Direct oxidation of sugar nucleotides to the corresponding uronic acids: TEMPO and platinum-based procedures |
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| Authors: | Rejzek Martin Mukhopadhyay Balaram Wenzel Cory Q Lam Joseph S Field Robert A |
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| Affiliation: | Centre for Carbohydrate Chemistry, School of Chemical Sciences and Pharmacy, University of East Anglia, Norwich NR4 7TJ, UK. |
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| Abstract: | The direct oxidation of UDP-alpha-d-glucose and UDP-N-acetyl-alpha-d-glucosamine to the corresponding uronic acids was explored using either TEMPO or platinum-catalysed oxidation with molecular oxygen. Whilst TEMPO-based procedures gave rise to substantial over-oxidation and/or degradation of UDP-glucose, oxidation of UDP-N-acetyl-glucosamine to UDP-N-acetyl-glucosaminuronic acid was achieved with >90% conversion and ca. 65% isolated yield using a platinum-catalysed procedure. |
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