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

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.

Theoretical study on the formation mechanisms, dynamics and the effective catalysis of the nitrophenols

“…And other literatures have shown that similar sign change can be achieved through the later two methods in an H‐abstraction of glucose by OH radical. In a recent study, the tiny positive barrier for this reaction using B3LYP/def2‐TZVP in the gas phase was reverted to negative after including the solvent effect and the enthalpy correction . The author also mentioned that if there is the presence of OH radical within the conversion of the aldehyde species, the barriers could be even lower.…”

The Pivotal Role of Catalysis in France: Selected Examples of Recent Advances and Future Prospects.

“…Other technologies such as high frequency ultrasound, milling and electrochemistry are also the topic of intensive studies in France. One may cite, for instance, the electrocatalytic dehydrogenation of polyols, the glycosylation of carbohydrates assisted by ball‐milling or the catalyst free oxidation of carbohydrates by high frequency ultrasound . Although promising results were claimed, the energy consumption related to these technologies is currently the main cost driver.…”

OXIDAÇÃO DE DIFERENTES AÇÚCARES UTILIZANDO CATALISADOR DE PdPtBi/C. OXIDAÇÃO DE DIFERENTES AÇÚCARES UTILIZANDO CATALISADOR DE PdPtBi/C.

“…O ácido glicurônico é considerado um produto químico muito valioso, utilizado na indústria química, alimentícia e farmacêutica. Outro produto obtido a partir da glicose é o ácido hialurônico, o qual é aplicado na formulação de cosméticos devido a sua propriedade antioxidante, na medicina encontra aplicações nos tratamentos de catarata e artrite, além de ser um precursor do ácido ascórbico ou vitamina C (Pan et al,2014;Amaniampong et al, 2017).…”