Chocolate in Health and Nutrition pp 89-101 | Cite as
Chocolate and Cocoa Aroma
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Key Points
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Chocolate- and cocoa-specific aroma is formed during roasting of fermented, but not of unfermented, cocoa beans.
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Essential components of the chocolate- and cocoa-specific aroma are generated by heat-induced Maillard reactions of free amino acids and peptides with reducing sugars.
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Essential aroma precursors are derived from the vicilin (7S)-class globular storage protein of the cocoa beans by acid-induced successive degradation by endogenous aspartic endoprotease and carboxypeptidase activities.
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Effects of the time course of acidification and the final pH values of cocoa fermentations on the aroma potential of the resulting raw cocoa are due to the differential pH optima of the aspartic endoprotease and the carboxypeptidase of the cocoa beans.
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Genotype-dependent differences in the aroma potential of cocoa clones are at least partly due to varying contents of the vicilin (7S)-class globular storage protein and/or the amounts and activities of the aspartic endoprotease and carboxypeptidase of the cocoa beans.
Keywords
Aroma components Aspartic endoprotease Carboxypeptidase Cocoa beans Free amino acids Maillard reactions Peptides Storage protein Vicilin (7S)-class globulinReferences
- 1.Clapperton JF. A review of research to identify the origins of cocoa flavour characteristics. Cocoa Growers Bull. 1994;48:7–16.Google Scholar
- 2.Beckett ST. Is the taste of British milk chocolate different? Int J Dairy Technol. 2003;56:138–42.CrossRefGoogle Scholar
- 3.Whitefield R. Making chocolates in the factory. London: Kennedy’s Publications Ltd; 2005.Google Scholar
- 4.Voigt J, Biehl B. Precursors of the cocoa specific aroma components are derived from the vicilin-class (7S) globulin of the cocoa seeds by proteolytic processing. Bot Acta. 1995;108:283–9.Google Scholar
- 5.Voigt J, Lieberei R. Biochemistry of cocoa fermentation. In: Schwan RF, Fleet GH, editors. Cocoa and coffee fermentations. Boca Raton: CRC Press; 2013.Google Scholar
- 6.Afoakwa EO, Paterson A, Fowler M, et al. Flavor formation and character in cocoa and chocolate: a critical review. Crit Rev Food Sci Nutr. 2008;48:840–57.PubMedCrossRefGoogle Scholar
- 7.Ziegleder G, Biehl B. Analysis of cocoa flavour components and flavour precursors. In: Linskens HF, Jackson JF, editors. Modern methods of plant analysis, New Series, vol. 8. New York: Springer; 1988. p. 321–93.Google Scholar
- 8.Bonvehí JS. Investigation of aromatic compounds in roasted cocoa powder. Eur Food Res Technol. 2005;221:19–29.CrossRefGoogle Scholar
- 9.Cerny C, Grosch W. Precursors of ethylpyrazine isomers and 2,3-diethyl-5-methylpyrazine formed in roasted beef. Z Lebensm Unters Forsch. 1994;198:210–4.CrossRefGoogle Scholar
- 10.Amrani-Hemaimi M, Cerny C, Fay LB. Mechanism of formation of alkylpyrazine in the Maillard reaction. J Agric Food Chem. 1995;43:2818–22.CrossRefGoogle Scholar
- 11.Schnermann P, Schieberle P. Evaluation of key odorants in milk chocolate and cocoa mass by aroma extract dilution analysis. J Agric Food Chem. 1997;45:867–72.CrossRefGoogle Scholar
