氨基酸与肽。二十三。在第2、4或5位含有氟化氨基酸的亮氨酸脑啡肽类似物。

Amino acids and peptides. XXIII. Leu-enkephalin analogs containing a fluorinated amino acid at position 2, 4 or 5.

作者信息

Maeda M, Kawasaki K, Taguchi T, Kobayashi Y, Yamamoto Y, Shimokawa K, Takahashi M, Nakao K, Kaneto H

机构信息

Faculty of Pharmaceutical Sciences, Kobe-Gakuin University, Japan.

出版信息

Chem Pharm Bull (Tokyo). 1994 Aug;42(8):1658-62. doi: 10.1248/cpb.42.1658.

DOI:10.1248/cpb.42.1658

PMID:7954917

Abstract

Fluorinated analogs of Leu-enkephalin were synthesized by the solution method and the solid-phase method. The synthetic peptides were examined for opioid activities on mouse vas deferens and guinea pig ileum. Among the synthetic peptides,[D-Ala2,Leu(F3)(2R,4S)5]enkephalin and [D-Ala2,Leu(F3)(2S,4R)5]enkephalin exhibited potent opioid activity, and [Leu(F3)(2S,4R)5]enkephalin exhibited high delta-receptor selectivity.

摘要

亮氨酸脑啡肽的氟化类似物通过溶液法和固相法合成。对合成的肽进行了小鼠输精管和豚鼠回肠的阿片样活性检测。在合成的肽中，[D-丙氨酸2，亮氨酸（F3）（2R，4S）5]脑啡肽和[D-丙氨酸2，亮氨酸（F3）（2S，4R）5]脑啡肽表现出强效阿片样活性，而[亮氨酸（F3）（2S，4R）5]脑啡肽表现出高δ受体选择性。