Quantification of CysteineS-Conjugate of 3-Sulfanylhexan-1-ol in Must and Wine of Petite Arvine Vine by Stable Isotope Dilution Analysis

Abstract

Making use of a convenient synthetic approach to prepare the deuterated S-3-(hexan-1-ol)-cysteine by a Michael addition reaction, an analytical method was developed to measure the presence of the cysteine S-conjugate, precursor of 3-sulfanylhexan-1-ol (3-mercaptohexan-1-ol), in must and wine from Petite Arvine vine. The method uses a stable isotope dilution assay with a suitable one-step sample preparation and HPLC-MS detection. The method has limits of detection and quantification of 3 and 10 microg/L, respectively. A correlation between the increase of the precursor concentration and the increase of the degree of rot has been established.

Environmental stress enhances biosynthesis of flavor precursors, S-3-(hexan-1-ol)-glutathione and S-3-(hexan-1-ol)-L-cysteine, in grapevine through glutathione S-transferase activation

“…The EPI experiment was carried out under the same conditions as those for 3MH- S -glut. The MRM parent ion was detected at m/z 222.2 using LC-MS (Luisier et al , 2008; Thibon et al , 2008). MRM parameters were m/z 222.2→83.2.…”

A comprehensive review on Sauvignon blanc aroma with a focus on certain positive volatile thiols

“…The cleavage was done by percolating the grape must through a column containing immobilised tryptophanase enzyme . Direct quantification methods have also been developed using liquid chromatography Luisier, Buettner, Iker, Rausis, & Frey, 2008;Peyrot des Gachons et al, 2000). Other derivatization methods for the quantification of the different precursors have been published (Murat et al, 2001;Thibon, Shinkaruk, Tominaga, Bennetau, & Dubourdieu, 2008;Tominaga, Peyrot des Gachons, & Dubourdieu, 1998) and will not be discussed further in this review.…”

Identification and quantification by LC–MS/MS of a new precursor of 3-mercaptohexan-1-ol (3MH) using stable isotope dilution assay: Elements for understanding the 3MH production in wine

“…For our purpose, many adjustments were performed to apply this methodology to G3MH and Cys3MH, which exhibited similar behaviour toward cation exchange resin. Purification step on C18 cartridges was adapted from a published method (Luisier, Buettner, lker, Rausis, & Frey, 2008) to eliminate all interferences during the nanoLC-MS/MS analysis.…”