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- Breimer, Michael, 1951, et al.
(author)
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Blood group type glycosphingolipids from the small intestine of different animals analysed by mass spectrometry and thin-layer chromatography. A note on species diversity.
- 1981
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In: Journal of biochemistry. - 0021-924X. ; 90:3, s. 589-609
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Journal article (peer-reviewed)abstract
- The total non-acid glycosphingolipids were isolated from the small intestine of cat, cod-fish, guinea-pig, hen, mouse, rabbit, and two strains of rat. The samples were analyzed by thin-layer chromatography and mass spectrometry and for immunological activity. Mass spectrometry of permethylated and LiAlH4-reduced permethylated derivatives allowed the interpretation of the structures (carbohydrate sequence and ceramide composition) of up to 9 glycolipid species in one mixture. The interpretation was facilitated by a temperature programming of the direct inlet probe, leading to a successive evaporation of glycolipid species mainly according to the number of sugars. The structures concluded could in most cases be assigned to the separate bands revealed by thin-layer chromatography. Antigenic determinants proposed by the spectra were settled by immunological analysis. Thus, Forssman glycolipid was identified in cat, guinea-pig, hen and mouse, blood group A glycolipids in cat, rabbit, and rat and blood group B glycolipids in rabbit and rat. No Lewis activity was found. Certain ceramide types were demonstrated to exist preferentially in some glycolipids. Globoside and Forssman glycolipids (globo series) had a less hydroxylated ceramide (one free hydroxyl) compared to most fucolipids and other glycolipids (two or three hydroxyls). In conclusion, glycolipid patterns of intestine vary between species, and individuals of the same species.
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- Breimer, Michael, 1951, et al.
(author)
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Glycolipids of rat small intestine. Characterization of a novel blood group H-active triglycosylceramide.
- 1980
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In: Biochimica et biophysica acta. - 0006-3002. ; 617:1, s. 85-96
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Journal article (peer-reviewed)abstract
- A novel blood group H-active triglycosylceramide has been isolated from rat small intestine. It was present exclusively in the epithelial cells. The structure was established by mass spectrometry, NMR spectroscopy and degradative methods to the Fucp alpha 1 leads to 2Galp beta 1 leads to 4Glcp beta 1 leads to 1Cer. The lipophilic part was made up of mainly trihydroxy base (phytosphingosine) and 16 : 0--24 : 0 fatty acids.
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- Breimer, Michael, 1951, et al.
(author)
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Glycosphingolipids of rat tissues. Different composition of epithelial and nonepithelial cells of small intestine.
- 1982
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In: The Journal of biological chemistry. - 0021-9258. ; 257:1, s. 557-68
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Journal article (peer-reviewed)abstract
- The epithelial cells of rat small intestine (jejunum-ileum) were separated from their supporting stroma (residue). Total nonacid and acid glycosphingolipids were prepared from the two compartments. The acetylated nonacid glycolipids were separated into 10-12 fractions by column chromatography. These were analyzed by chromatographic methods, mass spectrometry, and proton NMR spectroscopy and compared with glycolipids isolated from whole rat small intestine. The sialic acid-containing glycosphingolipids were compared in the same way without subfractionation. At least 37 different glycosphingolipids (different carbohydrate moieties) were found, 23 in the nonepithelial residue and 17 in the epithelial cells of one rat strain. In a second rat strain, another 4 structures were detected. The glycosphingolipids of epithelial cells and nonepithelial residue were distinctly different. Glucosylceramide, lactosylceramide, and globotriaosylceramide were found in both compartments, while isoglobotriaosylceramide was restricted to the nonepithelial residue. A tetrahexosylceramide with a terminal Gal alpha 1 leads to 3 on a globotriaosylceramide core was found in both compartments as were homologues with 1 or 2 additional internal leads to 3Gal alpha 1 leads to units, but homologues with 3 or 4 additional internal Gal were only nonepithelial. Glycosphingolipids with terminal beta-GalNAc were restricted to the nonepithelial residue comprising globotetraosylceramide, isoglobotetraosylceramide, and a series of glycolipids with 5 to 9 sugars having the above-mentioned oligohexosylceramides as core structures. Fucolipids (blood group H) having 3, 5, 6, and 7 sugars and lacking amino sugars, and fucolipids with 5 and 10 sugars containing N-acetylglucosamine were restricted to the epithelial cells. Fucolipids (blood groups H and B) with 5 and 6 sugars containing N-acetylgalactosamine were restricted to the nonepithelial residue. In a 4, 6, and 12 sugars were found in the epithelial cells. N-Glycoloylneuraminosyllactosylceramide was the only ganglioside found in the epithelial cells while N-acetylneuraminosyllactosylceramide was nonepithelial together with gangliosides based on gangliotetraosylceramide and isoglobotetraosylceramide.
