary column trapping. J Chromatogr Sci 29:438–443Google Scholar
  34. Lacey MJ, Sanders CJ (1992) Chemical composition of sex pheremone of oriental fruit moth and rates of release by individual female moths. J Chem Ecol 18:1421–1435CrossRefGoogle Scholar
  35. Lacey MJ, Allen MS, Harris RLN, Brown WV (1991) Methoxypyrazines in Sauvignon blanc grapes and wines. Am J Enol Vitic 42:103–108Google Scholar
  36. Leino M, Francis IL, Kallio H, Williams PJ (1993) Gas chromatographic headspace analysis of Chardonnay and Semillon wines after thermal processing. Z Lebensm Unters Forsch 197:29–33CrossRefGoogle Scholar
  37. Macaulay LE, Morris JR (1993) Influence of cluster exposure and winemaking processes on monoterpenes and wine olfactory evaluation of Golden Muscat. Am J Enol Vitic 44:198–204Google Scholar
  38. Maga JA (1982) Pyrazines in foods:an update. CRC Crit Rev Food Sci Nutr 16:1–48Google Scholar
  39. Maga JA (1989) Sensory and stability properties of added methoxypyrazines to model and authentic wines. In: Charalambous G (ed) Flavors and off-flavors, proceedings of the 6th international flavour conference, Rethymnon, Crete, Greece, 5–7 July 1989. Elsevier, Amsterdam, pp 61–70Google Scholar
  40. Maga JA, Sizer CE (1973) Pyrazines in foods:a review. J Agric Food Chem 21:22–30CrossRefGoogle Scholar
  41. Marais J (1987) Terpene concentrations and wine quality of Vitis vinifera L. cv. Gewürztraminer as affected by grape maturity and cellar practices. Vitis 26:231–245Google Scholar
  42. Marais J, van Wyk CJ, Rapp A (1992a) Effect of storage time, temperature and region on the levels of 1,1,6-trimethyl-1,2-dihydronaphthalene and other volatiles, and on quality of Weisser Riesling wines. S Afr J Enol Vitic 13:33–44Google Scholar
  43. Marais J, Versini G, van Wyk CJ, Rapp A (1992b) Effect of region on free and bound monoterpene and C13-norisoprenoid concentrations in Weisser Riesling wines. S Afr J Enol Vitic 13:71–77Google Scholar
  44. Marais J, van Wyk CJ, Rapp A (1992c) Effect of sunlight and shade on norisoprenoid levels in maturing Weisser Riesling and Chenin blanc grapes and Weisser Riesling wines. S Afr J Enol Vitic 13:23–32Google Scholar
  45. Marinos VA (1992) Application of fast atom bombardment mass spectrometry to the examination of glycoconjugates in grape juice and wine. PhD Thesis, University of Adelaide, AdelaideGoogle Scholar
  46. Marinos VA, Tate ME, Williams PJ (1994) Protocol for FAB MS/MS characterization of terpene disaccharides of wine. J Agric Food Chem 42:2486–2492CrossRefGoogle Scholar
  47. McCarthy MG (1992) Clonal and pruning effects on Muscat à Petite Grains Blanc yield and terpene concentration. Am J Enol Vitic 43:149–152Google Scholar
  48. Merritt C, Robertson DH (1982) Techniques of analysis of flavours:gas chromatography and mass spectrometry. In: Morton ID, MacLeod AJ (eds) Food flavours. Part A. Introduction. Elsevier, Amsterdam, pp 49–78Google Scholar
  49. Millard BJ (1982) Sources of error in quantitative mass spectrometry. In: Facchetti S (ed) Applications of mass spectrometry to trace analysis:lectures of a course held at the Joint Research Centre, 29 Sept-3 Oct 1980, Ispra, Italy. Elsevier, Amsterdam, pp 163–179Google Scholar
  50. Miller JN (1991) Basic statistical methods for analytical chemistry. Part 2. Calibration and regression methods. Analyst 116:3–14CrossRefGoogle Scholar
  51. Milne GWA, Lacey MJ (1974) Modern ionization techniques in mass spectrometry. CRC Crit Rev Anal Chem 4 (1):45–104CrossRefGoogle Scholar
  52. Murray KE, Whitfield FB (1975) The occurrence of 3-alkyl-2-methoxypyrazines in raw vegetables. J Sci Food Agric 26:973–986CrossRefGoogle Scholar
  53. Murray KE, Shipton J, Whitfield FB (1970) 2-Methoxypyrazines and the flavour of green peas (Pisum sativum). Chem Ind (Lond) 4 July 1970:897–898Google Scholar
  54. Noble AC (1988) Analysis of wine sensory properties. In: Linskens HF, Jackson JF (eds) Wine analysis. Springer, Berlin Heidelberg New York, pp 9–28Google Scholar
  55. Nursten HE, Sheen MR (1974) Volatile flavour components of cooked potato. J Sci Food Agric 25:643–663CrossRefGoogle Scholar
  56. Park SK, Morrison JC, Adams DO, Noble AC (1991) Distribution of free and glycosidicallybound monoterpenes in the skin and mesocarp of Muscat of Alexandria grapes during development. J Agric Food Chem 39:514–518CrossRefGoogle Scholar
