Gut Glucosinolate Metabolism and Isothiocyanate Production

Mol Nutr Food Res. 2018 Sep;62(18):e1700991. doi: 10.1002/mnfr.201700991. Epub 2018 Jul 5.

Abstract

The glucosinolate-myrosinase system in plants has been well studied over the years while relatively little research has been undertaken on the bacterial metabolism of glucosinolates. The products of myrosinase-based glucosinolate hydrolysis in the human gut are important to health, particularly the isothiocyanates, as they are shown to have anticancer properties as well as other beneficial roles in human health. This review is concerned with the bacterial metabolism of glucosinolates but is not restricted to the human gut. Isothiocyanate production and nitrile formation are discussed together with the mechanisms of the formation of these compounds. Side chain modification of the methylsulfinylalkyl glucosinolates is reviewed and the implications for bioactivity of the resultant products are also discussed.

Keywords: glucosinolates; gut bacteria; isothiocyanates; myrosinase; nitriles.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Actinobacteria / metabolism
  • Animals
  • Bacteroidetes / metabolism
  • Brassicaceae / chemistry
  • Firmicutes / metabolism
  • Gastrointestinal Tract / metabolism
  • Glucosinolates / metabolism*
  • Glycoside Hydrolases / metabolism
  • Humans
  • Hydrolysis
  • Isothiocyanates / metabolism*
  • Models, Animal
  • Nitriles / metabolism
  • Proteobacteria / metabolism
  • Vegetables / chemistry

Substances

  • Glucosinolates
  • Isothiocyanates
  • Nitriles
  • Glycoside Hydrolases
  • thioglucosidase