Sucrose tricarboxylate by sonocatalysed TEMPO-mediated oxidation

S Lemoine; C Thomazeau; D Joannard; S Trombotto; G Descotes; A Bouchu; Y Queneau

doi:10.1016/s0008-6215(00)00046-x

Sucrose tricarboxylate by sonocatalysed TEMPO-mediated oxidation

Carbohydr Res. 2000 Jun 16;326(3):176-84. doi: 10.1016/s0008-6215(00)00046-x.

Authors

S Lemoine¹, C Thomazeau, D Joannard, S Trombotto, G Descotes, A Bouchu, Y Queneau

Affiliation

¹ Unité Mixte de Sucrochimie CNRS Béghin-Say (UMR 143), Villeurbanne, France.

PMID: 10903027
DOI: 10.1016/s0008-6215(00)00046-x

Abstract

Oxidation of sucrose by the NaOCl/TEMPO system provided sucrose tricarboxylate without the addition of sodium bromide as co-catalyst when high-frequency (500 kHz) ultrasound was applied, in contrast to very limited conversion without sonication. In the presence of sodium bromide, sonication also caused acceleration of the oxidation. The rate increase due to sonication of the oxidant system prior to sucrose addition suggests that ultrasound acts at the level of the formation of the nitrosonium ion, the active oxidising species in the catalytic cycle.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antioxidants / pharmacology
Bromides / pharmacology
Catalysis / drug effects
Cyclic N-Oxides / pharmacology
Molecular Structure
Oxidation-Reduction / drug effects
Sodium Compounds / pharmacology
Sodium Hypochlorite / pharmacology
Sucrose / analogs & derivatives*
Sucrose / chemistry*
Sucrose / metabolism
Tricarboxylic Acids / chemical synthesis
Tricarboxylic Acids / chemistry*
Tricarboxylic Acids / metabolism
Ultrasonics*

Substances

Antioxidants
Bromides
Cyclic N-Oxides
Sodium Compounds
Tricarboxylic Acids
sucrose tricarboxylic acid
Sucrose
Sodium Hypochlorite
sodium bromide
TEMPO