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Under kinetic control, the lactone opening is highly atroposelective across macrocyclic precursors tested. Under thermodynamic control, reversible lactone opening equilibrates the atropisomers. A combined NMR\/molecular dynamics study reveals that the atropisomers arising from lactone opening can adopt markedly different conformations, ranging from a 310-helix to various noncanonical conformations. In the RGD-containing macrocycle, the kinetic atropisomer recapitulates the 3D geometry involved in integrin binding, whereas the thermodynamic atropisomer adopts a distinct conformation that was not previously described. Together, these results establish a new strategy to control the conformational states of macrocyclic peptides.<\/jats:p>","DOI":"10.1021\/jacs.6c12741","type":"journal-article","created":{"date-parts":[[2026,8,22]],"date-time":"2026-08-22T20:48:12Z","timestamp":1787431692000},"page":"37363-37375","source":"Crossref","is-referenced-by-count":0,"title":["Kinetic and Thermodynamic\nControl of Macrocyclic Peptide\nConformation through Late-Stage Chemical Modification"],"prefix":"10.1021","volume":"148","author":[{"given":"Yang Daniel","family":"Ou","sequence":"first","affiliation":[{"name":"University of Toronto , , 80 St. George St , , ,","place":["Toronto, Ontario, Canada, M5S 3H6"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Joonseong","family":"Hur","sequence":"additional","affiliation":[{"name":"University of Toronto , , 80 St. George St , , ,","place":["Toronto, Ontario, Canada, M5S 3H6"]},{"name":"Inje University , , , ,","place":["Gimhae-si, Gyeongnam, Republic of Korea, 50834"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chloe","family":"Baloh","sequence":"additional","affiliation":[{"name":"University of Toronto , , 80 St. George St , , ,","place":["Toronto, Ontario, Canada, M5S 3H6"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Benzhen","family":"Huang","sequence":"additional","affiliation":[{"name":"University of Toronto , , 80 St. George St , , ,","place":["Toronto, Ontario, Canada, M5S 3H6"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nenad","family":"Kovljenic","sequence":"additional","affiliation":[{"name":"Brock University , , 1812 Sir Isaac Brock Way , , ,","place":["St. Catharines, Ontario, Canada, L2S 3A1"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2239-0818","authenticated-orcid":true,"given":"Travis","family":"Dudding","sequence":"additional","affiliation":[{"name":"Brock University , , 1812 Sir Isaac Brock Way , , ,","place":["St. Catharines, Ontario, Canada, L2S 3A1"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3170-9103","authenticated-orcid":true,"given":"Andrei K.","family":"Yudin","sequence":"additional","affiliation":[{"name":"University of Toronto , , 80 St. George St , , ,","place":["Toronto, Ontario, Canada, M5S 3H6"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,8,21]]},"reference":[{"issue":"13","key":"2026090312093376000_cit1","doi-asserted-by":"publisher","first-page":"11036","DOI":"10.1021\/jacs.4c15966","article-title":"Total Synthesis of\nEnlicitide Decanoate","volume":"147","author":"Li","year":"2025","journal-title":"J. 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