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Chapter 1 advent (pages 1–7): Sir Rudolph Peters
Chapter 2 Chemical features of the Carbon?Fluorine Bond (pages 9–32): B. C. Saunders
Chapter three The actual homes of the Carbon?Fluorine Bond (pages 33–54): A. G. Sharpe
Chapter four a few Metabolic points of Fluoroacetate particularly relating to Fluorocitrate (pages 55–76): Sir Rudolph Peters
Chapter five influence of Fluoro Compounds on Metabolic keep an eye on in mind Mitochondria (pages 77–93): E. Martin Gal
Chapter 6 Fluorine as a Substituent for Oxygen in organic structures: Examples in Mammalian Membrane shipping and Glycosidase motion (pages 95–123): J. E. G. Barnett
Chapter 7 The Nucleotides of Fluorinated Pyrimidines and Their organic actions (pages 125–140): Charles Eidelberger
Chapter eight Fluoroamino Acids and Protein Synthesis (pages 141–167): L. Fowden
Chapter nine Synthesis and Reactivity of Fluorocarbohydrates (pages 169–213): P. W. Kent
Chapter 10 The Metabolism and Enzymology of Fluorocarbohydrates and similar Compounds (pages 214–238): N. F. Taylor
Chapter eleven Nuclear Magnetic Resonance reports of Macromolecules with Fluorine Nuclei as Probes (pages 239–279): Raymond A. Dwek
Chapter 12 Chemistry of Fluorosteroids and Their Hormonal houses (pages 281–301): A. Wettstein
Chapter thirteen Biochemical results of Fluoroacetate Poisoning in Rat Liver (pages 303–333): P. Buffa, V. Guarriera?Bobyleva and that i. Pasquali?Ronchetti
Chapter 14 using Microorganisms within the learn of Fluorinated Compounds (pages 335–356): Peter Goldman
Chapter 15 medical and Pathological results of Fluoride Toxicity in Animals (pages 357–388): James L. Shupe
Chapter sixteen Chairman's Concluding feedback (page 189): Sir Rudolph Peters

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Additional info for Ciba Foundation Symposium 2 - Carbon-Fluorine Compounds; Chemistry, Biochemistry and Biological Activities

Example text

Saunders: The carbonyl group probably activates the adjacent fluorines. Heidelberger: No, I don’t think so. In the 6-aza compound we also have carbonyl groups, so the action must take place at the 6-position. Kun: The crystallization of fluorocitrate as a dicyclohexylamine salt has been very successful. The (-)-optical isomer was sufficiently crystalline to carry out X-ray analysis on it, and in all probability the 1R: 2R configuration corresponds to the inhibitory isomer. I think the lack of toxicity of di- and trifluoroacetic acid is related to the enolizability of the acetyl-CoA derivative.

If it is esterified, then this possibility is lost. Dr Glusker has proposed a reasonable model for this coordination type of reaction (Carrel et al. 1970). Wettstein: I do not understand the high toxicity of fluoroethanol, and especially not the equal toxicity of fluoroethanol and fluoroacetic acid which is allegedly caused by the transformation of the first to the second. Fluoroethanol is oxidized to fluoroacetic acid much more slowly than ethanol is to acetic acid. This is due to the effect of the unsuitable polarization of the hydrogen bonds at the carbinol carbon atom.

KAUFMAN, S . (1961) Biochim. & Biophys. Acta 51, 619-621. V. and T. SAKAI(1971) Biochemistry 10, 3598. , S. ROZENand E. D. BERGMANN (1971) J. Org. Chem. 36,501. WEISSMAN, A. and B. K. KOE(1967) J. Pharmacol. Exp. Ther. 155, 135-144. Carbon-Fluorine Compounds Chemistry, Biochemistry & Biological Activities KATHERINE ELLIOTT and JOANBIRCH Copyright 0 Ciba Foundation The physical properties of the carbon-fluorine bond A. G . SHARPE University Chemical Laborutory, Cambridge This paper deals with the fundamental physicochemical properties of compounds containing the C-F (carbon-fluorine) bond.

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