2013 Fiscal Year Final Research Report
Design and synthesis of highly efficient substrate compatible to chemo-enzymatic synthesis
| Project/Area Number |
23580152
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Bioproduction chemistry/Bioorganic chemistry
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| Research Institution | Keio University |
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Principal Investigator |
SUGAI Takeshi 慶應義塾大学, 薬学部, 教授 (60171120)
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| Project Period (FY) |
2011 – 2013
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| Keywords | 有機化学 / 酵素合成 / 糖質化学 / 応用微生物学 |
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| Research Abstract |
Under these circumstances that biocatalytic transformation is widely used, two approaches, the elaboration of "substrate molecular technology" and "quest of biocatalysts" should be emphasized. The aim of this approach is to find the optimized structure and synthetic routes of substrates, which would be maximally advantageous for both selectivity of enzyme-catalyzed reaction, and the total efficiency to target molecules. As the results through the research, three topics were achieved: 1) the exploration of the structure of alpha-haloketones which would be highly and efficiently reduced by stereoselective whole-cell microorganisms; 2) development of the structure of sugar oxazolines and glycal derivatives which serves free functional groups requisite for regio- and stereoselective transformation such as Ferrier reaction, were established. Based on them, new routes for (R)-terbutaline hydrochloride and rare sugars became available.
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[Journal Article] A Chemo-enzymatic Expeditious Route to Racemic Dihexanoyl (2R*,3R*,4R*)-DHMEQ (Dehydroxymethyl epoxyquinomycin), the Precursor for Lipase-catalyzed Synthesis of (2S,3S,4S)-DHMEQ, a Potent NF-κB Inhibitor2012
Author(s)
R. Kobayashi, K. Hanaya, M. Shoji, K. Umezawa, T. Sugai
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Journal Title
Chem. Pharm. Bull
Volume: 60
Pages: 1220-1223
DOI
Peer Reviewed
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