ISSN:
1075-2617
Keywords:
cyclic opioid peptide analogue
;
side-chain to side-chain cyclized peptides
;
solid-phase peptide synthesis
;
Chemistry
;
Biochemistry and Biotechnology
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A novel type of cyclic opiod peptide analogue, cyclo(N∊,N∊′-carbonyl- D-Lys2,Lys5)enkephalinamide, was prepared from a linear precursor peptide. The peptide was synthesized on the Merrifield resin and also by a combination of the solid-phase technique and the classical method in solution. In both cases the cyclization was performed by reaction of bis(4-nitrophenyl)carbonate with the free side-chain amino groups of the two lysine residues. The described method permits the convenient preparation of novel peptide analogues cyclized via a ureido group incorporating the side-chain amino groups of two α,ω-diamino acid residues. The cyclic enkephalin analogue containing a 21-membered ring structure showed preference for μ over δ opioid receptors in opioid bioassays in vitro. © 1997 European Peptide Society and John Wiley & Sons, Ltd.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
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