Abstract
This paper describes structural characterization by NMR, MS and degradative studies of mucin glycans from normal human descending colon obtained freshly at autopsy. The saccharides were mainly based on core 3 (GlcNAcbeta1-3GalNAc). Among the terminal saccharide determinants Sd(a)/Cad-antigen-like structures were prominent, and Lewis x, sialyl Lewis x and sulphated Lewis x were found as minor components, whereas blood group H and A antigenic determinants were absent. The saccharides were markedly different from those of mucins from colon cancers or colon cancer cell lines analysed so far, in which cores 1 and 2 are prominent features, and in which various other terminal determinants have been found, but not Sd(a)/Cad.
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- Aminoff D., Gathmann W. D., McLean C. M., Yadomae T. Quantitation of oligosaccharides released by the beta-elimination reaction. Anal Biochem. 1980 Jan 1;101(1):44–53. doi: 10.1016/0003-2697(80)90038-x. [DOI] [PubMed] [Google Scholar]
- Baenziger J. U., Natowicz M. Rapid separation of anionic oligosaccharide species by high performance liquid chromatography. Anal Biochem. 1981 Apr;112(2):357–361. doi: 10.1016/0003-2697(81)90305-5. [DOI] [PubMed] [Google Scholar]
- Blanchard D., Cartron J. P., Fournet B., Montreuil J., van Halbeek H., Vliegenthart J. F. Primary structure of the oligosaccharide determinant of blood group Cad specificity. J Biol Chem. 1983 Jun 25;258(12):7691–7695. [PubMed] [Google Scholar]
- Breg J., Van Halbeek H., Vliegenthart J. F., Lamblin G., Houvenaghel M. C., Roussel P. Structure of sialyl-oligosaccharides isolated from bronchial mucus glycoproteins of patients (blood group O) suffering from cystic fibrosis. Eur J Biochem. 1987 Oct 1;168(1):57–68. doi: 10.1111/j.1432-1033.1987.tb13387.x. [DOI] [PubMed] [Google Scholar]
- Bresalier R. S., Ho S. B., Schoeppner H. L., Kim Y. S., Sleisenger M. H., Brodt P., Byrd J. C. Enhanced sialylation of mucin-associated carbohydrate structures in human colon cancer metastasis. Gastroenterology. 1996 May;110(5):1354–1367. doi: 10.1053/gast.1996.v110.pm8613039. [DOI] [PubMed] [Google Scholar]
- Brockhausen I. Pathways of O-glycan biosynthesis in cancer cells. Biochim Biophys Acta. 1999 Dec 6;1473(1):67–95. doi: 10.1016/s0304-4165(99)00170-1. [DOI] [PubMed] [Google Scholar]
- Byrd J. C., Nardelli J., Siddiqui B., Kim Y. S. Isolation and characterization of colon cancer mucin from xenografts of LS174T cells. Cancer Res. 1988 Dec 1;48(23):6678–6685. [PubMed] [Google Scholar]
- Capon C., Laboisse C. L., Wieruszeski J. M., Maoret J. J., Augeron C., Fournet B. Oligosaccharide structures of mucins secreted by the human colonic cancer cell line CL.16E. J Biol Chem. 1992 Sep 25;267(27):19248–19257. [PubMed] [Google Scholar]
- Capon C., Leroy Y., Wieruszeski J. M., Ricart G., Strecker G., Montreuil J., Fournet B. Structures of O-glycosidically linked oligosaccharides isolated from human meconium glycoproteins. Eur J Biochem. 1989 Jun 1;182(1):139–152. doi: 10.1111/j.1432-1033.1989.tb14810.x. [DOI] [PubMed] [Google Scholar]
