Identification and analysis of piperitone in red wines

Food Chem. 2016 Sep 1:206:191-6. doi: 10.1016/j.foodchem.2016.03.064. Epub 2016 Mar 19.

Abstract

The present study concerns the search for new aroma compounds associated with the flavor of aged and prematurely aged red wines. Sensory descriptive analysis associated with gas chromatography-olfactometry was first performed to find specific odoriferous zones. One of the zones, reminiscent of mint, was found in red wines with a prune flavor. Thanks to several analytical approaches including preparative gas chromatography, p-menth-1-en-3-one (piperitone), has been identified in red wines. The olfactory detection threshold of this terpene reminiscent of mint was 0.9μg/L in model hydroalcoholic solution and 70μg/L in red wines. Chiral multidimensional GC-MS was used to show that piperitone was present mainly in the (R) form in red wines. The concentration of piperitone in aged red wines ranged from a few ng/L to 435ng/L, but the level was not linked to the age of the wine nor to its premature evolution.

Keywords: (+) Piperitone (PubChem CID: 61362); (−) Piperitone (PubChem CID: 107561); 3-Methyl-2,4-nonanedione (PubChem CID: 529481); Flavor; Piperitone; Piperitone (PubChem CID: 6987); Preparative gas chromatography; Red wine.

MeSH terms

  • Adult
  • Cyclohexane Monoterpenes
  • Fruit
  • Gas Chromatography-Mass Spectrometry
  • Humans
  • Mentha
  • Middle Aged
  • Monoterpenes / analysis*
  • Olfactometry
  • Smell
  • Taste
  • Volatile Organic Compounds / analysis
  • Wine / analysis*
  • Young Adult

Substances

  • Cyclohexane Monoterpenes
  • Monoterpenes
  • Volatile Organic Compounds
  • piperitone