{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,16]],"date-time":"2026-05-16T01:01:22Z","timestamp":1778893282689,"version":"3.51.4"},"reference-count":34,"publisher":"Wiley","issue":"5","license":[{"start":{"date-parts":[[2007,10,9]],"date-time":"2007-10-09T00:00:00Z","timestamp":1191888000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Biopolymers"],"published-print":{"date-parts":[[2008,5]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>\u03b1\u2010Melanocyte stimulating hormone (\u03b1MSH), Ac\u2010Ser<jats:sup>1<\/jats:sup>\u2010Tyr<jats:sup>2<\/jats:sup>\u2010Ser<jats:sup>3<\/jats:sup>\u2010Met<jats:sup>4<\/jats:sup>\u2010Glu<jats:sup>5<\/jats:sup>\u2010His<jats:sup>6<\/jats:sup>\u2010Phe<jats:sup>7<\/jats:sup>\u2010Arg<jats:sup>8<\/jats:sup>\u2010Trp<jats:sup>9<\/jats:sup>\u2010Gly<jats:sup>10<\/jats:sup>\u2010Lys<jats:sup>11<\/jats:sup>\u2010Pro<jats:sup>12<\/jats:sup>\u2010Val<jats:sup>13<\/jats:sup>\u2010NH<jats:sub>2<\/jats:sub>, is an endogenous agonist for the melanocortin receptor 1 (MC1R), the receptor found in the skin, several types of immune cells, and other peripheral sites. Three\u2010dimensional models of complexes of this receptor with \u03b1MSH and its synthetic analog NDP\u2010\u03b1MSH, Ac\u2010Ser<jats:sup>1<\/jats:sup>\u2010Tyr<jats:sup>2<\/jats:sup>\u2010Ser<jats:sup>3<\/jats:sup>\u2010Nle<jats:sup>4<\/jats:sup>\u2010Glu<jats:sup>5<\/jats:sup>\u2010His<jats:sup>6<\/jats:sup>\u2010<jats:sc>D<\/jats:sc>\u2010Phe<jats:sup>7<\/jats:sup>\u2010Arg<jats:sup>8<\/jats:sup>\u2010Trp<jats:sup>9<\/jats:sup>\u2010Gly<jats:sup>10<\/jats:sup>\u2010Lys<jats:sup>11<\/jats:sup>\u2010Pro<jats:sup>12<\/jats:sup>\u2010Val<jats:sup>13<\/jats:sup>\u2010NH<jats:sub>2<\/jats:sub>, have been previously proposed. In those models, the 6\u20139 segment of the ligand was considered essential for the ligand\u2010receptor interactions. In this study, we probed the role of Trp<jats:sup>9<\/jats:sup> of NDP\u2010\u03b1MSH in interactions with hMC1bR. Analogs of NDP\u2010\u03b1MSH with various amino acids in place of Trp<jats:sup>9<\/jats:sup> were synthesized and tested <jats:italic>in vitro<\/jats:italic> in receptor affinity binding and cAMP functional assays at human melanocortin receptors 1b, 3, 4, and 5 (hMC1b,3\u20105R). Several new compounds displayed high agonist potency at hMC1bR (EC<jats:sub>50<\/jats:sub> = 0.5\u20135 n<jats:italic>M<\/jats:italic>) and receptor subtype selectivity greater than 2000\u2010fold versus hMC3\u20105R. The Trp<jats:sup>9<\/jats:sup> residue of NDP\u2010\u03b1MSH was determined to be not essential for molecular recognition at hMC1bR. \u00a9 2007 Wiley Periodicals, Inc. Biopolymers 89: 401\u2013408, 2008.<\/jats:p><jats:p>This article was originally published online as an accepted preprint. The \u201cPublished Online\u201d date corresponds to the preprint version. You can request a copy of the preprint by emailing the Biopolymers editorial office at biopolymers@wiley.com<\/jats:p>","DOI":"10.1002\/bip.20863","type":"journal-article","created":{"date-parts":[[2007,10,9]],"date-time":"2007-10-09T15:18:15Z","timestamp":1191943095000},"page":"401-408","source":"Crossref","is-referenced-by-count":11,"title":["Analogs of \u03b1\u2010melanocyte stimulating hormone with high agonist potency and selectivity at human melanocortin receptor 1b: The role of Trp<sup>9<\/sup> in molecular recognition"],"prefix":"10.1002","volume":"89","author":[{"given":"Maria A.","family":"Bednarek","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tanya","family":"MacNeil","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Rui","family":"Tang","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tung M.","family":"Fong","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"M.","family":"Angeles Cabello","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Marta","family":"Maroto","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ana","family":"Teran","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2007,10,9]]},"reference":[{"key":"e_1_2_5_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0889-8529(18)30079-3"},{"key":"e_1_2_5_3_2","volume-title":"The Melanotropins: Chemistry, Physiology and Mechanism of Action","author":"Eberle A. 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