Signaling of hypochlorous acid by selective deprotection of dithiane. [corrected]

Org Biomol Chem. 2011 Oct 21;9(20):7011-5. doi: 10.1039/c1ob06012k. Epub 2011 Aug 22.

Abstract

The selective signaling of hypochlorous acid by dithiane-protected [corrected] pyrene-aldehyde was investigated. Dithiolane derivative of pyrene-aldehyde was efficiently deprotected by hypochlorous acid to its corresponding aldehyde, which resulted in a prominent UV-vis and turn-on type fluorescence signaling. The signaling was not affected by the presence of other common alkali, alkaline earth metal ions, and anions. Interference from Hg(2+) ions could be successfully circumvented by using Chelex-100 resin. Dithiane [corrected] also provided selectivity toward hypochlorous acid over other commonly used oxidant of hydrogen peroxide.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Hydrogen-Ion Concentration
  • Hypochlorous Acid / chemistry*
  • Molecular Structure
  • Thioctic Acid / chemistry*

Substances

  • Hypochlorous Acid
  • Thioctic Acid