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Red turn-on fluorescent phenazine-cyanine chemodosimeters for cyanide anion in aqueous solution and its application for cell imaging
KTH, Skolan för bioteknologi (BIO), Teoretisk kemi och biologi.ORCID-id: 0000-0001-6508-8355
Vise andre og tillknytning
2014 (engelsk)Inngår i: Sensors and actuators. B, Chemical, ISSN 0925-4005, E-ISSN 1873-3077, Vol. 203, s. 833-847Artikkel i tidsskrift (Fagfellevurdert) Published
Abstract [en]

Two chemodosimeters PDMI and PMI for cyanide detection were designed and synthesized based onphenazinecyanine dyes with N-methyl indolium group as receptor unit. According to the specific reactivity of indolium C-N+ bond against cyanide anion, both of them featured high sensitivity with detectionlimit of 1.4 mu M and 200 nM, respectively, and high selectivity against other anions. The quenching effecton phenazine-cyanine fluorophore by strong intramolecular charge transfer (ICT) from phenazine donorto indolium receptor made both PDMI and PMI non-emissive at the original state. After addition ofcyanide, the ICT effect decreased and vanished leading to dramatic " off-on" fluorescence enhancement. PDMI which proceeded bilateral electrophilic reaction toward cyanide anion provided an emission signal at 580 nm in HEPES buffer with naked-eye detectable color change. Probe PMI utilized an unreactiveformyl group instead of one reactive N-methyl indolium group as the electron-withdrawing component. Due to the unilateral recognition process for cyanide the ICT orientation of PMI was redirectedthus exhibited fluorescence enhancement with maximum emission at 630 nm. Meanwhile, PMI wasapplied for monitoring intracellular cyanide in Hela cells and proved to achieve "off-on" fluorescentsignal confirmed by confocal laser scanning microscopic imaging.

sted, utgiver, år, opplag, sider
2014. Vol. 203, s. 833-847
Emneord [en]
Fluorescent chemodosimeter, Cyanide, Phenazine-cyanine, Cell imaging, Near-infrareda
HSV kategori
Identifikatorer
URN: urn:nbn:se:kth:diva-153837DOI: 10.1016/j.snb.2014.07.045ISI: 000341455400110Scopus ID: 2-s2.0-84905394071OAI: oai:DiVA.org:kth-153837DiVA, id: diva2:755176
Merknad

QC 20141014

Tilgjengelig fra: 2014-10-14 Laget: 2014-10-09 Sist oppdatert: 2017-12-05bibliografisk kontrollert

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