TAPP analogs containing Î²(3) -homo-amino acids: synthesis and receptor binding.
Podwysocka D, Kosson P, Lipkowski AW, Olma A., J Pept Sci.
Epub ahead of print July 12, 2012.
Copyright © 2012 European Peptide Society and John Wiley & Sons, Ltd.
Î²-Amino acids containing Î±,Î²-hybrid peptides show great potential as peptidomimetics. In this paper, we describe the synthesis and affinity to Î¼-opioid and Î´-opioid receptors of Î±,Î²-hybrids, analogs of the tetrapeptide Tyr- d-Ala-Phe-Phe-NH(2) (TAPP). Each amino acid was replaced with an l- or d-Î²(3) -h-amino acid. All Î±,Î²-hybrids of TAPP analogs were synthesized in solution and tested for affinity to Î¼-opioid and Î´-opioid receptors. The analog Tyr-Î²(3) h- d-Ala-Phe-PheNH(2) was found to be as active as the native tetrapeptide.