39621-64-2Relevant articles and documents
FREE CHYMOTRYPSIN-CATALYZED SYNTHESIS OF PEPTIDE BOND AN ALIPHATIC ALCOHOLS WITH LOW WATER CONTENT
Cerovsky, Vaclav,Martinek, Karel
, p. 266 - 276 (2007/10/02)
The effect of water content on free chymotrypsin-catalyzed reaction of Ac-Tyr-OEt with HBr*Gly-NH2 in triethylamine-containing 2-propanol was studied.Maximum yield of dipeptide Ac-Tyr-Gly-NH2 was obtained in 2-propanol with 2percent of water.Lower water content retards the reaction.Although higher water content accelerates the process, the yield of the dipeptide is reduced by enzymatically catalyzed hydrolysis of Ac-Tyr-OEt.The studied reaction proceeds analogously also in other aliphatic alcohols with low content of water except in methanol; it does not take place in dimethylformamide or dimethyl sulfoxide containing 2percent or 20percent of water.In 2-propanol with 2percent or 5percent of water, syntheses of the protected amino-terminal oxytocine and vasopressin tripeptide as well as other model peptides, were studied.In all the described experimetns, α-chymotrypsin without any stabilization or immobilization was employed.