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Dynamics of ion-regulated photoinduced electron transfer in BODIPY-BAPTA conjugates

hal.structure.identifierLaboratoire Ondes et Matière d'Aquitaine [LOMA]
hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
dc.contributor.authorBATAT, Pinar
hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
dc.contributor.authorVIVES, Guillaume
hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
dc.contributor.authorBOFINGER, Robin
hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
hal.structure.identifierChimie et Biologie des Membranes et des Nanoobjets [CBMN]
dc.contributor.authorCHANG, Ren-Wei
hal.structure.identifierImagerie Moléculaire et Nanobiotechnologies - Institut Européen de Chimie et Biologie [IECB]
dc.contributor.authorKAUFFMANN, Brice
hal.structure.identifierChimie et Biologie des Membranes et des Nanoobjets [CBMN]
dc.contributor.authorODA, Reiko
hal.structure.identifierLaboratoire Ondes et Matière d'Aquitaine [LOMA]
dc.contributor.authorJONUSAUSKAS, Gediminas
hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
dc.contributor.authorMCCLENAGHAN, Nathan D.
dc.date.created2012-04-30
dc.date.issued2012
dc.description.abstractEnEfficient Ca2+-switched fluorescent sensors, where fluorescence output is governed by a light-activated ion-gated electron transfer pathway, can be obtained on combining BODIPY chromophores with a readily oxidized biocompatible and selective BAPTA receptor. Herein we report the synthesis and studies of two such conjugates, which vary in the nature of the spacer separating the two electroactive components, namely none (1) or phenyl (2). Single crystal X-ray crystallography and molecular modelling structures and calculations give information on molecular and electronic structure, while steady-state fluorescence experiments show high Ca2+-induced fluorescence enhancement factors of 122 and 23 and Kd values of 0.50 μM and 0.13 μM for 1 and 2, respectively. Notably, studies of the ultrafast photoinduced processes (through transient absorption spectroscopy) give access to electron transfer dynamics in pseudophysiological media as well as in a polar non-protic solvent and information about the fate of the excited molecules in the presence and absence of calcium. In water, electron transfer rates as high as 3.3 × 1012 s−1 and 8.3 × 1011 s−1 are measured for the ion-free, directly connected conjugate and the variant incorporating a phenyl spacer, respectively. This electron transfer pathway is efficiently blocked by the presence of an ion, restoring fluorescence.
dc.language.isoen
dc.publisherSpringer
dc.title.enDynamics of ion-regulated photoinduced electron transfer in BODIPY-BAPTA conjugates
dc.typeArticle de revue
dc.identifier.doi10.1039/C2PP25130B
dc.subject.halChimie/Chimie organique
dc.subject.halChimie/Chimie théorique et/ou physique
dc.description.sponsorshipEuropeCommunication between Functional Molecules using Photocontrolled Ions
bordeaux.journalPhotochemical & Photobiological Sciences
bordeaux.page1666-1674
bordeaux.volume11
bordeaux.issue11
bordeaux.peerReviewedoui
hal.identifierhal-00745446
hal.version1
hal.popularnon
hal.audienceInternationale
hal.origin.linkhttps://hal.archives-ouvertes.fr//hal-00745446v1
bordeaux.COinSctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Photochemical%20&%20Photobiological%20Sciences&rft.date=2012&rft.volume=11&rft.issue=11&rft.spage=1666-1674&rft.epage=1666-1674&rft.au=BATAT,%20Pinar&VIVES,%20Guillaume&BOFINGER,%20Robin&CHANG,%20Ren-Wei&KAUFFMANN,%20Brice&rft.genre=article


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