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Biomedical subjects

M E Breimer

Publications and source records attributed to M E Breimer.

At least 73 records · Page 4Linked to original sources
PubMed1984

Tissue specificity of glycosphingolipids as expressed in pancreas and small intestine of blood group A and B human individuals.

A chemical investigation has been done on blood group active glycosphingolipids of both small intestine and pancreas from two individuals, one blood group A and one blood group B. Total non-acid glycolipid fractions were prepared and the major blood group fucolipids present were purified and structurally characterized by mass spectrometry, proton NMR spectroscopy, and degradation methods. The glycolipid structures identified were a blood group Leb hexaglycosylceramide, a B-hexaglycosylceramide with a type 1 (Gal beta 1 leads to 3GlcNAc) carbohydrate chain, A-hexaglycosylceramides with types 1 and 2 (Gal beta 1 leads to 4GlcNAc) carbohydrate chains, a B-heptaglycosylceramide with a type 1 carbohydrate chain, and A-heptaglycosylceramides with type 1 and 2 carbohydrate chains. In addition several minor glycolipids having more than seven sugar residues were detected by thin-layer chromatography. The small intestine and pancreas had some distinct differences in their expression of the major fucolipids. The small intestine contained only glycolipids based upon type 1 carbohydrate chain while the pancreas had both type 1 and type 2 structures. The intestines contained mainly difucosyl compounds while the pancreas tissues contained both mono- and difucosyl glycolipids. Monofucosylglycolipids based on both types 1 and 2 saccharides were present in one pancreas while the other one contained only monofucosylcomponents based on type 1 chain. The ceramides of the intestinal glycolipids were found to be more hydroxylated (trihydroxy long-chain base, hydroxy fatty acids) compared to the pancreas glycolipids (dihydroxy long-chain base, non-hydroxy fatty acids).

ABO Blood-Group System↗
PubMed1983

Chemical and immunological identification of glycolipid-based blood group ABH and Lewis antigens in human kidney.

A polar non-acid glycolipid fraction has been isolated from human kidney. It was shown by thin-layer chromatography to be a mixture of glycolipids having more than four carbohydrate residues. Immunological testing revealed strong blood group Lea and A activity together with weak Leb, P1 and B activity. Mass spectrometry of the permethylated and permethylated-reduced (LiAlH4) glycolipid fraction showed that the two major components were a five sugar fucolipid (isomer of Lea) and a glycolipid having four hexoses and one N-acetylhexosamine. In addition, blood group Leb, B and A type hexaglycosylceramides were present. Evidence for small amounts of more complex glycolipids was also found. Acid degradation and gas chromatography of the native fraction revealed fucose, glucose, galactose, N-acetylglucosamine and N-acetylgalactosamine. This is the first chemical isolation and characterization of complex blood group active glycolipids in human kidney. The existence of these molecules is discussed in view of their possible role as transplantation antigens.

ABO Blood-Group System↗
PubMed1983

Chemical characterization of a blood group H type pentaglycosylceramide of human small intestine.

A blood group H type pentaglycosylceramide was isolated in relatively large amounts from human adult small intestine (52 mg from one individual) and human meconium (fetal origin). The structure was made likely by mass spectrometry and NMR spectroscopy of non-degraded permethylated and permethylated-LiAlH4-reduced glycolipid and by degradation to be Fuc alpha 1 leads to 2Gal beta 1 leads to 3GlcNAc beta 1 leads to 3Gal beta 1 leads to 4Glc beta 1 leads to 1Cer. The ceramide was composed mainly of phytosphingosine and 2-hydroxy 16-24 carbon fatty acids. This novel type 1 chain species (Gal beta 1 leads to 3GlcNAc) was not accompanied by the type 2 chain isomer (Gal beta 1 leads to 4GlcNAc) which in contrast is the sole species in human erythrocyte and dog small intestine.

ABO Blood-Group System↗
PubMed1983

The preparative separation of sialic acid-containing lipids from sulphate group-containing glycolipids from small intestine of different animals. Analysis by thin-layer chromatography and detection of novel species.

