Combinatorial mutasynthesis of flavonoid analogues from acrylic acids in microorganisms

Org Lett. 2007 May 10;9(10):1855-8. doi: 10.1021/ol0703736. Epub 2007 Apr 21.

Abstract

Flavonoids are plant secondary metabolites often used as nutraceutical supplements, but a growing number of unnatural flavonoids are being investigated as therapeutic agents. Cultures of Saccharomyces cerevisiae expressing recombinant flavonoid enzymes, including 4-coumaroyl:CoA ligase (4CL), chalcone synthase (CHS), chalcone isomerase (CHI), and flavanone 3beta-hydroxylase (FHT), produced novel flavanones and dihydroflavonols when fed with a number of aromatic acrylic acids. The flavonoid network also exhibited broad substrate specificity by converting muconic acid into a unique polypropanoid.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Acrylates / chemistry*
  • Acrylates / metabolism*
  • Flavonoids / biosynthesis*
  • Flavonoids / chemistry*
  • Hydrogen / chemistry
  • Molecular Structure
  • Saccharomyces cerevisiae / metabolism*

Substances

  • Acrylates
  • Flavonoids
  • Hydrogen
  • acrylic acid