Glucosyltransferase Capable of Catalyzing the Last Step in Neoandrographolide Biosynthesis

Org Lett. 2018 Oct 5;20(19):5999-6002. doi: 10.1021/acs.orglett.8b02146. Epub 2018 Sep 20.

Abstract

ApUGT, a diterpene glycosyltransferase from Andrographis paniculata, could transfer a glucose to the C-19 hydroxyl moiety of andrograpanin to form neoandrographolide. This glycosyltransferase has a broad substrate scope, and it can glycosylate 26 natural and unnatural compounds of different structural types. This study provides a basis for exploring the glycosylation mechanism of ent-labdane-type diterpenes and plays an important role in diversifying the structures used in drug discovery.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Andrographis / enzymology
  • Biocatalysis*
  • Diterpenes
  • Glucosides / biosynthesis*
  • Glycogen Debranching Enzyme System / metabolism*
  • Kinetics
  • Tetrahydronaphthalenes

Substances

  • Diterpenes
  • Glucosides
  • Glycogen Debranching Enzyme System
  • Tetrahydronaphthalenes
  • 4 alpha-glucanotransferase
  • neoandrographolide