Acidic glycolipids (gangliosides and glycolipid sulphates) were purified from non-glycolipid contaminants by silicic acid chromatography of their acetylated derivatives. Acetylation converted gangliosides into non-polar neutral and weakly acidic derivatives. These were separated from acetylated sulphate-containing glycolipids by chromatography on DEAE-cellulose. The fractions thus isolated from small intestine of 7 different animals were analyzed by thin-layer chromatography. This revealed a considerable species-related variation of both gangliosides and sulphoglycolipids. Mass spectrometry demonstrated a novel ganglioside in guinea-pig small intestine and a novel sulphoglycolipid in mouse small intestine.

Acetylation↗
PubMed1982

Glycosphingolipids of a green monkey kidney cell line (GMK AH-1). Evidence for a novel pentaglycosylceramide based on globotetraosylceramide.

Total non-acid glycolipid fractions have been isolated from GMK AH-1 cells grown in fetal calf serum and in horse serum. For comparison, glycolipids were also prepared from green monkey (Cercopithecus aetiops) kidney and from fetal calf serum. The major glycolipids from GMK AH-1 cells grown in fetal calf serum were isolated by silicic acid column chromatography and preparative thin-layer chromatography. These fractions were characterized mainly by thin-layer chromatography, mass spectrometry and gas chromatography. The structures of the glycolipids isolated were proposed as: Glc1 leads to 1Cer, Gal1 leads to 1Cer, Gal1 leads to 4Glc1 leads to 1Cer, Gal1 leads to 4Gal1 leads to 4Glc1 leads to 1Cer, GalNAcl leads to 3Gal1 leads to 4Gal1 leads 4Glc1 leads to 1Cer. In addition, a novel pentaglycosylceramide with the probable structure Ga1 beta 1 leads to 3GalNAc beta 1 leads to Gal alpha 1 leads to 4Gal beta 1 leads to 4Glc beta 1 leads to 1Cer was also present. THe ceramides contained mainly dihydroxy 18:1 long-chain base in combination with non-hydroxy 16:0-24:0 fatty acids. Small amounts of trihydroxy 18:0 long-chain base and hydroxy 22:0-24:0 fatty acids were also present in the mono- and diglycosylceramide fractions. The glycolipid patterns of GMK AH-1 cells grown in fetal calf serum or horse serum were identical. The pentaglycosylceramide present in the cultured cells could not be detected with certainty in the kidney tissue. The uptake of this glycolipid from the culture medium is unlikely as it seems to be lacking in calf serum.

Animals↗
PubMed1982

Studies on differentiating epithelial cells of rat small intestine. Alterations in the lipophilic part of glycosphingolipids during cell migration from crypt villus tip.

Epithelial cells of rat small intestine have been separated into three intervals of different maturity correlated to cell migration from the crypt to the villus tip. The total acid and non-acid glycosphingolipids were isolated and analysed by thin-layer chromatography. The amount of glucosylceramide an N-glycoloylneuraminosyllactosylceramide was higher, while the amount of globotriaosylceramide and tetrahexosylceramide was lower in villus tip cells (more differentiated) compared to crypt cells (less differentiated). In addition to these alterations the lipophilic composition changed, as shown by a comparison by mass spectrometry of permethylated and LiAlH4-reduced, permethylated derivatives of two of the non-acid glycolipid mixtures (crypt cells and villus tip cells). The components of ceramide were mainly trihydroxy 18:0 long-chain base (phytosphingosine) and hydroxy and non-hydroxy fatty acids. The only significant change concerned the fatty acids. In the crypt cell glycolipids the most abundant fatty acid was 20:0 non-hydroxy fatty acid. In the villus tip cells there was a relative increase of hydroxy fatty acids, with the 24:0 species in dominance. This change occurred for most glycolipids, but the fatty acids of glucosylceramide were villus tip-like already in the crypt cells. The blood group A-active tetraglycosylceramide, and probably the hematoside, did not show any alteration in the lipophilic part. The results indicate that the turnover of some glycolipids (or only their lipophilic part) is more rapid than the epithelial cell turnover.

