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高频超声诱导的 D-葡萄糖选择性无催化剂氧化生成 D-葡萄糖醛酸。

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

机构信息

INCREASE (FR CNRS 3707), ENSIP, 1 rue Marcel Doré, TSA41105, 86073 Poitiers Cedex 9, France.

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.

出版信息

Sci Rep. 2017 Jan 13;7:40650. doi: 10.1038/srep40650.

DOI:10.1038/srep40650
PMID:28084448
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5233993/
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.

摘要

本系统实验研究表明,高频超声辐射(550kHz)可在无需任何(生物)催化剂的辅助下,将 D-葡萄糖高效氧化为葡萄糖醛酸。氧化是由于水中原位产生自由基而引起的。实验表明,溶解气体在控制生成的自由基种类以及葡萄糖醛酸选择性方面起着重要作用。重要的是,该过程生成葡萄糖醛酸而不是通过传统(生物)催化剂途径通常获得的葡萄糖醛酸盐,这对于下游加工具有重要意义。使用二糖进行的研究表明,高频超声产生的自由基也能够促进串联水解/氧化反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e349/5233993/1adf2d23bedd/srep40650-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e349/5233993/e09fda3e6829/srep40650-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e349/5233993/a7b6191b948f/srep40650-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e349/5233993/95c02eff0144/srep40650-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e349/5233993/94dfc50fbabc/srep40650-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e349/5233993/ff9f4b97885d/srep40650-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e349/5233993/1adf2d23bedd/srep40650-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e349/5233993/e09fda3e6829/srep40650-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e349/5233993/a7b6191b948f/srep40650-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e349/5233993/95c02eff0144/srep40650-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e349/5233993/94dfc50fbabc/srep40650-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e349/5233993/ff9f4b97885d/srep40650-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e349/5233993/1adf2d23bedd/srep40650-f6.jpg

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