Synthesis of N-benzyloxycarbonyl-L-cysteinylglycine 3-dimethylaminopropylamide disulfide: a cheap and convenient new assay for trypanothione reductase.
Trypanothione disulfide [N1,N8-bis(glutathionyl)-spermidine], the physiological substrate for the chemotherapeutic target enzyme trypanothione reductase, is difficult to isolate, expensive to buy, and awkward to synthesize. Here we describe the straightforward synthesis of N,N'-bis(benzyloxycarbonyl)-L-cysteinylglycyl-3-dimethylaminopropylam ide disulfide, which is shown to be a good alternative substrate for the trypanothione reductases from Crithidia fasciculata and Trypanosoma cruzi.
el-Waer
A
A
Department of Pharmacy, University of Manchester, United Kingdom.
Douglas
K T
KT
Smith
K
K
Fairlamb
A H
AH
D000818:Animals; D016831:Crithidia fasciculata / Q000201:enzymology; D004151:Dipeptides / Q000737:chemistry*; D004220:Disulfides / Q000138:chemical synthesis* / Q000378:metabolism*; D009247:NADH, NADPH Oxidoreductases / Q000032:analysis*; D014349:Trypanosoma cruzi / Q000201:enzymology; D014351:Trypanosomatina / Q000201:enzymology*
D004151:Dipeptides; D004220:Disulfides; C028505:cysteinylglycine; D009247:NADH, NADPH Oxidoreductases; C049608:trypanothione reductase