Please use this identifier to cite or link to this item: https://doi.org/10.1021/jm060369k
Title: Replacement of the N-terminal tyrosine residue in opioid peptides with 3-(2,6-dimethyl-4-carbamoylphenyl)propanoic acid (Dcp) results in novel opioid antagonists
Authors: Lu, Y. 
Lum, T.K.
Augustine, Y.W.L.
Weltrowska, G.
Nguyen, T.M.-D.
Lemieux, C.
Chung, N.N.
Schiller, P.W.
Issue Date: 24-Aug-2006
Citation: Lu, Y., Lum, T.K., Augustine, Y.W.L., Weltrowska, G., Nguyen, T.M.-D., Lemieux, C., Chung, N.N., Schiller, P.W. (2006-08-24). Replacement of the N-terminal tyrosine residue in opioid peptides with 3-(2,6-dimethyl-4-carbamoylphenyl)propanoic acid (Dcp) results in novel opioid antagonists. Journal of Medicinal Chemistry 49 (17) : 5382-5385. ScholarBank@NUS Repository. https://doi.org/10.1021/jm060369k
Abstract: 3-(2,6-Dimethyl-4-carbamoylphenyl)propanoic acid (Dcp), a 2′,6′-dimethyltyrosine analogue containing a carbamoyl group in place of the hydroxyl function and lacking the amino group, was synthesized. The replacement of Tyr1 in an enkephalin analogue and in dynorphin A(1-11)-NH2 with Dcp resulted in the first opioid peptide-derived antagonists that do not contain a phenolic hydroxyl group at the 1-position residue. The cyclic peptide Dcp-c[D-Cys-Gly-Phe(pNO2)-D-Cys]NH 2 represents a novel, potent μ opioid antagonist. © 2006 American Chemical Society.
Source Title: Journal of Medicinal Chemistry
URI: http://scholarbank.nus.edu.sg/handle/10635/94715
ISSN: 00222623
DOI: 10.1021/jm060369k
Appears in Collections:Staff Publications

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