A new simple phthalimide-based fluorescent probe for highly selective cysteine and bioimaging for living cells

被引:19
作者
Shen, Youming [1 ,2 ,3 ]
Zhang, Xiangyang [1 ]
Zhang, Youyu [2 ]
Zhang, Chunxiang [1 ]
Jin, Junling [1 ]
Li, Haitao [2 ]
机构
[1] Hunan Univ Arts & Sci, Coll Chem & Mat Engn, Hunan Prov Cooperat Innovat Ctr Construct & Dev D, Changde 415000, Peoples R China
[2] Hunan Normal Univ, Coll Chem & Chem Engn, Minist Educ, Key Lab Chem Biol & Tradit Chinese Med Res, Changsha 410081, Hunan, Peoples R China
[3] Jilin Normal Univ, Minist Educ, Key Lab Preparat & Applicat Environmentally Frien, Changchun 130103, Peoples R China
基金
中国国家自然科学基金;
关键词
Cysteine; Fluorescent sensor; Phthaihnide derivative; ESIPT; TURN-ON PROBE; PERFORMANCE LIQUID-CHROMATOGRAPHY; LARGE STOKES SHIFT; COLORIMETRIC CHEMOSENSORS; RATIOMETRIC DETECTION; BIOLOGICAL THIOLS; RECENT PROGRESS; IN-VIVO; HOMOCYSTEINE; GLUTATHIONE;
D O I
10.1016/j.saa.2017.05.041
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
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 x 10(-5) M and detection limit is low (6 x 10(-8) M), In addition, the probe could be used for bio-imaging in living cells. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:371 / 375
页数:5
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