Synthesis of S-alkyl L-homocysteine analogues of glutathione and their kinetic studies with gamma-glutamyl transpeptidase.
A series of S-alkyl L-homocysteine analogues of glutathione was synthesized with varied oxidation state of the sulfur and tested for inhibition of rat kidney gamma-glutamyl transpeptidase (GGT). The strong selectivity of the enzyme with respect to the sulfur oxidation state reveals important information for the development of powerful competitive inhibitors.
Lherbet
Christian
C
Department of Chemistry, Université de Montréal, C.P. 6128, Succ. Centre-ville, Montréal, Que., Canada H3C 3J7.
Gravel
Christian
C
Keillor
Jeffrey W
JW
D000818:Animals; D001665:Binding Sites; D001667:Binding, Competitive; D018360:Crystallography, X-Ray; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D005978:Glutathione / Q000031:analogs & derivatives* / Q000494:pharmacology; D006711:Homocystine / Q000138:chemical synthesis* / Q000494:pharmacology; D007668:Kidney / Q000378:metabolism; D007700:Kinetics; D008715:Methionine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D010084:Oxidation-Reduction; D051381:Rats; D013455:Sulfur / Q000737:chemistry / Q000378:metabolism; D005723:gamma-Glutamyltransferase / Q000378:metabolism*
D004791:Enzyme Inhibitors; D006711:Homocystine; D013455:Sulfur; D008715:Methionine; D005723:gamma-Glutamyltransferase; D005978:Glutathione; C013111:methionine sulfoxide