SYNTHESES OF POTENT LEU-ENKEPHALIN ANALOGS POSSESSING BETA-HYDROXY-ALPHA-ALPHA-DISUBSTITUTED-ALPHA-AMINO ACID AND THEIR CHARACTERIZATION TOOPIOID RECEPTORS

Authors
HORIKAWA M SHIGERI Y YUMOTO N YOSHIKAWA S NAKAJIMA T OHFUNE Y
Citation
M. Horikawa et al., SYNTHESES OF POTENT LEU-ENKEPHALIN ANALOGS POSSESSING BETA-HYDROXY-ALPHA-ALPHA-DISUBSTITUTED-ALPHA-AMINO ACID AND THEIR CHARACTERIZATION TOOPIOID RECEPTORS, Bioorganic & medicinal chemistry letters, 8(15), 1998, pp. 2027-2032
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
8
Issue
15
Year of publication
1998
Pages
2027 - 2032
Database
ISI
SICI code
0960-894X(1998)8:15<2027:SOPLAP>2.0.ZU;2-I
Abstract
Novel Leu-enkephalin (Leu-Enk) (1) analogs possessing various types of a-substituted serine instead of its glycine residue in the position 2 were synthesized via an efficient O,N-migration method. The binding c haracteristics of the synthetic analogs using Chinese hamster ovary (C HO) cells expressed cloned rat mu-, delta-, and kappa-receptors reveal ed that [(1R,2S)-Ahh(2)]Enk (7) was the most potent agonist of delta-o pioid receptors among all the synthetic analogs tested, and was 10 tim es more potent than the native Leu-Enk. (C) 1998 Elsevier Science Ltd. All rights reserved.