- Capon C., Wieruszeski J. M., Lemoine J., Byrd J. C., Leffler H., Kim Y. S. Sulfated lewis X determinants as a major structural motif in glycans from LS174T-HM7 human colon carcinoma mucin. J Biol Chem. 1997 Dec 19;272(51):31957–31968. doi: 10.1074/jbc.272.51.31957. [DOI] [PubMed] [Google Scholar]
- Carlstedt I., Herrmann A., Karlsson H., Sheehan J., Fransson L. A., Hansson G. C. Characterization of two different glycosylated domains from the insoluble mucin complex of rat small intestine. J Biol Chem. 1993 Sep 5;268(25):18771–18781. [PubMed] [Google Scholar]
- Dohi T., Yuyama Y., Natori Y., Smith P. L., Lowe J. B., Oshima M. Detection of N-acetylgalactosaminyltransferase mRNA which determines expression of Sda blood group carbohydrate structure in human gastrointestinal mucosa and cancer. Int J Cancer. 1996 Sep 4;67(5):626–631. doi: 10.1002/(SICI)1097-0215(19960904)67:5<626::AID-IJC6>3.0.CO;2-W. [DOI] [PubMed] [Google Scholar]
- Donald A. S., Feeney J. Oligosaccharides obtained from a blood-group-Sd(a+) Tamm-Horsfall glycoprotein. An n.m.r. study. Biochem J. 1986 Jun 15;236(3):821–828. doi: 10.1042/bj2360821. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Donald A. S., Soh C. P., Yates A. D., Feeney J., Morgan W. T., Watkins W. M. Structure, biosynthesis and genetics of the Sda antigen. Biochem Soc Trans. 1987 Aug;15(4):606–608. doi: 10.1042/bst0150606. [DOI] [PubMed] [Google Scholar]
- Fournet B., Strecker G., Leroy Y., Montreuil J. Gas--liquid chromatography and mass spectrometry of methylated and acetylated methyl glycosides. Application to the structural analysis of glycoprotein glycans. Anal Biochem. 1981 Sep 15;116(2):489–502. doi: 10.1016/0003-2697(81)90393-6. [DOI] [PubMed] [Google Scholar]
- Fredman P., Månsson J. E., Wikstrand C. J., Vrionis F. D., Rynmark B. M., Bigner D. D., Svennerholm L. A new ganglioside of the lactotetraose series, GalNAc-3'-isoLM1, detected in human meconium. J Biol Chem. 1989 Jul 25;264(21):12122–12125. [PubMed] [Google Scholar]
- Harrison M. J., Packer N. H. Measurement of sulfate in mucins. Methods Mol Biol. 2000;125:211–216. doi: 10.1385/1-59259-048-9:211. [DOI] [PubMed] [Google Scholar]
- Hennebicq-Reig S., Lesuffleur T., Capon C., De Bolos C., Kim I., Moreau O., Richet C., Hémon B., Recchi M. A., Maës E. Permanent exposure of mucin-secreting HT-29 cells to benzyl-N-acetyl-alpha-D-galactosaminide induces abnormal O-glycosylation of mucins and inhibits constitutive and stimulated MUC5AC secretion. Biochem J. 1998 Aug 15;334(Pt 1):283–295. doi: 10.1042/bj3340283. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Herrmann A., Davies J. R., Lindell G., Mårtensson S., Packer N. H., Swallow D. M., Carlstedt I. Studies on the "insoluble" glycoprotein complex from human colon. Identification of reduction-insensitive MUC2 oligomers and C-terminal cleavage. J Biol Chem. 1999 May 28;274(22):15828–15836. doi: 10.1074/jbc.274.22.15828. [DOI] [PubMed] [Google Scholar]
