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  • Analytical Chemistry and Spectroscopy  (1)
  • DHB, 2,5-dihydroxybenzoic acid  (1)
  • FAB MS, fast atom bombardment mass spectrometry  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Selective binding by Helicobacter pylori of leucocyte gangliosides with 3-linked sialic acid, as identified by a new approach of linkage analysis (1998)
    Springer
    Glycoconjugate journal 15 (1998), S. 713-721 
    Details
    ISSN: 1573-4986
    Keywords: Helicobacter pylori ; leucocytes ; glycosphingolipids ; trifluoroacetolysis ; sialic acid ; gas chromatography-mass spectrometry ; linkage position ; NeuAc, N-acetylneuraminic acid ; NeuGc, N-glycolylneuraminic acid ; Gal, galactose ; GlcNAc, N-acetylglucosamine ; GC/MS, gas chromatography mass spectrometry ; DMSO, dimethyl sulphoxide ; ether, diethyl ether ; TFA, trifluoroacetic acid ; TFAA, trifluoroacetic anhydride ; TFAc, trifluoroacetyl ; MALDI-TOF MS, matrix assisted laser desorptionionization time of flight mass spectrometry ; 6-SL, 6-sialyllactose ; 3-SL, 3-sialyllactose ; SPG, sialylparagloboside ; Me, methyl ; FAB MS, fast atom bombardment mass spectrometry ; EI MS, electron ionization mass spectrometry ; DHB, 2,5-dihydroxybenzoic acid ; TLC, thin-layer chromatography
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The human gastric pathogen Helicobacter pylori has been shown to bind to glycoconjugates of human leucocytes in a sialic acid-dependent way. In order to improve the identification of the binding epitope, a new technique was developed to analyze the ketosidic linkage position between a terminal sialic acid and the consecutive monosaccharide. Permethylation and reduction with LiAlH4 followed by trifluoroacetolysis in 1000:1 trifluoroacetic anhydride:trifluoroacetic acid (24 h, 100 °C) results in the cleavage of glycosidic but not ketosidic bonds. The disaccharide products were analyzed by gas chromatography-mass spectrometry and sialyl-3 or -6 position and NeuAc or NeuGc are identified by their separate retention times and mass spectra. The method was worked out on model saccharides and applied on five-sugar gangliosides (sialylparaglobosides) of human leucocytes. Radiolabeled Helicobacter pylori was shown to bind to the upper part, but not to the lower part, of the five-sugar interval of a mixture of gangliosides separated on a thin-layer chromatogram. Using a membrane blotting procedure the active and inactive bands were isolated and shown to be NeuAcα2-3- and NeuAcα2-6-paraglobosides, respectively.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1006992616254
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Selected ion monitoring of glycosphingolipid mixtures. Identification of several blood group type glycolipids in the small intestine of an individual rabbitThe results in this communication were reported at the 11th FEBS Meeting, Copenhagen, Denmark (1977). (1979)
    Chichester : Wiley-Blackwell
    Biological Mass Spectrometry 6 (1979), S. 231-241 
    Details
    ISSN: 0306-042X
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A novel application of selected ion monitoring was used for a mixture of non-acid glycosphingolipids of one rabbit small intestine. Earlier studies of permethylated and permethylated-reduced (LiAlH4) derivatives of model compounds have revealed a specificity and abundance of saccharide ions (terminal monosaccharide(s), disaccharide, trisaccharide, etc., and all sugars plus fatty acid) and of ceramide fragments that permit a conclusive detection of separate glycolipid species in a mixture. The sample (50-200 μg) was evaporated slowly (1-5°C min-1 form 150-350°C) from the direct inlet probe of an MS 902 mass spectrometer (electron ionization). Mass spectra with fragments up to about m/z 2000 were collected on-line by a computer system. A successive partial separation was obtained for glycolipids with from one up to seven sugars. The structures of eight different compounds were identified. They all had 16:0, 22:0 and 24:0 2-hydroxy fatty acids and 18:0 trihydroxy base (phytosphingosine) as major ceramide components. The dominating complex glycolipid was a hexaglycosylceramide with a blood group B type of sequence. A blood group A type sequence was found in a second hexaglycosylceramide. In support of this, the native mixture showed blood group A and B activity. An intense peak, m/z 182, collected from methylated derivatives was evidence for a dominating type 2 carbohydrate chain of the core tetrasaccharide.
    Additional Material: 11 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/bms.1200060603
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    Paper (German National Licenses)
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