848843-97-0Relevant academic research and scientific papers
Total enzymatic synthesis of the cholecystokinin octapeptide (CCK-8)
Joshi, Rajendra,Meng, Liping,Eckstein, Heiner
scheme or table, p. 983 - 992 (2009/02/07)
The enzymatic synthesis of the cholecystokinin octapeptide (CCK-8) is reported. The target octapeptide CCK-8 is the minimum active sequence with the same biological activity as naturally occurring cholecystokinin and is a potential therapeutic agent in the control of gastrointestinal function as well as a drug candidate for the treatment of epilepsy and obesity. The protected CCK-8 was obtained by incubation of Bz-Arg-Asp(OEt)-Tyr-Met-OAl and Gly-Trp-Met-Asp(OMe)-Phe-NH2 with immobilized α-chymotrypsin. The Bz-Arg group was used as an N-terminal protecting group in the synthesis of the tripeptide fragment. The protected CCK-8 was treated with trypsin to remove the Bz-Arg group successfully. Free or immobilized enzymes were used as catalysts. The effect of the acyl donor ester structure, the C(α) protecting group of the nucleophile, reaction media, enzyme, and the carrier of the enzymes on the outcome of the coupling reaction was studied.
