Evolution and Correlation of cis-2-Methyl-4-propyl-1,3-oxathiane, Varietal Thiols, and Acetaldehyde during Fermentation of Sauvignon blanc Juice

J Agric Food Chem. 2020 Aug 12;68(32):8676-8687. doi: 10.1021/acs.jafc.0c03183. Epub 2020 Jul 29.

Abstract

cis-2-Methyl-4-propyl-1,3-oxathiane (cis-2-MPO) was recently identified in wine and proposed to arise from the reaction of 3-sulfanylhexan-1-ol (3-SH) and acetaldehyde. However, the evolution profile of cis-2-MPO during alcoholic fermentation (AF) and storage and its relationship with varietal thiols and acetaldehyde production were unknown. These aspects were investigated by fermenting Sauvignon blanc juice with J7 and/or VIN13 yeast strains and assessing the stability of cis-2-MPO during wine storage. Moderate to strong Pearson correlations verified similar evolution trends between acetaldehyde, 3-sulfanylhexyl acetate, and cis-2-MPO, with initial increases and a peak during the early to middle stages of AF before consecutive decreases until the end. Contrarily, 3-SH correlated moderately only at the end of AF. A consistent decrease observed for cis-2-MPO when spiked into Sauvignon blanc wine and assessed during 1-year storage revealed its general instability, but acetaldehyde addition (100 mg/L), pH 3.0, and storage at 4 °C all appeared to retain cis-2-MPO. These results have implications for wine aroma and the potential for cis-2-MPO to act as a sink (or source) for 3-SH in wine over time.

Keywords: 3-sulfanylhexan-1-ol; 3-sulfanylhexyl acetate; Vitis vinifera; analysis; stable isotope dilution assay; thiol precursors; wine aroma.

MeSH terms

  • Acetaldehyde / analysis*
  • Fermentation
  • Food Storage
  • Fruit / chemistry
  • Fruit / metabolism
  • Fruit / microbiology
  • Heterocyclic Compounds, 1-Ring / analysis*
  • Heterocyclic Compounds, 1-Ring / metabolism
  • Odorants / analysis
  • Saccharomyces cerevisiae / metabolism
  • Sulfhydryl Compounds / analysis*
  • Sulfhydryl Compounds / metabolism
  • Vitis / chemistry
  • Vitis / metabolism
  • Vitis / microbiology
  • Wine / analysis*

Substances

  • Heterocyclic Compounds, 1-Ring
  • Sulfhydryl Compounds
  • Acetaldehyde
  • cis-2-methyl-4-propyl-1,3-oxathiane