Reaction of COTC with glutathione: structure of the putative glyoxalase I inhibitor.
The structure of the active glyoxalase I inhibitor derived from the Streptomyces griseosporeus metabolite COTC 1 has been conclusively identified by means of total synthesis as 2c. Human glyoxalase I is competitively inhibited by 2c (K(i)() = 183 +/- 6 microM) but is not inhibited by 1 itself.
Huntley
C F
CF
Department of Chemistry and Chemical Biology, Baker Laboratory, Cornell University, Ithaca, New York 14853-1301, USA.
Hamilton
D S
DS
Creighton
D J
DJ
Ganem
B
B
D000903:Antibiotics, Antineoplastic / Q000737:chemistry*; D003512:Cyclohexanones / Q000737:chemistry*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D005978:Glutathione / Q000737:chemistry*; D006801:Humans; D007791:Lactoylglutathione Lyase / Q000037:antagonists & inhibitors*; D013302:Streptomyces / Q000737:chemistry
D000903:Antibiotics, Antineoplastic; D003512:Cyclohexanones; D004791:Enzyme Inhibitors; C011202:2-crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex- 2-enone; D007791:Lactoylglutathione Lyase; D005978:Glutathione