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直截了当的氘代前体合成法,旨在展示葡萄酒中芳香硫醇的生物合成。

Straightforward synthesis of deuterated precursors to demonstrate the biogenesis of aromatic thiols in wine.

机构信息

Interloire, 12 rue Etienne Pallu, BP 1921, 37019 Tours Cedex 01, France.

出版信息

J Agric Food Chem. 2010 Oct 13;58(19):10684-9. doi: 10.1021/jf101996p.

DOI:10.1021/jf101996p
PMID:20825191
Abstract

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.

摘要

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。

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J Agric Food Chem. 2010 Oct 13;58(19):10684-9. doi: 10.1021/jf101996p.
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引用本文的文献

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Unraveling the Mystery of 3-Sulfanylhexan-1-ol: The Evolution of Methodology for the Analysis of Precursors to 3-Sulfanylhexan-1-ol in Wine.揭开3-硫代己醇之谜:葡萄酒中3-硫代己醇前体分析方法的演变
Foods. 2022 Jul 11;11(14):2050. doi: 10.3390/foods11142050.
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UHPLC-MS/MS determination of varietal thiol precursors in Sauvignon Blanc grapes.超高效液相色谱-串联质谱法测定长相思葡萄品种中的硫醇前体。
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Appl Microbiol Biotechnol. 2012 Nov;96(3):601-18. doi: 10.1007/s00253-012-4370-z. Epub 2012 Sep 1.