4.8 Article

An Organodiselenide with Dual Mimic Function of Sulfhydryl Oxidases and Glutathione Peroxidases: Aerial Oxidation of Organothiols to Organodisulfides

Journal

ORGANIC LETTERS
Volume 20, Issue 19, Pages 6274-6278

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b02756

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Funding

  1. DST-SERB New Delhi [EMR/2015/000061, 23/12/2012(ii)EU-V]
  2. UGC
  3. IISER Bhopal

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A novel organodiselenide, which mimics sulfhydryl oxidases and glutathione peroxidase (GPx) enzymes for oxidation of thiols by oxygen and hydrogen peroxide, respectively, into disulfides has been presented. The developed catalyst oxidizes an array of organothiols into respective disulfides in practical yields by using aerial O-2 to avoid any reagents/additives, base, and light source. The synthesized diselenide also catalyzes the reduction of hydrogen peroxide into water by following the GPx enzymatic catalytic cycle with a reduction rate of 49.65 +/- 3.7 mu M.min(-1).

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