Evidence for an alternative biogenetic pathway leading to 3-mercaptohexanol and 4-Mercapto-4-methylpentan-2-one (cas 19872-52-7) in wines

Add time:09/28/2019    Source:infona.pl

The present investigation ascertains a new pathway leading to 3-mercaptohexanol (3Mhol) and 4-Mercapto-4-methylpentan-2-one (cas 19872-52-7), starting from conjugated carbonyl compounds, alternative to the biogenetic route already demonstrated in wines from cysteinylated and gluthationylated precursors present in grapes, [D 8 ]-E-2-hexenal and [D 10 ]-mesityl oxide, possible precursors of 3-mercaptohexanol and 4-mercapto-4 methylpentan-2-one by sulphur addition, were synthesized and added to a Melon B. must, prior to its fermentation at laboratory scale. Volatile thiols extracted from the wine were analyzed by GC–MS. Peaks corresponding to [D 8 ]-3Mhol and [D 10 ]-4MMP were detected, showing their origin from [D 8 ]-2-hexenal and [D 10 ]-mesityl oxide added to the must. Furthermore, an accurate quantification of the proportion between [D 8 ]-3-Mhol and natural 3Mhol showed that this pathway was minor in our fermentation conditions (about 10% of total 3Mhol).

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