Organotin dyes bearing anionic boron clusters as cell-staining fluorescent probes

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dc.contributor.authorCabrera González, Justo Enrique
dc.date.accessioned2024-02-02T10:20:09Z
dc.date.available2024-02-02T10:20:09Z
dc.date.issued2018-01-16
dc.description.abstractWithin the cell nucleus, in the nucleoli, ribosomal RNAs are synthesized and participate in several biological processes. To better understand nucleoli-related processes, their visualization is often required, for which specific markers are needed. Herein, we report the design of novel fluorescent organotin compounds derived from 4-hydroxy-N′-((2-hydroxynaphthalen-1-yl)methylene)benzohydrazide and their cytoplasm and nucleoli staining of B16F10 cells in vitro. Tin compounds bearing an aliphatic carbon chain (-C12H25) and an electron-donating group (-OH) were prepared, and the latter could be derivatized to bear the boron cluster anions [B12H12]2− and [3,3′-Co(1,2-C2B9H11)2]− (COSAN). All of the conjugates have been fully characterized and their luminescence properties have been assessed. In general, they show good quantum yields in solution (24–49 %), those for the COSAN derivatives being lower. Remarkably, the linking of [B12H12]2− and COSAN to the complexes made them more soluble, without being detrimental to their luminescence properties. Living B16F10 cells were treated with all of the compounds to determine their fluorescence staining properties; the compounds bearing the aliphatic chain showed a reduced staining capacity due to the formation of aggregates. Notably, the complexes bearing different boron clusters showed different staining effects; those bearing [B12H12]2− showed extraordinary staining of the nucleoli and cytoplasm, whereas those bearing COSAN were only detected in the cytoplasm. The remarkable fluorescence staining properties shown by these organotin compounds make them excellent candidates for fluorescence bioimaging in vitro.
dc.description.departmentDepto. de Química en Ciencias Farmacéuticas
dc.description.facultyFac. de Farmacia
dc.description.refereedTRUE
dc.description.sponsorshipConsejo Nacional de Ciencia y Tecnología(España)
dc.description.sponsorshipMinisterio de Economía y Competitividad(España)
dc.description.sponsorshipGeneralitat de Catalunya
dc.description.sponsorshipRobert A. Welch Foundation
dc.description.statuspub
dc.identifier.doi10.1002/chem.201705804
dc.identifier.officialurlhttps://doi.org/10.1002/chem.201705804
dc.identifier.urihttps://hdl.handle.net/20.500.14352/98151
dc.journal.titleChemistry – A European Journal
dc.language.isoeng
dc.page.final5612
dc.page.initial5601
dc.publisherWiley-VCH
dc.relation.projectIDinfo:eu-repo/grantAgreement/240011
dc.relation.projectIDinfo:eu-repo/grantAgreement/MINECO/SEV-2015-0496
dc.relation.projectIDinfo:eu-repo/grantAgreement/2014/SGR/149
dc.relation.projectIDinfo:eu-repo/grantAgreement/Y-1289
dc.relation.projectIDinfo:eu-repo/grantAgreement/MINECO/CTQ2016-75150-R
dc.rights.accessRightsrestricted access
dc.subject.keywordBoron clusters
dc.subject.keywordconfocal microscopy
dc.subject.keywordfluorescence bioimaging
dc.subject.keywordnucleoli/cytoplasm staining
dc.subject.keywordorganotin
dc.subject.ucmQuímica
dc.subject.unesco23 Química
dc.titleOrganotin dyes bearing anionic boron clusters as cell-staining fluorescent probes
dc.typejournal article
dc.type.hasVersionAM
dc.volume.number24
dspace.entity.typePublication
relation.isAuthorOfPublication5fdca92d-6eb3-4245-bdfe-1bf73af9881b
relation.isAuthorOfPublication.latestForDiscovery5fdca92d-6eb3-4245-bdfe-1bf73af9881b
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