Amino Acids and Peptides. XIX. Preparation of Enkephalin-Poly(ethylene glycol) Hybrid and Evaluation of Its Analgesic Activity

• Published in: Chemical & pharmaceutical bulletin Vol. 41; no. 11; pp. 2053 - 2054
• Main Authors: KAWASAKI, Koichi, MAEDA, Mitsuko, YAMASHIRO, Yuko, MAYUMI, Tadanori, TAKAHASHI, Masakatsu, KANETO, Hiroshi
• Format: Journal Article
• Language: English
• Published: Tokyo The Pharmaceutical Society of Japan 1993; Maruzen; Japan Science and Technology Agency
• Subjects: Amino Acid Sequence; Analgesics - chemical synthesis; Analgesics - pharmacology; Animals; Applied sciences; Chemical modifications; Chemical reactions and properties; enkephalin; enkephalin hybrid; Enkephalin, Leucine - chemistry; Enkephalin, Leucine - pharmacology; Exact sciences and technology; Male; Mice; Mice, Inbred Strains; Molecular Sequence Data; opioid; Organic polymers; Physicochemistry of polymers; poly(ethylene glycol) hybrid; Ethylene oxide polymer; Chemical modification; Analgesic; Condensation reaction; Peptides; Preparation; Biological activity; Pentapeptide
• ISSN: 0009-2363; 1347-5223
• DOI: 10.1248/cpb.41.2053

The poly(ethylene glycol) hybrid of Leu-enkephalin (Tyr-Gly-Gly-Phe-Leu) was prepared and its analgesic activity was examined. Poly(ethylene glycol) #4000 was converted to amino-poly(ethylene glycol) and coupled with the Nα-protected pentapeptide, followed by trifluoroacetic acid treatment to give the hybrid. The hybrid was soluble in water or various organic solvents. The analgesic activity of Leu-enkephalin was markedly potentiated by hybrid formation with poly(ethylene glycol).