2. Academic Validation
  3. Selective and Catalyst-free Oxidation of D-Glucose to D-Glucuronic acid induced by High-Frequency Ultrasound

Selective and Catalyst-free Oxidation of D-Glucose to D-Glucuronic acid induced by High-Frequency Ultrasound

  • Sci Rep. 2017 Jan 13;7:40650. doi: 10.1038/srep40650.
Prince N Amaniampong 1,  Ayman Karam 2,  Quang Thang Trinh 3,  Kai Xu 4,  Hajime Hirao 4,  François Jérôme 1 2,  Gregory Chatel 1 2
Affiliations

Affiliations

  • 1 INCREASE (FR CNRS 3707), ENSIP, 1 rue Marcel Doré, TSA41105, 86073 Poitiers Cedex 9, France.
  • 2 Institut de Chimie des Milieux et Matériaux de Poitiers (IC2MP), Université de Poitiers, CNRS, ENSIP, 1 rue Marcel Doré, TSA41105, 86073 Poitiers Cedex 9, France.
  • 3 Cambridge Centre for Advanced Research and Education in Singapore (CARES), Nanyang Technological University, 1 Create Way, 138602, Singapore.
  • 4 Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, 637371, Singapore.
PMID: 28084448 DOI: 10.1038/srep40650
Abstract

This systematic experimental investigation reveals that high-frequency ultrasound irradiation (550 kHz) induced oxidation of D-glucose to glucuronic acid in excellent yield without assistance of any (bio)catalyst. Oxidation is induced thanks to the in situ production of radical species in water. Experiments show that the dissolved gases play an important role in governing the nature of generated radical species and thus the selectivity for glucuronic acid. Importantly, this process yields glucuronic acid instead of glucuronate salt typically obtained via conventional (bio)catalyst routes, which is of huge interest in respect of downstream processing. Investigations using disaccharides revealed that radicals generated by high frequency ultrasound were also capable of promoting tandem hydrolysis/oxidation reactions.

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