1. A two-step O- to C-glycosidic bond rearrangement using complementary glycosyltransferase activities
- Author
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Linda Bungaruang, Bernd Nidetzky, Alexander Gutmann, and Corinna Krump
- Subjects
Stereochemistry ,Phloretin ,Phlorizin ,Catalysis ,Substrate Specificity ,Pyrus ,chemistry.chemical_compound ,Glycosyltransferase ,Materials Chemistry ,Glycosides ,chemistry.chemical_classification ,biology ,Metals and Alloys ,Glycosyltransferases ,Oryza ,Glycosidic bond ,Dihydrochalcone ,Nothofagin ,General Chemistry ,Carbon ,Uridine ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,Oxygen ,Enzyme ,chemistry ,Ceramics and Composites ,biology.protein - 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.
- Published
- 2014
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