Analysis of S-3-(hexan-1-ol)-glutathione and s-3-(hexan-1-ol)-l-cysteine in Vitis vinifera l. cv. Koshu for aromatic wines

American Journal of Enology and Viticulture

Volumn 61, Issue 2, 2010, Pages 176-185

  Kobayashi, Hironori ^a,b   Takase, Hideki ^b   Kaneko, Katsura ^b   Tanzawa, Fumiko ^b   Takata, Ryoji ^b   Suzuki, Shunji ^a   Konno, Tomonori ^b  

^a UNIVERSITY OF YAMANASHI   (Japan)

^b MERCIAN CORPORATION   (Japan)

Author keywords

Koshu grape; Koshu wine; S 3 (hexan 1 ol) glutathione; S 3 (hexan l ol) l cysteine; S 3 mercaptohexan 1 ol; Volatile thiol

Indexed keywords

VITACEAE; VITIS; VITIS VINIFERA;

EID: 77955838678     PISSN: 00029254     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (30)

1. Anfang, N., M. Brajkovich, and M.R. Goddard. 2009. Co-fermentation with Pichia kluyveri increases varietal thiol concentrations in Sau-vignon blanc. Aust. J. Grape Wine Res. 15:1-8.
2. Blanchard, L., P. Darriet, and D. Dubourdieu. 2004. Reactivity of 3-mercaptohexanol in red wine: Impact of oxygen, phenolic fractions, and sulfur dioxide. Am. J. Enol. Vitic. 55:115-120.
3. Dubourdieu, D., and T. Tominaga. 2009. Polyfunctional thiol compounds. In Wine Chemistry and Biochemistry. M.V. Moreno-Arribas and M.C. Polo (eds.), pp. 275-293. Springer Science+Business, New York.
4. Dubourdieu, D., T. Tominaga, I. Masneuf, C. Peyrot des Gachons, and M.L. Murat. 2006. The role of yeasts in grape flavor development during fermentation: The example of Sauvignon blanc. Am. J. Enol. Vitic. 57:81-88.
5. Ellman, G.L. 1959. Tissue sulfhydryl groups. Arch. Biochem. Bio-phys. 82:70-77.
6. Fukuda, K., N. Yamamoto, Y. Kiyokawa, T. Yanagiuchi, Y. Wakai, K. Kitamoto, Y. Inoue, and A. Kimura. 1998. Balance of activities of acetyltransferase and esterase in Saccharomyces cerevisiae is important for production of isoamyl acetate. Appl. Environ. Micro-biol. 64:4076-4078.
7. Holzapfel, B.P., and M.T. Treeby. 2007. Effect of timing and rate of N supply on leaf nitrogen status, grape yield and juice composition from Shiraz grapevines grafted to one of three different rootstocks. Aust. J. Grape Wine Res. 13:14-22.
8. Howell, K.S., M. Klein, J.H. Swiegers, Y. Hayasaka, G.M. Elsey, G.H. Fleet, P.B. Høj, I.S. Pretorius, and M.A. Barros Lopes. 2005. Genetic determinants of volatile-thiol release by Saccharomyces cerevisiae during wine fermentation. Appl. Environ. Microbiol. 71:5420-5426.
9. King, E.S., J.H. Swiegers, B. Travis, I.L. Francis, S.E. Bastian, and I.S. Pretorius. 2008. Coinoculated fermentations using Saccharo-myces yeast affect the volatile composition and sensory properties of Vitis vinifera L. cv. Sauvignon blanc wines. J. Agric. Food Chem. 56:10829-10837.
10. Kobayashi, H., T. Tominaga, N. Ueno, K. Ajimura, Y. Aruga, D. Du-bourdieu, and T. Okubo. 2004. Key odorous compounds in Koshu wine. J. ASEV Jpn. 15:109-110.
11. Luisier, J.L., H. Buettner, S. Völker, T. Rausis, and U. Frey. 2008. Quantification of cysteine S-conjugate of 3-sulfanylhexan-1-ol in must and wine of Petite Arvine vine by stable isotope dilution analysis. J. Agric. Food Chem. 56:2883-2887.
12. Maggu, M., R. Winz, P.A. Kilmartin, M.C. Trought, and L. Nicolau. 2007. Effect of skin contact and pressure on the composition of Sauvignon blanc must. J. Agric. Food Chem. 55:10281-10288.
13. Marullo, P., M. Bely, I. Masneuf, M. Pons, M. Aigle, and D. Dubour-dieu. 2006. Breeding strategies for combining fermentative qualities and reducing off-flavor production in a wine yeast model. FEMS Yeast Res. 6:268-279.
14. Masneuf-Pomarède, I., C. Mansour, M.L. Marat, T. Tominaga, and D. Dubourdieu. 2006. Influence of fermentation temperature on volatile thiol concentrations in Sauvignon blanc wine. Int. J. Food Microbiol. 108:385-390.