- Kamerling J. P., Gerwig G. J., Vliegenthart J. F., Clamp J. R. Characterization by gas-liquid chromatography-mass spectrometry and proton-magnetic-resonance spectroscopy of pertrimethylsilyl methyl glycosides obtained in the methanolysis of glycoproteins and glycopeptides. Biochem J. 1975 Dec;151(3):491–495. doi: 10.1042/bj1510491. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Karlsson N. G., Herrmann A., Karlsson H., Johansson M. E., Carlstedt I., Hansson G. C. The glycosylation of rat intestinal Muc2 mucin varies between rat strains and the small and large intestine. A study of O-linked oligosaccharides by a mass spectrometric approach. J Biol Chem. 1997 Oct 24;272(43):27025–27034. doi: 10.1074/jbc.272.43.27025. [DOI] [PubMed] [Google Scholar]
- Karlsson N. G., Olson F. J., Jovall P. A., Andersch Y., Enerbäck L., Hansson G. C. Identification of transient glycosylation alterations of sialylated mucin oligosaccharides during infection by the rat intestinal parasite Nippostrongylus brasiliensis. Biochem J. 2000 Sep 15;350(Pt 3):805–814. [PMC free article] [PubMed] [Google Scholar]
- Kim Y. S., Gum J. R., Jr Diversity of mucin genes, structure, function, and expression. Gastroenterology. 1995 Sep;109(3):999–1001. doi: 10.1016/0016-5085(95)90412-3. [DOI] [PubMed] [Google Scholar]
- Kim Y. S., Gum J., Jr, Brockhausen I. Mucin glycoproteins in neoplasia. Glycoconj J. 1996 Oct;13(5):693–707. doi: 10.1007/BF00702333. [DOI] [PubMed] [Google Scholar]
- Kim Y. S. Mucin glycoproteins in colonic neoplasia. Keio J Med. 1998 Mar;47(1):10–18. doi: 10.2302/kjm.47.10. [DOI] [PubMed] [Google Scholar]
- Kurosaka A., Nakajima H., Funakoshi I., Matsuyama M., Nagayo T., Yamashina I. Structures of the major oligosaccharides from a human rectal adenocarcinoma glycoprotein. J Biol Chem. 1983 Oct 10;258(19):11594–11598. [PubMed] [Google Scholar]
- Lamblin G., Boersma A., Lhermitte M., Roussel P., Mutsaers J. H., van Halbeek H., Vliegenthart J. F. Further characterization, by a combined high-performance liquid chromatography/1H-NMR approach, of the heterogeneity displayed by the neutral carbohydrate chains of human bronchial mucins. Eur J Biochem. 1984 Aug 15;143(1):227–236. doi: 10.1111/j.1432-1033.1984.tb08363.x. [DOI] [PubMed] [Google Scholar]
- Lo-Guidice J. M., Wieruszeski J. M., Lemoine J., Verbert A., Roussel P., Lamblin G. Sialylation and sulfation of the carbohydrate chains in respiratory mucins from a patient with cystic fibrosis. J Biol Chem. 1994 Jul 22;269(29):18794–18813. [PubMed] [Google Scholar]
- Malagolini N., Dall'Olio F., Di Stefano G., Minni F., Marrano D., Serafini-Cessi F. Expression of UDP-GalNAc:NeuAc alpha 2,3Gal beta-R beta 1,4(GalNAc to Gal) N-acetylgalactosaminyltransferase involved in the synthesis of Sda antigen in human large intestine and colorectal carcinomas. Cancer Res. 1989 Dec 1;49(23):6466–6470. [PubMed] [Google Scholar]
- Morton J. A., Pickles M. M., Vanhegan R. I. The Sda antigen in the human kidney and colon. Immunol Invest. 1988 May;17(3):217–224. doi: 10.3109/08820138809052961. [DOI] [PubMed] [Google Scholar]
- Nakao T., Kon K., Ando S., Miyatake T., Yuki N., Li Y. T., Furuya S., Hirabayashi Y. Novel lacto-ganglio type gangliosides with GM2-epitope in bovine brain which react with IgM from a patient of the amyotrophic lateral sclerosis-like disorder. J Biol Chem. 1993 Oct 5;268(28):21028–21034. [PubMed] [Google Scholar]
- Nasir-Ud-Din, Jeanloz R. W., Lamblin G., Roussel P., van Halbeek H., Mutsaers J. H., Vliegenthart J. F. Structure of sialyloligosaccharides isolated from bonnet monkey (Macaca radiata) cervical mucus glycoproteins exhibiting multiple blood group activities. J Biol Chem. 1986 Feb 15;261(5):1992–1997. [PubMed] [Google Scholar]
