{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,23]],"date-time":"2026-09-23T07:23:08Z","timestamp":1790148188255,"version":"4.0.1"},"reference-count":38,"publisher":"American Chemical Society (ACS)","issue":"18","license":[{"start":{"date-parts":[[2026,4,28]],"date-time":"2026-04-28T00:00:00Z","timestamp":1777334400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,4,28]],"date-time":"2026-04-28T00:00:00Z","timestamp":1777334400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,4,28]],"date-time":"2026-04-28T00:00:00Z","timestamp":1777334400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100000024","name":"Canadian Institutes of Health Research","doi-asserted-by":"publisher","award":["PJT-186296"],"award-info":[{"award-number":["PJT-186296"]}],"id":[{"id":"10.13039\/501100000024","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003151","name":"Fonds de recherche du Qu\u00e9bec \u2013 Nature et technologies","doi-asserted-by":"publisher","award":["FRQNT-2020-RS4-265155-CCVC"],"award-info":[{"award-number":["FRQNT-2020-RS4-265155-CCVC"]}],"id":[{"id":"10.13039\/501100003151","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100000038","name":"Natural Sciences and Engineering Research Council of Canada","doi-asserted-by":"publisher","award":["RGPIN-2019-04079"],"award-info":[{"award-number":["RGPIN-2019-04079"]}],"id":[{"id":"10.13039\/501100000038","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100000038","name":"Natural Sciences and Engineering Research Council of Canada","doi-asserted-by":"publisher","award":["RGPIN-2025-04423"],"award-info":[{"award-number":["RGPIN-2025-04423"]}],"id":[{"id":"10.13039\/501100000038","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Org. Chem."],"published-print":{"date-parts":[[2026,5,8]]},"DOI":"10.1021\/acs.joc.6c00445","type":"journal-article","created":{"date-parts":[[2026,4,29]],"date-time":"2026-04-29T01:43:16Z","timestamp":1777426996000},"page":"6495-6501","source":"Crossref","is-referenced-by-count":2,"title":["Inter- vs Intramolecular Aldehyde\u2013Alkyne\u2013Amine A\n                    <sup>3<\/sup>\n                    -Reaction in the Solution-Phase Synthesis of a Potent Macrocyclic Azapeptide CD36 Modulator"],"prefix":"10.1021","volume":"91","author":[{"ORCID":"https:\/\/orcid.org\/0009-0008-0562-7116","authenticated-orcid":true,"given":"Nassim","family":"Maarouf-Mesli","sequence":"first","affiliation":[{"name":"D\u00e9partement de Chimie, Universit\u00e9 de Montr\u00e9al, Complexe des Sciences, Montreal, Quebec H2V 0B3, Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Juan Camilo","family":"Fonseca","sequence":"additional","affiliation":[{"name":"D\u00e9partement de Chimie, Universit\u00e9 de Montr\u00e9al, Complexe des Sciences, Montreal, Quebec H2V 0B3, Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sarah-Maude","family":"Harvey","sequence":"additional","affiliation":[{"name":"D\u00e9partement de Chimie, Universit\u00e9 de Montr\u00e9al, Complexe des Sciences, Montreal, Quebec H2V 0B3, Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pradeep S.","family":"Chauhan","sequence":"additional","affiliation":[{"name":"D\u00e9partement de Chimie, Universit\u00e9 de Montr\u00e9al, Complexe des Sciences, Montreal, Quebec H2V 0B3, Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mukandila","family":"Mulumba","sequence":"additional","affiliation":[{"name":"Facult\u00e9 de Pharmacie","place":["Montreal, Canada"]},{"name":"Universit\u00e9 de Montr\u00e9al","place":["Montreal, Canada"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"family":"Ahsanullah","sequence":"additional","affiliation":[{"name":"D\u00e9partement de Chimie, Universit\u00e9 de Montr\u00e9al, Complexe des Sciences, Montreal, Quebec H2V 0B3, Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7044-756X","authenticated-orcid":true,"given":"Ayyoub","family":"Selka","sequence":"additional","affiliation":[{"name":"D\u00e9partement de Chimie, Universit\u00e9 de Montr\u00e9al, Complexe des Sciences, Montreal, Quebec H2V 0B3, Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7765-3304","authenticated-orcid":true,"given":"Deniz","family":"Meneksedag Erol","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry, Department of Chemical and Materials Engineering","place":["Montr\u00e9al, Canada"]},{"name":"Concordia University","place":["Montr\u00e9al, Canada"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sylvain","family":"Chemtob","sequence":"additional","affiliation":[{"name":"Department of Pharmacology","place":["Montreal, Canada"]},{"name":"Universit\u00e9 de Montr\u00e9al","place":["Montreal, Canada"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Huy","family":"Ong","sequence":"additional","affiliation":[{"name":"Facult\u00e9 de Pharmacie","place":["Montreal, Canada"]},{"name":"Universit\u00e9 de Montr\u00e9al","place":["Montreal, Canada"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Felix","family":"Polyak","sequence":"additional","affiliation":[{"name":"Studio Bioscience