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Selective Synthesis of Oligosaccharides by Mechanochemical Hydrolysis of Chitin over a Carbon-Based Catalyst

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Title: Selective Synthesis of Oligosaccharides by Mechanochemical Hydrolysis of Chitin over a Carbon-Based Catalyst
Authors: Kobayashi, Hirokazu Browse this author →KAKEN DB
Suzuki, Yusuke Browse this author
Sagawa, Takuya Browse this author
Saito, Makoto Browse this author
Fukuoka, Atsushi Browse this author →KAKEN DB
Keywords: Biomass
Carbon Catalysts
Chitin
Mechanochemistry
Oligosaccharides
Issue Date: 16-Jan-2023
Publisher: Wiley-Blackwell
Journal Title: Angewandte chemie-international edition
Volume: 62
Issue: 3
Start Page: e202214229
Publisher DOI: 10.1002/anie.202214229
Abstract: Oligosaccharides possess fascinating functions that are applicable in a variety of fields, such as agriculture. However, the selective synthesis of oligosaccharides, especially chitin-oligosaccharides, has remained a challenge. Chitin-oligosaccharides activate the plant immune system, enabling crops to withstand pathogens without harmful agrichemicals. Here, we demonstrate the conversion of chitin to chitin-oligosaccharides using a carbon catalyst with weak acid sites and mechanical milling. The catalyst produces chitin-oligosaccharides with up to 94 % selectivity in good yields. Monte-Carlo simulations indicate that our system preferentially hydrolyzes larger chitin molecules over oligomers, thus providing the desired high selectivity. This unique kinetics is in contrast to the fact that typical catalytic systems rapidly hydrolyze oligomers to monomers. Unlike other materials carbons more strongly adsorb large polysaccharides than small oligomers, which is suitable for the selective synthesis of small oligosaccharides.
Type: article
URI: http://hdl.handle.net/2115/87836
Appears in Collections:触媒科学研究所 (Institute for Catalysis) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

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