SYNTHESES OF THE ANALOGUES AND THE KETOSIDE DERIVATIVES OF SIALIC ACID,KDO,AND KDN.
| Project/Area Number |
06651014
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
Synthetic chemistry
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| Research Institution | KANAGAWA UNIVERSITY |
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Principal Investigator |
SATO Ken-ichi KANAGAWA FAC.OF UNIV.ENGINEERING PROFESSOR, 工学部, 教授 (40114871)
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| Project Period (FY) |
1994 – 1995
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| Project Status |
Completed (Fiscal Year 1995)
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| Budget Amount *help |
¥1,200,000 (Direct Cost: ¥1,200,000)
Fiscal Year 1995: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1994: ¥800,000 (Direct Cost: ¥800,000)
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| Keywords | KDO / KDN / SIALIC ACID / ANALOGUE / GLYCOSYLATION |
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| Research Abstract |
1. The biologically important terminal units of lipopolysaccharides, 3-deoxy-D-manno-2-octulosonic acid (KDO), 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN), and 5-acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid (N-acetylneuraminic acid, NANA) were synthesized by the use of amino type Horner-Witting reaction. On the basis of above knowledge, ulosonic acid analogues such as 3-deoxy-D-arabino-2-heptulosonic acid and 3-deoxy-D-gluco-2-octulosonic acid were also synthesized. Merit of this method is to select the amino protecting group [such as benzyloxycarbonyl (Cbz) and t-butoxycarbonyl (Boc) ] of witting reagent. As a result, we can select the protecting group, which is needed, for the protection of hydroxyl group of starting materials. This newly developed methods by the use of stable Horner-Witting reagent will provide a route to large scale synthesis of ulosonic acid derivatives.
2. By the use of the above knowleges, 5-epi-KDN derivative was also synthesized for synthesizing C-5 modified analogs of KDN and ^<15>N -labeled sialic acid (NANA).
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Report
(3 results)
Research Products
(6 results)
