Chemiluminescent probes for imaging H2S in living animals

被引：127

作者：

Cao, J. ^{[1
,2
]}

Lopez, R. ^{[3
]}

Thacker, J. M. ^{[1
]}

Moon, J. Y. ^{[1
]}

Jiang, C. ^{[4
]}

Morris, S. N. S. ^{[5
]}

Bauer, J. H. ^{[2
,5
]}

Tao, P. ^{[1
,2
]}

Mason, R. P. ^{[3
]}

Lippert, A. R. ^{[1
,2
]}

机构：

[1] So Methodist Univ, Dept Chem, Dallas, TX 75275 USA

[2] So Methodist Univ, Ctr Drug Discovery Design & Delivery CD4, Dallas, TX 75275 USA

[3] Univ Texas SW Med Ctr Dallas, Dept Radiol, Preclin Imaging Sect, Lab Prognost Radiol, Dallas, TX 75390 USA

[4] Hockaday Sch, Dallas, TX 75229 USA

[5] So Methodist Univ, Dept Biol Sci, Dallas, TX 75275 USA

来源：

CHEMICAL SCIENCE | 2015年 / 6卷 / 03期

关键词：

CYSTATHIONINE-BETA-SYNTHASE; 2-PHOTON FLUORESCENT-PROBE; HYDROGEN-SULFIDE; OXIDATIVE STRESS; EMISSION; OVERPRODUCTION; 1,2-DIOXETANES; LUMINESCENCE; CHEMISTRY; MECHANISM;

D O I：

10.1039/c4sc03516j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Hydrogen sulphide (H2S) is an endogenous mediator of human health and disease, but precise measurement in living cells and animals remains a considerable challenge. We report the total chemical synthesis and characterization of three 1,2-dioxetane chemiluminescent reaction-based H2S probes, CHS-1, CHS-2, and CHS-3. Upon treatment with H2S at physiological pH, these probes display instantaneous light emission that is sustained for over an hour with high selectivity against other reactive sulphur, oxygen, and nitrogen species. Analysis of the phenol/phenolate equilibrium and atomic charges has provided a generally applicable predictive model to design improved chemiluminescent probes. The utility of these chemiluminescent reagents was demonstrated by applying CHS-3 to detect cellularly generated H2S using a multi-well plate reader and to image H2S in living mice using CCD camera technology.

引用

页码：1979 / 1985

页数：7

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