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  Anticancer agent 3-bromopyruvic acid forms a conjugate with glutathione.

Sadowska-Bartosz, I., Szewczyk, R., Jaremko, L., Jaremko, M., & Bartosz, G. (2016). Anticancer agent 3-bromopyruvic acid forms a conjugate with glutathione. Pharmacological Reports, 68(2), 502-505. doi:10.1016/j.pharep.2015.11.007.

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Item Permalink: http://hdl.handle.net/11858/00-001M-0000-002A-1C0D-2 Version Permalink: http://hdl.handle.net/21.11116/0000-0001-1C78-A
Genre: Journal Article

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2262104.pdf (Publisher version), 648KB
 
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Sadowska-Bartosz, I., Author
Szewczyk, R., Author
Jaremko, L.1, Author              
Jaremko, M.1, Author              
Bartosz, G., Author
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1Research Group of Protein Structure Determination using NMR, MPI for biophysical chemistry, Max Planck Society, ou_578571              

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Free keywords: 3-Bromopyruvate; Erythrocyte; Glutathione; Mass spectrometry
 Abstract: Background: 3-Bromopyruvic acid (3-BP), a glycolytic inhibitor and a promising anticancer compound, induces oxidative stress and depletes cells of glutathione (GSH). The causes of GSH loss remain unclear. The aim of this study was to ascertain whether 3-BP forms a conjugate with glutathione. Methods: GSH was incubated with various amounts of 3-BP and the extent of reaction was titrated with H-1 NMR and H-1-H-1 NMR. The reaction outcome was identified by MS/MS. Intracellular formation of the conjugate was assessed in cells treated with 3-BP and 3-BP(C-13) and analyzed using the targeted LC-MS/MS method in negative ionization MRM mode. Results: 3-BP was found to react with GSH in a 1:1 ratio forming an S-conjugate. The same conjugate was formed intracellularly in erythrocytes and MCF-7 cells. Conclusions: 3-BP reacts with GSH in the absence of cells and intracellularly. This reaction appears to be the main cause of GSH loss in 3-BP treated cells.

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Language(s): eng - English
 Dates: 2015-12-102016-04
 Publication Status: Published in print
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 Rev. Method: Peer
 Identifiers: DOI: 10.1016/j.pharep.2015.11.007
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Title: Pharmacological Reports
Source Genre: Journal
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Pages: - Volume / Issue: 68 (2) Sequence Number: - Start / End Page: 502 - 505 Identifier: -