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

作者:Gutmann Alexander; Krump Corinna; Bungaruang Linda; Nidetzky Bernd*
来源:Chemical communications, 2014, 50(41): 5465-5468.
DOI:10.1039/c4cc00536h

摘要

An efficient 2 %26apos;-O-to 3 %26apos;-C-beta-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 %26apos;-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.

  • 出版日期2014