Liquid Chromatography "on-flow" 1H Nuclear Magnetic Resonance on Native Glycosphingolipid Mixtures Together with Gas Chromatography/mass Spectrometry on the Released Oligosaccharides for Screening and Characterisation of Carbohydrate-based Antigens...

Overview

Journal Glycoconj J

Publisher Springer

Specialties Biochemistry
Endocrinology

Date 1999 Dec 2

PMID 10580650

Citations 1

Authors

A E Backer

S Thorbert

O Rakotonirainy

E C Hallberg

A Olling

M Gustavsson

B E Samuelsson

B Soussi

Affiliations

Soon will be listed here.

Abstract

Glycosphingolipids were prepared from pig lung and pooled into two fractions with (i) < or = 3 sugar residues, and (ii) > or = 3 sugar residues. Oligosaccharides were prepared and used for gas chromatography, gas chromatography/mass spectrometry and matrix-assisted laser desorption/ionization mass spectrometry. The glycolipid fractions i and ii were further characterised and purified using a novel method based on high performance liquid chromatography "on-flow" proton nuclear magnetic resonance. The LC "on-flow" NMR technique showed good chromatographic separation and gave NMR spectral information which could be used as guidance for pooling of the separated mixture glycolipids. Conventional 1H NMR, thin layer immunostaining, gas chromatography, gas chromatography/mass spectrometry and matrix-assisted laser desorption/ionization mass spectrometry were used to characterise the glycolipids and to validate LC-NMR spectral data.

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PMID: 18247115 DOI: 10.1007/s10719-008-9113-0.

References

Hallberg E, Holgersson J, Samuelsson B . Glycosphingolipid expression in pig aorta: identification of possible target antigens for human natural antibodies. Glycobiology. 1998; 8(7):637-49. DOI: 10.1093/glycob/8.7.637. View

Spraul M, Hofmann M, Lindon J, Farrant R, Seddon M, Nicholson J . Evaluation of liquid chromatography coupled with high-field 1H NMR spectroscopy for drug metabolite detection and characterization: the identification of paracetamol metabolites in urine and bile. NMR Biomed. 1994; 7(7):295-303. DOI: 10.1002/nbm.1940070702. View

Springer T, Galfre G, Secher D, Milstein C . Monoclonal xenogeneic antibodies to murine cell surface antigens: identification of novel leukocyte differentiation antigens. Eur J Immunol. 1978; 8(8):539-51. DOI: 10.1002/eji.1830080802. View

Spraul M, Hofmann M, Dvortsak P, Nicholson J, Wilson I . High-performance liquid chromatography coupled to high-field proton nuclear magnetic resonance spectroscopy: application to the urinary metabolites of ibuprofen. Anal Chem. 1993; 65(4):327-30. DOI: 10.1021/ac00052a004. View

Karlsson K . Preparation of total nonacid glycolipids for overlay analysis of receptors for bacteria and viruses and for other studies. Methods Enzymol. 1987; 138:212-20. DOI: 10.1016/0076-6879(87)38018-8. View

Holgersson J, Stromberg N, Breimer M . Glycolipids of human large intestine: difference in glycolipid expression related to anatomical localization, epithelial/non-epithelial tissue and the ABO, Le and Se phenotypes of the donors. Biochimie. 1988; 70(11):1565-74. DOI: 10.1016/0300-9084(88)90292-1. View

von dem Borne A, Bos M, Tromp J, Vant Veer M, Tetteroo P . A murine monoclonal IgM antibody specific for blood group P antigen (globoside). Br J Haematol. 1986; 63(1):35-46. DOI: 10.1111/j.1365-2141.1986.tb07492.x. View

Clausen H, Levery S, McKIBBIN J, Hakomori S . Blood group A determinants with mono- and difucosyl type 1 chain in human erythrocyte membranes. Biochemistry. 1985; 24(14):3578-86. DOI: 10.1021/bi00335a028. View

Abe K, Levery S, Hakomori S . The antibody specific to type 1 chain blood group A determinant. J Immunol. 1984; 132(4):1951-4. View

10.

Holgersson J, Curtis J, Morris M, Tetler L, Derrick P, Samuelsson B . Electron ionization-tandem mass spectrometry of glycosphingolipids. Part II. The identification of a carbohydrate sequence corresponding to a novel repetitive blood group A heptaglycosylceramide. Rapid Commun Mass Spectrom. 1993; 7(6):421-6. DOI: 10.1002/rcm.1290070604. View

11.

Kannagi R, Levery S, Ishigami F, Hakomori S, Shevinsky L, Knowles B . New globoseries glycosphingolipids in human teratocarcinoma reactive with the monoclonal antibody directed to a developmentally regulated antigen, stage-specific embryonic antigen 3. J Biol Chem. 1983; 258(14):8934-42. View

12.

Larson G, Karlsson H, Hansson G, Pimlott W . Application of a simple methylation procedure for the analyses of glycosphingolipids. Carbohydr Res. 1987; 161(2):281-90. DOI: 10.1016/s0008-6215(00)90085-5. View

13.

Clausen H, Levery S, Nudelman E, Baldwin M, Hakomori S . Further characterization of type 2 and type 3 chain blood group A glycosphingolipids from human erythrocyte membranes. Biochemistry. 1986; 25(22):7075-85. DOI: 10.1021/bi00370a048. View

14.

Hansson G, Karlsson K, Leffler H, Stromberg N . Gangliotetraosylceramide is a major glycolipid of epithelial cells of mouse small intestine. FEBS Lett. 1982; 139(2):291-4. DOI: 10.1016/0014-5793(82)80873-9. View

15.

Bouhours D, Bouhours J, Larson G, Karlsson H, Pimlott W, Hansson G . Transient expression of type 2 chain in A-active hexaglycosylceramide of rat small intestine at weaning time. Demonstration by affinity chromatography and ceramide glycanase hydrolysis of A-active glycosphingolipids followed by gas chromatography.... Arch Biochem Biophys. 1990; 282(1):141-6. DOI: 10.1016/0003-9861(90)90097-i. View

16.

Magnani J, Smith D, Ginsburg V . Detection of gangliosides that bind cholera toxin: direct binding of 125I-labeled toxin to thin-layer chromatograms. Anal Biochem. 1980; 109(2):399-402. DOI: 10.1016/0003-2697(80)90667-3. View

17.

Backer A, Holgersson J, Samuelsson B, Karlsson H . Rapid and sensitive GC/MS characterization of glycolipid released Galalpha1,3Gal-terminated oligosaccharides from small organ specimens of a single pig. Glycobiology. 1998; 8(6):533-45. DOI: 10.1093/glycob/8.6.533. View

18.

Stellner K, Watanabe K, Hakomori S . Isolation and characterization of glycosphingolipids with blood group H specificity from membranes of human erythrocytes. Biochemistry. 1973; 12(4):656-61. DOI: 10.1021/bi00728a014. View

19.

Li S, deGasperi R, MULDREY J, Li Y . A unique glycosphingolipid-splitting enzyme (ceramide-glycanase from leech) cleaves the linkage between the oligosaccharide and the ceramide. Biochem Biophys Res Commun. 1986; 141(1):346-52. DOI: 10.1016/s0006-291x(86)80375-8. View

20.

Samuelsson B, Rydberg L, Breimer M, Backer A, Gustavsson M, Holgersson J . Natural antibodies and human xenotransplantation. Immunol Rev. 1994; 141:151-68. DOI: 10.1111/j.1600-065x.1994.tb00876.x. View