{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Khong QT"],"funding":["Intramural NIH HHS","National Cancer Institute","NCI NIH HHS"],"pagination":["9468-9472"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC10681237"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["24(51)"],"pubmed_abstract":["A new dimeric alkaloid plakoramine A [(±)-<b>1</b>] was identified from a marine sponge <i>Plakortis</i> sp. Chiral-phase HPLC separation of (±)-<b>1</b> led to the purified enantiomers (+)-<b>1</b> and (-)-<b>1</b> which both potently inhibited CBL-B E3 ubiquitin ligase activities. The absolute configurations of the enantiomers were determined by quantum chemical calculations. Scrutinization of the purification conditions revealed a previously undescribed, nonenzymatic route to form (±)-<b>1</b> via photochemical conversion of its naturally occurring monomeric counterpart, plakinidine B (<b>2</b>)."],"journal":["Organic letters"],"pubmed_title":["Photochemical Dimerization of Plakinidine B Leads to Potent Inhibition of the E3 Ubiquitin-Protein Ligase CBL-B."],"pmcid":["PMC10681237"],"funding_grant_id":["HHSN261200800001E","ZIA BC011854","ZIA BC011568","ZIA BC011564"],"pubmed_authors":["Grkovic T","Li D","Goncharova EI","Wamiru A","Dalilian M","Smith EA","Ranguelova K","Wilson BAP","Lipkowitz S","O'Keefe BR","Du L","Schnermann MJ","Khong QT","Voeller D"],"additional_accession":[]},"is_claimable":false,"name":"Photochemical Dimerization of Plakinidine B Leads to Potent Inhibition of the E3 Ubiquitin-Protein Ligase CBL-B.","description":"A new dimeric alkaloid plakoramine A [(±)-<b>1</b>] was identified from a marine sponge <i>Plakortis</i> sp. Chiral-phase HPLC separation of (±)-<b>1</b> led to the purified enantiomers (+)-<b>1</b> and (-)-<b>1</b> which both potently inhibited CBL-B E3 ubiquitin ligase activities. The absolute configurations of the enantiomers were determined by quantum chemical calculations. Scrutinization of the purification conditions revealed a previously undescribed, nonenzymatic route to form (±)-<b>1</b> via photochemical conversion of its naturally occurring monomeric counterpart, plakinidine B (<b>2</b>).","dates":{"release":"2022-01-01T00:00:00Z","publication":"2022 Dec","modification":"2025-04-21T18:18:43.036Z","creation":"2025-04-05T17:11:43.726Z"},"accession":"S-EPMC10681237","cross_references":{"pubmed":["36516994"],"doi":["10.1021/acs.orglett.2c03922"]}}