Download Ciba Foundation Symposium - Chemistry and Biology of Purines by G. E. W. and O'Connor, Cecilia M. Wolstenholme PDF

By G. E. W. and O'Connor, Cecilia M. Wolstenholme

Content:
Chapter 1 commencing feedback (pages 1–2):
Chapter 2 Synthesis and homes of Purines of strength organic curiosity (pages 3–19): Aaron Bendich, Alfredo Giner?Sorolla and Jack J. Fox
Chapter three a few man made reviews on Purines and comparable Heterocycles (pages 20–38): E. C. Taylor, T. S. Osdene, E. Richter and O. Vogl
Chapter four a few New N?Methylpurines (pages 39–49): Gertrude B. Elion
Chapter five The constitution of the Hydroxypurines Investigated by way of O? and N?Methylation (pages 50–59): D. J. Brown
Chapter 6 The Spectra and constitution of the Monohydroxypurines and different probably Tautomeric Purines (pages 60–71): S. F. Mason
Chapter 7 The ??Electron houses of Purine Calculated by way of the L.C.A.O. process (pages 72–76): S. F. Mason
Chapter eight The Degradation of Uric Acid via Water stressed (pages 77–96): Wolfgang Pfleiderer
Chapter nine The 8?Position in Purines. The Chemical and organic Transformation of Purines Into Pteridines (pages 97–107): Adrien Albert
Chapter 10 Cyclonucleosides (pages 108–119): D. M. Brown, Sir Alexander Todd and S. Varadarajan
Chapter eleven Stereochemistry of Nucleoside Synthesis (pages 120–133): B. R. Baker
Chapter 12 man made Chemical Investigations on the topic of the Metabolism of Purines (pages 134–145): G. M. Timmis, I. Cooke and R. G. W. Spickett
Chapter thirteen the results of power Antipurines on a Purine?Requiring pressure of Escherichia coli (pages 146–159): H. O. J. Collier and Patricia L. Huskinson
Chapter 14 The Chemistry of recent Purines within the B (pages 160–168): E. Lester Smith
Chapter 15 organic and Microbiological job of Purine Analogues of nutrition B (pages 169–176): S. okay. Kon
Chapter sixteen Puromycin (pages 177–191): Brian L. Hutchings
Chapter 17 Chemical and organic Behaviours of 9???d?Ribofuranosylpurine (pages 192–203): G. B. Brown, M. P. Gordon, D. I. Magrath and A. Hampton
Chapter 18 at the Activation of the One?Carbon Unit for the Biosynthesis of Purine Nucleotides (pages 204–232): G. Robert Geeenberg and Lothar Jaenicke
Chapter 19 The Enzymatic Synthesis of Inosinic Acid De Novo (pages 233–255): J. M. Buchanan, J. G. Flaks, S. C. Hartman, B. Levenberg, L. N. Lukens and L. Warren
Chapter 20 Enzymic keep an eye on of Purines by way of Xanthine Oxidase (pages 256–269): F. Bergel, R. C. Bray, A. Haddow and that i. Lewin
Chapter 21 The organic results of 8?Azapurines (pages 270–285): R. E. F. Matthews
Chapter 22 Biochemical results of 6?Mercaptopurine (pages 286–308): Gertrude B. Elion and George H. Hitchings
Chapter 23 using 6?Mercaptopurine within the therapy of Leukaemia (pages 299–307): D. A. G. Galton
Chapter 23 basic dialogue (pages 308–317):

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Example text

Treatment of XXI with two molar equivalents of hydrazine in ethanol solution yielded XXII (Darapsky and Hillers, 1915), which upon base-catalysed intramolecular cyclization to 3hydroxy-4-nitroso-5-aminopyrazole (XXIII) (Hepner and Fajersztejn, 1937) followed by reduction yielded XIX. Similar routes to the 3-aminopyrazolo(3 : 4-b)pyrazines were then explored. Phenylazomalononitrile (XXIV), upon treatment with hydrazine, yielded 3 : 5-diamino-4-phenylazopyrazole (XXV). Reductive formylation of XXV gave a formylated triaminopyrazole which was not characterized, CN - CH2-CN CN-CH-CN CN-$-CN I N I ' OH N - PhN=N 11 N Ha J" I Ph XXIV o = N ,H = "aN N/ H J XXIX H XXM H, N q J H XXVI PURINES AND RELATED HETEROCYCLES 27 but which was readily converted by dilute sulphuric acid to the sulphate of 3 : 4 : 5-triaminopyrazole (XXVI).

Amax. 34 Solvent A = n-butanol saturated with water, NE, atmosphere (Hotchklss, 1948). Solvent B = 5 per cent aqueous ammonium sulqhate - 6 per cent isopropyl alcohol. Solvent C = 5 per cent disodlum phosphate - zsoamyl alcohol (Carter, 1950). The ultraviolet absorption spectra of the various isomers were also of interest since these might be expected to cast some light on the structure of the unmethylated parent compounds. e. e. 1 N-NaOH). These data will be published in more complete form elsewhere but the absorption maxima a t several pH values are given here in Table I.

However, difficulty was encountered in preparing 1-methyl-2 : 6-purinedithione (XX). Treatment of XIX with phosphorus pentasulphide in pyridine resulted in the replacement of the 6-0x0 group by sulphur and SOMENEWN-METHYLPURINES 45 ring closure with the consequent formation of XV. An attempt to prepare X X from XV by treatment with gaseous hydrogen iodide in glacial acetic acid failed, although this method has been used successfully in the demethylation of some methylmercaptopyrimidines (Barrett, Goodman and Dittnier, 1948).

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