An ICT-Based approach to ratiometric fluorescence imaging of hydrogen peroxide produced in living cells

被引：503

作者：

Srikun, Duangkhae ^{[1
]}

Miller, Evan W. ^{[1
]}

Dornaille, Dylan W. ^{[1
]}

Chang, Christopher J. ^{[1
]}

机构：

[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 14期

关键词：

D O I：

10.1021/ja711480f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We present the synthesis, properties, and biological applications of Peroxy Lucifer 1 (PL1), a new fluorescent probe for imaging hydrogen peroxide produced in living cells by a ratiometric response. PL1 utilizes a chemoselective boronate-based switch to detect hydrogen peroxide by modulation of internal charge transfer (ICT) within a 1,8-naphthalimide dye. PL1 features high selectivity for hydrogen peroxide over similar reactive oxygen species, including superoxide, and nitric oxide, and a 65 nm shift in emission from blue-colored fluorescence to green-colored fluorescence upon reaction with peroxide. Two-photon confocal microscopy experiments in live macrophages show that PL1 can ratiometrically visualize localized hydrogen peroxide bursts generated in living cells at immune response levels.

引用

页码：4596 / +

页数：3

共 24 条

[1] THE SUPEROXIDE-FORMING ENZYMATIC SYSTEM OF PHAGOCYTES [J].

BELLAVITE, P .

FREE RADICAL BIOLOGY AND MEDICINE, 1988, 4 (04) :225-261

[2] Genetically encoded fluorescent indicator for intracellular hydrogen peroxide [J].

Belousov, VV ;

Fradkov, AF ;

Lukyanov, KA ;

Staroverov, DB ;

Shakhbazov, KS ;

Terskikh, AV ;

Lukyanov, S .

NATURE METHODS, 2006, 3 (04) :281-286

[3] A selective, cell-permeable optical probe for hydrogen peroxide in living cells [J].

Chang, MCY ;

Pralle, A ;

Isacoff, EY ;

Chang, CJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (47) :15392-15393

[4] Oxidants, oxidative stress and the biology of ageing [J].

Finkel, T ;

Holbrook, NJ .

NATURE, 2000, 408 (6809) :239-247

[5]

Giorgio M, 2007, NAT REV MOL CELL BIO, V8, p722A

[6] A novel fluorescence ratiometric pH sensor based on covalently immobilized piperazinyl-1,8-napthalimide and benzothioxanthene [J].

Li, ZZ ;

Niu, CG ;

Zeng, GM ;

Liu, YG ;

Gao, PF ;

Huang, GH ;

Mao, YA .

SENSORS AND ACTUATORS B-CHEMICAL, 2006, 114 (01) :308-315

[7] A selective fluorescent ratiometric chemodosimeter for mercury ion [J].

Liu, B ;

Tian, H .

CHEMICAL COMMUNICATIONS, 2005, (25) :3156-3158

[8] Development of highly selective and sensitive probes for hydrogen peroxide [J].

Lo, LC ;

Chu, CY .

CHEMICAL COMMUNICATIONS, 2003, (21) :2728-2729

[9] Fluorescent probes for hydrogen peroxide based on a non-oxidative mechanism [J].

Maeda, H ;

Futkuyasu, Y ;

Yoshida, S ;

Fukuda, M ;

Saeki, K ;

Matsuno, H ;

Yamauchi, Y ;

Yoshida, K ;

Hirata, K ;

Miyamoto, K .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (18) :2389-2391

[10] Molecular imaging of hydrogen peroxide produced for cell signaling [J].

Miller, Evan W. ;

Tulyanthan, Orapim ;

Isacoff, Ehud Y. ;

Chang, Christopher J. .

NATURE CHEMICAL BIOLOGY, 2007, 3 (05) :263-267

← 1 2 3 →