A boronic acid based intramolecular charge transfer probe for colorimetric detection of hydrogen peroxide |
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Affiliation: | 1. Laboratory of Modern Preparation of TCM, Ministry of Education, Jiangxi University of Traditional Chinese Medicine, Nanchang 330004, China;2. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, China;3. National-Local Joint Engineering Research Center for Drug-Research, Development of Neurodegenerative Disease, Academy of Integrative Medicine, College of Pharmacy, Dalian Medical University, Dalian 116044, China;1. Clinical Molecular Immunology Center, School of Medicine, Yangtze University, Jingzhou, China, Jingzhou, Hubei 434023, PR China;2. Department of Laboratory Medicine, School of Medicine, Yangtze University, Jingzhou, Hubei 434023, PR China;3. College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan 430079, PR China |
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Abstract: | Many oxidative stress related diseases and adverse health conditions have been associated with the negative effects of hydrogen peroxide and other similar reactive oxygen species in human body. Therefore, increasing attention has been attracted to the detection and monitoring of hydrogen peroxide in living organisms and food items. In this work, a simple, inexpensive colorimetric method for the quantitative determination of hydrogen peroxide in aqueous sample is described. This method utilizes the de-protection of aryl boronic acid to yield a strongly colored water-soluble dye, which is capable of absorbing and emitting in the red region of the spectrum. The mechanism is faster in alkaline condition and utilizes the intramolecular charge transfer between strong phenolate donor and TCF acceptor, thus allowing a naked eye detection of hydrogen peroxide within seconds. The method is unaffected by the presence of various salts, metal ions, and other interfering species, and it can provide a limit of detection as low as ~1 ppm in aqueous samples. This unique way of generating a fluorogenic donor-acceptor pair holds a potential of this dye and other related derivatives for understanding the role of hydrogen peroxide in physiology and pathology. |
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Keywords: | Donor-acceptor fluorophore Intramolecular charge transfer Reactive oxygen species Reaction kinetics |
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