DALDA analogues containing alpha-hydroxymethylamino acids.

A Olma; N N Chung; P W Schiller; J Zabrocki

doi:10.18388/abp.2001_3876

DALDA analogues containing alpha-hydroxymethylamino acids.

A Olma Institute of Organic Chemistry, Technical University of Lódź, Poland.;
N N Chung
P W Schiller
J Zabrocki

DOI: https://doi.org/10.18388/abp.2001_3876

Abstract

To evaluate the role of aromatic amino-acids residues, four analogues of the mu-selective opioid peptide agonist DALDA (H-Tyr-D-Arg-Phe-Lys-NH2) containing the amphiphilic, a,a-disubstituted amino acid (R)- or (S)-alpha-hydroxymethyltyrosine (HmTyr) in position 1 and (R)- or (S)-alpha-hydroxymethylphenylalanine (HmPhe) in position 3 of the peptide sequence were synthesized. Only the [(R)-HmPhe3)]DALDA analogue displayed full agonistic activity in both the guinea pig ileum and the mouse vas deferens assays and turned out to be a delta receptor-selective opioid agonist.

Published

2001-12-31

Issue

Vol. 48 No. 4 (2001)

Section

Articles

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