Possible Interaction: Glutathione and Isothiocyanate

“Also, the direct pro-apoptotic effects of ISCs and ITCs were inhibited by GSH and potentiated by depletion of intracellular GSH by buthionine sulfoximine.”

“These findings, together with our previous observation that accumulation of ITCs depended on cellular GSH levels, strongly suggest that intracellular conjugation of ITCs with GSH is mainly responsible for ITC accumulation.”

“ ITCs react with intracellular glutathione to form dithiocarbamates, catalyzed by GSTs.”

“ 2-Propenylisothiocyanate treatment lowered reduced glutathione levels whereas no changes were noted with 3,4-epithiobutylnitrile.”

“ ITCs rapidly accumulate to high concentrations in cells as a result of conjugation with intracellular thiols, especially glutathione (GSH).”

“The enzymes promote addition of the thiol group of GSH to the electrophilic central carbon of the isothiocyanate group to form dithiocarbamates [R-NH-C(=S)-SG] which have high UV absorption at 274 nm.”

“As electrophiles, ITCs have the ability to directly bind and modify thiol-containing compounds such as glutathione and cellular protein, including tubulin.”

“Exposure of Nrf2(+/+) fibroblasts, but not Nrf2(-/-) fibroblasts, to … response that, 18h after first being subjected to the isothiocyanate , caused an induction of between 2- and 10-fold in the levels of mRNA … NAD(P)H:quinone oxidoreductase-1 (Nqo1); this was accompanied by an increase in total glutathione ….”

“All the sulfur compounds and isothiocyanates could effectively enhance the GSH content of intestinal mucosa and liver.”

“It also catalysed the conjugation of glutathione with a wide range of aryl halides, organic isothiocyanates and alpha,beta-unsaturated carbonyls, and exhibited glutathione peroxidase activity towards cumene hydroperoxide.”