Please use this identifier to cite or link to this item: http://hdl.handle.net/2440/115887
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Type: Journal article
Title: Copper(II)-mediated hydrogen sulfide and thiol oxidation to disulfides and organic polysulfanes and their reductive cleavage in wine: mechanistic elucidation and potential applications
Author: Kreitman, G.
Danilewicz, J.
Jeffery, D.
Elias, R.
Citation: Journal of Agricultural and Food Chemistry, 2017; 65(12):2564-2571
Publisher: American Chemical Society
Issue Date: 2017
ISSN: 0021-8561
1520-5118
Statement of
Responsibility: 
Gal Y. Kreitman, John C. Danilewicz, David. W. Jeffery and Ryan J. Elias
Abstract: Fermentation-derived volatile sulfur compounds (VSCs) are undesirable in wine and are often remediated in a process known as copper fining. In the present study, the addition of Cu(II) to model and real wine systems containing hydrogen sulfide (H2S) and thiols provided evidence for the generation of disulfides (disulfanes) and organic polysulfanes. Cu(II) fining of a white wine spiked with glutathione, H2S, and methanethiol (MeSH) resulted in the generation of MeSH-glutathione disulfide and trisulfane. In the present study, the mechanisms underlying the interaction of H2S and thiols with Cu(II) is discussed, and a prospective diagnostic test for releasing volatile sulfur compounds from their nonvolatile forms in wine is investigated. This test utilized a combination of reducing agents, metal chelators, and low-oxygen conditions to promote the release of H2S and MeSH, at levels above their reported sensory thresholds, from red and white wines that were otherwise free of sulfidic off-odors at the time of addition.
Keywords: Copper; hydrogen sulfide; polysulfanes; thiols; wine aroma
Rights: © 2017 American Chemical Society
RMID: 0030066487
DOI: 10.1021/acs.jafc.6b05418
Appears in Collections:Agriculture, Food and Wine publications

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