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- W2016453867 abstract "Abstract Sodium β-fluoropyruvate is shown by X-ray diffraction and infrared spectroscopy to exist as a gem-diol when crystallized from water in the monoclinic space group P2 1 a . The unit cell dimensions are a = 8.693(1), b = 11.556(1), c = 5.252(1) A, β = 94.85(8) °. Molecular dimensions of the gem-diol are presented. The carbon-carbon bond to the carboxyl group is long [1.551(2) A], indicative of a bond that can break easily. The hydration of the carbonyl group is attributed to the high electronegativity of the fluorine atom. While reports exist in the literature of a crystalline form of β-fluoropyruvic acid that contains a carbonyl, rather than a gem-diol group, 13C nmr studies presented here demonstrate that, in aqueous solution, the gem-diol is the predominant (≥95%) form. The significance of these results in the study of the mechanisms of enzymes utilizing pyruvate as a substrate is discussed. If the carbonyl oxygen activity is important for the action of an enzyme, e.g., in the formation of a Schiff base, it is possible that fluoropyruvate may not be a substitute for pyruvate. In other cases the fluoropyruvate can behave as a substrate analog, although its greater bulk may slow down or prevent its entry into the active site." @default.
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- W2016453867 title "The structure of sodium β-fluoropyruvate: A gem-Diol" @default.
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- W2016453867 doi "https://doi.org/10.1016/0003-9861(79)90054-7" @default.
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