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Oenin

Oenin

Malvidin-3-glucoside Malvidin 3-O-glucoside

UV visible spectrum of malvidin 3-O-glucoside.

Oenin is an anthocyanin. It is the 3-O-glucoside of malvidin (malvidin-3-O-glucoside). It is one of the red pigments found in purple grape skins and red wine.

Color stabilization of oenin at a higher pH can be explained by self-aggregation of the flavylium cation and copigmentation with the Z-chalcone form. In the presence of procyanidin C2, the red color of oenin appears more stable. However, the HPLC chromatogram shows a decrease in the amplitude of the peaks of oenin and procyanidin C2. Concomitantly, a new peak appears with a maximal absorption in the red region. This newly formed pigment probably comes from the condensation of oenin and procyanidin C2.

Oenin alone is not oxidized in the presence of grape polyphenol oxidase, whereas it is degraded in the presence of a crude grape PPO extract and of caftaric acid forming anthocyanidin-caftaric acid adducts.

References

References

  1. (May 2020). "Copigmentation evidence of oenin with phenolic compounds: A comparative study of spectrographic, thermodynamic and theoretical data". Food Chemistry.
  2. (February 2012). "Anthocyanins and their variation in red wines I. Monomeric anthocyanins and their color expression". Molecules.
  3. (1998). "Color Stabilization of Malvidin 3-Glucoside: Self-Aggregation of the Flavylium Cation and Copigmentation with the Z-Chalcone Form". The Journal of Physical Chemistry B.
  4. (2002). "Influence of procyanidins on the color stability of oenin solutions". Journal of Agricultural and Food Chemistry.
  5. (1997). "Reactions of polyphenoloxidase generated caftaric acid o-quinone with malvidin 3-O-glucoside". Phytochemistry.
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o-methylated-anthocyanins
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