AMINO-ACIDS AND PEPTIDES .23. LEU-ENKEPHALIN ANALOGS CONTAINING A FLUORINATED AMINO-ACID AT POSITION-2, POSITION-4 OR POSITION-5

Authors
MAEDA M KAWASAKI K TAGUCHI T KOBAYASHI Y YAMAMOTO Y SHIMOKAWA K TAKAHASHI M NAKAO K KANETO H
Citation
M. Maeda et al., AMINO-ACIDS AND PEPTIDES .23. LEU-ENKEPHALIN ANALOGS CONTAINING A FLUORINATED AMINO-ACID AT POSITION-2, POSITION-4 OR POSITION-5, Chemical and Pharmaceutical Bulletin, 42(8), 1994, pp. 1658-1662
Citations number
26
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
42
Issue
8
Year of publication
1994
Pages
1658 - 1662
Database
ISI
SICI code
0009-2363(1994)42:8<1658:AAP.LA>2.0.ZU;2-S
Abstract
Fluorinated analogs of Leu-enkephalin were synthesized by the solution method and the solid-phase method. The synthetic peptides were examin ed for opioid activities on mouse sas deferens and guinea pig ileum. A mong the synthetic peptides, [D-Ala(2),Leu(F-3)(2R,4S)(5)]enkephalin a nd [D-Ala(2),Leu(F-3)(2S,4R)(5)]enkephalin exhibited potent opioid act ivity, and [Leu(F-3)(2S,4R)(5)]enkephalin exhibited high delta-recepto r selectivity.