The structure of the core polyol of the ether lipids fromSulfolobus acidocaldarius |
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Authors: | Akihiko Sugai Rie Sakuma Ikuko Fukuda Norio Kurosawa Yuko H Itoh Kazuo Kon Susumu Ando Toshihiro Itoh |
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Affiliation: | (1) Division of Chemistry, College of Liberal Arts and Sciences, Kitasato University, 1-15-1 Kitasato, Sagamihara, 228 Kanagawa, Japan;(2) Department of Bioengineering, Faculty of Engineering, Soka University, Hachioji, 192 Tokyo, Japan;(3) Department of Membrane Biochemistry, Tokyo Metropolitan Institute of Gerontology, Itabashi-ku, 173 Tokyo, Japan |
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Abstract: | The major ether-type lipid structures ofSulfolobus acidocaldarius (ATCC33909) were composed of caldarchaeol and calditoglycerocaldarchaeol. However, the characterization by nuclear magnetic
resonance spectroscopy and mass spectrometry showed that the structure of calditol in calditoglycerocaldarchaeol is not nonitol,
2-(1′,2′,3′-trihydroxypropyl)1,2,3,4,5,6-hexahydroxyhexane, but 2-hydroxymethyl-1-(2,3-dihydroxypropoxy),2,3,4,5-cyclopentanetetraol
with an ether linkage in the molecule. Such an intermolecular ether linkage was resistant, to BCl3 treatment, but nonresistant to 57% HI degradation treatment conducted at 100°C for 60 h, producting 2-hydroxymethyl-1,2,3,4,5-cyclopentanepentaol
from calditol as reaction product. Further, it was confirmed that the structure of calditol is essentially a derivative of
glycerol, and hydrocarbon chains were conjugated to the glycerol-like site in the structure. The calditol with an ether linkage
in the molecule suggested an important role regarding the properties of heat-resistance and acid-resistance observed inSulfolobales.
Presented at the international workshop on “Molecular Biology and Biotechnology of Extremophiles and Archaebacteria,” Wako,
Japan, August 1993. |
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