- 12.Counet C, Callemien D, Ouwerx C, et al. Use of gas chromatography-olfactometry to identify key odorant compounds in dark chocolate. Comparison of samples before and after conching. J Agric Food Chem. 2002;50:2385–91.PubMedCrossRefGoogle Scholar
- 13.Taylor AJ. Food flavour technology. Sheffield: Sheffield Academic Press; 2002.Google Scholar
- 14.Taylor AJ, Roberts DD. Flavour perception. Oxford: Blackwell Publishing; 2004.CrossRefGoogle Scholar
- 15.Reineccius G. Flavour chemistry and technology. 2nd ed. Boca Raton: CRC Press; 2006.Google Scholar
- 16.Afoakwa EO, Paterson A, Fowler M, et al. Matrix effects on flavour volatiles release in dark chocolates varying in particle size distribution and fat content using GC-mass spectrometry and GC-olfactometry. Food Chem. 2009;113:208–15.CrossRefGoogle Scholar
- 17.Frauendorfer F, Schieberle P. Changes in key aroma compounds of Criollo cocoa beans during roasting. J Agric Food Chem. 2008;56:10244–51.PubMedCrossRefGoogle Scholar
- 18.Huang Y, Barringer SA. Alkylpyrazines and other volatiles in cocoa liquor at pH 5 to 8, by selected ion flow tube-mass spectrometry (SIFT-MS). J Food Sci. 2010;75:C121–7.PubMedCrossRefGoogle Scholar
- 19.Granvogel M, Bugan S, Schieberle P. Formation of amines and aldehydes from parent amino acids during thermal processing of cocoa and model systems: new insights into pathways of the Strecker reaction. J Agric Food Chem. 2006;54:1730–9.CrossRefGoogle Scholar
- 20.Ledl F, Schleicher E. New aspects of the Maillard reaction in foods and in the human body. Angew Chem Int Ed Engl. 1990;29:565–94.CrossRefGoogle Scholar
- 21.Rohan TA. The precursors of chocolate aroma: a comparative study of fermented and unfermented cocoa beans. J Sci Food Agric. 1964;29:456–9.Google Scholar
- 22.Ostovar K, Keeney PG. Isolation and characterization of microorganisms involved in the fermentation of Trinidad cocoa beans. J Food Sci. 1973;39:611–7.CrossRefGoogle Scholar
- 23.Biehl B, Brunner E, Passern D, et al. Acidification, proteolysis and flavour potential in fermenting cocoa beans. J Sci Food Agric. 1985;36:583–98.CrossRefGoogle Scholar
- 24.Schwan RF, Wheals AE. The microbiology of cocoa fermentation and its role in chocolate quality. Crit Rev Food Sci Nutr. 2004;44:205–21.PubMedCrossRefGoogle Scholar
- 25.Kirchhoff PM, Biehl B, Crone G. Peculiarity of the accumulation of free amino acids during cocoa fermentation. Food Chem. 1989;31:295–311.CrossRefGoogle Scholar
- 26.Kirchhoff PM, Biehl B, Ziegeler-Berghausen H, et al. Kinetics of the formation of free amino acids in cocoa seeds during fermentation. Food Chem. 1989;34:161–79.CrossRefGoogle Scholar
- 27.Rohsius C, Matissek R, Lieberei R. Free amino acid amounts in raw cocoas from different origins. Eur Food Res Technol. 2006;222:432–8.CrossRefGoogle Scholar
- 28.Voigt J, Biehl B, Heinrichs H, et al. In-vitro formation of cocoa-specific aroma precursors: aroma-related peptides generated from cocoa seed protein by co-operation of an aspartic endoprotease and a carboxypeptidase. Food Chem. 1994;49:173–80.CrossRefGoogle Scholar
- 29.Mohr W, Landschreiber E, Severin T. Zur Spezifität des Kakaoaromas. Fette Seifen Anstrichmittel. 1976;78:88–95.CrossRefGoogle Scholar
- 30.Biehl B, Heinrichs H, Ziegeler-Berghausen H, et al. The proteases of ungerminated cocoa seeds and their role in the fermentation process. Angew Bot. 1993;67:59–65.Google Scholar
- 31.Laloi M, McCarthy J, Morandi O, et al. Molecular and biochemical characterization of two proteinases TcAP1 and TcAP2 from Theobroma cacao seeds. Planta. 2002;215:754–62.PubMedCrossRefGoogle Scholar
