Urushiol detection using a profluorescent nitroxide

J Org Chem. 2013 Jan 18;78(2):238-45. doi: 10.1021/jo301135m. Epub 2012 Aug 29.

Abstract

A method to visually detect minute amounts of urushiol, the toxic catechol from poison oak, poison ivy, and poison sumac, has been developed utilizing the reaction of a profluorescent nitroxide with the B-n-butylcatecholboronate ester formed in situ from urushiol and B-n-butylboronic acid. The resulting N-alkoxyamine is strongly fluorescent upon illumination with a fluorescent lamp, allowing the location of the toxic urushiol contamination to be visualized. This methodology constitutes the groundwork for the future development of a spray to detect urushiol to avoid contact dermatitis, as well as to detect catecholamines for biomedical applications.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catechols / chemistry*
  • Catechols / toxicity*
  • Dermatitis, Contact
  • Dermatitis, Toxicodendron / prevention & control*
  • Plant Extracts / chemistry*
  • Toxicodendron / chemistry*
  • Toxicodendron / toxicity*

Substances

  • Catechols
  • Plant Extracts
  • urushiol