Hunan Province Cooperative Innovation Center for The Construction & Development of Dongting Lake Ecological Economic Zone, College of Chemistry and Materials Engineering, Hunan University of Arts and Science, Changde, 415000, PR China; Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education), College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, PR China; Key Laboratory of Preparation and Application of Environmentally Friendly Materials (Jilin Normal University), Ministry of Education, Changchun 130103, PR China.
Hunan Province Cooperative Innovation Center for The Construction & Development of Dongting Lake Ecological Economic Zone, College of Chemistry and Materials Engineering, Hunan University of Arts and Science, Changde, 415000, PR China.
Spectrochim Acta A Mol Biomol Spectrosc. 2017 Oct 5;185:371-375. doi: 10.1016/j.saa.2017.05.041. Epub 2017 May 25.
A new turn-on phthalimide fluorescent probe has designed and synthesized for sensing cysteine (Cys) based on excited state intramolecular proton transfer (ESIPT) process. It is consisted of a 3-hydroxyphthalimide derivative moiety as the fluorophore and an acrylic ester group as a recognition receptor. The acrylic ester acts as an ESIPT blocking agent. Upon addition of cystein, intermolecular nucleophilic attack of cysteine on acrylic ester releases the fluorescent 3-hydroxyphthalimide derivative, thereby enabling the ESIPT process and leading to enhancement of fluorescence. The probe displays high sensitivity, excellent selectivity and with large Stokes shift toward cysteine. The linear interval range of the fluorescence titration ranged from 0 to 1.0×10M and detection limit is low (6×10M). In addition, the probe could be used for bio-imaging in living cells.
一种新的基于激发态分子内质子转移（ESIPT）过程的硫醇（Cys）荧光探针被设计和合成。它由 3-羟基邻苯二甲酰亚胺衍生物作为荧光团和丙烯酯基团作为识别受体组成。丙烯酯基团作为 ESIPT 阻断剂。当加入半胱氨酸时，半胱氨酸对丙烯酯的分子间亲核攻击释放出荧光 3-羟基邻苯二甲酰亚胺衍生物，从而使 ESIPT 过程得以进行，并导致荧光增强。该探针对半胱氨酸具有高灵敏度、优异的选择性和大的斯托克斯位移。荧光滴定的线性区间范围从 0 到 1.0×10^-6 M，检测限低（6×10^-7 M）。此外，该探针可用于活细胞中的生物成像。
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