- Papac D. I., Wong A., Jones A. J. Analysis of acidic oligosaccharides and glycopeptides by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Anal Chem. 1996 Sep 15;68(18):3215–3223. doi: 10.1021/ac960324z. [DOI] [PubMed] [Google Scholar]
- Podolsky D. K., Isselbacher K. J. Composition of human colonic mucin. Selective alteration in inflammatory bowel disease. J Clin Invest. 1983 Jul;72(1):142–153. doi: 10.1172/JCI110952. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Podolsky D. K. Oligosaccharide structures of human colonic mucin. J Biol Chem. 1985 Jul 15;260(14):8262–8271. [PubMed] [Google Scholar]
- Podolsky D. K. Oligosaccharide structures of isolated human colonic mucin species. J Biol Chem. 1985 Dec 15;260(29):15510–15515. [PubMed] [Google Scholar]
- Prakobphol A., Tangemann K., Rosen S. D., Hoover C. I., Leffler H., Fisher S. J. Separate oligosaccharide determinants mediate interactions of the low-molecular-weight salivary mucin with neutrophils and bacteria. Biochemistry. 1999 May 25;38(21):6817–6825. doi: 10.1021/bi990145m. [DOI] [PubMed] [Google Scholar]
- Prakobphol A., Thomsson K. A., Hansson G. C., Rosen S. D., Singer M. S., Phillips N. J., Medzihradszky K. F., Burlingame A. L., Leffler H., Fisher S. J. Human low-molecular-weight salivary mucin expresses the sialyl lewisx determinant and has L-selectin ligand activity. Biochemistry. 1998 Apr 7;37(14):4916–4927. doi: 10.1021/bi972612a. [DOI] [PubMed] [Google Scholar]
- Rosen S. D. Endothelial ligands for L-selectin: from lymphocyte recirculation to allograft rejection. Am J Pathol. 1999 Oct;155(4):1013–1020. doi: 10.1016/S0002-9440(10)65201-7. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Savage A. V., Donoghue C. M., D'Arcy S. M., Koeleman C. A., van den Eijnden D. H. Structure determination of five sialylated trisaccharides with core types 1, 3 or 5 isolated from bovine submaxillary mucin. Eur J Biochem. 1990 Sep 11;192(2):427–432. doi: 10.1111/j.1432-1033.1990.tb19244.x. [DOI] [PubMed] [Google Scholar]
- Slomiany A., Zdebska E., Slomiany B. L. Structures of the neutral oligosaccharides isolated from A-active human gastric mucin. J Biol Chem. 1984 Dec 10;259(23):14743–14749. [PubMed] [Google Scholar]
- Slomiany B. L., Zdebska E., Slomiany A. Structural characterization of neutral oligosaccharides of human H+Leb+ gastric mucin. J Biol Chem. 1984 Mar 10;259(5):2863–2869. [PubMed] [Google Scholar]
- Van Halbeek H., Dorland L., Vliegenthart J. F., Hull W. E., Lamblin G., Lhermitte M., Boersma A., Roussel P. Primary-structure determination of fourteen neutral oligosaccharides derived from bronchial-mucus glycoproteins of patients suffering from cystic fibrosis, employing 500-MHz 1H-NMR spectroscopy. Eur J Biochem. 1982 Sep;127(1):7–20. doi: 10.1111/j.1432-1033.1982.tb06831.x. [DOI] [PubMed] [Google Scholar]
- Van Klinken B. J., Dekker J., Büller H. A., Einerhand A. W. Mucin gene structure and expression: protection vs. adhesion. Am J Physiol. 1995 Nov;269(5 Pt 1):G613–G627. doi: 10.1152/ajpgi.1995.269.5.G613. [DOI] [PubMed] [Google Scholar]