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A visible-near-infrared light-responsive host-guest pair with nanomolar affinity in water

2019-03Journal article Restricted access
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dc.contributor.authorFerreira, Pedro
dc.contributor.authorVentura, Barbara
dc.contributor.authorBarbieri, Andrea
dc.contributor.authorDa Silva, José Paulo
dc.contributor.authorLaia, Cesar A. T.
dc.contributor.authorJorge Parola, A.
dc.contributor.authorBasilie, Nuno
dc.date.accessioned2020-07-24T10:52:41Z
dc.date.available2020-07-24T10:52:41Z
dc.date.issued2019-03
dc.description.abstractThe discovery of stimuli-responsive high affinity host-guest pairs with potential applications under biologically relevant conditions is a challenging goal. This work reports a high-affinity 1:1 complex formed between cucurbit[8]uril and a water-soluble photochromic diarylethene derivative. It was found that, by confining the open isomer within the cavity of the receptor, a redshift in the absorption spectrum and an enhancement of the photocyclization quantum yield from phi=0.04 to phi=0.32 were induced. This improvement in the photochemical performance enables quantitative photocyclization with visible light that, together with the near-infrared light-induced ring-opening reaction and the 100-fold selectivity for the closed isomer, confirms this as an outstanding light-responsive affinity pair.
dc.description.sponsorshipLAQV-REQUIMTE - Portuguese FCT/MEC [UID/QUI/50006/2019]
dc.description.sponsorshipERDFEuropean Union (EU) [POCI-01-0145-FEDER-007265]
dc.description.sponsorshipFCT-Foundation for Science and TechnologyPortuguese Foundation for Science and Technology [UID/Multi/04326/2019]
dc.description.sponsorshipoperational program CRESC Algarve 2020
dc.description.sponsorshipoperational program COMPETE 2020 [EMBRC.PT ALG-01-0145-FEDER-022121]
dc.description.sponsorshipFCT/MEC [RECI/BBB-BQB/0230/2012, PTDC/QUI-COL/32351/2017, PTDC/QUI-QFI/30951/2017, SFRH/BPD/84805/2012]
dc.description.sponsorshipINFUSION project under H2020-MSCA-RISE-2016 [734834]
dc.description.sponsorshipItalian CNR (project PHEEL)
dc.description.sponsorshipItalian CNR (project N-CHEM)
dc.description.versioninfo:eu-repo/semantics/publishedVersion
dc.identifier.doi10.1002/chem.201806105
dc.identifier.issn0947-6539
dc.identifier.issn1521-3765
dc.identifier.urihttp://hdl.handle.net/10400.1/14392
dc.language.isoeng
dc.peerreviewedyes
dc.publisherWiley-V C H Verlag Gmbh
dc.relationNMR Net - National Facility for Nuclear Magnetic Resonance: from Molecular Structure and Dynamics to Protein Function, Cell Physiology, and Metabolomics
dc.subjectSupramolecular latching system
dc.subjectBinding pairs
dc.subjectDiarylethene
dc.subjectRecognition
dc.subjectChemistry
dc.subjectPhotochromism
dc.subjectInhibition
dc.subjectComplexes
dc.subjectRelease
dc.titleA visible-near-infrared light-responsive host-guest pair with nanomolar affinity in water
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleNMR Net - National Facility for Nuclear Magnetic Resonance: from Molecular Structure and Dynamics to Protein Function, Cell Physiology, and Metabolomics
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/RECI%2FBBB-BQB%2F0230%2F2012/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/SFRH/SFRH%2FBPD%2F84805%2F2012/PT
oaire.citation.endPage3482
oaire.citation.issue14
oaire.citation.startPage3477
oaire.citation.titleChemistry - A European Journal
oaire.citation.volume25
oaire.fundingStream3599-PPCDT
oaire.fundingStreamSFRH
person.familyNameSilva
person.givenNameJosé Paulo da
person.identifier.ciencia-id3413-C4F4-73F7
person.identifier.orcid0000-0002-6458-7328
person.identifier.ridA-4606-2008
person.identifier.scopus-author-id7201733236
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsrestrictedAccess
rcaap.typearticle
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relation.isAuthorOfPublication.latestForDiscoverye2004fa2-a47d-44b0-b11c-fc95fe51cbf9
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relation.isProjectOfPublication26fc2f5d-7724-4573-b724-1c9ed4048a63
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