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首次采用超高效液相色谱-串联质谱联用分析和稳定同位素稀释法鉴定和定量葡萄汁中 S-3-(正己醇)-γ-谷氨酰半胱氨酸,作为一种潜在的硫醇前体。

First identification and quantification of S-3-(hexan-1-ol)-γ-glutamyl-cysteine in grape must as a potential thiol precursor, using UPLC-MS/MS analysis and stable isotope dilution assay.

机构信息

Institut Français de la Vigne et du Vin, INRA-UMR-SPO, 2 place Pierre Viala, 34060 Montpellier cedex 1, France.

NYSEOS, 53 rue Claude François, Parc 2000, 34080 Montpellier, France.

出版信息

Food Chem. 2017 Dec 15;237:877-886. doi: 10.1016/j.foodchem.2017.05.116. Epub 2017 May 30.

Abstract

Varietal thiols are key aroma compounds in wine issued from multiple and complex origins. Several precursor families have been identified in grapes and must and have been widely studied. But a large part of thiol origin still remains unknown. Thus, we only have an incomplete picture of thiol precursors and there is a lack of knowledge on pre-fermentative mechanisms that can impact their levels. Our study focused on the formal identification and the quantification of new varietal thiol precursors in must. First of all, we synthesized natural and labeled standards using an original multi-step strategy, then we developed and validated a UPLC-MS/MS method that allowed us to identify and quantify for the first time a dipeptide S-conjugate to 3MH, the γGluCys-3MH, in Sauvignon B. We observed the S-4-mercapto-4-methylpentan-2-one-l-cysteinyl-glycine (CysGly-4MMP) and S-4-mercapto-4-methylpentan-2-one-N-(l-γ-glutamyl)-l-cysteine (γGluCys-4MMP) but at too low concentration to be quantified.

摘要

品种硫醇是多种复杂来源葡萄酒中的关键香气化合物。葡萄和葡萄汁中有几种前体家族已被鉴定出来,并进行了广泛的研究。但是,硫醇的很大一部分来源仍然未知。因此,我们对硫醇前体的了解还不完整,对可能影响其水平的发酵前机制也知之甚少。我们的研究集中在鉴定和定量葡萄汁中新型品种硫醇前体上。首先,我们使用原创的多步策略合成了天然和标记标准品,然后开发并验证了一种 UPLC-MS/MS 方法,该方法首次允许我们鉴定和定量 Sauvignon B 中的二肽 S-轭合物 3MH,即 γGluCys-3MH。我们观察到 S-4-巯基-4-甲基-2-戊酮-l-半胱氨酸甘氨酸(CysGly-4MMP)和 S-4-巯基-4-甲基-2-戊酮-N-(l-γ-谷氨酰)-l-半胱氨酸(γGluCys-4MMP),但浓度太低无法定量。

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