225798-31-2

Upstream product

• 225798-29-8 [(R)-2-Amino-3-(4-bromo-benzylsulfanyl)-propionylamino]-acetic acid ethyl ester 
• 60722-78-3 S-(p-bromobenzyl)-L-cysteinylglycine 

Downstream Products

• 225798-32-3 (S)-2-Benzyloxycarbonylamino-3-{3-[(R)-2-(4-bromo-benzylsulfanyl)-1-(carboxymethyl-carbamoyl)-ethyl]-ureido}-propionic acid 

Relevant academic research and scientific papers

Synthesis and activity of γ-(L-γ-azaglutamyl)-S-(p-bromobenzyl)-L- cysteinylglycine: A metabolically stable inhibitor of glyoxalase I

The inhibition of glyoxalase I enzyme to increase cellular levels of methylglyoxal has been developed as a rationale for the production of anticancer agents. Synthesis of a peptidomimetic analog of the previously prepared potent glyoxalase inhibitor, S-(p-bromobenzyl)glutathione (PBBG), was accomplished by inserting a urea linkage, NH-CO-NH, to replace the γ- glutamyl peptide bond. Thus, the target compound, γ-(L-γ-azaglutamyl)-S- (p-bromobenzyl)-L-cysteinylglycine 6, was a potent inhibitor of glyoxalase I with almost no loss of activity when compared to PBBG. However, unlike PBBG, 6 was completely resistant to enzymatic degradation by kidney homogenate or by purified γ-glutamyltranspeptidase enzyme.