Back to Search
Start Over
One- and Two-Photon-Activated Cysteine Persulfide Donors for Biological Targeting.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2019 Sep 20; Vol. 84 (18), pp. 11441-11449. Date of Electronic Publication: 2019 Sep 03. - Publication Year :
- 2019
-
Abstract
- Persulfides have been considered as potential signaling compounds similar to the H <subscript>2</subscript> S 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.
- Subjects :
- Antineoplastic Agents chemistry
Antineoplastic Agents pharmacology
Antioxidants chemistry
Antioxidants pharmacology
Cell Proliferation drug effects
Cell Survival drug effects
Cysteine chemical synthesis
Cysteine chemistry
Cysteine pharmacology
Cytoprotection drug effects
Disulfides chemistry
Disulfides pharmacology
Dose-Response Relationship, Drug
HeLa Cells
Humans
Molecular Structure
Molecular Targeted Therapy
Antineoplastic Agents chemical synthesis
Antioxidants chemical synthesis
Cysteine analogs & derivatives
Disulfides chemical synthesis
Drug Discovery methods
Photons
Subjects
Details
- Language :
- English
- ISSN :
- 1520-6904
- Volume :
- 84
- Issue :
- 18
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 31432682
- Full Text :
- https://doi.org/10.1021/acs.joc.9b01224