Wine Chemistry and Biochemistry

(Steven Felgate) #1

260 R. Baumes


be present at high levels (5–10 mM) in the corresponding must and wine, which


completely inhibits -glucosidases, and prevents the enzymatic hydrolysis of grape


glycoconjugates (G ̈unata et al. 1993).


The increase in the rate of glycoconjugates hydrolysis by exogenous fungal


enzymes in the preparation of dry wines, does not lead to a simple increase in


the production rate of odorants from glycoconjugates. Indeed, it alters the whole


dynamic release of odorants from glycoconjugates in wine, as well as the chemical


changes that certain aglycons undergo (Skouroumounis et al. 1992; Winterhalter


and Skouroumounis 1997). Furthermore, the structural change of aglycons released


during the alcoholic fermentation could also be carried out by yeast, in much the


same way as free volatiles, e.g. the reduction of geraniol to citronellol (Dugelay


et al. 1992b).


As mentioned above, grape andSaccharomyces cerevisiaeyeasthavemostgly-


cosidases appropriate to hydrolyze grape glyconjugates, but they become effective


only under conditions (pH, sugar content) quite different from those found in wine-


making (Darriet et al. 1988; Delcroix et al. 1994; G ̈unata et al. 1986, 1989a, 1993;


Lecas et al. 1991; Sarry and G ̈unata 2004). However, it was recently reported that


some yeast strains hydrolyzed to the extent of 40%, glycoconjugates of Muscat


grape during the fermentation of a model must at pH 3.2, and up to 70%, linalool



  • D-glucoside, known to be not easily hydrolyzed by fungal - D-glucosidases, but


no data were reported for grape must (Ugliano et al. 2006). Finally, recent studies


showed that enological strains of lactic bacteria have a slight influence only on the


hydrolysis of grape glycoconjugates under the conditions of malo-lactic fermenta-
tion (D’Incecco et al. 2004; Grimaldi et al. 2005; Sarry and G ̈unata 2004; Ugliano


et al. 2003).


8A.6S-Cysteine Conjugates


S-(L-cysteine) conjugates, odourless nonvolatile cysteinylated precursors of very


odorous volatile thiols, were evidenced and identified in grape much later than


the afore-mentioned classes of grape aroma precursors (Darriet 1993; Darriet et al.


1993; Tominaga 1998; Tominaga et al. 1995, 1998b). Chemically, they are


S-substituted derivatives ofL-cysteine, different by the nature of the moiety on


the cysteine sulfur atom, and to date only three of these precursors were identified


in grape:S-(1-hydroxyhex-3-yl)-L-cysteine (P3MH),S-(4-methyl-2-oxopent-4-yl)-


L-cysteine (P4MMP) andS-(4-methyl-2-hydroxypent-4-yl)-L-cysteine (P4MMPOH


(Fig. 8A.6) (Tominaga 1998; Tominaga et al. 1995, 1998b). However, an


S-substituted tripeptide related to P3MH,S-(1-hydroxyhex-3-yl)-glutathion, was


identified later in Sauvignon Blanc must, and probably in Gros Manseng must


(Peyrot des Gachons et al. 2002b). ThisS-glutathione conjugate could be a bio-


genetic precursor of P3MH, as it could be cleaved by a-glutamyltransferase, which


eliminates glutamic acid, and by a carboxypeptidase, which eliminates glycine,


to give rise to P3MH (Peyrot des Gachons et al. 2002b). However, no other

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