The chemical and enzymatic interaction of glutathione with the fungal metabolite, fusarin C.
Glutathione (GSH) interacts both chemically and enzymatically with fusarin C, a mutagenic metabolite produced by Fusarium moniliforme. The chemical reaction, which is pH-dependent, results in the formation of both fusarin A and a compound that lacks the 2-pyrrolidone moiety thereby suggesting an interaction at the C-13-C-14 epoxide. Enzymatic interaction of fusarin C with GSH also appears to occur at this site as fusarins A and D, which lack the epoxide, do not serve as substrates for GSH-S-transferases. The interaction of GSH with fusarin C appears to be an important deactivation step which could explain the lack of carcinogenicity observed for fusarin C in rats.
Gelderblom
W C
WC
Research Institute for Nutritional Diseases, South African Medical Research Council, Tygerberg.
Thiel
P G
PG
van der Merwe
K J
KJ
D055598:Chemical Phenomena; D002621:Chemistry; D002851:Chromatography, High Pressure Liquid; D004852:Epoxy Compounds; D005978:Glutathione; D005982:Glutathione Transferase / Q000378:metabolism; D006863:Hydrogen-Ion Concentration; D009152:Mutagenicity Tests; D009153:Mutagens; D011090:Polyenes; D012486:Salmonella typhimurium / Q000187:drug effects; D012995:Solubility; D013329:Structure-Activity Relationship
D004852:Epoxy Compounds; D009153:Mutagens; D011090:Polyenes; C041403:fusarin C; D005982:Glutathione Transferase; D005978:Glutathione