Abstract
[reaction: see text] Silatranyluridine 1 and germatranyluridine 2 have been prepared in five steps from oxazolinouridine 3 in 27 and 29% yields, respectively. These compounds are novel transition-state analogues (TSAs) for RNA hydrolysis and offer a number of advantages over traditional vanadium- or rhenium-based TSAs. Germatrane 2 is completely stable in D(2)O at room temperature, and the half-life of silatrane 1 in D(2)O was found to be >7 days by (1)H NMR spectroscopy.
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Deuterium Oxide / chemistry
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Germanium / chemistry*
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Half-Life
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Hydrolysis
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Organosilicon Compounds / analysis
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Organosilicon Compounds / chemical synthesis*
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RNA / chemistry
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Uridine / analogs & derivatives*
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Uridine / analysis
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Uridine / chemical synthesis*
Substances
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Organosilicon Compounds
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Germanium
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RNA
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Deuterium Oxide
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Uridine