[d‐Met2, Pro5] enkephalin [N1.5‐β‐d‐glucopyranosyl] amide: a glycosylpeptide with high antinociceptive activity
- 1 May 1988
- journal article
- research article
- Published by Wiley in International Journal of Peptide and Protein Research
- Vol. 31 (5) , 474-480
- https://doi.org/10.1111/j.1399-3011.1988.tb00906.x
Abstract
Different synthetic strategies have been attempted for the synthesis of a glycosylpeptide resulting from the covalent bonding of a sugar residue to the C-terminal carboxyl group of an enkephalin related pentapeptide. The final structure is: Tyr-D-Met-Gly-Phe-Pro[N15-.beta.-D-glucopyranosyl]amide. The in vitro potency on the GPI test of this analogue was IC50 = 64.0 nM. However, its antinociceptive activity by tail immersion tests, after intraperitoneal administration, was 2000 and 200 times higher than morphine in rats and mice, respectively.Keywords
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