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A novel aminoglycosphingolipid found in Chlorobium limicola f. thiosulfatophilum 6230

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Abstract

An aminolipid from Chlorobium limicola f. thiosulfatophilum has been purified and characterized by thin-layer chromatography, infrared specroscopy, 1H-NMR, 13C-NMR, plasma desorption mass spectrometry, and fast atom bombardment mass spectrometry. The structure is that of an aminosugar (neuraminic acid) attached to a sphingosine backbone with one myristic acid linked to the sphingosine by an amide bond. Related glycosphingolipids and capnoids are found in the Bacterioides/Flavobacteria which are related to the green sulfur bacteria by the criterion of 16S rRNA structure. No aminoglycosphingolipid was found in Chloroflexus aurantiacus.

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References

  • Barber M, Bordoli RS, Sedgwick RD, Tyler AN (1981) Fast atom bombardment of solids (FAB.): a new ion source for mass spectrometry. J Chem Soc Chem Commun:325–327

  • Bias U (1985) Zur Freisetzung von Sulfat, Verwertung von Cystein und Vorkommen von Sulfolipiden bei Chlorobium. PhD-thesis, Bonn, FRG

  • Brittain EFH, George WO, Wells CHJ (1970) Introduction to molecular spectroscopy, theory and experiment. Academic Press, London

    Google Scholar 

  • Christie WW (1982) Lipid analysis, 2nd edn. Pergamon Press, Oxford

    Google Scholar 

  • Dabrowski J, Egge H, Hanfland P (1980) High resolution molecular magnetic resonance spectroscopy of glycosphingolipids. I: 360 MHz 1H and 90.5 MHz 13C NMR analysis of galactosylceramides. Chem Phys Lipids 26:187–196

    Google Scholar 

  • Ferguson MAJ, Williams AF (1988) Cell-surface anchoring of proteins via glycosylphosphatidyl inositol structures. Annu Rev Biochem 57:285–320

    Google Scholar 

  • Godchaux III W, Leadbetter ER (1980) Capnocytophaga spp. contain sulfonolipids that are novel in prokaryotes. J Bacteriol 144:592–602

    Google Scholar 

  • Godchaux III W, Leadbetter ER (1983) Unusual sulfonolipids are characteristic of the Cytophaga-Flexibacter group. J Bacteriol 153:1238–1246

    Google Scholar 

  • Igishu H, Matsuoka M, Hamasaki N (1990) Binding of galactosylsphingosine (psychosine) by albumin. Lipids 25:65–68

    Google Scholar 

  • Jentoft N (1985) Analysis of sugars in glycoproteins by high-pressure liquid chromatography. Anal Biochem 148:424–433

    Google Scholar 

  • Kates M (1972) Techniques in lipidology. Elsevier, North-Holland, Amsterdam

    Google Scholar 

  • Kenyon CN, Gray AM (1974) Preliminary analysis of lipids and fatty acids of green bacteria and Chloroflexus aurantiacus. J Bacteriol 120:131–138

    Google Scholar 

  • Knudsen E, Jantzen E, Bryn K, Ormerod JG, Sirevåg R (1982) Quantitative and structural characteristics of lipids in Chlorobium and Chloroflexus. Arch Microbiol 132:149–154

    Google Scholar 

  • Low MG, Saltiel AE (1988) Structural and functional roles of glycosyl phosphatidyl inositol in membranes. Science 239:268–275

    Google Scholar 

  • Minnikin DE, Abdolrahimzadeh H, Babbiley J (1973) Glycolipids and biological membranes: the replacement of phospholipids by glycolipids in Pseudomonas diminuta. Biochem Soc Trans 1:431–432

    Google Scholar 

  • Olson JM (1980) Chlorophyll organization in green photosynthetic bacteria. Biochim Biophys Acta 594:33–51

    Google Scholar 

  • Olson JM, Philipson KD, Sauer K (1973) Circular dichroism and absorption spectra of bacteriochlorophyll-protein and reaction center complexes from Chlorobium thiosulfatophilum. Biochim Biophys Acta 292:206–217

    Google Scholar 

  • Olson JM, Shaw EK, Gaffney JS, Scandella CJ (1983) A fluorescent aminolipid from a green photosynthetic bacterium. Biochemistry 22:1819–1827

