By England 1958 Wolstenholme, G. E. W. ; O'Connor, Maeve, Ciba Foundation Symposium on the Biosynthesis of Terpenes and Sterols London
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Chapter 1 Chairman's commencing feedback (pages 1–3): Sir Robert Robinson
Chapter 2 Biogenesis and variations of Squalene (pages 4–19): Konrad Bloch
Chapter three Discovery and Elucidation of Mevalonic Acid (pages 20–45): Karl Folkers, Clifford H. Shunk, Bruce O. Linn, Franklin M. Robinson, Paul E. Wittreich, Jesse W. Huff, James L. Gilfillan and Helen R. Skeggs
Chapter four changes of ldl cholesterol Biosynthesis in Liver mobile Fractions from Rats in numerous Experimental stipulations (pages 46–61): Nancy L. R. Bucker
Chapter five The Enzymic Synthesis of Branched?Chain Acids (pages 62–74): M. J. Coon, F. P. Kupiecki, E. E. Dekker, M. J. Schlesinger and Alice Del Campillo
Chapter 6 The Biosynthesis of ??Hydroxy???Methyl?Glutaryl Coenzyme a and its Conversion to Mevalonic Acid (pages 75–94): Harry Rudney
Chapter 7 New elements of Acetate Incorporation into Isoprenoid Precursors (pages 95–118): F. Lynen, H. Eggerer, U. Henning, J. Knappe, I. Kessel and E. Ringelmann
Chapter eight The Mechanism of a Rearrangement happening in the course of Biosynthesis of ldl cholesterol (pages 119–184): J. W. Cornforth, Rita H. Cornforth, Marjorie G. Horning, A. Pelter and G. Popjak
Chapter nine Semi?, Mono?, Sesqui?, and Triterpenes as ldl cholesterol Precursors (pages 135–147): O. Isler, R. Ruegg, G. Saucy, J. Wursch, ok. F. Gey and A. Pletscher
Chapter 10 Biosynthesis of Squalene and of ldl cholesterol from Mevalonic Acid (pages 148–172): G. Popjak
Chapter eleven Biosynthesis of Yeast Sterols and the instruction of 14C?Labelled diet D2 (pages 173–184): E. Kodicek
Chapter 12 Bile Acids: Formation and Metabolism (pages 185–205): Sune Bergstrom
Chapter thirteen Species comparability as an relief within the research of the method Sterols > Bile Salts (pages 206–216): G. A. D. Haslewood
Chapter 14 a few features of Acid?Catalysed Cyclizations of Terpenoid Polyenes (pages 217–230): A. Eschenmoser, Dorothee Felix, M. intestine, J. Meier and P. Stadler
Chapter 15 Biogenesis of Terpenes in Moulds and better crops (pages 231–244): D. Arigoni
Chapter sixteen The Biosynthesis of Terpenoid Compounds in Fungi (pages 245–266): A. J. Birch and Herchel Smith
Chapter 17 The Biosynthesis of Carotenoids by way of Micro?Organisms (pages 267–278): E. C. Grob
Chapter 18 A comparability of the Incorporation of Labelled CO2, Acetate and Mevalonate into Carotenoids in a couple of Carotenogenic structures (pages 279–301): T. W. Goodwin
Chapter 19 Chairman's last feedback (page 302):
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The crystalline benzhydrylamide was resistant to reaction - + DISCOVERY AND ELUCXDATION OF MEVALONICACID 25 with periodate, and the iodoform test with alkaline iodine was negative. Of the structures which had been considered during the accumulation of these facts, only that of 3 : 5-dihydroxy3-methylpentanoic acid (I) remained for examination. The corresponding 6-lactone (11) was also in accord with the available evidence. The proof of structures I and 11, as depicted in Fig. 1, was achieved by an unequivocal synthesis.
42 for comparison. The compounds were tested for growth activity for L. acidophilus, and for possible inhibition of the growth activity of mevalonic acid for L. acidophilus. The compounds were also tested with the rat liver homogenate for a possible inhibition of acetate incorporation into cholesterol. Two of the analogues possess a methyl group a t the significant 2 and 5 positions of the carbon skeleton of mevalonic acid. These are 3 : 5-dihydroxy-2 : 3-dimethylpentanoic acid and 3 : 5-dihydroxy-3-methylhexanoicacid.
About 80 % pure Wolf et al. (1956). Wright et al. (1956). isolation scheme which allowed us to obtain regularly a highly purified concentrate, showing about 150 unitslmg. of material DISCOVERY AND ELUCIDATION OF MEVALONICACID 28 of about 80 per cent purity. The dried distillers' solubles were extracted with methanol to yield an improved soluble material. Continuous chloroform extraction gave a solvent residue, containing activity. Superfiltrol chromatography followed by ethanol precipitation of selected eluates from the column gave soluble fractions of increased activity.