Wine Chemistry and Biochemistry

(Steven Felgate) #1

8A Wine Aroma Precursors 259


et al. 1992; Voirin 1990; Winterhalter 1993). It is an acido-catalyzed process, which


involves hydrolysis of the glycosides, and depending on the aglycon structure, its


chemical transformation. The hydrolysisstep release the volatile aglycon, i.e. a


compound with an hydroxyl functional group (alcohol, phenol, acid), which can


be odorous or not, but which can undergo a sequence of changes under wine


aging conditions, susceptible to the generation of odorants from inodorous agly-


cons, and conversely (Cox et al. 2005; Francis et al. 1992, 1996; Rapp et al. 1985;


Schneider 2001; Sefton 1998, 1993; S ́egurel 2005; Versini et al. 1996; Voirin 1990;


Williams et al.1980, 1982b). Thus, in the first part of wine aging, the hydrolytic


release of volatiles from glycosides and their possible chemical changes are con-


comitant. Then, when the corresponding glycosides are entirely hydrolyzed, the


chemical changes of the volatiles only occur, so that their contents go down grad-


ually, more or less sharply, depending on their chemical stability under wine aging


conditions. More than a hundred volatiles generated from glycosides have so far


been identified in wine, but only a few could reach levels higher than their olfactive


perception thresholds. Such odorants mostly listed are linalool, geraniol, roseoxyde,


1,8-cineole and wine-lactone, as monoterpenoidic derivatives, eugenol, guaiacol,


zingerone, methyl salicylate, as volatile phenolic derivatives, -damascenone, 1,1,6-


trimethyl-1,2-dihydronaphtalene (TDN) and (E)-1-(2,3,6-trimethylphenyl)buta-1,3-


diene (TPB), as norisoprenoidic derivatives (Bonnl ̈ander et al. 1998; Eti ́evant 1991;


Farina et al. 2005; Francis et al. 1992, 1996; Guth 1997; Janusz et al. 2003;


Kotseridis 1999; Kotseridis et al. 1999a; Schneider 2001; Sefton 1998, 1993;


S ́egurel 2005; Simpson 1978; Skouroumounis et al. 1992; Winterhalter 1992;
Winterhalter and Skouroumounis 1997). It must be noted that linalool, geraniol,


eugenol, guaiacol, zingerone and methyl salicylate are genuine aglycons of grape


glycosides, whereas the other odorants in this list arise from chemical changes of


aglycons.


This general chemical reaction pathway can be modified when enzymatic prepa-


ration containing appropriate glycosidases are used in winemaking. The enzymatic


hydrolysis of grape diglycosides is a sequential process. The first step consists in


the hydrolysis of the terminal oses by the corresponding glycosidases, releasing



  • D-glucosides similar to those occurring in grape. All these - D-glucosides are


hydrolyzed in the second step by a - D-glucosidase to release the aglycons (G ̈unata


et al. 1989a). Filamentous fungi glycosidases are appropriate to hydrolyze grape


glycoconjugates, and they are much more stable than those from grape orSaccha-


romyces cerevisiaeyeast at wine acidic pH. Thus, despite the inhibition of their - D-


glucosidase by must glucose higher than that of grape orSaccharomyces cerevisiae


yeast, they can be used during dry wine preparation to hydrolyze grape glycocon-


jugates, as they are still active at the end of fermentation, when the sugar content


in must is residual (G ̈unata et al. 1989a, 1990, 1993). Some non-Saccharomyces


yeasts, with - D-glucosidase weakly inhibited by glucose, were also used in wine-


making (Gueguen et al. 1997; Belancic et al. 2003). However, gluconolactone was


also reported as inhibitor of these - D-glucosidases from grape, yeast and filamen-


tous fungi, used in winemaking. This compound, produced in grapes infected by
Botrytis cinereafungi (Heyworth and Walker 1962; G ̈unata et al. 1989b), may

Free download pdf