Role of Grape-Extractable Polyphenols in the Generation of Strecker Aldehydes and in the Instability of Polyfunctional Mercaptans during Model Wine Oxidation

J Agric Food Chem. 2021 Dec 22;69(50):15290-15300. doi: 10.1021/acs.jafc.1c05880. Epub 2021 Dec 13.

Abstract

Polyphenolic fractions from Garnacha, Tempranillo, and Moristel grapes were reconstituted to form model wines of identical pH, ethanol, amino acid, metal, and varietal polyfunctional mercaptan (PFM) contents. Models were subjected to a forced oxidation procedure at 35 °C and to an equivalent treatment under strict anoxia. Polyphenolic profiles significantly determined oxygen consumption rates (5.6-13.6 mg L-1 day-1), Strecker aldehyde (SA) accumulation (ratios max/min around 2.5), and levels of PFMs remaining (ratio max/min between 1.93 and 4.53). By contrast, acetaldehyde accumulated in small amounts and homogeneously (11-15 mg L-1). Tempranillo samples, with highest delphinidin and prodelphinidins and smallest catechin, consume O2 faster but accumulate less SA and retain smallest amounts of PFMs under anoxic conditions. Overall, SA accumulation may be related to polyphenols, producing stable quinones. The ability to protect PFMs as disulfides may be negatively related to the increase in tannin activity, while pigmented tannins could be related to 4-methyl-4-mercaptopentanone decrease.

Keywords: 3-mercaptohexanol; aroma; disulfides; longevity; methional; nucleophiles; phenylacetaldehyde; premox; quinones; shelf life.

MeSH terms

  • Aldehydes
  • Polyphenols
  • Sulfhydryl Compounds / analysis
  • Vitis*
  • Wine* / analysis

Substances

  • Aldehydes
  • Polyphenols
  • Sulfhydryl Compounds