Abstract
Ac1PIM1 is a potential biosynthetic intermediate for phosphatidylinositol mannosides (PIMs) from Mycobacterium tuberculosis. We achieved the first synthesis of Ac1PIM1 by utilizing an allyl-type protecting group strategy and regioselective phosphorylation of inositol. A very potent agonist of an innate immune receptor DCAR, which is better than previously known agonists, is demonstrated.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Cytokines / biosynthesis
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Immunomodulation / drug effects*
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Lectins, C-Type / agonists*
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Lectins, C-Type / immunology
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Mice
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Mycobacterium tuberculosis / chemistry*
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Mycobacterium tuberculosis / immunology
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Phosphatidylinositols / chemical synthesis
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Phosphatidylinositols / chemistry
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Phosphatidylinositols / pharmacology*
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Phosphorylation
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RAW 264.7 Cells
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Receptors, Immunologic / agonists*
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Receptors, Immunologic / immunology
Substances
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Cytokines
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Lectins, C-Type
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Phosphatidylinositols
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Receptors, Immunologic
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dendritic cell immunoactivating receptor, mouse
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phosphatidylinositol mannoside