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• W1900108977 abstract "New analogues of deltorphin I (DT I, Tyr-d-Ala-Phe-Asp-Val-Val-Gly-NH2), with the d-Ala residue in position 2 replaced by α-methyl-β-azido(amino, 1-pyrrolidinyl, 1-piperidinyl or 4-morpholinyl)alanine, were synthesized by a combination of solid-phase and solution methods. All ten new analogues were tested for receptor affinity and selectivity to μ- and δ-opioid receptors. The affinity of analogues containing (R) or (S)-α-methyl-β-azidoalanine in position 2 to δ-receptors strongly depended on the chirality of the α,α-disubstituted residue. Peptide II, containing (S)-α-methyl-β-azidoalanine in position 2, displayed excellent δ-receptor selectivity with its δ-receptor affinity being only three times lower than that of DT I. Copyright © 2014 European Peptide Society and John Wiley & Sons, Ltd." @default.
• W1900108977 created "2016-06-24" @default.
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• W1900108977 date "2014-12-30" @default.
• W1900108977 modified "2023-09-23" @default.
• W1900108977 title "Analogues of deltorphin I containing conformationally restricted amino acids in position 2: structure and opioid activity" @default.
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• W1900108977 doi "https://doi.org/10.1002/psc.2738" @default.
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