A two-step O- to C-glycosidic bond rearrangement using complementary glycosyltransferase activities.
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.
Institute of Biotechnology and Biochemical Engineering, Graz University of Technology, Petersgasse 12/1, A-8010 Graz, Austria. bernd.nidetzky@tugraz.at.
Alexander
A
Gutmann
Corinna
C
Krump
Linda
L
Bungaruang
Bernd
B
Nidetzky
D002244:Carbon / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry*; D016695:Glycosyltransferases / Q000378:metabolism*; D012275:Oryza / Q000201:enzymology; D010100:Oxygen / Q000737:chemistry*; D031989:Pyrus / Q000201:enzymology; D013379:Substrate Specificity
D006027:Glycosides; D002244:Carbon; D016695:Glycosyltransferases; D010100:Oxygen