Discrimination of biothiols in different media with NBD-F as the probe

作     者：Lun Song Li-Min Ma Qian Sun Wei-Bing Zhang Min-Bo Lan Jun-Hong Qian 

作者机构：Shanghai Key Laboratory of Functional Materials ChemistrySchool of Chemistry and Molecular EngineeringEast China University of Science and Technology Shanghai Key Laboratory of Chemical BiologySchool of PharmacyEast China University of Science and Technology 

出 版 物：《Chinese Chemical Letters》 (中国化学快报（英文版）)

年 卷 期：2016年第27卷第3期

页      面：330-334页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070302[理学-分析化学] 0703[理学-化学] 

基　　金：financially supported by Shanghai Municipal Natural Science Foundation(No.15ZR1409000) the open fund of Shanghai Key Laboratory of Chemical Biology(No.SKLCB-2013-03) 

主　　题：NBD F Biothiols Surfactant micelles Fluorescent probe 

摘      要：4-Fluoro-7-nitrobenzo-2-oxa-1,3-diazole（NBD-F） was employed as a colorimetric probe for differential detection of biothiols in different media. The spectral response and the selectivity of NBD-F toward thiols were significantly improved by surfactant micelles. Mercapto group exhibited high reactivity in all the solvents（including Tris–HCl buffer solution, CTAB and SDS micelles）. The 4-thioether derivatives of NBDF reacting with Cys and Hcy but not GSH could transfer to the corresponding 4-amino-substituents via intramolecular nucleophilic aromatic substitution, thus, GSH could be discriminated from Cys/Hcy. In CTAB micelles, the reaction product of NBD-F with Cys is non-fluorescent and it absorbs in longwavelength region. According to the spectral responses of NBD-F toward different low-molecularweight thiols, we could identify Cys, Hcy and GSH from each other.