  57. Rapp A (1988) Wine aroma substances from gas chromatographic analysis. In: Linskens HF, Jackson JF (eds) Wine analysis. Springer, Berlin Heidelberg New York, pp 29–66Google Scholar
  58. Rapp A, Suckrau I, Versini G (1993) Untersuchungen des Trauben-und Weinaromas:Beitrag zur Sortencharakterisierung neutraler Rebsorten (Silvaner, Weißburgunder, Ruländer). Z Lebensm Unters Forsch 197:249–254CrossRefGoogle Scholar
  59. Razungles A, Gunata Z, Pinatel S, Baumes R, Bayonove C (1993) Étude quantitative de composés terpéniques, norisoprénoïdes et de leurs précurseurs dans diverses variétés de raisins. Sci Aliment 13:59–72Google Scholar
  60. Reynolds AG, Wardle DA (1989) Influence of fruit microclimate on monoterpene levels of Gewürztraminer. Am J Enol Vitic 40:149–154Google Scholar
  61. Robins RJ (1986) The measurement of low-molecular-weight, non-immunogenic compounds by immunoassay. In: Linkens HF, Jackson JF (eds) Immunology in plant sciences. Springer, Berlin Heidelberg New York, pp 86–141Google Scholar
  62. Roscher R, Winterhalter P (1993) Application of multilayer coil countercurrent chromatography for the study of Vitis vinifera cv. Riesling leaf glycosides. J Agric Food Chem 41:1452–1457CrossRefGoogle Scholar
  63. Salles C, Jallageas J-C, Crouzet J (1990) Chromatographic separation and partial identification of glycosidically bound volatile components of fruit. J Chromatogr 522:255–265CrossRefGoogle Scholar
  64. Salles C, Jallageas J-C, Fournier F, Tabet J-C, Crouzet JC (1991) Apricot glycosidically bound volatile components. J Agric Food Chem 39:1979–1983CrossRefGoogle Scholar
  65. Salles C, Jallageas J-C, Crouzet JC (1993) HPLC separation of fruit diastereoisomeric monoterpenyl glycosides. J Essent Oil Res 5:381–390Google Scholar
  66. Sefton MA, Francis IL, Williams PJ (1993) The volatile composition of Chardonnay juices:a study by flavor precursor analysis. Am J Enol Vitic 44:359–370Google Scholar
  67. Sefton MA, Francis IL, Williams PJ (1994) Secondary metabolites of Vitis vinifera cv. Sauvignon blanc. J Food Sci (in press)Google Scholar
  68. Seifert RM, Buttery RG, Guadagni DG, Black DR, Harris JG (1970) Synthesis of some 2-methoxy-3-alkyplyrazines with strong bell pepper-like odors. J Agric Food Chem 18:246–249CrossRefGoogle Scholar
  69. Skouroumounis GK, Winterhalter P (1994) Glycosidically bound norisoprenoids from Vitis vinifera cv. Riesling leaves. J Agric Food Chem 42:1068–1072CrossRefGoogle Scholar
  70. Slingsby RW, Kepner RE, Muller CJ, Webb AD (1980) Some volatile components of Vitis vinifera variety Cabernet Sauvignon wine. Am J Enol Vitic 31:360–363Google Scholar
  71. Stahl-Biskup E, Intert F, Holthuijzen J, Stengele M, Schultz G (1993) Glycosidically bound volatiles–a review 1986–1991. Flavour Fragr J 8:61–80CrossRefGoogle Scholar
  72. Startin JR (1987) Application of mass spectrometry/mass spectrometry in food analysis. In: Gilbert J (ed) Applications of mass spectrometry in food science. Elsevier Applied Science, London, pp 289–341Google Scholar
  73. Strauss CR, Wilson B, Gooley PR, Williams PJ (1986) Role of monoterpenes in grape and wine flavor. In: Parliment TH, Croteau R (eds) Biogeneration of aromas. ACS symp ser no 317. American Chemical Society, Washington, DC, pp 222–242CrossRefGoogle Scholar
  74. Strauss CR, Gooley PR, Wilson B, Williams PJ (1987) Application of droplet countercurrent chromatography to the analysis of conjugated forms of terpenoids, phenols, and other-constituents of grape juice. J Agric Food Chem 35:519–524CrossRefGoogle Scholar
  75. Strauss CR, Wilson B, Williams PJ (1988) Novel monoterpene diols and diol glycosides in Vitis vinifera grapes. J Agric Food Chem 36:569–573CrossRefGoogle Scholar
  76. Vernin G, Pârkânyi C (1982) Mechanisms of formation of heterocyclic compounds in Maillard and pyrolysis reactions. In: Vernin G (ed) Chemistry of heterocyclic compounds in flavours and aromas. Ellis Horwood, Chichester, pp 151–207Google Scholar
  77. Versini G, Dalla Serra A, Dell’Eva M, Scienza A, Rapp A (1988) Evidence of some glycosidically bound new monoterpenes and norisoprenoids in grapes. In: Schreier P (eds) Bioflavor 87. de Gruyter, Berlin, pp 161–170Google Scholar
  78. Versini G, Rapp A, Dalla Serra A (1993a) Considerations about the presence of free and bound pmenth-l-enediols in grape products. In: Schreier P, Winterhalter P (eds) Progress in flavour precursor studies:analysis–generation–biotechnology. Allured Publishing, Carol Stream, pp 243–249Google Scholar
