Synthesis of the putative wine thiol precursor 3-S-glutathionylhexan-1-ol (Glut-3-MH) has been undertaken to provide pure reference materials for the development of HPLC-MS/MS methods for precursor quantitation in grape juice and wine, and for use in fermentation experiments. Labeled thiol conjugates were also prepared for use as internal standards. Purification and fermentation of a single diastereomer of Glut-3-MH with VIN13 (CSL1) yielded not only the (R)-enantiomer of the wine impact odorant 3-mercaptohexan-1-ol (3-MH) but also the cysteine conjugate intermediate as a single (R)-diastereomer, as determined by HPLC-MS/MS. Chiral GC-MS was used to quantify the total amount of (R)-3-MH released from the ferments, resulting in a molar conversion yield of the glutathione conjugate of about 3%. Enzymatic degradation of the single (R)-Glut-3-MH diastereomer with a gamma-glutamyltranspeptidase confirmed the stereochemical relationship to the related cysteine conjugate. This is the first demonstration that Glut-3-MH can liberate 3-MH under model fermentation conditions, where the cysteine conjugate is also formed in the process. This furthers our understanding of the nature of wine thiol precursors and opens avenues for additional studies into formation and interchange of wine thiols and their precursors.

Background and Aims The long‐term effectiveness of copper(II) to remove sulfidic off‐odours remains the subject of debate. This study was undertaken to assess the extent of copper removal after its addition to white wine that contained a variable concentration of hydrogen sulfide and to investigate the activity of the residual copper in a reaction relevant to white wine ageing. Methods and Results After the addition of sulfide to white wine, copper(II) was added to give an increasing mole ratio of hydrogen sulfide to copper(II). After settling for 1–5 days, negligible copper was removed after racking or filtering (0.45 or 0.20 μm), as determined by flame atomic absorption spectroscopy. Model wines were used in an attempt to ascertain the wine components that may interfere with the removal of the copper sulfide precipitate. Residual copper in the white wine after racking was active in mediating the production of a phenolic pigment. Conclusions Copper sulfide is not easily removed from white wine once formed. Model studies confirmed that tartaric acid is a critical factor influencing the extent of copper sulfide precipitation. Significance of the Study This study demonstrates that after addition of copper(II) to wines containing sulfide, the presence of residual copper is unavoidable and remains active in mediating reactions.

Bottled white wine may be exposed to UV-visible light for considerable periods of time before it is consumed. Light exposure may induce an off-flavor known as "sunlight" flavor, bleach the color of the wine, and/or increase browning and deplete sulfur dioxide. The changes that occur in bottled white wine exposed to light depend on the wine composition, the irradiation conditions, and the light exposure time. The light-induced changes in the aroma, volatile composition, color, and concentrations of oxygen and sulfur dioxide in bottled white wine are reviewed. In addition, the photochemical reactions thought to have a role in these changes are described. These include the riboflavin-sensitized oxidation of methionine, resulting in the formation of methanethiol and dimethyl disulfide, and the photodegradation of iron(III) tartrate, which gives rise to glyoxylic acid, an aldehyde known to react with flavan-3-ols to form yellow xanthylium cation pigments.

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The contribution of volatile aroma compounds to the overall composition and sensory perception of wine is well recognized. The classical targeted measurement of volatile compounds in wine using GC-MS is laborious and only a limited number of compounds can be quantified at any time. Application of an automated multivariate curve resolution technique to nontargeted GC-MS analysis of wine makes it possible to detect several hundred compounds within a single analytical run. Hunter Valley Semillon (HVS) is recognized as a world class wine with a range of styles. Subtle characters reliant upon the development of bottle maturation characteristics are a feature of highly esteemed HVS. In this investigation a metabolomic approach to wine analysis, using multivariate curve resolution techniques applied to GC-MS profiles coupled with full descriptive sensory analysis, was used to determine the objective composition of various styles of HVS. Over 250 GC-MS peaks were extracted from the wine profiles. Sensory scores were analyzed using PARAFAC prior to development of predictive models of sensory features from the extracted GC-MS peak table using PLS regression. Good predictive models of the sensorial attributes honey, toast, orange marmalade, and sweetness, the defining traits for HVS, could be determined from the extracted peak tables. Compound identification for these rated attributes indicated the importance of a range of ethyl esters, aliphatic alcohols and acids, ketones, aldehydes, furanic derivatives, and norisoprenoids in the development of HVS and styles. The development of automated metabolomic data analysis of GC-MS profiles of wines will assist in the development of wine styles for specific consumer segments and enhance understanding of production processes on the ultimate sensory profiles of the product.