4.7 Article

Effects of Methoxy Substituents on the Glutathione Peroxidase-like Activity of Cyclic Seleninate Esters

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 19, Pages 9394-9401

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo501689h

Keywords

-

Funding

  1. Natural Sciences and Engineering Research Council of Canada (NSERC)
  2. NSERC
  3. Alberta Innovates-Technology Futures (AI-TF)

Ask authors/readers for more resources

Cyclic seleninate esters function as mimetics of the antioxidant enzyme glutathione peroxidase and catalyze the reduction of hydrogen peroxide with a stoichiometric thiol. While a single electron-donating methoxy substituent para to the selenium atom enhances the catalytic activity, m-methoxy groups have little effect and o-methoxy substituents suppress activity. The effects of multiple methoxy groups are not cumulative. This behavior can be rationalized by opposing mesomeric and steric effects. Oxidation of the product disulfide via its thiolsulfinate was also observed.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.7
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

No Data Available
No Data Available