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Synthesis of Sugar Arrays in Microtiter Plate
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文摘
1,3-Dipolar cycloadditions between azides and alkynes were exploited to attach oligosaccharidesto a C14 hydrocarbon chain that noncovalently binds to the microtiter well surface. Synthesis of sugar arrayswas performed on a micromolar scale in situ in the microtiter plate. As a model study, the ddle">-galactosyllipid5 was displayed on a 4-mol scale. Formation of product was confirmed via ESI-MS, and the yield wasdetermined via chemical and biological assays. Several complex carbohydrates (6-16) were also displayedin microtiter plates and successfully screened with various lectins. Moreover, sialyl Lewis x (17) wassynthesized via the enzymatic fucosylation of a precursor displayed in the plate. Studies on inhibition ofthis biotransformation have been carried out, and the IC50 value found for the known inhibitor 20 wasconsistent with previous studies in solution.

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