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J Agric Food Chem. 2010 Oct 13;58(19):10684-9. doi: 10.1021/jf101996p.
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 [(2)H(10)] 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.
已通过共轭加成优化研究,开发出标记的 S-3-(己醇-1-基)-谷胱甘肽和 S-4-(4-甲基-2-戊酮基)-谷胱甘肽的直接合成方法。用 [(2)H(10)] S-4-(4-甲基-2-戊酮基)-谷胱甘肽作为示踪剂进行白苏维翁葡萄酒发酵实验,释放出相应的氘代巯基,从而证明了在酿造条件下与 4-巯基-4-甲基-2-戊酮之间的直接关系。这种转化的转化率估计接近 0.3%,为进一步研究品种硫醇生物发生开辟了途径。