Novel TIPP (H-Tyr-Tic-Phe-Phe-OH) analogues displaying a wide range of efficacies at the δ opioid receptor. Discovery of two highly potent and selective δ opioid …

I Berezowska, C Lemieux, NN Chung, J Ding…

Index: Berezowska, Irena; Lemieux, Carole; Chung, Nga N.; Ding, Jinguo; Schiller, Peter W. Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 5 p. 1899 - 1902

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Citation Number: 2

Abstract

Analogues of the δ opioid antagonist peptide TIPP (H-Tyr-Tic-Phe-Phe-OH; Tic= 1, 2, 3, 4- tetrahydroisoquinoline3-carboxylic acid) containing various 4′-[N-(alkyl or aralkyl) carboxamido] phenylalanine analogues in place of Tyr1 were synthesized. The compounds showed subnanomolar or low nanomolar δ opioid receptor binding affinity and various efficacy at the δ receptor (antagonism, partial agonism, full agonism) in the [35S] GTPγS ...