Regioselective glucosidation of trans-resveratrol in Escherichia coli expressing glucosyltransferase from Phytolacca americana

Shin ichi Ozaki, Hiroya Imai, Tomoya Iwakiri, Takehiro Sato, Kei Shimoda, Toru Nakayama, Hiroki Hamada

Research output: Contribution to journalArticlepeer-review

33 Citations (Scopus)

Abstract

A glucosyltransferase (GT) of Phytolacca americana (PaGT3) was expressed in Escherichia coli and purified for the synthesis of two O-β-glucoside products of trans-resveratrol. The reaction was moderately regioselective with a ratio of 4′-O-β-glucoside: 3-O-β-glucoside at 10:3. We used not only the purified enzyme but also the E. coli cells containing the PaGT3 gene for the synthesis of glycoconjugates. E. coli cell cultures also have other advantages, such as a shorter incubation time compared with cultured plant cells, no need for the addition of exogenous glucosyl donor compounds such as UDP-glucose, and almost complete conversion of the aglycone to the glucoside products. Furthermore, a homology model of PaGT3 and mutagenesis studies suggested that His-20 would be a catalytically important residue.

Original languageEnglish
Pages (from-to)475-481
Number of pages7
JournalBiotechnology Letters
Volume34
Issue number3
DOIs
Publication statusPublished - 2012 Mar

Keywords

  • Glucosyltransferase
  • Glycoconjugates
  • Phytolacca americana
  • Resveratrol

ASJC Scopus subject areas

  • Biotechnology
  • Bioengineering
  • Applied Microbiology and Biotechnology

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