TAPP analogs containing β3‐homo‐amino acids: synthesis and receptor binding |
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Authors: | P. Kosson A. W. Lipkowski A. Olma |
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Affiliation: | 1. Mossakowski Medical Research Centre, Polish Academy of Science, , Warsaw, Poland;2. Institute of Organic Chemistry, Lodz University of Technology, , Lodz, Poland |
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Abstract: | β‐Amino acids containing α,β‐hybrid peptides show great potential as peptidomimetics. In this paper, we describe the synthesis and affinity to μ‐opioid and δ‐opioid receptors of α,β‐hybrids, analogs of the tetrapeptide Tyr‐ d ‐Ala‐Phe‐Phe‐NH2 (TAPP). Each amino acid was replaced with an l ‐ or d ‐β3‐h‐amino acid. All α,β‐hybrids of TAPP analogs were synthesized in solution and tested for affinity to μ‐opioid and δ‐opioid receptors. The analog Tyr‐β3h‐ d ‐Ala‐Phe‐PheNH2 was found to be as active as the native tetrapeptide. Copyright © 2012 European Peptide Society and John Wiley & Sons, Ltd. |
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Keywords: | β 3‐homo‐amino acid tetrapeptide TAPP analogs μ ‐opioid agonist peptides radioligand binding α ,β ‐hybrids of opioid peptides |
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