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Catalytic Depolymerization of Chitin with Retention of N-Acetyl Group
| Title: | Catalytic Depolymerization of Chitin with Retention of N-Acetyl Group |
| Authors: | Yabushita, Mizuho Browse this author | | Kobayashi, Hirokazu Browse this author →KAKEN DB | | Kuroki, Kyoichi Browse this author | | Ito, Shogo Browse this author | | Fukuoka, Atsushi Browse this author →KAKEN DB |
| Keywords: | biomass | | catalysis | | chitin | | hydrolysis | | mechanochemistry |
| Issue Date: | 23-Nov-2015 |
| Publisher: | Wiley-VCH |
| Journal Title: | Chemsuschem |
| Volume: | 8 |
| Issue: | 22 |
| Start Page: | 3760 |
| End Page: | 3763 |
| Publisher DOI: | 10.1002/cssc.201501224 |
| PMID: | 26538108 |
| Abstract: | Chitin, a polymer of N-acetylglucosamine units with -1,4-glycosidic linkages, is the most abundant marine biomass. Chitin monomers containing N-acetyl groups are useful precursors to various fine chemicals and medicines. However, the selective conversion of robust chitin to N-acetylated monomers currently requires a large excess of acid or a long reaction time, which limits its application. We demonstrate a fast catalytic transformation of chitin to monomers with retention of N-acetyl groups by combining mechanochemistry and homogeneous catalysis. Mechanical-force-assisted depolymerization of chitin with a catalytic amount of H2SO4 gave soluble short-chain oligomers. Subsequent hydrolysis of the ball-milled sample provided N-acetylglucosamine in 53% yield, and methanolysis afforded 1-O-methyl-N-acetylglucosamine in yields of up to 70%. Our process can greatly reduce the use of acid compared to the conventional process. |
| Rights: | This is the accepted version of the following article: http://onlinelibrary.wiley.com/doi/10.1002/cssc.201501224/abstract, which has been published in final form at Chemsuschem, Vol.8(22), November 23, 2015. This article may be used for non-commercial purposes in accordance with the Wiley Self-Archiving Policy [olabout.wiley.com/WileyCDA/Section/id-820227.html]. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/63650 |
| 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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Submitter: 福岡 淳
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