A novel sphingophosphonolipid head group 1-hydroxy-2-aminoethyl phosphonate in Bdellovibrio stolpii |
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Authors: | Yoko Watanabe Masaharu Nakajima Tsutomu Hoshino Koda Jayasimhulu Elwood E. Brooks Edna S. Kaneshiro |
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Affiliation: | (1) Department of Medical Technology, School of Health Sciences, Faculty of Medicine, Nigata University, 951-8518 Niigata, Japan;(2) Department of Analytical Chemistry, Niigata College of Pharmacy, 950-2081 Niigata, Japan;(3) Department of Applied Biological Chemistry, Faculty of Agriculture, Niigata University, Ikarashi-2, 950-2181 Niigata, Japan;(4) Department of Chemistry, University of Cincinnati, 15221 Cincinnati, Ohio;(5) Depart ent of Biological Sciences, University of Cincinnati, 15221 Cincinnati, Ohio |
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Abstract: | Members of the bacterial genus Bdellovibrio include strains that are free-living whereas others are known to invade and parasitize larger Gram-negative bacteria. The bacterium can synthesize several sphingophospholipid compounds including those with phosphoryl bonds as well as phosphonyl bonds. In the present study, the dominant sphingophosphonolipid component was isolated by column chromatography, and the long-chain bases, fatty acids, and polar head groups were identified by thin-layer and gas-liquid chromatographic procedures. The definitive structural identity of the sphingolipid was established by nuclear magnetic resonance and mass spectrometry of hydrolysis products and the intact compound. The compound was identified as N-2′-hydroxypentadecanoyl-2-amino-3,4-dihydroxyheptadecan-1-phosphono-(1-hydroxy-2-aminoethane). |
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