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A benzimidazole-based chemodosimeter for the fluorometric detection of Zn and Cu via 1,5 proton shifts and C–N bond cleavage

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Title A benzimidazole-based chemodosimeter for the
fluorometric detection of Zn and Cu via 1,5 proton
shifts and C–N bond cleavage
 
Creator Basu Roy, Sohini
Prodhan, Chandraday
Chaudhuri, Keya
Rajak, Kajal Krishna
 
Subject Molecular & Human Genetics
 
Description Here, we report the design and synthesis of the fluorescent probe APBHN, which was derived from 2-
(1H-benzo[d]imidazol-2-yl)benzenamine and is capable of detecting intracellular Zn and Cu ions in the
micromolar range. Single-crystal X-ray analysis revealed that the structure of the ligand comprises a fused
cyclic system with a pendent naphthol moiety. With the addition of Zn and Cu ions the inherent fluorescence
behaviour of the ligand APBHN is perturbed via a chemodosimetric change that involves a 1,5
proton shift followed by C–N bond cleavage. Upon detailed analysis, it was found that the ligand forms
1 : 1 and 1 : 2 (metal to ligand) complexes with the corresponding metal ions. The detection limits of Zn2+
and Cu2+ were 5.59 μM and 0.148 μM, respectively, with APBHN, which are lower than the WHO guidelines
(76 μM for Zn2+ and 31.5 μM for Cu2+) for drinking water. Moreover, APBHN could be used as a practical,
visible colorimetric test kit for both Zn2+ and Cu2+. APBHN can efficiently detect Zn2+ and Cu2+ in
liver carcinoma cells with insignificant cytotoxicity
 
Date 2017-07
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/2714/1/Photochemical_%26_Photobiological_Sciences.pdf
Basu Roy, Sohini and Prodhan, Chandraday and Chaudhuri, Keya and Rajak, Kajal Krishna (2017) A benzimidazole-based chemodosimeter for the fluorometric detection of Zn and Cu via 1,5 proton shifts and C–N bond cleavage. Photochemical & Photobiological Sciences, 16 (7). pp. 1103-1116.
 
Relation http://dx.doi.org/10.1039/c7pp00059f
http://www.eprints.iicb.res.in/2714/