Production of caloxanthin 3'-β-D-glucoside, zeaxanthin 3,3'-β-D-diglucoside, and nostoxanthin in a recombinant Escherichia coli expressing system harboring seven carotenoid biosynthesis genes, including crtX and crtG

Phytochemistry. 2011 Jun;72(8):711-6. doi: 10.1016/j.phytochem.2011.02.017. Epub 2011 Mar 21.

Abstract

The aim of this study was to produce rare β-carotene-modified carotenoids possessing 2-O (-H or -glu) and/or 3-O (-H or -glu) functionalities in their β-ionone ring(s) using a recombinant Escherichia coli approach. This involved expressing seven carotenoid biosynthesis genes (crtE, crtB, crtI, crtY, crtZ, crtX and crtG). From the cells of the recombinant E. coli, caloxanthin (β,β-carotene-2,3,2',3'-tetrol)-3'-β-D-glucose, zeaxanthin (β,β-carotene-3,3'-diol) 3,3'-β-D-diglucoside, and nostoxanthin (β,β-carotene-2,3,3'-triol) (rare carotenoids) were isolated and identified. Caloxanthin 3'-β-D-glucose displayed potent (1)O(2) quenching activity (IC(50) 19 μM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemistry
  • Antioxidants / isolation & purification*
  • Antioxidants / pharmacology
  • Carotenoids* / biosynthesis
  • Carotenoids* / chemistry
  • Carotenoids* / genetics
  • Carotenoids* / pharmacology
  • Escherichia coli / genetics*
  • Escherichia coli / metabolism
  • Glucosides / chemistry
  • Glucosides / isolation & purification*
  • Glucosides / pharmacology
  • Molecular Structure
  • Stereoisomerism
  • Xanthophylls / chemistry
  • Xanthophylls / isolation & purification*
  • Xanthophylls / pharmacology

Substances

  • Antioxidants
  • Glucosides
  • Xanthophylls
  • caloxanthin 3'-beta-D-glucoside
  • nostoxanthin
  • zeaxanthin 3,3'-beta-D-diglucoside
  • Carotenoids