Reaction-based fluorescent probes for selective imaging of hydrogen sulfide in living cells

Alexander R. Lippert; Elizabeth J. New; Christopher J. Chang

doi:10.1021/ja203661j

Reaction-based fluorescent probes for selective imaging of hydrogen sulfide in living cells

Alexander R. Lippert, Elizabeth J. New, Christopher J. Chang

Research output: Contribution to journal › Article › peer-review

732 Scopus citations

Abstract

Hydrogen sulfide (H ₂S) is emerging as an important mediator of human physiology and pathology but remains difficult to study, in large part because of the lack of methods for selective monitoring of this small signaling molecule in live biological specimens. We now report a pair of new reaction-based fluorescent probes for selective imaging of H ₂S in living cells that exploit the H ₂S-mediated reduction of azides to fluorescent amines. Sulfidefluor-1 (SF1) and Sulfidefluor-2 (SF2) respond to H ₂S by a turn-on fluorescence signal enhancement and display high selectivity for H ₂S over other biologically relevant reactive sulfur, oxygen, and nitrogen species. In addition, SF1 and SF2 can be used to detect H ₂S in both water and live cells, providing a potentially powerful approach for probing H ₂S chemistry in biological systems.

Original language	English (US)
Pages (from-to)	10078-10080
Number of pages	3
Journal	Journal of the American Chemical Society
Volume	133
Issue number	26
DOIs	https://doi.org/10.1021/ja203661j
State	Published - Jul 6 2011
Externally published	Yes

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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title = "Reaction-based fluorescent probes for selective imaging of hydrogen sulfide in living cells",

abstract = "Hydrogen sulfide (H 2S) is emerging as an important mediator of human physiology and pathology but remains difficult to study, in large part because of the lack of methods for selective monitoring of this small signaling molecule in live biological specimens. We now report a pair of new reaction-based fluorescent probes for selective imaging of H 2S in living cells that exploit the H 2S-mediated reduction of azides to fluorescent amines. Sulfidefluor-1 (SF1) and Sulfidefluor-2 (SF2) respond to H 2S by a turn-on fluorescence signal enhancement and display high selectivity for H 2S over other biologically relevant reactive sulfur, oxygen, and nitrogen species. In addition, SF1 and SF2 can be used to detect H 2S in both water and live cells, providing a potentially powerful approach for probing H 2S chemistry in biological systems.",

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AU - Lippert, Alexander R.

AU - New, Elizabeth J.

AU - Chang, Christopher J.

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N2 - Hydrogen sulfide (H 2S) is emerging as an important mediator of human physiology and pathology but remains difficult to study, in large part because of the lack of methods for selective monitoring of this small signaling molecule in live biological specimens. We now report a pair of new reaction-based fluorescent probes for selective imaging of H 2S in living cells that exploit the H 2S-mediated reduction of azides to fluorescent amines. Sulfidefluor-1 (SF1) and Sulfidefluor-2 (SF2) respond to H 2S by a turn-on fluorescence signal enhancement and display high selectivity for H 2S over other biologically relevant reactive sulfur, oxygen, and nitrogen species. In addition, SF1 and SF2 can be used to detect H 2S in both water and live cells, providing a potentially powerful approach for probing H 2S chemistry in biological systems.

AB - Hydrogen sulfide (H 2S) is emerging as an important mediator of human physiology and pathology but remains difficult to study, in large part because of the lack of methods for selective monitoring of this small signaling molecule in live biological specimens. We now report a pair of new reaction-based fluorescent probes for selective imaging of H 2S in living cells that exploit the H 2S-mediated reduction of azides to fluorescent amines. Sulfidefluor-1 (SF1) and Sulfidefluor-2 (SF2) respond to H 2S by a turn-on fluorescence signal enhancement and display high selectivity for H 2S over other biologically relevant reactive sulfur, oxygen, and nitrogen species. In addition, SF1 and SF2 can be used to detect H 2S in both water and live cells, providing a potentially powerful approach for probing H 2S chemistry in biological systems.

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Reaction-based fluorescent probes for selective imaging of hydrogen sulfide in living cells

Abstract

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