Inc.","place":["Verdun, Canada"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3080-2712","authenticated-orcid":true,"given":"William D.","family":"Lubell","sequence":"additional","affiliation":[{"name":"D\u00e9partement de Chimie, Universit\u00e9 de Montr\u00e9al, Complexe des Sciences, Montreal, Quebec H2V 0B3, Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,4,28]]},"reference":[{"key":"ref1\/cit1","doi-asserted-by":"publisher","DOI":"10.1002\/cmdc.201500450"},{"key":"ref2\/cit2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b13178"},{"key":"ref3\/cit3","doi-asserted-by":"publisher","DOI":"10.1002\/ardp.202400890"},{"key":"ref4\/cit4","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5b00056"},{"key":"ref5\/cit5","first-page":"1","volume-title":"Practical Medicinal Chemistry with Macrocycles: Design, Synthesis, and Case Studies","author":"Zaretsky S.","year":"2017"},{"key":"ref6\/cit6","doi-asserted-by":"publisher","DOI":"10.1021\/ol301017q"},{"key":"ref7\/cit7","doi-asserted-by":"publisher","DOI":"10.1021\/ol403297v"},{"key":"ref8\/cit8","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.9b00918"},{"key":"ref9\/cit9","doi-asserted-by":"publisher","DOI":"10.1002\/pep2.24102"},{"key":"ref10\/cit10","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201611685"},{"key":"ref11\/cit11","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.1c00642"},{"key":"ref12\/cit12","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200352578"},{"key":"ref13\/cit13","doi-asserted-by":"publisher","DOI":"10.1038\/emm.2014.38"},{"key":"ref14\/cit14","doi-asserted-by":"publisher","DOI":"10.1038\/s41598-019-49472-8"},{"key":"ref15\/cit15","doi-asserted-by":"publisher","DOI":"10.3390\/biomedicines8080241"},{"key":"ref16\/cit16","doi-asserted-by":"publisher","DOI":"10.1080\/14728222.2021.1941865"},{"key":"ref17\/cit17","doi-asserted-by":"publisher","DOI":"10.2147\/DDDT.S386982"},{"key":"ref18\/cit18","doi-asserted-by":"publisher","DOI":"10.1080\/10428194.2024.2376178"},{"key":"ref19\/cit19","doi-asserted-by":"publisher","unstructured":"Radmannia, N.; Gauvin, J.; Huynh, D. N.; M\u00e9nard, L.; Daneault, C.; Ahsanullah, A.; Carpentier, A. C.; Lubell, W. D.; Ruiz, M.; Ong, H. Cyclic azapeptide cluster of differentiation-36 receptor modulator attenuates left ventricular injury and temporarily reduces long-chain fatty acid accumulation after myocardial ischemia-reperfusion in mice\n                      bioRxiv\n                      2025 10.1101\/2025.09.04.674351.","DOI":"10.1101\/2025.09.04.674351"},{"key":"ref20\/cit20","doi-asserted-by":"publisher","DOI":"10.1016\/j.atherosclerosis.2020.06.010"},{"key":"ref21\/cit21","doi-asserted-by":"publisher","DOI":"10.3389\/fphar.2023.1204905"},{"key":"ref22\/cit22","doi-asserted-by":"publisher","DOI":"10.3390\/cells14050385"},{"key":"ref23\/cit23","doi-asserted-by":"publisher","DOI":"10.1039\/D5GC04619J"},{"key":"ref24\/cit24","doi-asserted-by":"publisher","DOI":"10.26434\/chemrxiv.15000146\/v1"},{"key":"ref25\/cit25","doi-asserted-by":"publisher","DOI":"10.1021\/ja039643f"},{"key":"ref26\/cit26","doi-asserted-by":"publisher","DOI":"10.1021\/ja01558a026"},{"key":"ref27\/cit27","doi-asserted-by":"publisher","DOI":"10.1021\/ol402341u"},{"key":"ref28\/cit28","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4039(91)80563-L"},{"key":"ref29\/cit29","doi-asserted-by":"publisher","DOI":"10.1039\/b311203a"},{"key":"ref30\/cit30","doi-asserted-by":"publisher","DOI":"10.1139\/cjc-2020-0052"},{"key":"ref31\/cit31","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.1c02226"},{"key":"ref32\/cit32","doi-asserted-by":"publisher","DOI":"10.1002\/cbic.202500375"},{"key":"ref33\/cit33","doi-asserted-by":"publisher","DOI":"10.1021\/jo951108d"},{"key":"ref34\/cit34","doi-asserted-by":"publisher","DOI":"10.1038\/ncomms12394"},{"key":"ref35\/cit35","doi-asserted-by":"publisher","DOI":"10.1021\/ja0284759"},{"key":"ref36\/cit36","doi-asserted-by":"publisher","DOI":"10.1021\/ol4003477"},{"key":"ref37\/cit37","doi-asserted-by":"publisher","DOI":"10.1021\/acs.oprd.4c00443"},{"key":"ref38\/cit38","volume-title":"United States Pharmacopeia and National Formulary (USP 37\u2013NF 32)","author":"U.S. Pharmacopeia","year":"2014"}],"container-title":["The Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.joc.6c00445","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.joc.6c00445","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,5,8]],"date-time":"2026-05-08T08:23:44Z","timestamp":1778228624000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/acs.joc.6c00445"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,4,28]]},"references-count":38,"journal-issue":{"issue":"18","published-print":{"date-parts":[[2026,5,8]]}},"alternative-id":["10.1021\/acs.joc.6c00445"],"URL":"https:\/\/doi.org\/10.1021\/acs.joc.6c00445","relation":{"has-preprint":[{"id-type":"doi","id":"10.26434\/chemrxiv.15000093\/v1","asserted-by":"object"}]},"ISSN":["0022-3263","1520-6904"],"issn-type":[{"value":"0022-3263","type":"print"},{"value":"1520-6904","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,4,28]]}}}