Straightforward Synthesis of Deuterated Precursors To Demonstrate the Biogenesis of Aromatic Thiols In Wine
2010
Roland, Aurelie | Schneider, Remi | Razungles, Alain | Le Guerneve, Christine | Cavelier, Florine
Straightforward synthesis of labeled S-3-(hexan-1-ol)-glutathione and S-4-(4-methylpentan-2-one)-glutathione has been developed through a conjugate addition optimization study. Sauvignon blanc fermentation experiments with the [2H10] S-4-(4-methylpentan-2-one)-glutathione used as a tracer released the corresponding deuterated thiol, thus proving the direct relationship with the 4-mercapto-4-methylpentan-2-one under enological conditions. The conversion yield of such transformation was estimated to be close to 0.3%, opening an avenue for additional study on varietal thiol biogenesis.
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