MilliporeSigma
  • Formation of an Angular Aromatic Polyketide from a Linear Anthrene Precursor via Oxidative Rearrangement.

Formation of an Angular Aromatic Polyketide from a Linear Anthrene Precursor via Oxidative Rearrangement.

Cell chemical biology (2017-07-18)
Guixi Gao, Xiangyang Liu, Min Xu, Yemin Wang, Fei Zhang, Lijun Xu, Jin Lv, Qingshan Long, Qianjin Kang, Hong-Yu Ou, Ying Wang, Jürgen Rohr, Zixin Deng, Ming Jiang, Shuangjun Lin, Meifeng Tao
ABSTRACT

Bacterial aromatic polyketides are a group of natural products synthesized by polyketide synthases (PKSs) that show diverse structures and biological activities. They are structurally subclassified into linear, angular, and discoid aromatic polyketides, the formation of which is commonly determined by the shaping and folding of the poly-β-keto intermediates under the concerted actions of the minimal PKSs, cyclases and ketoreductases. Murayaquinone, found in several streptomycetes, possesses an unusual tricyclic angular aromatic polyketide core containing a 9,10-phenanthraquinone. In this study, genes essential for murayaquinone biosynthesis were identified, and a linear anthraoxirene intermediate was discovered. A unique biosynthetic model for the angular aromatic polyketide formation was discovered and confirmed through in vivo and in vitro studies. Three oxidoreductases, MrqO3, MrqO6, and MrqO7, were identified to catalyze the conversion of the linear aromatic polyketide intermediate into the final angularly arranged framework, which exemplifies a novel strategy for the biosynthesis of angular aromatic polyketides.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Fluorimetric Hydrogen Peroxide Assay Kit, sufficient for 500 fluorometric tests (infrared fluorescence)