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Functionalized Ruthenium Complexes: Selective “Turn-on” Detection of Biologically Relevant Anionic Species

hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
dc.contributor.authorBERNI, Emanuela
hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
dc.contributor.authorLE HENAFF, Laurent
hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
dc.contributor.authorJARRIGE, Lucie
hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
dc.contributor.authorGIRARD, Emeline
hal.structure.identifierLaboratoire Ondes et Matière d'Aquitaine [LOMA]
dc.contributor.authorJONUSAUSKAS, Gediminas
hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
dc.contributor.authorGOSSE, Isabelle
hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
dc.contributor.authorPINET, Sandra
dc.date.created2017-04-27
dc.date.issued2017
dc.identifier.issn1434-193X
dc.description.abstractEnTo study the effect of the structure of 3,3′-modified bipyridyl ruthenium complexes on their ability to recognize organic anions, various ruthenium complexes have been prepared. The binding functions and large-sized modified bipyridyl ligand turned out to be essential for selectivity in acetonitrile. The selectivity for dicarboxylates or phosphates can be switched by using guanidinium- or ammonium-functionalized probes. One of these probes turned out to be selective towards glutamate over aspartate and γ-aminobutyric acid (GABA). Another was selective towards adenosine 5′-triphosphate (ATP) over adenosine 5′-diphosphate (ADP), pyrophosphate (PPi), adenosine 5′-monophosphate (AMP), and orthophosphate (Pi). In both cases, the binding was attributed to coulombic interactions and hydrogen bonding. π-stacking interactions also occurred with nucleotides. Replacing ammonium by zinc-dipicolylamine units made possible the recognition of phosphorylated species in buffered aqueous systems. To our delight, this probe showed selectivity for ADP over ATP and we proved that the selectivity was partly due to substitution at the 3- and 3′-positions of the ligand.
dc.language.isoen
dc.publisherWiley-VCH Verlag
dc.rights.urihttp://creativecommons.org/licenses/by-sa/
dc.subject.enMolecular recognition
dc.subject.enLuminescence
dc.subject.enRuthenium
dc.subject.enGlutamate
dc.subject.enNucleotides
dc.title.enFunctionalized Ruthenium Complexes: Selective “Turn-on” Detection of Biologically Relevant Anionic Species
dc.typeArticle de revue
dc.identifier.doi10.1002/ejoc.201700586
dc.subject.halChimie/Chimie de coordination
bordeaux.journalEuropean Journal of Organic Chemistry
bordeaux.page3620-3630
bordeaux.volume2017
bordeaux.issue25
bordeaux.peerReviewedoui
hal.identifierhal-01569750
hal.version1
hal.popularnon
hal.audienceInternationale
hal.origin.linkhttps://hal.archives-ouvertes.fr//hal-01569750v1
bordeaux.COinSctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=European%20Journal%20of%20Organic%20Chemistry&rft.date=2017&rft.volume=2017&rft.issue=25&rft.spage=3620-3630&rft.epage=3620-3630&rft.eissn=1434-193X&rft.issn=1434-193X&rft.au=BERNI,%20Emanuela&LE%20HENAFF,%20Laurent&JARRIGE,%20Lucie&GIRARD,%20Emeline&JONUSAUSKAS,%20Gediminas&rft.genre=article


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