- 32.Voigt J, Kamaruddin S, Heinrichs H, et al. Developmental stage-dependent variation of the levels of globular storage protein and aspartic endoprotease during ripening and germination of Theobroma cacao seeds. J Plant Physiol. 1995;145:299–307.CrossRefGoogle Scholar
- 33.Voigt G, Biehl B, Heinrichs H, et al. Aspartic proteinase levels in seeds of different angiosperms. Phytochemistry. 1997;44:389–92.CrossRefGoogle Scholar
- 34.Guilloteau M, Lalaoi M, Michaux S, et al. Identification and characterization of the major aspartic endoprotease activity in Theobroma cacao seeds. J Sci Food Agric. 2005;85:549–62.CrossRefGoogle Scholar
- 35.Hansen CE, del Olmo M, Burri C. Enzyme activities in cocoa beans during fermentation. J Sci Food Agric. 1998;77:273–81.CrossRefGoogle Scholar
- 36.Hansen CE, Manez A, Burri C, et al. Comparison of enzyme activities involved in flavour precursor formation in unfermented beans of different cocoa genotypes. J Sci Food Agric. 2000;80:1193–8.CrossRefGoogle Scholar
- 37.Bytof G, Biehl B, Heinrichs H, et al. Specificity and stability of the carboxypeptidase activity in ripe, ungerminated seeds of Theobroma cacao L. Food Chem. 1995;54:15–21.CrossRefGoogle Scholar
- 38.Neurath H. Carboxypeptidase A. In: Boyer PD, Lardy HA, Myrbäck K, editors. The enzymes, vol. 4. New York: Academic; 1960. p. 11–24.Google Scholar
- 39.Ambler RP. Enzymatic hydrolysis with carboxypeptidases. Methods Enzymol. 1972;25:143–54.CrossRefGoogle Scholar
- 40.Breddam K, Sœrensen SB, Svendson I. Primary structure and enzymatic properties of carboxypeptidase II from wheat bran. Carlsberg Res Commun. 1987;52:297–311.CrossRefGoogle Scholar
- 41.Spencer ME, Hodge R. Cloning and sequencing of the cDNA encoding the major albumin of Theobroma cacao. Planta. 1991;183:528–35.CrossRefGoogle Scholar
- 42.Tai H, McHenry L, Fritz PJ, et al. Nucleic acid sequence of a 21 kDa cocoa seed protein with homology to the soybean trypsin inhibitor (Kunitz) family of protease inhibitors. Plant Mol Biol. 1991;16:913–5.PubMedCrossRefGoogle Scholar
- 43.Voigt J, Biehl B, Kamaruddin S. The major seed proteins of Theobroma cacao L. Food Chem. 1993;47:145–51.CrossRefGoogle Scholar
- 44.Kochhar S, Gartenmann K, Juillerat MA. Primary structure of the abundant seed albumin of Theobroma cacao by mass spectrometry. J Agric Food Chem. 2000;48:5593–9.PubMedCrossRefGoogle Scholar
- 45.Kochhar S, Gartenmann K, Gilloteau M, et al. Isolation and characterization of 2 S cocoa seed albumin storage polypeptide and the corresponding cDNA. J Agric Food Chem. 2001;49:4470–7.PubMedCrossRefGoogle Scholar
- 46.Pettipher GL. The extraction and partial purification of cocoa storage proteins. Café Cacao Thé. 1999;34:23–6.Google Scholar
- 47.Spencer ME, Hodge R. Cloning and sequencing of a cDNA encoding the major storage proteins of Theobroma cacao. Identification of the proteins as members of the vicilin class of storage proteins. Planta. 1992;186:567–76.CrossRefGoogle Scholar
- 48.McHenry L, Fritz PJ. Comparison of the structure and nucleotide sequence of vicilin genes of cocoa and cotton raise questions about vicilin evolution. Plant Mol Biol. 1992;18:1173–6.PubMedCrossRefGoogle Scholar
- 49.Biehl B, Wewetzer C, Passern D. Vacuolar (storage) proteins and their degradation during germination and fermentation. J Sci Food Agric. 1982;33:1291–304.CrossRefGoogle Scholar
- 50.Voigt J, Heinrichs H, Voigt G, et al. Cocoa-specific aroma precursors are generated by proteolytic digestion of the vicilin-like globulin of the cocoa seeds. Food Chem. 1994;50:177–84.CrossRefGoogle Scholar
