Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 20, Pages 9481-9489Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo5014838
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Funding
- National Natural Science Foundation of China [21272224]
- Science Foundation of Anhui Province [128085MB19]
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Hydrogen sulfide (H2S) is an important signaling molecule with diverse biological roles. Various fluorescent probes for H2S with biological application have been developed. However, two-photon ratiometric imaging of mitochondrial H2S is scarce. In this paper, we report two ratiometric two-photon probes, AcHS-1 and AcHS-2, which employ 4-amino-1,8-naphthalimide as the fluorophore and 4azidobenzyl carbamate as the H2S response site. These probes exhibit high selectivity toward H2S over biothiols and other reactive species, low detection limits of 50-85 nM, low cytotoxicity, and high stability under physiological conditions. Furthermore, through cell imaging with one-photon and two-photon microscopy, MCF-7 cells incubated with two probes show a from marked change in emission color blue to green in response to I-Ie. Cell images es costraining with a mitochondria] dye reveal that AcHS-2 is a mitochondria-specific two-photon probe for H2S. These results show that AcHS-2 may find useful applications in biological research such as tracking mitochondria] H2S in living biological specimens.
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