A novel cis-peptide bond motif inducing beta-turn type VI. The synthesis of enkephalin analogues modified with 4-aminopyroglutamic acid

Autor:	K Kaczmarek, M Kaleta, N N Chung, P W Schiller, J Zabrocki
Rok vydání:	2001
Předmět:	General Biochemistry Genetics and Molecular Biology
Zdroj:	Acta Biochimica Polonica. 48:1159-1163
ISSN:	1734-154X 0001-527X
DOI:	10.18388/abp.2001_3884
Popis:	A new pathway leading to a mixture of four isomers of 4-aminopyroglutamic acid is described. Michael type addition of Z-deltaAla-OMe to enolates prepared from acylaminomalonates, followed by hydrolysis and decarboxylation give protected 4-aminopyroglutamic acid with the cis:trans ratio approximately 3:2. This mixture was incorporated into Leu-enkephalin (position 2-3). After separation of peptides it appeared that all analogues were essentially inactive in guinea pig ileum and mouse vas deferens bioassays.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3bc6ba913f81ad04719b137b23aff28d https://doi.org/10.18388/abp.2001_3884 Zobrazit plný text záznamu