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- Breimer, Michael, 1951, et al.
(author)
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Isolation and partial characterization of blood group A and H active glycosphingolipids of rat small intestine.
- 1982
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In: The Journal of biological chemistry. - 0021-9258. ; 257:2, s. 906-12
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Journal article (peer-reviewed)abstract
- Blood group A and H active glycosphingolipids have been isolated from rat small intestine. By mass spectrometry of the permethylated and LiAlH4-reduced permethylated glycolipid derivatives, the A glycolipids were shown to contain four (A-4), six (A-6), and 12 (A-12) sugar residues, respectively. The anomeric structure of the A-4 and A-6 glycolipids was established by proton NMR spectroscopy of the permethylated-reduced derivatives. Acid degradation and gas chromatography were used for analysis of binding positions. The structures of the A-4 and A-6 glycolipids were GalNAcp alpha 1 leads to 3Galp(2 comes from 1Fucp alpha) beta 1 leads to Glcp beta 1 leads to 1Cer and GalNAcp alpha 1 leads to 3Galp(2 comes from 1Fucp alpha) beta 1 leads to 3GlcNAcp beta 1 leads to 4Galp beta 1 leads to 4Glcp beta 1 leads to 1Cer. The third glycolipid (A-12) was a branched dodecaglycosylceramide with two blood group A determinants. The complete structure of this glycolipid has not yet been solved. The blood group A activity was the same for the A-6 and A-12 glycolipids based on an equal number of blood group A determinants, but the activity of the A-4 compound was only about half of the others. The A-6 glycolipid was based on a type 1 (Gal beta 1 leads to 3GlcNAc) carbohydrate chain, thus differing from the already known isomer based on a type 2 chain (Gal beta 1 leads to 4GlcNAc) present in human erythrocyte. The blood group A activity of these two glycolipids was found to be identical. The three rat intestinal blood group A active glycolipids were exclusively located to the mucosa epithelial cells. The blood group H active tri- and pentaglycosylceramides (H-3 and H-5), presumed to be the precursors of the A-4 and A-6 glycolipids, were also identified. A 10-sugar glycolipid (H-10), a possible precursor of A-12, was not detected.
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- Breimer, Michael, 1951, et al.
(author)
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Structural identification of two ten-sugar branched chain glycosphingolipids of blood group H type present in epithelial cells of rat small intestine.
- 1982
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In: The Journal of biological chemistry. - 0021-9258. ; 257:1, s. 50-9
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Journal article (peer-reviewed)abstract
- Two novel blood group H-type decaglycosylceramides with a branched core saccharide have been identified in mixture in a fraction isolated from rat small intestine. They were present exclusively in the epithelial cells. The number and sequence of sugars were established by direct inlet mass spectrometry of the permethylated and LiAlH4-reduced permethylated derivatives. Gas-liquid chromatography of the products after degradation of the native and permethylated glycolipids gave the type of sugars and the binding positions. A di- and a trisaccharide were identified by mass spectrometry after degradation of the permethylated-reduced derivative. One trisaccharide had the structure (formula see text) and was therefore additional evidence for a branched structure. Treatment of the decaglycosylceramide fraction with alpha-L-fucosidase gave free fucose and an octaglycosylceramide identified by mass spectrometry. Proton NMR spectra of the permethylated and permethylated-reduced octa- and decaglycosylceramides provided evidence for the binding configurations and the localization of type 1 and type 2 sequences in the two branches. The 3-linked branch was homogeneous with a type 1 saccharide (Gal beta 1 leads to 3GlcNAc) but the 6-linked branch had both type 1 and type 2 (Gal beta 1 leads to 4GlcNAc) sequences. Two glycolipids with the following probable structures were therefore present, making up 60 and 40% of the mixture, respectively: (formula see text) The lipophilic part contained mainly trihydroxy 18:0 long chain base (phytosphingosine) and 16:0 to 24:0 nonhydroxy fatty acids.
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