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Chemiluminescent Probes for Imaging H₂S in Living Animals.

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.

SUBMITTER: Cao J

PROVIDER: S-EPMC4335805 | biostudies-literature | 2015 Mar

REPOSITORIES: biostudies-literature

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Chemiluminescent Probes for Imaging H2S in Living Animals.

Cao J J Lopez R R Thacker J M JM Moon J Y JY Jiang C C Morris S N S SN Bauer J H JH Tao P P Mason R P RP Lippert A R AR

Chemical science 20150301 3

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 h ...[more]

PMID: 25709805

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