The grape reaction product (GRP, GRP1 or 2-S-glutathionyl caftaric acid) is a phenolic compound explaining the disappearance of caftaric acid from grape must during processing. It is also found in aged red wines. Its enzymatic production by polyphenol oxidase is important in limiting the browning of musts, especially in white wine production. The product can be recreated in model solutions.

Determining its concentration in wine is possible by mass spectrometry.

Grape reaction product

S-Glutathionyl caftaric acid is itself oxidizable. It is not a substrate for grape polyphenol oxidase, but laccase from Botrytis cinerea can use it to form GRP2.

Grape reaction product

Related molecules

Other related molecules are trans-caffeoyltartrate derivatives like GRP o-quinone and 2,5-di-S-glutathionyl cafteoyl tartrate (GRP2) or adducts with anthocyanidins.

Grape reaction product

See also

Phenolic compounds in wine

References

Hydroxycinnamic acid esters

Vinylogous carboxylic acids

Catechols