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Sialic Acids pp 95-125 | Cite as

Gas-Liquid Chromatography and Mass Spectrometry of Sialic Acids

  • Johannis P. Kamerling
  • Johannes F. G. Vliegenthart
Part of the Cell Biology Monographs book series (CELLBIOL, volume 10)

Abstract

For the structural analysis of the carbohydrate chains of glycoconjugates, oligosaccharides and polysaccharides, the introduction of gas-liquid chromatography (g.l.c.) and later on of gas-liquid chromatography combined with mass spectrometry (g.l.c./m.s.) has proved to be of great importance. As has been summarized in several comprehensive reviews, many protecting groups are in use to prepare volatile sugar derivatives (Bishop 1964, Clamp et al 1971, Dutton 1973, 1974).

Keywords

Methyl Ester Acid Methyl Ester Sialic Acid Relative Retention Time Trimethylsilyl Derivative 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Bibliography

  1. Ashraf, J., Butterfield, D. A., Järnefelt, J., Laine, R. A., 1980: J. Lip. Res. 21, 1137–1141.Google Scholar
  2. Beau, J.-M., Sinay, P., Kamerling, J. P., Vliegenthart, J. F. G., 1978: Carbohydr. Res. 67, 65–77.CrossRefGoogle Scholar
  3. Bhattacharjee, A. K., Jennings, H. J., 1976: Carbohydr. Res. 51, 253–261.PubMedCrossRefGoogle Scholar
  4. Bishop, C. T., 1964: Adv. Carbohydr. Chem. 19, 95–147.PubMedGoogle Scholar
  5. Björndal, H., Hellerqvist, C.-G., Lindberg, B., Svensson, S., 1970: Angew. Chem. 82, 643–652.CrossRefGoogle Scholar
  6. Bruvier, C., Leroy, Y., Montreuil, J., Fournet, B., