{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,23]],"date-time":"2026-09-23T12:00:46Z","timestamp":1790164846083,"version":"4.1.0"},"reference-count":27,"publisher":"Royal Society of Chemistry (RSC)","issue":"36","license":[{"start":{"date-parts":[[2026,9,1]],"date-time":"2026-09-01T00:00:00Z","timestamp":1788220800000},"content-version":"vor","delay-in-days":243,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc\/3.0\/"}],"funder":[{"DOI":"10.13039\/501100001691","name":"Japan Society for the Promotion of Science","doi-asserted-by":"publisher","award":["19K15706"],"award-info":[{"award-number":["19K15706"]}],"id":[{"id":"10.13039\/501100001691","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["rsc.org"],"crossmark-restriction":true},"short-container-title":["Org. Biomol. Chem."],"abstract":"<jats:p>The C39\u2013C54 side-chain fragment detected by LC\u2013MS will facilitate further studies toward the complete configurational assignment of poecillastrin C.<\/jats:p>","DOI":"10.1039\/d6ob01174h","type":"journal-article","created":{"date-parts":[[2026,9,1]],"date-time":"2026-09-01T07:12:26Z","timestamp":1788246746000},"page":"7542-7546","update-policy":"https:\/\/doi.org\/10.1039\/rsc_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Selective cleavage of\n                    <i>N<\/i>\n                    -(2-hydroxyalkyl)amides\n                    <i>via<\/i>\n                    oxazolidinone formation: application to chemical degradation of poecillastrin C"],"prefix":"10.1039","volume":"24","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-8877-4179","authenticated-orcid":false,"given":"Raku","family":"Irie","sequence":"first","affiliation":[{"name":"Graduate School of Nanobioscience, Yokohama City University, 22-2 Seto, Kanazawa-ku, Yokohama, Kanagawa 236-0027, Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zian","family":"Han","sequence":"additional","affiliation":[{"name":"Graduate School of Nanobioscience, Yokohama City University, 22-2 Seto, Kanazawa-ku, Yokohama, Kanagawa 236-0027, Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3919-811X","authenticated-orcid":false,"given":"Masato","family":"Oikawa","sequence":"additional","affiliation":[{"name":"Graduate School of Nanobioscience, Yokohama City University, 22-2 Seto, Kanazawa-ku, Yokohama, Kanagawa 236-0027, Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"292","published-online":{"date-parts":[[2026]]},"reference":[{"key":"D6OB01174H\/cit1a\/1","doi-asserted-by":"crossref","first-page":"3293","DOI":"10.1021\/ol026564k","volume":"4","author":"Rashid","year":"2002","journal-title":"Org. Lett."},{"key":"D6OB01174H\/cit1b\/1","doi-asserted-by":"crossref","first-page":"428","DOI":"10.1021\/np0604984","volume":"70","author":"Takada","year":"2007","journal-title":"J. Nat. Prod."},{"key":"D6OB01174H\/cit1c\/1","doi-asserted-by":"crossref","first-page":"2697","DOI":"10.1271\/bbb.70293","volume":"71","author":"Takemoto","year":"2007","journal-title":"Biosci., Biotechnol., Biochem."},{"key":"D6OB01174H\/cit1d\/1","doi-asserted-by":"crossref","first-page":"1430","DOI":"10.1016\/j.tet.2018.01.037","volume":"74","author":"Irie","year":"2018","journal-title":"Tetrahedron"},{"key":"D6OB01174H\/cit1e\/1","doi-asserted-by":"crossref","first-page":"1295","DOI":"10.1021\/acs.jnatprod.8b00180","volume":"81","author":"Suo","year":"2018","journal-title":"J. Nat. Prod."},{"key":"D6OB01174H\/cit2a\/1","doi-asserted-by":"crossref","first-page":"8825","DOI":"10.1021\/ja0010711","volume":"122","author":"Cantrell","year":"2000","journal-title":"J. Am. Chem. Soc."},{"key":"D6OB01174H\/cit2b\/1","doi-asserted-by":"crossref","first-page":"1623","DOI":"10.1016\/S0040-4039(00)02348-0","volume":"42","author":"Rashid","year":"2001","journal-title":"Tetrahedron Lett."},{"key":"D6OB01174H\/cit2c\/1","doi-asserted-by":"crossref","first-page":"1341","DOI":"10.1021\/np0101907","volume":"64","author":"Rashid","year":"2001","journal-title":"J. Nat. Prod."},{"key":"D6OB01174H\/cit2d\/1","doi-asserted-by":"crossref","first-page":"473","DOI":"10.1021\/np070603p","volume":"71","author":"Plaza","year":"2008","journal-title":"J. Nat. Prod."},{"key":"D6OB01174H\/cit2e\/1","doi-asserted-by":"crossref","first-page":"324","DOI":"10.1021\/np800736v","volume":"72","author":"Plaza","year":"2009","journal-title":"J. Nat. Prod."},{"key":"D6OB01174H\/cit3\/1","doi-asserted-by":"crossref","first-page":"44147","DOI":"10.1074\/jbc.M306595200","volume":"278","author":"Bowman","year":"2003","journal-title":"J. Biol. Chem."},{"key":"D6OB01174H\/cit4\/1","doi-asserted-by":"crossref","first-page":"5395","DOI":"10.1021\/acs.orglett.7b02835","volume":"19","author":"Irie","year":"2017","journal-title":"Org. Lett."},{"key":"D6OB01174H\/cit5\/1","doi-asserted-by":"crossref","first-page":"5290","DOI":"10.1021\/acs.orglett.4c01632","volume":"26","author":"Irie","year":"2024","journal-title":"Org. Lett."},{"key":"D6OB01174H\/cit6a\/1","doi-asserted-by":"crossref","first-page":"866","DOI":"10.1021\/jo981810k","volume":"64","author":"Matsumori","year":"1999","journal-title":"J. Org. Chem."},{"key":"D6OB01174H\/cit6b\/1","doi-asserted-by":"crossref","first-page":"14379","DOI":"10.1021\/ja0375481","volume":"125","author":"Higashibayashi","year":"2003","journal-title":"J. Am. Chem. Soc."},{"key":"D6OB01174H\/cit6c\/1","doi-asserted-by":"crossref","first-page":"2299","DOI":"10.1021\/acs.jnatprod.9b00603","volume":"82","author":"Hehre","year":"2019","journal-title":"J. Nat. Prod."},{"key":"D6OB01174H\/cit7\/1","doi-asserted-by":"crossref","first-page":"6141","DOI":"10.1016\/S0040-4039(00)61830-0","volume":"28","author":"Evans","year":"1987","journal-title":"Tetrahedron Lett."},{"key":"D6OB01174H\/cit8a\/1","doi-asserted-by":"crossref","first-page":"974","DOI":"10.1246\/bcsj.41.974","volume":"41","author":"Kaneko","year":"1968","journal-title":"Bull. Chem. Soc. Jpn."},{"key":"D6OB01174H\/cit8b\/1","doi-asserted-by":"crossref","first-page":"2155","DOI":"10.1246\/bcsj.41.2155","volume":"41","author":"Kaneko","year":"1968","journal-title":"Bull. Chem. Soc. Jpn."},{"key":"D6OB01174H\/cit9\/1","unstructured":"For a related di( N -succinimidyl) carbonate-mediated transformation involving oxazolidinone formation and site-selective peptide-bond cleavage at Ser residues, see:"},{"key":"D6OB01174H\/cit9\/2","doi-asserted-by":"crossref","first-page":"6304","DOI":"10.1039\/C6CC01509C","volume":"52","author":"Elashal","year":"2016","journal-title":"Chem. Commun."},{"key":"D6OB01174H\/cit10\/1","doi-asserted-by":"crossref","first-page":"788","DOI":"10.1021\/jm00124a011","volume":"32","author":"Deutsch","year":"1989","journal-title":"J. Med. Chem."},{"key":"D6OB01174H\/cit11a\/1","doi-asserted-by":"crossref","first-page":"150","DOI":"10.1021\/acs.orglett.0c03868","volume":"23","author":"Rodriguez del Rey","year":"2021","journal-title":"Org. Lett."},{"key":"D6OB01174H\/cit11b\/1","doi-asserted-by":"crossref","first-page":"4793","DOI":"10.1038\/s41467-024-48266-5","volume":"15","author":"Zhang","year":"2024","journal-title":"Nat. Commun."},{"key":"D6OB01174H\/cit12\/1","doi-asserted-by":"crossref","first-page":"7222","DOI":"10.1002\/slct.202001944","volume":"5","author":"Quan","year":"2020","journal-title":"ChemistrySelect"},{"key":"D6OB01174H\/cit14\/1","doi-asserted-by":"crossref","first-page":"157","DOI":"10.1271\/bbb.60.157","volume":"60","author":"Kirihata","year":"1996","journal-title":"Biosci., Biotechnol., Biochem."},{"key":"D6OB01174H\/cit16\/1","unstructured":"Preliminary experiments with some HAA model substrates derived from Ser and Thr also gave the corresponding  N -acyl oxazolidinones, although lower reaction temperatures were required to suppress competing reactions, namely elimination leading to enamide formation and deacylation of the  N -acyl oxazolidinones (data not shown)"}],"container-title":["Organic &amp; Biomolecular Chemistry"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/pubs.rsc.org\/OB\/article-pdf\/doi\/10.1039\/D6OB01174H\/0\/D6OB01174H.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,9,23]],"date-time":"2026-09-23T11:09:04Z","timestamp":1790161744000},"score":1,"resource":{"primary":{"URL":"http:\/\/pubs.rsc.org\/OB\/article-lookup\/doi\/10.1039\/D6OB01174H"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026]]},"references-count":27,"journal-issue":{"issue":"36","published-print":{"date-parts":[[2026,9,23]]}},"URL":"https:\/\/doi.org\/10.1039\/d6ob01174h","relation":{},"ISSN":["1477-0520","1477-0539"],"issn-type":[{"value":"1477-0520","type":"print"},{"value":"1477-0539","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026]]}}}