ISSN:
1573-3904
Keywords:
Opioid
;
Leucine-enkephalin
;
Glycation
;
Mannose
;
Galactose
;
Glucose
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Summary Glycoconjugates of leucine-enkephalin containing either a d-mannose or a d-galactose moiety coupled through an ester linkage at the C-terminus were synthesized to determine the influence of the carbohydrate moiety on the biological activity of the parent peptide. The syntheses were carried out in a stepwise manner by treating the free sugars with the activated ester of the C-terminal dipeptide in the presence of imidazole, followed by elongation of the peptide chain and removal of the protecting groups. The pure glycoconjugates were tested for opioid-like activity in the guinea pig ileum and mouse vas deferens assays and showed higher μ-agonist potency than the parent peptide.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00120000
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