Chemiluminescent probes for imaging H2S in living animals

J. Cao, R. Lopez, J. M. Thacker, J. Y. Moon, C. Jiang, S. N S Morris, J. H. Bauer, P. Tao, R. P. Mason, A. R. Lippert

Research output: Contribution to journalArticle

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Abstract

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.

Original languageEnglish (US)
Pages (from-to)1979-1985
Number of pages7
JournalChemical Science
Volume6
Issue number3
DOIs
StatePublished - Mar 1 2015

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Animals
Imaging techniques
Hydrogen Sulfide
Light emission
CCD cameras
Phenol
Sulfur
Nitrogen
Cells
Health
Oxygen
1,2-dioxetane

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Cao, J., Lopez, R., Thacker, J. M., Moon, J. Y., Jiang, C., Morris, S. N. S., ... Lippert, A. R. (2015). Chemiluminescent probes for imaging H2S in living animals. Chemical Science, 6(3), 1979-1985. https://doi.org/10.1039/c4sc03516j

Chemiluminescent probes for imaging H2S in living animals. / Cao, J.; Lopez, R.; Thacker, J. M.; Moon, J. Y.; Jiang, C.; Morris, S. N S; Bauer, J. H.; Tao, P.; Mason, R. P.; Lippert, A. R.

In: Chemical Science, Vol. 6, No. 3, 01.03.2015, p. 1979-1985.

Research output: Contribution to journalArticle

Cao, J, Lopez, R, Thacker, JM, Moon, JY, Jiang, C, Morris, SNS, Bauer, JH, Tao, P, Mason, RP & Lippert, AR 2015, 'Chemiluminescent probes for imaging H2S in living animals', Chemical Science, vol. 6, no. 3, pp. 1979-1985. https://doi.org/10.1039/c4sc03516j
Cao J, Lopez R, Thacker JM, Moon JY, Jiang C, Morris SNS et al. Chemiluminescent probes for imaging H2S in living animals. Chemical Science. 2015 Mar 1;6(3):1979-1985. https://doi.org/10.1039/c4sc03516j
Cao, J. ; Lopez, R. ; Thacker, J. M. ; Moon, J. Y. ; Jiang, C. ; Morris, S. N S ; Bauer, J. H. ; Tao, P. ; Mason, R. P. ; Lippert, A. R. / Chemiluminescent probes for imaging H2S in living animals. In: Chemical Science. 2015 ; Vol. 6, No. 3. pp. 1979-1985.
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