Identification of 5-Fluoro-5-Deoxy-Ribulose as a Shunt Fluorometabolite in Streptomyces sp. MA37

Linrui Wu, Ming Him Tong, Kwaku Kyeremeh, Hai Deng* (Corresponding Author)

*Corresponding author for this work

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Abstract

A fluorometabolite, 5-fluoro-5-deoxy-D-ribulose (5-FDRul), from the culture broth of the soil bacterium Streptomyces sp. MA37, was identified through a combination of genetic manipulation, chemo-enzymatic synthesis and NMR comparison. Although 5-FDRul has been chemically synthesized before, it was not an intermediate or a shunt product in previous studies of fluorometalism in S. cattleya. Our study of MA37 demonstrates that 5-FDRul is a naturally occurring fluorometabolite, rendering it a new addition to this rare collection of natural products. The genetic inactivation of key biosynthetic genes involved in the fluorometabolisms in MA37 resulted in the increased accumulation of unidentified fluorometabolites as observed from 19F-NMR spectral comparison among the wild type (WT) of MA37 and the mutated variants, providing evidence of the presence of other new biosynthetic enzymes involved in the fluorometabolite pathway in MA37.
Original languageEnglish
Article number1023
Number of pages11
JournalBiomolecules
Volume10
Issue number7
DOIs
Publication statusPublished - 10 Jul 2020

Keywords

  • fluorometabolites
  • 5-FDRul
  • Streptomyces sp.
  • MA37
  • genetic manipulation
  • chemo-enzymatic synthesis
  • Genetic manipulation
  • Chemo-enzymatic synthesis
  • Fluorometabolites
  • Streptomyces sp. MA37

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