The biosynthetic pathway to a novel derivative of 4,4'-diapolycopene-4,4'-oate in a red strain of Sporosarcina aquimarina

Arch Microbiol. 2012 Sep;194(9):779-84. doi: 10.1007/s00203-012-0813-2. Epub 2012 Apr 22.

Abstract

In a red bacterial strain SF238 belonging to Sporosarcina aquimarina, a C(30) carotenoid biosynthetic pathway was identified. It has been reconstructed by analysis of intermediates that accumulate in two different pigment mutants. It starts with the synthesis of 4,4'-diapophytoene and proceeds with its desaturation to 4,4'-diapolycopene, which is then oxidized to 4,4'-diapolycopene-4,4'-dioate. Using a combination of HPLC-PDA and LC-MS/MS analyses, the final product of this pathway was identified as acetyl-4,4'-diapolycopene-4,4'-dioate. This is a novel carotenoid not reported in any organisms to date. It could be demonstrated that this carotenoid has excellent antioxidative properties to protect from photosensitized peroxidation reactions like other related 4,4'-diapolycopene-4,4'-dioate derivatives.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biosynthetic Pathways
  • Carotenoids / biosynthesis*
  • Carotenoids / chemistry
  • Chromatography, High Pressure Liquid
  • Sporosarcina / metabolism*
  • Tandem Mass Spectrometry

Substances

  • Carotenoids