  79. Versini G, Dalla Serra A, Monetti A, De Micheli L, Mattivi F (1993b) Free and bound grape aroma profiles variability within the family of muscat-called varieties. Connaissance aromatique des cepages et qualité des vins, 1993. Montpellier, FranceGoogle Scholar
  80. Voirin S, Baumes R, Bayonove C, M’Bairaroua O, Tapiero C (1990) Synthesis and n.m.r. spectral properties of grape monoterpenyl glycosides. Carbohydr Res 207:39–56CrossRefGoogle Scholar
  81. Voirin SG, Baumes RL, Gunata ZY, Bitteur SM, Bayonove CL (1992a) Analytical methods for monoterpene glycosides in grape and wine. I. XAD-2 extraction and gas chromatographic-mass spectrometric determination of synthetic glycosides. J Chromatogr 590:313–328PubMedCrossRefGoogle Scholar
  82. Voirin SG, Baumes RL, Sapis J-C, Bayonove, CL (1992b) Analytical methods for monoterpene glycosides in grape and wine. II. Qualitative and quantitative determination of monoterpene glycosides in grape. J Chromatogr 595:269–281PubMedCrossRefGoogle Scholar
  83. Waller GR, Feather MS (1983) The Maillard reaction in foods and nutrition. American Chemical Society, Washington, DCCrossRefGoogle Scholar
  84. Webb AD (1981) Quality factors in California grapes. In: Teranishi R, Barrera-Benitez H (eds) Quality of selected fruits and vegetables of North America. American Chemical Society, Washington DC, pp 1–9CrossRefGoogle Scholar
  85. Williams PJ (1993) Hydrolytic flavor release in fruit and wines through hydrolysis of non-volatile precursors. In: Acree TE, Teranishi R (eds) Flavor science, sensible principles and techniques, American Chemical Society, Washington, DC, pp 287–303Google Scholar
  86. Williams PJ, Strauss CR, Wilson B, Massy-Westropp RA (1982) Use of C18 reversed-phase liquid chromatography for the isolation of monoterpene glycosides and nor-isoprenoid precursors from grape juice and wines. J Chromatogr 235:471–480CrossRefGoogle Scholar
  87. Williams PJ, Sefton MA, Wilson B (1989) Nonvolatile conjugates of secondary metabolites as precursors of varietal grape flavor components. In: Teranishi R, Buttery RG, Shahidi F (eds) Flavor chemistry trends and developments, 5–11 June 1988, Toronto, Ontario, Canada. American Chemical Society, Washington, DC, pp 35–48Google Scholar
  88. Williams PJ, Francis IL, Sefton MA (1993a) Sensory and chemical analysis of hydrolysed flavour precursors from Sauvignon Blanc grapes. In: Schreier P, Winterhalter P (eds) Progress in flavour precursor studies:analysis–generation–biotechnology. Allured Publishing, Carol Stream, pp 235–242Google Scholar
  89. Williams PJ, Sefton MA, Marinos VA (1993b) Hydrolytic flavour release from non-volatile precursors in fruits, wines and some otehr plant-derived foods. In: Hopp R, Mori K (eds) Recent developments in flavor and fragrance chemistry:proceedings of the 3rd Haarmann and Reimer international symposium, 12–15 Apr 1992, VCH, Kyoto, Japan, pp 283–290Google Scholar
  90. Williams PJ, Cynkar W, Francis IL, Gray JD, Iland PG, Coombe BG (1995) Quantification of glycosides in grapes, juices, and wines through a determinationn of glycosyl glucose. J Agric Food Chem (in press)Google Scholar
  91. Wilson B, Strauss CR, Williams PJ (1984) Changes in free and glycosidically bound monoterpenes in developing muscat grapes. J Agric Food Chem 32:919–924CrossRefGoogle Scholar
  92. Winterhalter P (1993) Application of countercurrent chromatographic techniques in flavour precursor studies. In: Schreier, P, Winterhalter P (eds) Progress in flavour precursor studies:analysis–generation–biotechology. Allured Publishing, Carol Stream, pp 31–44Google Scholar
  93. Winterhalter P, Sefton MA, Williams PJ (1990a) Two-dimensional GC-DCCC analysis of the glycoconjugates of monoterpenes, norisoprenoids, and shikimate-derived metabolites from Riesling wine. J Agric Food Chem 38:1041–1048CrossRefGoogle Scholar
  94. Winterhalter P, Sefton MA, Williams PJ (1990b) Volatile C13 norisoprenoid compounds in Riesling wine are generated from multiple precursors. Am J Enol Vitic 41:277–283Google Scholar

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© Springer-Verlag Berlin Heidelberg 1996

Authors and Affiliations

  • P. J. Williams
  • M. S. Allen

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