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Tunable fluorescent sensing of cysteine and homocysteine by intramolecular charge transfer
Authors:Yiting Wang  Sujuan Wang  Bo Yang  Xinwu Ba
Institution:1. College of Chemistry and Environment Science , Hebei University , Baoding, 071002, P.R. China;2. Laboratory of Chemical Biology, Department of Chemistry , Hebei University , Baoding, 071002, P.R. China
Abstract:An amphiphilic oligo p-phenylene derivative (DCHO) bearing electron-donating group (–NH(CH2)2OH) and electron-withdrawing group (–CHO) has been synthesised and characterised. The sensing characteristics of this probe (DCHO) for cysteine (Cys) and homocysteine (Hcy) are studied in a mixture solution of DMSO–HEPES by UV–vis and fluorescence spectra. 1H NMR, MALDI-TOF and UV–vis titration experiments proved that thiazolidine and thiazinane derivatives were formed. The highly Cys/Hcy-selective fluorescence hypsochromic shift (>110 nm) can be observed due to the switching of intramolecular charge transfer, leading to potential fabrication of ratiometric fluorescent detection of Cys/Hcy.
Keywords:fluorescence sensor  amino acid  molecular recognition
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