Direct Photorelease of Alcohols from Boron-Alkylated BODIPY Photocages

dc.contributor.author Winter, Arthur
dc.contributor.author Peterson, Julie
dc.contributor.author Fischer, Logan
dc.contributor.author Gehrmann, Elizabeth
dc.contributor.author Smith, Emily
dc.contributor.author Shrestha, Pradeep
dc.contributor.author Yuan, Ding
dc.contributor.author Wijesooriya, Chamari
dc.contributor.author Smith, Emily
dc.contributor.author Winter, Arthur
dc.contributor.department Ames Laboratory
dc.contributor.department Chemistry
dc.date 2020-04-01T22:41:04.000
dc.date.accessioned 2020-06-30T01:17:34Z
dc.date.available 2020-06-30T01:17:34Z
dc.date.copyright Wed Jan 01 00:00:00 UTC 2020
dc.date.issued 2020-03-27
dc.description.abstract <p>BODIPY photocages allow release of substrates us-ing visible light irradiation. They have the drawback of requiring reasonably good leaving groups for photorelease. Photorelease of alcohols is often accomplished by attachment with carbonate linkages, which upon photorelease liberate CO2 and gen-erate the alcohol. Here, we show that boron-alkylated BODIPY photocages are capable of directly photoreleasing both aliphatic alcohols and phenols upon irradiation via photocleavage of ether linkages. Direct photorelease of a hydroxycoumarin dye was demonstrated in living HeLa cells.</p>
dc.description.comments <p>This document is the unedited Author’s version of a Submitted Work that was subsequently accepted for publication in <em>The Journal of Organic Chemistry</em>, copyright © American Chemical Society after peer review. To access the final edited and published work see DOI: <a href="https://doi.org/10.1021/acs.joc.0c00044" target="_blank">10.1021/acs.joc.0c00044</a>. Posted with permission.</p>
dc.format.mimetype application/pdf
dc.identifier archive/lib.dr.iastate.edu/chem_pubs/1221/
dc.identifier.articleid 2226
dc.identifier.contextkey 17175283
dc.identifier.s3bucket isulib-bepress-aws-west
dc.identifier.submissionpath chem_pubs/1221
dc.identifier.uri https://dr.lib.iastate.edu/handle/20.500.12876/14533
dc.language.iso en
dc.source.bitstream archive/lib.dr.iastate.edu/chem_pubs/1221/2020_WinterArthur_DirectPhotorelease.pdf|||Fri Jan 14 19:15:52 UTC 2022
dc.source.uri 10.1021/acs.joc.0c00044
dc.subject.disciplines Organic Chemistry
dc.title Direct Photorelease of Alcohols from Boron-Alkylated BODIPY Photocages
dc.type article
dc.type.genre article
dspace.entity.type Publication
relation.isAuthorOfPublication a2121da6-c591-494f-b9a9-595265e46ff9
relation.isAuthorOfPublication 1593ba6f-2eb3-4290-ab73-86b7601506fa
relation.isOrgUnitOfPublication 25913818-6714-4be5-89a6-f70c8facdf7e
relation.isOrgUnitOfPublication 42864f6e-7a3d-4be3-8b5a-0ae3c3830a11
File
Original bundle
Now showing 1 - 1 of 1
Name:
2020_WinterArthur_DirectPhotorelease.pdf
Size:
351.05 KB
Format:
Adobe Portable Document Format
Description:
Collections