Enzymatic Synthesis of Surface Active and Biodegradable Glucosaminide Fatty Acid Esters
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- SAGOH Tooru
- Department of Applied Chemistry, Faculty of Science and Technology, Keio University
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- TOSHIMA Kazunobu
- Department of Applied Chemistry, Faculty of Science and Technology, Keio University
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- KAWADA Kazuo
- School of Science, Kitasato University
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- MATSUMURA Shuichi
- Department of Applied Chemistry, Faculty of Science and Technology, Keio University
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Methyl, ethyl and butyl β-D-glucosaminide 6-O-fatty acid esters were prepared by the novel direct transglycosylation reaction of chitosan with methanol, ethanol and butanol using resting cells of the chitosan-assimilating strain, Penicillium sp. KS018 as the enzyme source of exo-β-D-GlcNase followed by the transesterification reaction with the fatty acid methyl ester using lipase. Transesterification by the lipase depended on enzyme origin, and reaction conditions, such as temperature and reaction pressure. Methyl, ethyl and butyl β-D-glucosaminide 6-O-fatty acid monoesters demonstrated excellent surface activity in aqueous solution. The antimicrobial properties of the 6-O-dodecanoyl-glucosaminides were stronger compared to dodecyl β-D-glucoside. The methyl, ethyl and butyl glucosaminide 6-O-fatty acid esters were all readily biodegradable by activated sludge.<br>
収録刊行物
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- Journal of Oleo Science
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Journal of Oleo Science 52 (11), 597-606, 2003
公益社団法人 日本油化学会
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詳細情報 詳細情報について
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- CRID
- 1390282679069386240
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- NII論文ID
- 10012448146
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- NII書誌ID
- AA11503337
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- ISSN
- 13473352
- 13458957
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- NDL書誌ID
- 6715094
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- NDL
- Crossref
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- 抄録ライセンスフラグ
- 使用不可