The structure of the core polyol of the ether lipids from Sulfolobus acidocaldarius. 1995

A Sugai, and R Sakuma, and I Fukuda, and N Kurosawa, and Y H Itoh, and K Kon, and S Ando, and T Itoh
Division of Chemistry, College of Liberal Arts and Sciences, Kitasato University, Kanagawa, Japan.

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.

UI MeSH Term Description Entries
D008055 Lipids A generic term for fats and lipoids, the alcohol-ether-soluble constituents of protoplasm, which are insoluble in water. They comprise the fats, fatty oils, essential oils, waxes, phospholipids, glycolipids, sulfolipids, aminolipids, chromolipids (lipochromes), and fatty acids. (Grant & Hackh's Chemical Dictionary, 5th ed) Lipid
D009682 Magnetic Resonance Spectroscopy Spectroscopic method of measuring the magnetic moment of elementary particles such as atomic nuclei, protons or electrons. It is employed in clinical applications such as NMR Tomography (MAGNETIC RESONANCE IMAGING). In Vivo NMR Spectroscopy,MR Spectroscopy,Magnetic Resonance,NMR Spectroscopy,NMR Spectroscopy, In Vivo,Nuclear Magnetic Resonance,Spectroscopy, Magnetic Resonance,Spectroscopy, NMR,Spectroscopy, Nuclear Magnetic Resonance,Magnetic Resonance Spectroscopies,Magnetic Resonance, Nuclear,NMR Spectroscopies,Resonance Spectroscopy, Magnetic,Resonance, Magnetic,Resonance, Nuclear Magnetic,Spectroscopies, NMR,Spectroscopy, MR
D004075 Diglycerides Glycerides composed of two fatty acids esterified to the trihydric alcohol GLYCEROL. There are two possible forms that exist: 1,2-diacylglycerols and 1,3-diacylglycerols. Diacylglycerol,Diacylglycerols
D004987 Ethers Organic compounds having two alkyl or aryl groups bonded to an oxygen atom, as in the formula R1–O–R2.
D005995 Glyceryl Ethers Compounds in which one or more of the three hydroxyl groups of glycerol are in ethereal linkage with a saturated or unsaturated aliphatic alcohol; one or two of the hydroxyl groups of glycerol may be esterified. These compounds have been found in various animal tissue. Alkyl Glyceryl Ethers,Glycerol Ethers,Ethers, Alkyl Glyceryl,Ethers, Glycerol,Ethers, Glyceryl,Glyceryl Ethers, Alkyl
D006017 Glycolipids Any compound containing one or more monosaccharide residues bound by a glycosidic linkage to a hydrophobic moiety such as an acylglycerol (see GLYCERIDES), a sphingoid, a ceramide (CERAMIDES) (N-acylsphingoid) or a prenyl phosphate. (From IUPAC's webpage) Glycolipid
D000107 Acetylation Formation of an acetyl derivative. (Stedman, 25th ed) Acetylations
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D016944 Sulfolobus A genus of aerobic, chemolithotrophic, coccoid ARCHAEA whose organisms are thermoacidophilic. Its cells are highly irregular in shape, often lobed, but occasionally spherical. It has worldwide distribution with organisms isolated from hot acidic soils and water. Sulfur is used as an energy source. Sulfolobus islandicus,Sulfolobus metallicus,Sulfolobus tokodaii

Related Publications

A Sugai, and R Sakuma, and I Fukuda, and N Kurosawa, and Y H Itoh, and K Kon, and S Ando, and T Itoh
July 1974, Journal of bacteriology,
A Sugai, and R Sakuma, and I Fukuda, and N Kurosawa, and Y H Itoh, and K Kon, and S Ando, and T Itoh
January 2001, Methods in enzymology,
A Sugai, and R Sakuma, and I Fukuda, and N Kurosawa, and Y H Itoh, and K Kon, and S Ando, and T Itoh
January 2013, Archaea (Vancouver, B.C.),
A Sugai, and R Sakuma, and I Fukuda, and N Kurosawa, and Y H Itoh, and K Kon, and S Ando, and T Itoh
September 1991, Biochimica et biophysica acta,
A Sugai, and R Sakuma, and I Fukuda, and N Kurosawa, and Y H Itoh, and K Kon, and S Ando, and T Itoh
October 1995, Biochemistry,
A Sugai, and R Sakuma, and I Fukuda, and N Kurosawa, and Y H Itoh, and K Kon, and S Ando, and T Itoh
January 1992, The Journal of biological chemistry,
A Sugai, and R Sakuma, and I Fukuda, and N Kurosawa, and Y H Itoh, and K Kon, and S Ando, and T Itoh
November 2018, Acta crystallographica. Section D, Structural biology,
A Sugai, and R Sakuma, and I Fukuda, and N Kurosawa, and Y H Itoh, and K Kon, and S Ando, and T Itoh
January 2017, Archaea (Vancouver, B.C.),
A Sugai, and R Sakuma, and I Fukuda, and N Kurosawa, and Y H Itoh, and K Kon, and S Ando, and T Itoh
January 1998, Biochemistry,
A Sugai, and R Sakuma, and I Fukuda, and N Kurosawa, and Y H Itoh, and K Kon, and S Ando, and T Itoh
December 2018, Proceedings of the National Academy of Sciences of the United States of America,
Copied contents to your clipboard!