Highly selective fluorescent chemosensor with red shift for cysteine in buffer solution and its bioimage: symmetrical naphthalimide aldehyde

被引：87

作者：

Duan, Liping ^{[1
]}

Xu, Yufang ^{[1
]}

Qian, Xuhong ^{[1
]}

Wang, Fang ^{[1
]}

Liu, Jianwen ^{[1
]}

Cheng, Tanyu ^{[1
]}

机构：

[1] E China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 47期

基金：

国家高技术研究发展计划(863计划); 中国国家自然科学基金;

关键词：

D O I：

10.1016/j.tetlet.2008.09.021

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new fluorescent probe 1. N-butyl-4, 5-(p-aldehyde)phenyl-1,8-naphthalimide, was designed and synthesized for the determination of the cysteine (Cys). Upon addition of Cys, the emission of 1 was enhanced with about 25 nm red-shift in the emission maximum (from 455 to 480 nm), accompanied with the fluorescent color change from blue to cyan, which was attributed to the reaction of the aldehyde groups in 1 with cysteine to form very stable thiazolidines derivative. Compound 1 was highly selective for cysteine detection without the interference of other amino acids and can be used for bioimaging of Cys. (C) 2008 Published by Elsevier Ltd.

引用

页码：6624 / 6627

页数：4

共 42 条

[1] A specific HPLC-UV method for the determination of cysteine and related aminothiols in biological samples [J].

Amarnath, K ;

Amarnath, V ;

Amarnath, K ;

Valentine, HL ;

Valentine, WM .

TALANTA, 2003, 60 (06) :1229-1238

[2]

Anzenbacher P, 2000, J AM CHEM SOC, V122, P10268

[3] Definitive identification of cysteine and glutathione complexes of bismuth by mass spectrometry: assessing the biochemical fate of bismuth pharmaceutical agents [J].

Burford, N ;

Eelman, MD ;

Mahony, DE ;

Morash, M .

CHEMICAL COMMUNICATIONS, 2003, (01) :146-147

[4] Determination of different species of homocysteine in human plasma by high-performance liquid chromatography with ultraviolet detection [J].

Chwatko, G ;

Bald, E .

JOURNAL OF CHROMATOGRAPHY A, 2002, 949 (1-2) :141-151

[5] Determination of cysteine in human plasma by high-performance liquid chromatography and ultraviolet detection after pre-column derivatization with 2-chloro-1-methylpyridinium iodide [J].

Chwatko, G ;

Bald, E .

TALANTA, 2000, 52 (03) :509-515

[6]

COOPER AJL, 1982, J BIOL CHEM, V257, P816

[7]

Daskalakis I, 1996, BIOMED CHROMATOGR, V10, P205, DOI 10.1002/(SICI)1099-0801(199609)10:5<205::AID-BMC589>3.3.CO

[8]

2-G

[9] Electrochemical behavior Of L-cysteine and its detection at carbon nanotube electrode modified with platinum [J].

Fei, SD ;

Chen, JH ;

Yao, SZ ;

Deng, GH ;

He, DL ;

Kuang, YF .

ANALYTICAL BIOCHEMISTRY, 2005, 339 (01) :29-35

[10]

FOURNEAU JP, 1971, CR ACAD SCI C CHIM, V272, P1982

← 1 2 3 4 5 →