Structure-activity relationship of linear peptide Bu-His6-DPhe7-Arg8-Trp9-Gly10-NH2 at the human melanocortin-1 and -4 receptors: DPhe7 and Trp9 substitution

Waleed Danho; Joseph Swistok; Adrian Wai-Hing Cheung; Grazyna Kurylko; Lucia Franco; Xin-Jie Chu; Li Chen; Keith Yagaloff

doi:10.1016/s0960-894x(02)01052-1

Structure-activity relationship of linear peptide Bu-His6-DPhe7-Arg8-Trp9-Gly10-NH2 at the human melanocortin-1 and -4 receptors: DPhe7 and Trp9 substitution

Bioorg Med Chem Lett. 2003 Feb 24;13(4):649-52. doi: 10.1016/s0960-894x(02)01052-1.

Authors

Waleed Danho¹, Joseph Swistok, Adrian Wai-Hing Cheung, Grazyna Kurylko, Lucia Franco, Xin-Jie Chu, Li Chen, Keith Yagaloff

Affiliation

¹ Roche Research Center, Hoffmann-La Roche Inc., Nutley, NJ 07110, USA. waleed.danho@roche.com

PMID: 12639550
DOI: 10.1016/s0960-894x(02)01052-1

Abstract

A series of pentapeptides, based on hMC4R pentapeptide agonist (Bu-His(6)-DPhe(7)-Arg(8)-Trp(9)-Gly(10)-NH(2)), was prepared in which either DPhe(7) or Trp(9) residue was systematically substituted. A number of interesting DPhe surrogates (D-Thi, D-3-CF(3)Phe, D-2-Nal and D-3,4-diClPhe) as well as Trp surrogates (2-Nal and Bta) were identified in this study.

MeSH terms

Amino Acid Substitution
Cell Line
Humans
Obesity / drug therapy
Oligopeptides / chemistry
Oligopeptides / pharmacology*
Receptor, Melanocortin, Type 4 / agonists*
Receptor, Melanocortin, Type 4 / genetics
Receptors, Melanocortin / agonists*
Receptors, Melanocortin / genetics
Structure-Activity Relationship
Transfection

Substances

Bu-His(6)-Phe(7)-Arg(8)-Trp(9)-Gly(10)-NH(2)
Oligopeptides
Receptor, Melanocortin, Type 4
Receptors, Melanocortin