- A novel ratiometric fluorescent H2S probe based on tandem nucleophilic substitution/cyclization reaction and its bioimaging
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The third gasotransmitter hydrogen sulfide (H2S) plays a vital role to human health and diseases. A water-soluble ratiometric fluorescent probe (HS-1) for hydrogen sulfide (H2S) has been developed, which resulted in an increase of th
- Kang, Jin,Huo, Fangjun,Yin, Caixia
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- Fluorescent probe for detecting hydrogen sulfide based on disulfide nucleophilic substitution-addition
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In view of the importance of hydrogen sulfide (H2S) in the organism, a fast, noninvasive method for the detection of H2S in situ is needed. Fluorescent probes based on disulfide-bond nucleophilic substitution-addition can selectively detect H2S in vivo, which is very popular because it allows quick response for H2S, thus it will be a useful tool for monitoring H2S in the vivo. We developed a dicyanoisopentanone-based H2S fluorescent probe (EW-H) that used a disulfide group as a self-destructive linker reaction site. Under the nucleophilic substitution of H2S, the disulfide bond of EW-H was cleaved, and then nucleophilic addition took place intramolecularly to release the fluorophore (at 580 nm). The response to H2S, EW-H had high sensitivity (86 nM of the detection limit), large Stokes shift (155 nm) and a fast response time. More importantly, the probe was also applied for bioimaging in HepG2 cells, indicating its potential applications in biological organism.
- Huo, Fangjun,Wang, Junping,Wu, Qing,Yin, Caixia
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- Fluorescent probes based on nucleophilic substitution-cyclization for hydrogen sulfide detection and bioimaging
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The design, synthesis, properties, and cell imaging applications of a series of 2-pyridyl disulfide based fluorescent probes (WSP1, WSP2, WSP3, WSP4 and WSP5) for hydrogen sulfide detection are reported. The strategy is based on the dual-nucleophilicity of hydrogen sulfide. A hydrogen sulfide mediated tandem nucleophilic substitution-cyclization reaction is used to release the fluorophores and turn on the fluorescence. The probes showed high sensitivity and selectivity for hydrogen sulfide over other reactive sulfur species, including cysteine and glutathione. Copyright
- Peng, Bo,Chen, Wei,Liu, Chunrong,Rosser, Ethan W.,Pacheco, Armando,Zhao, Yu,Aguilar, Hector C.,Xian, Ming
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p. 1010 - 1016
(2014/02/14)
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- A highly selective fluorescent probe for fast detection of hydrogen sulfide in aqueous solution and living cells
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A new ratiometric fluorescence probe E1 based on an excited-state intramolecular proton transfer (ESIPT) mechanism for detection of hydrogen sulfide (H2S) is reported. E1 responds to H2S quickly and showed a 30-fold fluorescence enhancement in 2 minutes. Moreover, E1 can detect H2S quantitatively with a detection limit as low as 0.12 μM in aqueous solution. Its potential for biological applications was confirmed by employing it for fluorescence imaging of H2S in living cells.
- Xu, Zheng,Xu, Lin,Zhou, Ji,Xu, Yufang,Zhu, Weiping,Qian, Xuhong
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supporting information
p. 10871 - 10873,3
(2020/09/16)
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- Capture and visualization of hydrogen sulfide by a fluorescent probe
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Reaction-based sensing: A fluorescent probe for the detection of hydrogen sulfide was prepared and evaluated on the basis of H2S-mediated benzodithiolone formation. The probe showed good selectivity and sensitivity for hydrogen sulfide. Copyright
- Liu, Chunrong,Pan, Jia,Li, Sheng,Zhao, Yu,Wu, Lisa Y.,Berkman, Clifford E.,Whorton, A. Richard,Xian, Ming
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scheme or table
p. 10327 - 10329
(2011/12/03)
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