{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,12]],"date-time":"2026-05-12T01:54:56Z","timestamp":1778550896990,"version":"3.51.4"},"reference-count":19,"publisher":"Wiley","issue":"8","license":[{"start":{"date-parts":[[2016,3,8]],"date-time":"2016-03-08T00:00:00Z","timestamp":1457395200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"name":"Japan Society for the Promotion of Sciences (JSPS)","award":["23390029"],"award-info":[{"award-number":["23390029"]}]},{"name":"Japan Society for the Promotion of Sciences (JSPS)","award":["15H04658"],"award-info":[{"award-number":["15H04658"]}]},{"DOI":"10.13039\/501100001700","name":"Ministry of Education, Culture, Sports, Science and Technology (MEXT) of Japan","doi-asserted-by":"crossref","id":[{"id":"10.13039\/501100001700","id-type":"DOI","asserted-by":"crossref"}]},{"name":"National Center of Neurology and Psychiatry (NCNP) of Japan","award":["26-8"],"award-info":[{"award-number":["26-8"]}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemMedChem"],"published-print":{"date-parts":[[2016,4,19]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Inhibition of myostatin, which negatively regulates skeletal muscle growth, is a promising strategy for the treatment of muscle atrophic disorders, such as muscular dystrophy, cachexia and sarcopenia. Recently, we identified peptide\u2005A (<jats:styled-content>H\u2010WRQNTRYSRIEAIKIQILSKLRL\u2010NH<jats:sub>2<\/jats:sub><\/jats:styled-content>), the 23\u2010amino\u2010acid minimum myostatin inhibitory peptide derived from mouse myostatin prodomain, and highlighted the importance of its N\u2010terminal tryptophan residue for the effective inhibition. In this study, we synthesized a series of acylated peptide derivatives focused on the tryptophan residue to develop potent myostatin inhibitors. As a result of the investigation, a more potent derivative of peptide\u2005A was successfully identified in which the N\u2010terminal tryptophan residue is replaced with a 2\u2010naphthyloxyacetyl moiety to give an inhibitory peptide three times (1.19\u00b10.11\u2005\u03bc<jats:sc>m<\/jats:sc>) more potent than parent peptide\u2005A (3.53\u00b10.25\u2005\u03bc<jats:sc>m<\/jats:sc>). This peptide could prove useful as a new starting point for the development of improved inhibitory peptides.<\/jats:p>","DOI":"10.1002\/cmdc.201500533","type":"journal-article","created":{"date-parts":[[2016,3,8]],"date-time":"2016-03-08T15:26:08Z","timestamp":1457450768000},"page":"845-849","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":18,"title":["Effect of N\u2010Terminal Acylation on the Activity of Myostatin Inhibitory Peptides"],"prefix":"10.1002","volume":"11","author":[{"given":"Kentaro","family":"Takayama","sequence":"first","affiliation":[{"name":"Department of Medicinal Chemistry Tokyo University of Pharmacy and Life Sciences  1432-1\u2005Horinouchi Hachioji Tokyo 192-0392 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Akari","family":"Nakamura","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry Tokyo University of Pharmacy and Life Sciences  1432-1\u2005Horinouchi Hachioji Tokyo 192-0392 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"C\u00e9dric","family":"Rentier","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry Tokyo University of Pharmacy and Life Sciences  1432-1\u2005Horinouchi Hachioji Tokyo 192-0392 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yusaku","family":"Mino","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry Tokyo University of Pharmacy and Life Sciences  1432-1\u2005Horinouchi Hachioji Tokyo 192-0392 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tomo","family":"Asari","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry Tokyo University of Pharmacy and Life Sciences  1432-1\u2005Horinouchi Hachioji Tokyo 192-0392 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yusuke","family":"Saga","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry Tokyo University of Pharmacy and Life Sciences  1432-1\u2005Horinouchi Hachioji Tokyo 192-0392 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Akihiro","family":"Taguchi","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry Tokyo University of Pharmacy and Life Sciences  1432-1\u2005Horinouchi Hachioji Tokyo 192-0392 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Fumika","family":"Yakushiji","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry Tokyo University of Pharmacy and Life Sciences  1432-1\u2005Horinouchi Hachioji Tokyo 192-0392 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yoshio","family":"Hayashi","sequence":"additional","affiliation":[{"name":"Department of Medicinal Chemistry Tokyo University of Pharmacy and Life Sciences  1432-1\u2005Horinouchi Hachioji Tokyo 192-0392 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2016,3,8]]},"reference":[{"key":"e_1_2_2_1_1","doi-asserted-by":"publisher","DOI":"10.1038\/387083a0"},{"key":"e_1_2_2_2_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.1069525"},{"key":"e_1_2_2_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0006-291X(02)02953-4"},{"key":"e_1_2_2_4_1","doi-asserted-by":"publisher","DOI":"10.1096\/fj.04-2796com"},{"key":"e_1_2_2_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/mus.23539"},{"key":"e_1_2_2_6_1","doi-asserted-by":"publisher","DOI":"10.1210\/me.2002-0366"},{"key":"e_1_2_2_7_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.151270098"},{"key":"e_1_2_2_8_1","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M206379200"},{"key":"e_1_2_2_9_1","doi-asserted-by":"publisher","DOI":"10.1038\/nature01154"},{"key":"e_1_2_2_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.cell.2010.07.011"},{"key":"e_1_2_2_11_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.febslet.2012.05.028"},{"key":"e_1_2_2_12_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.2534946100"},{"key":"e_1_2_2_13_1","doi-asserted-by":"publisher","DOI":"10.1038\/370341a0"},{"key":"e_1_2_2_14_1","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M706678200"},{"key":"e_1_2_2_15_1","doi-asserted-by":"publisher","DOI":"10.1038\/nature10152"},{"key":"e_1_2_2_16_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bbrc.2004.01.085"},{"key":"e_1_2_2_17_1","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pone.0133713"},{"key":"e_1_2_2_18_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm501170d"},{"key":"e_1_2_2_19_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo00795a005"}],"container-title":["ChemMedChem"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fcmdc.201500533","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cmdc.201500533","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T16:20:11Z","timestamp":1760286011000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/cmdc.201500533"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2016,3,8]]},"references-count":19,"journal-issue":{"issue":"8","published-print":{"date-parts":[[2016,4,19]]}},"alternative-id":["10.1002\/cmdc.201500533"],"URL":"https:\/\/doi.org\/10.1002\/cmdc.201500533","archive":["Portico"],"relation":{},"ISSN":["1860-7179","1860-7187"],"issn-type":[{"value":"1860-7179","type":"print"},{"value":"1860-7187","type":"electronic"}],"subject":[],"published":{"date-parts":[[2016,3,8]]},"assertion":[{"value":"2015-11-12","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2016-03-08","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}