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Article: Upconversion-like Photolysis of BODIPY-Based Prodrugs via a One-Photon Process

TitleUpconversion-like Photolysis of BODIPY-Based Prodrugs via a One-Photon Process
Authors
Issue Date2019
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/jacsat/index.html
Citation
Journal of the American Chemical Society, 2019, v. 141 n. 44, p. 17482-17486 How to Cite?
AbstractPhotochemical reactions at lower energy than the absorption window are currently achieved by multi-photon processes, including two-photon absorption and photon upconversion, which have limited energy utilization efficiency. Here, we report a one-photon strategy based on triplet–triplet energy transfer (TTET) between a photosensitizer and a photocleavable molecule to achieve photolysis at low energy. To verify this concept, we chose platinum(II) tetraphenyltetrabenzoporphyrin (PtTPBP) as the photosensitizer and synthesized a boron-dipyrromethene (BODIPY)-based prodrug as the photocleavable molecule. Photolysis of the prodrug is achieved by TTET upon excitation of PtTPBP at 625 nm with a photolysis quantum yield of 2.8%. Another demonstration shows an unexpected higher photolysis quantum yield than the direct excitation at 530 nm. This strategy opens a new path for achieving photolysis at long wavelengths, benefiting the applications in biological studies, photopharmacology, and photoresponsive drug delivery.
Persistent Identifierhttp://hdl.handle.net/10722/286126
ISSN
2023 Impact Factor: 14.4
2023 SCImago Journal Rankings: 5.489
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorLv, W-
dc.contributor.authorLi, Y-
dc.contributor.authorLi, F-
dc.contributor.authorLan, X-
dc.contributor.authorZhang, Y-
dc.contributor.authorDu, L-
dc.contributor.authorZhao, Q-
dc.contributor.authorPhillips, DL-
dc.contributor.authorWang, W-
dc.date.accessioned2020-08-31T06:59:29Z-
dc.date.available2020-08-31T06:59:29Z-
dc.date.issued2019-
dc.identifier.citationJournal of the American Chemical Society, 2019, v. 141 n. 44, p. 17482-17486-
dc.identifier.issn0002-7863-
dc.identifier.urihttp://hdl.handle.net/10722/286126-
dc.description.abstractPhotochemical reactions at lower energy than the absorption window are currently achieved by multi-photon processes, including two-photon absorption and photon upconversion, which have limited energy utilization efficiency. Here, we report a one-photon strategy based on triplet–triplet energy transfer (TTET) between a photosensitizer and a photocleavable molecule to achieve photolysis at low energy. To verify this concept, we chose platinum(II) tetraphenyltetrabenzoporphyrin (PtTPBP) as the photosensitizer and synthesized a boron-dipyrromethene (BODIPY)-based prodrug as the photocleavable molecule. Photolysis of the prodrug is achieved by TTET upon excitation of PtTPBP at 625 nm with a photolysis quantum yield of 2.8%. Another demonstration shows an unexpected higher photolysis quantum yield than the direct excitation at 530 nm. This strategy opens a new path for achieving photolysis at long wavelengths, benefiting the applications in biological studies, photopharmacology, and photoresponsive drug delivery.-
dc.languageeng-
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/jacsat/index.html-
dc.relation.ispartofJournal of the American Chemical Society-
dc.titleUpconversion-like Photolysis of BODIPY-Based Prodrugs via a One-Photon Process-
dc.typeArticle-
dc.identifier.emailLv, W: lyuwen@hku.hk-
dc.identifier.emailDu, L: ailleen@hku.hk-
dc.identifier.emailPhillips, DL: phillips@hku.hk-
dc.identifier.emailWang, W: wangwp@hku.hk-
dc.identifier.authorityPhillips, DL=rp00770-
dc.identifier.authorityWang, W=rp02227-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/jacs.9b09034-
dc.identifier.pmid31647229-
dc.identifier.scopuseid_2-s2.0-85074423028-
dc.identifier.hkuros313832-
dc.identifier.volume141-
dc.identifier.issue44-
dc.identifier.spage17482-
dc.identifier.epage17486-
dc.identifier.isiWOS:000495769300005-
dc.publisher.placeUnited States-
dc.identifier.issnl0002-7863-

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