Solid-phase synthesis of human salivary mucin-derived O-linked glycopeptides

Letters in Peptide Science

Volumn 3, Issue 2, 1996, Pages 79-88

  Gururaja, Tarikere L ^a   Ramasubbu, Narayanan ^a   Levine, Michael J ^a  

^a UNIVERSITY AT BUFFALO   (United States)

Author keywords

1H NMR; Glycopeptides; MUC7; Salivary mucin; SPPS

Indexed keywords

EID: 0001937920     PISSN: 09295666     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF00126737     Document Type: Article

References (45)

1. Schenkels, L.C.P.M., Gururaja, T.L. and Levine, M.J., In Rathbone, M.J. and Hadgraft, J. (Eds.) Oral Mucosal Drug Delivery, Marcel Dekker, New York, NY, 1996, pp. 191-220.
2. Tabak, L.A., Annu. Rev. Physiol., 57 (1995) 547.
3. Nieuw Amerongen, A.V., Bolscher, J.G.M. and Veerman, E.C.I., Glycobiology, 5 (1995) 733.
4. Cohen, R.E. and Levine, M.J., In Tenovuo, J.O. (Ed.) Human Saliva: Clinical Chemistry and Microbiology, CRC Press, Boca Raton, FL, 1989, pp. 101-130.
5. Levine, M.J., Tabak, L.A., Reddy, M.S. and Mandel, I.D., In Mergenhagen, S.E. and Rosan, B. (Eds.) Molecular Basis of Oral Microbial Adhesion, American Society for Microbiology, Washington, DC, 1985, pp. 125-130.
6. Levine, M.J., Ann. New York Acad. Sci., 694 (1993) 11.
7. Raj, P.A., Johnsson, M., Levine, M.J. and Nancollas, G.H., J. Biol. Chem., 267 (1992) 5968.
8. Douglas, W.H., Reeh, E.S., Ramasubbu, N., Bhandary, K.K., Raj, P.A. and Levine, M J., Biochem. Biophys. Res. Commun., 180 (1991) 91.
9. Raj, P.A., Soni, S.-D. and Levine, M.J., J. Biol. Chem., 269 (1994) 9610.
10. Murray, P.A., Levine, M.J., Tabak, L.A. and Reddy, M.S., Biochem. Biophys. Res. Commun., 106 (1982) 390.
11. Bobek, L.A., Tsai, H., Biesbrock, A.R. and Levine, M.J., J. Biol. Chem., 268 (1993) 20563.
12. Reddy, M.S., Bobek, L.A., Haraszthy, G.G., Biesbrock, A.R. and Levine, M.J., Biochem. J., 287 (1992) 639.
13. For reviews, see: a. Strous, G.J. and Dekker, J., CRC Rev. Biochem. Mol. Biol., 27 (1992) 57.
14. b. Wu, A.M., Csako, G. and Herp, A., Mol. Cell. Biochem., 137 (1994) 39.
15. Levine, M.J., Crit. Rev. Oral Biol. Med., 4 (1993) 279.
16. For reviews, see: a. Kunz, H., Angew. Chem., 99 (1987) 297.
17. b. Meldel, M., In Lee, Y.C. and Lee, R.T. (Eds.) Neoglycoconjugates: Preparation and Application, Academic Press, San Diego, CA, 1994, pp. 145-198.
18. For reviews, see: a. Paulsen, H., Angew. Chem., Int. Ed. Engl., 29 (1990) 823.
19. b. Jung, K.H. and Schmidt, R.R., Curr. Opin. Struct. Biol., 1 (1991) 721.
20. c. Kunz, H., Pure Appl. Chem., 65 (1993) 1223.
21. d. Meldal, M., Curr. Opin. Struct. Biol., 4 (1994) 710.
22. Wong, C.H., Schuster, M., Wang, P. and Sears, P., J. Am. Chem. Soc., 115 (1993) 5893.
23. Preliminary results have been published in Glycoconj. J., 12 (1995) 416.
24. Kaiser, E., Colescott, R.L., Bossinger, C.D. and Cook, P.I., Anal. Biochem., 34 (1970) 595.
25. Stewart, J.M. and Young, J.D., Solid Phase Peptide Synthesis, 2nd ed., Pierce Chemical Company, Rockford, IL, 1984.
26. Vargas-Berenguel, A., Meldal, M., Paulsen, H. and Bock, K., J. Chem. Soc., Perkin Trans. 1, (1994) 2615.
27. Lemieux, R.U. and Ratcliffe, R.U., Can. J. Chem., 57 (1979) 1244.
28. Meldal, M., Bielfeldt, T., Peters, S., Jensen, K.J., Paulsen, H. and Bock, K., Int. J. Pept. Protein Res., 43 (1994) 529.
29. Paulsen, H., Bielfeldt, T., Peters, S., Meldal, M. and Bock, K., Liebigs Ann. Chem., (1994) 369.
30. O'Connell, B.C., Hagen, F.K. and Tabak, L.A., J. Biol. Chem., 267 (1992) 25010.
31. Elhammer, A.P., Poorman, R.A., Brown, E., Maggiora, L.L., Hoogerheide, J.G. and Kezdy, F.J., J. Biol. Chem., 268 (1993) 10029.
32. Hansen, J.E., Lund, O., Engelbrecht, J., Bohr, H., Nielsen, J.O., Hansen, J.-H.S. and Brunak, S., Biochem. J., 308 (1995) 801.
33. Celma, C., Albericio, F., Pedroson, E. and Giralt, E., Pept. Res., 5 (1992) 62.
34. Benz, H., Synthesis, (1994) 337.
35. Barlos, K., Chatzi, O., Gatos, D. and Stavropoulos, G., Int. J. Pept. Protein Res., 37 (1991) 513.
36. Kent, S.B., Alewood, D., Alewood, P., Boca, M., Jones, A. and Schnalzer, M., In Epton, R. (Ed.) Innovations and Perspectives in Solid Phase Synthesis: Peptides, Polypeptides, and Oligonucleotides, Intercept Ltd, Andover, U.K., 1992, p. 1.
37. Oliveira, E., Marchetto, R., Jubilut, G.N., Paiva, A.C.M. and Nakaie, C.R., In Smith, J.A. and Rivier, J.E. (Eds.) Peptides: Chemistry and Biology (Proceedings of the 12th American Peptide Symposium), ESCOM, Leiden, The Netherlands, 1992, pp. 569-570.
38. a. Merrifield, R.B., Science, 150 (1965) 178.
39. b. Lloyd-Williams, P., Albericio, F. and Giralt, E., Tetrahedron, 49 (1993) 11065.
40. c. Raj, P.A. and Edgerton, M.A., Febs Lett., 368 (1995) 526.
41. Lavielle, S., Ling, N., Saltman, R. and Guillemin, R., Carbohydr. Res., 89 (1981) 229.
42. Arsequell, G., Haurum, J.S., Elliot, T., Dwck, R.A. and Lellouch, A.C., J. Chem. Soc., Perkin Trans. 1, (1995) 1739.
43. Liu, X., Sejbal, J., Kotovych, G., Koganty, R.R., Reddish, M.A., Jackson, L., Gandhi, S.S., Mendonca, A.J. and Longenecker, B.M., Glycoconj. J., 12 (1995) 607.
44. Butenhof, K.J. and Gerken, TA., Biochemistry, 32 (1993) 2650.
45. Mimura, Y., Inoue, Y., Maeji, N.J. and Chujo, R., Int. J. Biol. Macromol., 14 (1992) 242.