    Google Scholar 

  • Olson JM, Shaw EK, Gaffney JS, Scandella CJ (1984) Chlorobium aminolipid. A new membrane lipid from green sulfur bacteria. In: Sybesma C (ed) Advances in photosynthesis research, vol 3. Nijhoff/Junk, The Hague, pp 139–142

    Google Scholar 

  • Olson JM, Thornber JP (1979) Photosynthetic reaction centers. In: Capaldi RA (ed) Membrane proteins in energy transduction. Marcel Dekker, New York, pp 279–340

    Google Scholar 

  • Pfennig N, Trüper HG (1981) Isolation of members of the families Chromatiaceae and Chlorobiaceae. In: Starr MP, Stolp H, Trüper HG, Balows, Schlegel HG (eds) The prokaryotes, vol 1. Springer, Berlin Heidelberg New York, pp 279–289

    Google Scholar 

  • Riazza V, Tucker AN, White DC (1970) Lipids of Bacteroides melaninogenicus. J Bacteriol 101:84–91

    Google Scholar 

  • Shaw N (1968) The detection of lipids on thin-layer chromatograms with the periodate-Schiff reagent. Biochim Biophys Acta 164:435–436

    Google Scholar 

  • Siakotos AN, Rouser G (1965) Analytical separation of nonlipid water soluble substances and gangliosides from other lipids by dextran gel column chromatography. J Am Oil Chem Soc 42:913–919

    Google Scholar 

  • Silverstein RM, Bassler GC, Morill TC (1981) Spectrometric identification of organic compounds. Wiley, New York

    Google Scholar 

  • Skipski VP, Barclay M (1969) Thin-layer chromatography of lipids. Methods Enzymol 14:530–598

    Google Scholar 

  • Staehelin LA, Golecki JR, Drews G (1980) Supramolecular organization of chlorosomes (Chlorobium vesicles) and of their membrane attachment sites in Chlorobium limicola. Biochim Biophys Acta 589:30–45

    Google Scholar 

  • Steiner S, Conti SF, Lester RL (1973) Occurence of phosphonosphingolipids in Bdellovibrio bacteriovorus strain UKi2. J Bacteriol 16:1199–1211

    Google Scholar 

  • Sundquist B, Kamensky I, Håkansson P, Kjellberg J, Salehpour M, Widdiyasekera S, Fohlman J, Peterson PA, Roepstorff P (1984) Californium-252 plasma desorption time of flight mass spectroscopy of proteins. BioMed Mass Spec 11:242–257

    Google Scholar 

  • Tourtellote ME, Jensen RG, Gander GW, Morowitz HJ (1963) Lipid composition and synthesis in the pleuropneumonia-like organism Mycoplasma gallisepticum. J Bacteriol 86:370–379

    Google Scholar 

  • Vliegenthart JFG, Dorland L, van Halbeek H, Haverkamp J (1982) NMR spectroscopy of sialic acids. In: Schauer R (ed) Sialic acids. Springer, Vienna, pp 127–172

    Google Scholar 

  • Whitten WB, Pearlstein RM, Olson JM (1979) New spectral components in high resolution absorption spectra of green bacterial reaction center complexes at 5K. Photochem Photobiol 29:823–828

    Google Scholar 

  • Woese CR (1987) Bacterial evolution. Microbiol Rev 51:221–271

    Google Scholar 

  • Woese CR, Mandelco L, Yang D, Gherna R, Madigan MT (1990) The case for relationship of the flavobacteria and relatives to the green sulfur bacteria. Syst Appl Microbiol 13:258–262

    Google Scholar 

  • Yamamoto A, Yano I, Masui M, Yabuuchi E (1978) Isolation of a novel sphingoglycolipid containing glucuronic acid and 2-hydroxy fatty acid from Flavobacterium devorans ATTC 10829. J Biochem 83:1213–1216

    Google Scholar 

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Jensen, M.T., Knudsen, J. & Olson, J.M. A novel aminoglycosphingolipid found in Chlorobium limicola f. thiosulfatophilum 6230. Arch. Microbiol. 156, 248–254 (1991). https://doi.org/10.1007/BF00262993

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  • DOI: https://doi.org/10.1007/BF00262993

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