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A turn on ESIPT probe for rapid and ratiometric fluorogenic detection of homocysteine and cysteine in water with live cell-imaging
Authors:Shyamaprosad Goswami  Abhishek Manna  Sima Paul  Avijit K Das  Prasanta K Nandi  Anup Kumar Maity  Partha Saha
Institution:1. Bengal Engineering and Science University, Shibpur, Howrah 711103, India;2. Crystallography and Molecular Biology Division, Saha Institute of Nuclear Physics, Kolkata 700064, West Bengal, India
Abstract:5(Benzothiazol-2-yl)-4-hydroxyisophthalaldehyde (BHI), an intense ESIPT containing molecule in mixed media loses its properties due to resonance-assisted H-bond (RAHB) in absolute water. Due to resonance-assisted H-bond the o-aldehyde is more reactive than the other one. With addition of cysteine/homocysteine into this solution the o-aldehyde group gets transformed into thiazolidine/thiazine ring, respectively, and the phenolic proton becomes free enough for transfer to nitrogen of the benzothiazole ring in excited state, that is, the ESIPT of BHI is turned on. Thus we can detect cysteine/homocysteine in water as well as in live cells.
Keywords:Ratiometric sensor  Homocysteine and cysteine sensor  ESIPT  Cell-imaging  Resonance assisted hydrogen bond
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