Synthesis of a novel potent cyclic peptide MC4-ligand by ring-closing metathesis

Wels, B., Kruijtzer, J.A.W., Garner, K., Nijenhuis, W.A.J., Gispen, W.H., Adan, R.A.H. and Liskamp, R.M.J. (2005) Synthesis of a novel potent cyclic peptide MC4-ligand by ring-closing metathesis. Bioorganic and Medicinal Chemistry, 13(13), pp. 4221-4227. (doi:10.1016/j.bmc.2005.04.027)

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Abstract

The synthesis of a novel potent cyclic peptide MC4-ligand by ring-closing metathesis (RCM) is described. Based on the Ac-Nle-Gly-Lys-d-Phe-Arg-Trp-Gly-NH2–MC4 ligand, Ac-Nle-Alg-Lys-d-Phe-Arg-Trp-Alg-NH2 was designed and synthesized followed by cyclization using RCM. Both compounds are high affinity and selective MC4-R-agonists. The cyclic RCM-peptide was more potent in a rat-grooming assay.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Liskamp, Professor Robert
Authors: Wels, B., Kruijtzer, J.A.W., Garner, K., Nijenhuis, W.A.J., Gispen, W.H., Adan, R.A.H., and Liskamp, R.M.J.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Bioorganic and Medicinal Chemistry
ISSN:0968-0896
ISSN (Online):1464-3391

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