Glycosylation engineering of spinosyn analogues containing an L-olivose moiety

Org Biomol Chem. 2009 Apr 21;7(8):1705-8. doi: 10.1039/b900233b. Epub 2009 Mar 12.

Abstract

Biosynthetic genes encoding proteins involved in the first steps of deoxyhexose biosynthesis from D-glucose-1-phosphate were expressed in Saccharopolyspora erythraea. The resulting mutant was able to accumulate and utilise TDP-L-olivose. Co-expression of the spinosyn glycosyl transferase SpnP in the resulting mutant endowed upon it the ability to biotransform exogenously added spinosyn aglycones to yield novel spinosyn analogues.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Bacterial Proteins / genetics
  • Bacterial Proteins / metabolism
  • Deoxy Sugars / biosynthesis*
  • Deoxy Sugars / pharmacology
  • Gene Expression Regulation, Bacterial
  • Glycosylation
  • Glycosyltransferases / genetics
  • Glycosyltransferases / metabolism
  • Insecta / drug effects
  • Insecta / physiology
  • Insecticides / chemical synthesis*
  • Insecticides / chemistry
  • Insecticides / pharmacology*
  • Lethal Dose 50
  • Macrolides / chemical synthesis*
  • Macrolides / pharmacology
  • Saccharopolyspora / enzymology
  • Saccharopolyspora / genetics*
  • Thymine Nucleotides / biosynthesis

Substances

  • Bacterial Proteins
  • Deoxy Sugars
  • Insecticides
  • Macrolides
  • Thymine Nucleotides
  • dTDP-olivose
  • spinosyn A
  • spinosyn D
  • olivose
  • Glycosyltransferases