Resemblance of Carbocycle Formation from Carbohydrates between Archaea and Eucarya/Eubacteria. Biosynthesis of Calditol, the Characteristic Lipid-Content Molecule inSulfolobus acidocaldarius

作者: Noriaki Yamauchi , Hideyoshi Ueoka , Norisuke Kamada , Tatsushi Murae

DOI: 10.1246/BCSJ.77.771

关键词:

摘要: We investigated the biosynthesis of unique structure calditol, a part characteristic lipid molecules in major thermophilic archaea, Sulfolobus sp. Deuterium-labeling experiments with deuterated glucose substrates, were carried out. The results clarified that calditol was biosynthesized from C-C bond formation between C-1 and C-5, no loss deuterium at C-6 observed. Two reaction mechanisms possible when these experimental findings, conventional reports considered. Among these, course assumes C-4 oxidation as starting point would be preferable resemblance to myo-inositol biosynthesis. Furthermore, high incorporation suggests activation, such C-1, is not involved ether C-O bonding.

参考文章(73)
A Trincone, B Nicolaus, A Gambacorta, M R Vaccaro, E Esposito, M De Rosa, Calditol tetraether lipids of the archaebacterium Sulfolobus solfataricus. Biosynthetic studies. Biochemical Journal. ,vol. 266, pp. 785- 791 ,(1990)
FUMITAKA KUDO, NORIAKI YAMAUCHI, RIEKO SUZUKI, KATSUMI KAKINUMA, Kinetic Isotope Effect and Reaction Mechanism of 2-Deoxy-scyllo-inosose Synthase Derived from Butirosin-producing Bacillus circulans The Journal of Antibiotics. ,vol. 50, pp. 424- 428 ,(1997) , 10.7164/ANTIBIOTICS.50.424
Morris Kate, Chapter 9 Membrane lipids of archaea New Comprehensive Biochemistry. ,vol. 26, pp. 261- 295 ,(1993) , 10.1016/S0167-7306(08)60258-6
S.L. Rotenberg, D.B. Sprinson, Isotope effects in 3-dehydroquinate synthase and dehydratase. Mechanistic implications. Journal of Biological Chemistry. ,vol. 253, pp. 2210- 2215 ,(1978) , 10.1016/S0021-9258(17)38060-2
A. Gulik, V. Luzzati, M. DeRosa, A. Gambacorta, Tetraether lipid components from a thermoacidophilic archaebacterium. Chemical structure and physical polymorphism. Journal of Molecular Biology. ,vol. 201, pp. 429- 435 ,(1988) , 10.1016/0022-2836(88)90149-0
Thomas A. Langworthy, William R. Mayberry, Paul F. Smith, Long-Chain Glycerol Diether and Polyol Dialkyl Glycerol Triether Lipids of Sulfolobus acidocaldarius Journal of Bacteriology. ,vol. 119, pp. 106- 116 ,(1974) , 10.1128/JB.119.1.106-116.1974
M.W. Loewus, F.A. Loewus, G.U. Brillinger, H. Otsuka, H.G. Floss, Stereochemistry of the myo-inositol-1-phosphate synthase reaction. Journal of Biological Chemistry. ,vol. 255, pp. 11710- 11712 ,(1980) , 10.1016/S0021-9258(19)70191-4
S. M. Barns, R. E. Fundyga, M. W. Jeffries, N. R. Pace, Remarkable archaeal diversity detected in a Yellowstone National Park hot spring environment Proceedings of the National Academy of Sciences of the United States of America. ,vol. 91, pp. 1609- 1613 ,(1994) , 10.1073/PNAS.91.5.1609