4.7 Article

A selective fluorescence probe for H2S from biothiols with a significant regioselective turn-on response and its application for H2S detection in living cells and in living Caenorhabditis elegans

Journal

SENSORS AND ACTUATORS B-CHEMICAL
Volume 276, Issue -, Pages 456-465

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.snb.2018.08.138

Keywords

Fluorescence probe; Regioselective; Curcumin; H2S; Imaging

Funding

  1. Jiangsu Planned Projects for Postdoctoral Research Funds [1701127B]
  2. Fundamental Research Funds for the Central Universities [020814380061]
  3. National Natural Science Foundation of China [81671390]
  4. State Key Laboratory of Pharmaceutical Biotechnology of Nanjing University [02ZZYJ-201302]

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A selective probe with a significant regioselective turn-on response, CP-1, has been developed for detection of H2S from biothiols. CP-1 features superb selectivity to H2S, a wide pH range and low cytotoxicity. CP-1 has over 10000-fold selectivity for H2S from biothiols such as GSH. With the actual detected concentration low to 50 nM, CP-1 could provide a set of sectionalized linear standard curves to cover a 0 to 275 mu M detecting range accurately. NMR and HRMS spectra confirmed that the detection process was a regioselective reaction. Furthermore, mono-protected compound FL-1 has been synthesized and tested for Na2S and biothiols. All test results demonstrate that the detection can only occur in one side of CP-1. With high sensitivity and selectivity, CP-1 could be further used in rat urine samples system. Moreover, CP-1 has been applied in the imaging of exogenous and endogenous H2S in living cells and in living Caenorhabditis elegans.

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