Biodegradation of the methylenedioxyphenyl group in piperine and its derivatives: discovery of a novel methylenetransferase in an actinomycete

Appl Environ Microbiol. 2023 Nov 29;89(11):e0114523. doi: 10.1128/aem.01145-23. Epub 2023 Oct 24.

Abstract

Pepper is a spice that has been used worldwide since the Age of Discovery. The substance that is responsible for the spiciness in pepper is piperine, a type of alkaloid. It has never been reported how piperine is degraded by microorganisms. In this study, we discovered a bacterium in the soil that is capable of catabolizing piperine as its sole nitrogen source. Furthermore, we discovered the enzyme involved in piperine metabolism. This enzyme decomposed the methylenedioxyphenyl group, which is the common structure in various plant-derived bioactive compounds such as sesamin, piperonal, safrole, and berberin. By utilizing this enzyme, piperine can be converted into a useful antioxidant compound. The findings about previously unknown metabolic pathways in nature can lead to the discovery of new enzymes and provide methods for the enzymatic synthesis of useful compounds.

Keywords: biodegradation; microorganisms; piperine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Actinobacteria*
  • Alkaloids*
  • Piperidines / chemistry
  • Polyunsaturated Alkamides / chemistry

Substances

  • piperine
  • Alkaloids
  • Polyunsaturated Alkamides
  • Piperidines