Nanomolar Detection of Hypochlorite by a Rhodamine-Based Chiral Hydrazide in Absolute Aqueous Media: Application in Tap Water Analysis with Live-Cell Imaging

By employing the oxidation property of hypochlorite (OCl–), a novel rhodamine-based hydrazide of the chiral acid ((S)-(−)-2-pyrrolidone-5-carboxylic acid) (RHHP) was designed and synthesized for detection of OCl– absolutely in aqueous medium at nanomolar level. The structure of the chiral sensor was...

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Bibliographic Details
Published in:Analytical chemistry (Washington) 2014-07, Vol.86 (13), p.6315-6322
Main Authors: Goswami, Shyamaprosad, Das, Avijit Kumar, Manna, Abhishek, Maity, Anup Kumar, Saha, Partha, Quah, Ching Kheng, Fun, Hoong-Kun, Abdel-Aziz, Hatem A
Format: Article
Language:English
Subjects:
Analytical chemistry
Biochemistry
Crystallography
Crystallography, X-Ray
Cytoplasm - chemistry
Cytoplasm - ultrastructure
Drinking water
Drinking Water - analysis
Fluorescent Dyes - chemistry
HeLa Cells
Humans
Hydrazides
Hydrazines - chemistry
Hydrolysis
Hypochlorous Acid - analysis
Limit of Detection
Media
Microscopy, Fluorescence
Models, Molecular
Nanostructure
Optical Imaging
Oxidation
Oxidation-Reduction
Platforms
Pyrrolidinones - chemistry
Receptors
Rhodamines - chemistry
Sensors
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Summary:By employing the oxidation property of hypochlorite (OCl–), a novel rhodamine-based hydrazide of the chiral acid ((S)-(−)-2-pyrrolidone-5-carboxylic acid) (RHHP) was designed and synthesized for detection of OCl– absolutely in aqueous medium at nanomolar level. The structure of the chiral sensor was also proved by the X-ray crystallography. The bioactivity and the application of the probe for detection of OCl– in natural water system have been demonstrated. A plausible mechanism for oxidation of the sensor followed by hydrolysis is also proposed. The sensibility of the receptor toward OCl– was studied in absolute aqueous media, and the detection limit of hypochlorite-mediated oxidation to the receptor in nanomolar level makes this platform (RHHP) an ultrasensitive and unique system for OCl– oxidation.
ISSN:0003-2700
1520-6882
DOI:10.1021/ac500418k