Direct oxidation of sugar nucleotides to the corresponding uronic acids: TEMPO and platinum-based procedures

Rejzek, Martin, Mukhopadhyay, Balaram, Wenzel, Cory Q., Lam, Joseph S. and Field, Robert A. ORCID: https://orcid.org/0000-0001-8574-0275 (2007) Direct oxidation of sugar nucleotides to the corresponding uronic acids: TEMPO and platinum-based procedures. Carbohydrate Research, 342 (3-4). pp. 460-466. ISSN 0008-6215

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Abstract

The direct oxidation of UDP-α-d-glucose and UDP-N-acetyl-α-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.

Item Type:	Article
Additional Information:	Acknowledgements: We thank the BBSRC and the EPSRC for financial support and the EPSRC Mass Spectrometry Service, University of Wales, Swansea for invaluable support. We also acknowledge the support from the Canadian Institutes of Health Research in the form of an operating grant (MOP-14687) to J.S.L. who holds a Canada Research Chair in Cystic Fibrosis and Microbial Glycobiology. Dr. A. H. Haines is thanked for informative discussions.
Uncontrolled Keywords:	oxidation,platinum,sugar nucleotide,tempo,uronic acid,analytical chemistry,biochemistry,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1600/1602
Faculty \ School:	Faculty of Science > School of Chemical Sciences and Pharmacy (former - to 2009)
Related URLs:	http://www.scopus.com/inward/record.url?...
Depositing User:	LivePure Connector
Date Deposited:	06 Sep 2024 13:35
Last Modified:	25 Sep 2024 18:07
URI:	https://ueaeprints.uea.ac.uk/id/eprint/96613
DOI:	10.1016/j.carres.2006.10.016

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