Abstract
NaIO4 oxidation of allosamidin (1), a strong inhibitor of family 18 chitinases, followed by a coupling with Biotin Hydrazide afforded its mono- and dibiotinylated derivatives, 4 and 6. Reduction of 4 by NaBH4 afforded its reduced form 5. Each of these three biotinylated derivatives maintained strong chitinase inhibitory activity. Especially, 6 inhibited a Trichoderma chitinase as strongly as 1.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetylglucosamine / analogs & derivatives*
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Acetylglucosamine / chemical synthesis
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Acetylglucosamine / pharmacology
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Biosensing Techniques
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Biotin
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Chitinases / antagonists & inhibitors*
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Enzyme Inhibitors / chemical synthesis*
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Enzyme Inhibitors / pharmacology
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Trichoderma / enzymology
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Trisaccharides / chemical synthesis*
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Trisaccharides / pharmacology
Substances
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Enzyme Inhibitors
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Trisaccharides
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allosamidin
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Biotin
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Chitinases
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Acetylglucosamine