Wine Chemistry and Biochemistry

(Steven Felgate) #1

328 M. Ugliano and P.A. Henschke


volatile compounds are also released from non-volatile grape flavour precursor com-


pounds by yeast enzymes. Examples are monoterpenes and C 13 -norisoprenoids,


which are released from glycosidic precursors, and long-chain polyfunctional thi-


ols, which are derived fromS-cysteinyl conjugates. Some phenolic compounds,


which undergo transformation reactions orreact with yeast metabolites, affect the


colour, aroma and flavour of wine. The significance of these compounds to wine


flavour, their metabolism, and factors that affect their formation are discussed in


Sect. 8D.5


8D.4.1 Esters


8D.4.1.1 Significance


Fermentation-derived esters are largely responsible for wine fruitiness, and there-


fore they play an important role in the sensory composition of young red and


white wines. Although at wine pH a significant portion of esters hydrolyses dur-


ing aging, the major fermentation-derived esters are still present in concentration


higher than their odour threshold in 1–2 years old wines (Escudero et al. 2007; Moio


et al. 2004; Rapp and Marais 1993), which suggests their involvement in the sensory


composition of aged wines as well. The two main groups of fermentation-derived


esters that have been long associated with wine fruitiness are acetate esters [ethyl


acetate, 2-methylpropyl acetate (isobutyl acetate), 2- and 3-methylbutyl acetate
(active amyl and isoamyl acetate, respectively), hexyl acetate, and 2-phenylethyl


acetate], and ethyl fatty acid esters (ethyl C 3 - ethyl C 12 ). The organoleptic synergy


existing between different esters determines the overall sensory characteristics of


esters mixtures. Van der Merwe and vanWyk (1981) demonstrated that acetates are


more important than ethyl fatty acid esters for the perceived aroma of wine, and


that the odour intensity of a mixture of esters is higher that that of the individual


components. More recently, the role playedby branched-chain esters, namely ethyl


2-methylpropanoate, ethyl 2-methylbutanoate, and ethyl 3-methylbutanoate, in the


aroma of wine has been investigated. Theseesters are characterized by strawberry-


like aromas, and probably contribute to the red-fruits notes of some red wines


(Piombino et al. 2004). Odor threshold values fall between 3 g/L for ethyl 3-


methylbutanoate (Guth 1997) and 18 g/L for ethyl 2-methylbutanoate (Ferreira


et al. 2000), indicating that these compounds are among the most powerful odorants


in the class of esters. However, as they occur in much lower concentrations com-


pared to ethyl fatty acid esters and acetates, their impact on wine aroma is still to be


established (Escudero et al. 2007).


In a recent study, using multivariate statistical analysis of quantitative sensory


descriptive analysis and precise chemical compositional data, Smyth et al. (2005)


found that the importance of individual yeast esters to the aroma profile of wine


can vary with the type of wine. In the case of unwooded Chardonnay wines, for

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