- 51.Voigt J, Wrann D, Heinrichs H, et al. The proteolytic formation of essential cocoa-specific aroma precursors depends on particular chemical structures of the vicilin-class globulin of the cocoa seeds lacking in the globular storage proteins of coconuts, hazelnuts, and sunflower seeds. Food Chem. 1994;51:197–205.CrossRefGoogle Scholar
- 52.Derbyshire E, Wright DJ, Boulter D. Legumin and vicilin, storage proteins of legume seeds. Phytochemistry. 1976;15:3–24.CrossRefGoogle Scholar
- 53.Borroto K, Dure L. The globulin seeds storage proteins of flowering plants are derived from two ancestral genes. Plant Mol Biol. 1987;8:113–31.CrossRefGoogle Scholar
- 54.Kratzer U, Frank R, Kalbacher H, et al. Subunit structure of the vicilin-like globular storage protein of cocoa seeds and the origin of cocoa- and chocolate-specific aroma precursors. Food Chem. 2009;113:903–13.CrossRefGoogle Scholar
- 55.Amin I, Jinap S, Jamilah B, et al. Analysis of vicilin (7S)-class globulin in cocoa cotyledons from various genetic origins. J Sci Food Agric. 2002;82:728–32.CrossRefGoogle Scholar
- 56.Vaintraub IA, Kotova LV, Shaha R. Protein deamidase from germinating wheat grains. FEBS Lett. 1992;302:169–71.PubMedCrossRefGoogle Scholar
- 57.Voigt J, Voigt G, Heinrichs H, et al. In vitro studies on the proteolytic formation of the characteristic aroma precursors of fermented cocoa seeds: the significance of endoprotease specificity. Food Chem. 1994;51:7–14.CrossRefGoogle Scholar
- 58.Heinzler M, Eichner KV. Verhalten von Amadori-Verbindungen während der Kakaoverarbeitung. Bildung von Aromastoffen unter Röstbedingungen. Z Lebensm Unters Forsch. 1991;192:445–50.CrossRefGoogle Scholar
- 59.Garbe LA, Wuertz A, Piechotta CT, et al. The peptide-catalyzed Maillard reaction. Characterization of 13°C reductones. Ann NY Acad Sci. 2008;1126:244–7.PubMedCrossRefGoogle Scholar
- 60.Van Lancker F, Adams A, De Kimpe N. Formation of pyrazines in Maillard model systems of lysine-containing dipeptides. J Agric Food Chem. 2010;58:2470–8.PubMedCrossRefGoogle Scholar
- 61.Voigt J, Kratzer U, Biehl B, et al. The origin of cocoa- and chocolate-specific aroma precursors. Malays Cocoa J. 2009;5:68–72.Google Scholar
- 62.Ploetz RC. Cacao diseases: important threats to chocolate production worldwide. Phytopathology. 2007;97:1634–9.PubMedCrossRefGoogle Scholar
- 63.Schnell RJ, Brown JS, Kuhn DN, et al. Development of a marker assisted selection program for cacao. Phytopathology. 2007;97:1664–9.PubMedCrossRefGoogle Scholar
- 64.Schnell RJ, Kuhn DN, Shapiro HY, et al. New tools to increase the efficiency of traditional cacao breeding. Malays Cocoa J. 2009;5:24–36.Google Scholar
- 65.Luna F, Crouzillat D, Cirou L, et al. Chemical composition and flavor of Ecuadorian cocoa liquor. J Agric Food Chem. 2002;50:3527–32.PubMedCrossRefGoogle Scholar
- 66.Counet C, Ouwerx C, Rosoux D, et al. Relationship between procyanidin and flavour contents of cocoa liquors from different origins. J Agric Food Chem. 2004;52:6243–9.PubMedCrossRefGoogle Scholar
- 67.Khairul Bariah S, Amin I, Furtek D. Correlation of cocoa flavor with the concentration of vicilin (7S)-class globulin in embryos. In: Proceedings of the 2007 Conference on Plantation Commodities; Kuala Lumpur; 2007. p. 55–58.Google Scholar
- 68.Pino J, Roncal E. Linalool content in roasted cocoa butter as characteristic of several flavour grade cocoas. Die Nahrung. 1992;36:299–301.CrossRefGoogle Scholar
- 69.Ziegleder G. Linalool contents as characteristic of some flavour grade cocoas. Z Lebensm Unters Forsch. 1990;191:306–9.CrossRefGoogle Scholar