| Project/Area Number |
25620079
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| Research Category |
Grant-in-Aid for Challenging Exploratory Research
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| Allocation Type | Multi-year Fund |
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| Research Field |
Synthetic chemistry
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| Research Institution | Mie University |
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Principal Investigator |
SHIMIZU Makoto 三重大学, 工学(系)研究科(研究院), 教授 (30162712)
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| Project Period (FY) |
2013-04-01 – 2015-03-31
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| Project Status |
Completed (Fiscal Year 2014)
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| Budget Amount *help |
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2013: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
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| Keywords | ひまし油 / 不斉加水分解 / 1,3-ジアシルグリセロール / 固定化リパーゼ / 1-モノアシルグリセロール / グリコシル化反応 / SQDG / フロー合成 / 不斉アシル化 / リパーゼ / ヒマシ油 / 非対称化反応 / ジアシルグリセロール / スルホキノシルジアシルグリセロール / グリコシル化 / リシノール酸 / グリセロール誘導体 / アシルドナー / マイクロリアクター / リシノール酸誘導体 |
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| Outline of Final Research Achievements |
We examined asymmetric hydrolysis of 1,3-diacyl glycerol or its derivatives with lipases. Use of Lipase PS immobilized on ceramic was not effective to give only a low yield of the product. When 2-BOM- or 2-MOM-1,3-diacyl glycerols were used, Lipase PS worked very well to give the monoacylated glycerol in >90% de. Transformations into SQDG was next examined. Glycasilation of the diacylated glycerol with the imidate derived from sulfenylated glucose in the presence of TMSOTf gave a precursor to SQDG in good yield. Further transformations involving oxidation of the sulfur moiety and the removal of the protecting groups as well as application to a flow synthesis are under way.
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