Synthesis of glycoconjugates utilizing the regioselectivity of a lytic polysaccharide monooxygenase
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- Synthesis of glycoconjugates utilizing the regioselectivity of a lytic polysaccharide monooxygenase
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Polysaccharides from plant biomass are the most abundant renewable chemicals on Earth and can potentially be converted to a wide variety of useful glycoconjugates. Potential applications of glycoconjugates include therapeutics and drug delivery, vaccine development and as fine chemicals. While anomeric hydroxyl groups of carbohydrates are amenable to a variety of useful chemical modifications, selective cross-coupling to non-reducing ends has remained challenging. Several lytic polysaccharide monooxygenases (LPMOs), powerful enzymes known for their application in cellulose degradation, specifically oxidize non-reducing ends, introducing carbonyl groups that can be utilized for chemical coupling. This study provides a simple and highly specific approach to produce oxime-based glycoconjugates from LPMO-functionalized oligosaccharides. The products are evaluated by HPLC, mass spectrometry and NMR. Furthermore, we demonstrate potential biodegradability of these glycoconjugates using selective enzymes.
Original language | English |
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Article number | 13197 |
Journal | Scientific Reports |
Volume | 10 |
Issue number | 1 |
Number of pages | 15 |
ISSN | 2045-2322 |
DOIs | |
Publication status | Published - 2020 |
- PYRANOSE DEHYDROGENASE, AGARICUS-MELEAGRIS, CELLULOSE, OLIGOSACCHARIDES, OXIDATION, HOMOGALACTURONAN, DEGRADATION, CONVERSION, PRODUCTS, CLEAVAGE
Research areas
ID: 249866164