Carbohydrate Research 2011-03-01

Evidence of benzilic rearrangement during the electrochemical oxidation of D-glucose to D-glucaric acid.

Mathias Ibert, Patrick Fuertès, Nabyl Merbouh, Christian Feasson, Francis Marsais

Index: Carbohydr. Res. 346(4) , 512-8, (2011)

Full Text: HTML

Abstract

During the course of the 2,2,6,6-tetramethyl-1-piperidinyloxy free radical-catalyzed electrochemical oxidation of D-glucose to D-glucaric acid a new side-product was observed. This compound was isolated and identified as a tricarboxylic acid of unique structure, which was named maribersonic acid. Its structure was proven by different experiments coupled with several analytical methods, and its appearance during the electrochemical oxidation of D-glucose was rationalized through a thorough study.Copyright © 2010 Elsevier Ltd. All rights reserved.

Related Compounds

  • Phenylglyoxal
  • Benzil

Related Articles:

One-pot synthesis of 2,4,5-trisubstituted imidazoles using [BPy]H2PO4, an efficient and recyclable catalyst.

2013-01-01

[Prep Biochem Biotechnol. 43(2) , 189-96, (2013)]

Carboxylesterases 1 and 2 hydrolyze phospho-nonsteroidal anti-inflammatory drugs: relevance to their pharmacological activity.

2012-02-01

[J. Pharmacol. Exp. Ther. 340(2) , 422-32, (2012)]

Effect of moisture, lipids, and select amino acid blocking agents on the formation and stability of metastable radicals in powdered soy proteins.

2012-06-01

[J. Food Sci. 77(6) , C620-6, (2012)]

Guanidine-reactive agent phenylglyoxal induces DNA damage and cancer cell death.

2012-01-01

[Pharmacol. Rep. 64(6) , 1515-25, (2012)]

Reactivities of chlorotrisylsilylenoid with ketones.

2010-10-21

[Dalton Trans. 39(39) , 9232-4, (2010)]

More Articles...