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One- and Two-Photon-Activated Cysteine Persulfide Donors for Biological Targeting

Publication Type : Journal Article

Publisher : ACS Publications

Source : J. Org. Chem

Url :

Campus : Amritapuri

School : School of Physical Sciences

Department : Chemistry

Year : 2019

Abstract : Persulfides have been considered as potential signaling compounds similar to the H2S in “S-persulfidation”, a sulfur-mediated redox cycle. The research of this sulfur-mediated species is hindered because of the lack of efficient persulfide donors. In this current study, we have developed one- and two-photon-activated persulfide donors based on an o-nitrobenzyl (ONB) phototrigger, which releases the biologically active persulfide (N-acetyl l-cysteine persulfide, NAC-SSH) in a spatiotemporal manner. Next, we have demonstrated the detection of persulfide release both qualitatively and quantitatively using the well-known “turn on” fluorescence probe, that is, monobromobimane, and the trapping agent, that is, 2,4-dinitrofluorobenzene, respectively. Furthermore, we examined the cytotoxicity of synthesized persulfide donors on HeLa cells and the cytoprotective ability in the highly oxidizing cellular environment.

Cite this Research Publication : Amrita Chaudhuri, Yarra Venkatesh, Joyjyoti Das, Moumita Gangopadhyay, Tapas K. Maiti and N. D. Pradeep Singh. One- and Two-Photon Activated Cysteine Persulfide Donors for Biological Targeting. J. Org. Chem. 2019, 84(18), 11441-11449. [DoI: 10.1021/acs.joc.9b01224]

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