A Chemo-Enzymatic Cascade for the Smart Detection of Nitro- and Halogenated Phenols

Angew Chem Int Ed Engl. 2019 Sep 16;58(38):13254-13258. doi: 10.1002/anie.201904923. Epub 2019 Aug 5.

Abstract

The flavin-dependent monooxygenase, HadA, catalyzes the dehalogenation and denitration of the toxicants, nitro- and halogenated phenols, to benzoquinone. The HadA reaction can be applied in one-pot reactions towards the de novo synthesis of d-luciferin by coupling with d-Cys condensation. d-luciferin, a valuable chemical widely used in biomedical applications, can be used as a substrate for the reaction of firefly luciferase to generate bioluminescence. As nitro- and halogenated phenols are key indicators of human overexposure to pesticides and pesticide contamination, the technology provides a sensitive and convenient tool for improved biomedical and environmental detection at ppb sensitivity in biological samples without the requirement for any pre-treatment. This dual-pronged method combines the advantages of waste biodetoxification to produce a valuable chemical as well as a smart detection tool for environmental and biomedical detection.

Keywords: biocatalysis; biodetoxification; d-luciferin; dehalogenase; luciferase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Halogenation
  • Humans
  • Phenols / chemistry*

Substances

  • Phenols