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Synthesis of d-desthiobiotin-AI-2 as a novel chemical probe for autoinducer-2 quorum sensing receptors

dc.contributor.authorMiranda, Vanessa
dc.contributor.authorTorcato, Inês M
dc.contributor.authorXavier, Karina B
dc.contributor.authorVentura, M Rita
dc.date.accessioned2020-03-18T15:46:04Z
dc.date.available2021-11-01T01:30:08Z
dc.date.issued2019-11
dc.description.abstractIn processes regulated by quorum sensing (QS) bacteria respond to the concentration of autoinducers in the environment to engage in group behaviours. Autoinducer-2 (AI-2) is unique as it can foster interspecies communication. Currently, two AI-2 receptors are known, LuxP and LsrB, but bacteria lacking these receptors can also respond to AI-2. In this work, we present an efficient and reproducible synthesis of a novel chemical probe, d-desthiobiotin-AI-2. This probe binds both LuxP and LsrB receptors from different species of bacteria. Thus, this probe is able to bind receptors that recognise the two known biologically active forms of AI-2, presenting the plasticity essential for the identification of novel unknown AI-2 receptors. Moreover, a protocol to pull down receptors bound to d-desthiobiotin-AI-2 with anti-biotin antibodies has also been established. Altogether, this work highlights the potential of conjugating chemical signals to biotinylated derivatives to identify and tag signal receptors involved in quorum sensing or other chemical signalling processes.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.doi10.1016/j.bioorg.2019.103200pt_PT
dc.identifier.urihttp://hdl.handle.net/10400.7/945
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherElsevierpt_PT
dc.relationFCTpt_PT
dc.relation.publisherversionhttps://www.sciencedirect.com/science/article/abs/pii/S0045206819310557pt_PT
dc.subjectAI-2pt_PT
dc.subjectAI-2 receptorspt_PT
dc.subjectChemical probept_PT
dc.subjectQuorum sensingpt_PT
dc.subjectBiotinpt_PT
dc.subjectDesthiobiotinpt_PT
dc.titleSynthesis of d-desthiobiotin-AI-2 as a novel chemical probe for autoinducer-2 quorum sensing receptorspt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.citation.startPage103200pt_PT
oaire.citation.titleBioorganic chemistrypt_PT
oaire.citation.volume92pt_PT
rcaap.embargofctJournal copyright policiespt_PT
rcaap.rightsopenAccesspt_PT
rcaap.typearticlept_PT

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