15. Mehdi, K., J. Thierie, and M. J. Pennickx. 2001. γ-Glutamyl trans-peptidase in the yeast Saccharomyces cerevisiae and its role in the vacuolar transport and metabolism of glutathione. Biochem. J. 359:631-637.
16. Murat, M.L., I. Masneuf, P. Darriet, V. Lavigne, T. Tominaga, and D. Dubourdieu. 2001. Effect of Saccharomyces cerevisiae yeast strains on the liberation of volatile thiols in Sauvignon blanc wine. Am. J. Enol. Vitic. 52:136-139.
17. Murat, M.L., T. Tominaga, and D. Dubourdieu. 2001. Assessing the aromatic potential of Cabernet Sauvignon and Merlot musts used to produce rose wine by assaying the cysteinylated precursor of 3-mercaptohexan-1-ol. J. Agric. Food Chem. 49:5412-5417.
18. Peyrot des Gachons, C., T. Tominaga, and D. Dubourdieu. 2000. Measuring the aromatic potential of Vitis vinifera L. cv. Sauvignon blanc grapes by assaying S-cysteine conjugate, precursors of the volatile thiols responsible for their varietal aroma. J. Agric. Food Chem. 48:3387-3391.
19. Peyrot des Gachons, C., T. Tominaga, and D. Dubourdieu. 2002. Sulfur aroma precursor present in S-glutathione conjugate form: Identification of S-3-(hexan-1-ol)-glutathione in must from Vitis vinifera L. cv. Sauvignon blanc. J. Agric. Food Chem. 50:4076-4079.
20. Rosen, H. 1957. A modified ninhydrin colorimetric analysis for amino acids. Arch. Biochem. Biophys. 67:102-115.
21. Subileau, M., R. Schneider, J. M. Salmon, and E. Degryse. 2008. New insights on 3-mercaptohexanol (3MH) biogenesis in Sauvignon blanc wines: Cys-3MH and (E)-hexen-2-al are not the major precursors. J. Agric. Food Chem. 56:9230-9235.
22. Subileau, M., R. Schneider, J.M. Salmon, and E. Degryse. 2008. Nitrogen catabolite repression modulates the production of aromatic thiols of Sauvignon blanc at the level of precursor transport. FEMS Yeast Res. 8:771-780.
23. Swiegers, J.H., D.L. Capone, K.H. Pardon, G.M. Elsey, M.A. Sefton, I.L. Francis, and I.S. Pretorius. 2007. Engineering volatile thiol release in Saccharomyces cerevisiae for improved wine aroma. Yeast 24:561-574.
24. Thibon, C., P. Marullo, O. Claisse, C. Cullin, D. Dubourdieu, and T. Tominaga. 2008. Nitrogen catabolic repression controls the release of volatile thiols by Saccharomyces cerevisiae during wine fermentation. FEMS Yeast Res. 8:1076-1086.
25. Thibon, C., S. Shinkaruk, T. Tominaga, B. Bennetau, and D. Dubour-dieu. 2008. Analysis of the diastereoisomers of the cysteinylated aroma precursor of 3-sulfanylhexanol in Vitis vinifera grape must by gas chromatography coupled with ion trap tandem mass spectrometry. J. Chromatogr., A 1183:150-157.
26. Tominaga, T., A. Furrer, R. Henry, and D. Dubourdieu. 1998. Identification of new volatile thiols in the aroma of Vitis vinifera L. var. Sauvignon blanc wines. Flav. Fragrance J. 13:159-162.
27. Tominaga, T., M.L. Murat, and D. Dubourdieu. 1998b. Development of a method for analyzing the volatile thiols involved in the characteristic aroma of wines made from Vitis vinifera L. cv. Sauvignon blanc. J. Agric. Food Chem. 46:1044-1048.
28. Tominaga, T., C. Peyrot des Gachons, and D. Dubourdieu. 1998c. A new type of flavor precursors in Vitis vinifera L. cv. Sauvignon blanc: S-cysteine conjugates. J. Agric. Food Chem. 46:5215-5219.
29. Tominaga, T., R. Baltenweck-Guyot, C. Peyrot des Gachons, and D. Dubourdieu. 2000. Contribution of volatile thiols to the aromas of white wines made from several Vitis vinifera grape varieties. Am. J. Enol. Vitic. 51:178-181.
30. Wirth, J., W. Guo, R. Baumes, and Z. Günata. 2001. Volatile compounds released by enzymatic hydrolysis of glycoconjugates of leaves and grape berries from Vitis vinifera Muscat of Alexandria and Shiraz cultivars. J. Agric. Food Chem. 49:2917-2923.