Alkaline Phosphatase↗
PubMed1982

Isolation and partial characterization of blood group A and H active glycosphingolipids of rat small intestine.

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.

ABO Blood-Group System↗
PubMed1982

Chemical characterization of penta-, hexa-, hepta-, octa-, and nonaglycosylceramides of rat small intestine having a globoside-like terminus.

A novel series of glycosphingolipids has been isolated from the nonepithelial part of rat small intestine. A mixed fraction containing 3 major components corresponding to glycolipids with 5, 6, and 7 sugars and 2 minor components with 8 and 9 sugars was characterized. The structure of the major components was deduced by mass spectrometry and proton NMR spectroscopy of nondegraded permethylated and permethylated-reduced (LiAlH4) derivatives and gas-liquid chromatography of degradation products of native, permethylated, and permethylated-reduced glycolipids. The structures of the penta-, hexa-, and hepta-glycosylceramides were found to be GalNAcp beta 1 leads to (3Galp alpha 1 leads to)2-44Galp beta 1 leads to 4Glcp beta 1 leads to 1Cer. By analogy reasoning, supported by mass spectrometry, the octa- and nonaglycosylceramides were concluded to have 1 and 2 additional internal leads to 3Galp alpha 1 leads to 3 structures, respectively. A pentaglycosylceramide fraction from another rat strain was also isolated. The NMR spectra were in agreement with 2 isomeric structures of which 1 had the internal alpha 1 leads to 4 linkage replaced by an alpha 1 leads to 3 linkage. The fatty acids of all components were nonhydroxy 16:0 to 24:0 acids with the 18:0 homologue as dominating species. The major base was sphingosine and possibly monohydroxy 18:1 base in the larger glycolipids. This is a novel series of structures with a terminal saccharide identical with isoglobotetraoxylceramide (cytolipin R). The glycosyltransferase for the terminal GalNAc beta 1 leads to 3 of cytolipin R may possibly be identical with the enzyme adding the terminal sugar of this novel series. This is supported by the presence in the same tissue of probable precursor glycolipids with 4 to 8 hexoses.

Animals↗
PubMed1982

Structural identification of two ten-sugar branched chain glycosphingolipids of blood group H type present in epithelial cells of rat small intestine.

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.

Animals↗
PubMed1982

Glycosphingolipids of rat tissues. Different composition of epithelial and nonepithelial cells of small intestine.

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.

Animals↗
PubMed1981

Blood group type glycosphingolipids from the small intestine of different animals analysed by mass spectrometry and thin-layer chromatography. A note on species diversity.

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.

ABO Blood-Group System↗
PubMed1981

Separation and characterization of hematosides with different sialic acids and ceramides from rat small intestine. Different composition of epithelial cells versus non-epithelial tissue and of duodenum versus jejunum-ileum.

The hematosides (sialyl-lactosylceramides) of rat small intestine were separated as their acetylated derivatives. The isolated fractions were characterized by mass spectrometry and degradative methods, and the two major fractions also by NMR spectroscopy. From these results hematosides with different sialic acid and ceramide type could be assigned to thin-layer chromatographic bands. This allowed a structural interpretation of the chromatographic patterns observed for different parts of the small intestine. Thus, epithelial cells of ileum contained only hematoside with N-glycoloylneuraminic acid. Duodenum lacked this compound and instead the epithelial cells contained hematoside with N-acetylneuraminic acid. In non-epithelial tissue or both duodenum and jejunum-ileum the major hematoside had N-acetyl-neuraminic acid. The hematosides of epithelial cells had ceramide containing 18 : 0 trihydroxy base combined with 16, 20, 22, 24 : 0, and 24 : 1 hydroxy fatty acids (major part) or non-hydroxy fatty acids. In the non-epithelial hematosides the ceramide consisted of 18 : 1 dihydroxy base combined with 16, 18, 20, 22, 24 : 0, and 24 : 1 non-hydroxy fatty acids.

Acetylation↗