{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,12,23]],"date-time":"2025-12-23T10:42:35Z","timestamp":1766486555361,"version":"build-2065373602"},"reference-count":37,"publisher":"MDPI AG","issue":"11","license":[{"start":{"date-parts":[[2020,6,1]],"date-time":"2020-06-01T00:00:00Z","timestamp":1590969600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100004837","name":"Spanish Ministry of Science and Innovation","doi-asserted-by":"publisher","award":["CTQ2009-08490"],"award-info":[{"award-number":["CTQ2009-08490"]}],"id":[{"id":"10.13039\/501100004837","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100010801","name":"Xunta de Galicia","doi-asserted-by":"publisher","award":["Centro Singular de Investigaci\u00f3n de Galicia, Centro singular de investigaci\u00f3n de Galicia accreditation 2019-2022, ED431G 2019\/03; Project CN2011\/037, project ED431C 2018\/04 and Project GRC2014\/040"],"award-info":[{"award-number":["Centro Singular de Investigaci\u00f3n de Galicia, Centro singular de investigaci\u00f3n de Galicia accreditation 2019-2022, ED431G 2019\/03; Project CN2011\/037, project ED431C 2018\/04 and Project GRC2014\/040"]}],"id":[{"id":"10.13039\/501100010801","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Principado de Asturias","award":["FICYT IDI\/2018\/000181"],"award-info":[{"award-number":["FICYT IDI\/2018\/000181"]}]},{"DOI":"10.13039\/501100008530","name":"European Regional Development Fund","doi-asserted-by":"publisher","award":["ERDF"],"award-info":[{"award-number":["ERDF"]}],"id":[{"id":"10.13039\/501100008530","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100009068","name":"Conicyt","doi-asserted-by":"publisher","award":["PFCHA\/Doctorado Nacional\/2018-21180427"],"award-info":[{"award-number":["PFCHA\/Doctorado Nacional\/2018-21180427"]}],"id":[{"id":"10.13039\/501100009068","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>We present the synthesis and structural study of a new peptidomimetic of morphiceptin, which can formally be considered as the result of the replacement of the central proline residue of this natural analgesic drug with a subunit of (1S,2R,3S,4S,5R)-2-amino-3,4,5-trihydroxycyclopentane-1-carboxylic acid, previously obtained from L-idose. An optimized synthesis of this trihydroxylated cispentacin derivative is also reported. Molecular docking calculations on the target receptor support a favorable role of the hydroxy substituents of the non-natural \u03b2-amino acid incorporated into the peptidomimetic.<\/jats:p>","DOI":"10.3390\/molecules25112574","type":"journal-article","created":{"date-parts":[[2020,6,3]],"date-time":"2020-06-03T04:12:09Z","timestamp":1591157529000},"page":"2574","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["New Morphiceptin Peptidomimetic Incorporating (1S,2R,3S,4S,5R)-2-Amino-3,4,5-trihydroxycyclopen-tane-1-carboxylic acid: Synthesis and Structural Study"],"prefix":"10.3390","volume":"25","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-8178-0034","authenticated-orcid":false,"given":"Raquel","family":"Soengas","sequence":"first","affiliation":[{"name":"Departmento de Qu\u00edmica Org\u00e1nica e Inorg\u00e1nica, Universidad de Oviedo, Juli\u00e1n Claver\u00eda 8, 33006 Oviedo, Spain"}]},{"given":"Marcos","family":"Lorca","sequence":"additional","affiliation":[{"name":"Centro Singular de Investigaci\u00f3n en Qu\u00edmica Biol\u00f3xica e Materiais Moleculares (CIQUS), Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain"}]},{"given":"Bego\u00f1a","family":"Pamp\u00edn","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica Org\u00e1nica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1581-0455","authenticated-orcid":false,"given":"V\u00edctor M.","family":"S\u00e1nchez-Pedregal","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica Org\u00e1nica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3764-0832","authenticated-orcid":false,"given":"Ram\u00f3n J.","family":"Est\u00e9vez","sequence":"additional","affiliation":[{"name":"Centro Singular de Investigaci\u00f3n en Qu\u00edmica Biol\u00f3xica e Materiais Moleculares (CIQUS), Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain"},{"name":"Departamento de Qu\u00edmica Org\u00e1nica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain"}]},{"given":"Juan C.","family":"Est\u00e9vez","sequence":"additional","affiliation":[{"name":"Centro Singular de Investigaci\u00f3n en Qu\u00edmica Biol\u00f3xica e Materiais Moleculares (CIQUS), Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain"},{"name":"Departamento de Qu\u00edmica Org\u00e1nica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain"}]}],"member":"1968","published-online":{"date-parts":[[2020,6,1]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"2700","DOI":"10.1016\/j.bmc.2017.06.052","article-title":"Therapeutic peptides: Historical perspectives, current development trends, and future directions","volume":"26","author":"Lau","year":"2018","journal-title":"Bioorg. 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