Sugai A, Sakuma R, Fukuda I, Kurosawa N, Itoh Y H, Kon K, Ando S, Itoh T
Division of Chemistry, College of Liberal Arts and Sciences, Kitasato University, Kanagawa, Japan.
Lipids. 1995 Apr;30(4):339-44. doi: 10.1007/BF02536042.
The major ether-type lipid structures of Sulfolobus 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-cyclopentanetet raol 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 degrees C for 60 h, producing 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 in Sulfolobales.
嗜酸热硫化叶菌（ATCC33909）的主要醚型脂质结构由嗜热古醇和钙甘油嗜热古醇组成。然而，通过核磁共振光谱和质谱表征表明，钙甘油嗜热古醇中钙二醇的结构不是壬糖醇，即2-(1',2',3'-三羟基丙基)1,2,3,4,5,6-六羟基己烷，而是分子中带有醚键的2-羟甲基-1-(2,3-二羟基丙氧基)2,3,4,5-环戊烷四醇。这种分子间醚键对BCl₃处理具有抗性，但对在100℃下进行60小时的57%HI降解处理不具有抗性，反应产物由钙二醇生成2-羟甲基-1,2,3,4,5-环戊烷五醇。此外，已证实钙二醇的结构本质上是甘油的衍生物，并且烃链与结构中类似甘油的位点共轭。分子中带有醚键的钙二醇表明其在硫化叶菌目中观察到的耐热性和耐酸性特性方面具有重要作用。
