Issue 7, 1991
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Synthesis and biological activity of O-glycosylated morphiceptin analogues

Eduard Bardají,   Joseph L. Torres,   Pere Clapés,   Fernando Albericio,   George Barany,   Raquel E. Rodríguez,   María P. Sacristán  and  Gregorio Valencia  

Abstract

The synthesis and biological activity of [Hyp4]morphiceptin and two glycosyl derivatives are reported. Glycopeptide amides were obtained using Fmoc solid-phase chemistry and mild conditions for cleavage from a tris(alkoxy)benzylamide (PAL) resin. Analogues were evaluated in the guinea pig ileum in vitro assay and in in vivo tail-flick and paw-pressure antinociceptive tests after intrathecal administration in rats. Substitution of Pro4 by Hypo4 and further derivatization of Hyp with glucose or galactose, resulted in an unexpected decrease in biological activity with respect to morphiceptin.

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Article information

DOI
https://doi.org/10.1039/P19910001755
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1991, 1755-1759

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Synthesis and biological activity of O-glycosylated morphiceptin analogues

E. Bardají, J. L. Torres, P. Clapés, F. Albericio, G. Barany, R. E. Rodríguez, M. P. Sacristán and G. Valencia, J. Chem. Soc., Perkin Trans. 1, 1991, 1755 DOI: 10.1039/P19910001755

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