A two-step O- to C-glycosidic bond rearrangement using complementary glycosyltransferase activities

Alexander Gutmann, Corinna Krump, Linda Bungaruang, Bernd Nidetzky*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

An efficient 2′-O- to 3′-C-β-D-glucosidic bond rearrangement on the dihydrochalcone phloretin to convert phlorizin into nothofagin was achieved by combining complementary O-glycosyltransferase (OGT) and C-glycosyltransferase (CGT) activities in a one-pot transformation containing catalytic amounts of uridine 5′-diphosphate (UDP). Two separate enzymes or a single engineered dual-specific O/CGT were applied. Overall (quantitative) conversion occurred in two steps via intermediary UDP–glucose and phloretin.
Original languageEnglish
Pages (from-to)5465-5468
JournalChemical Communications
Volume50
Issue number41
DOIs
Publication statusPublished - 2014

Fields of Expertise

  • Human- & Biotechnology

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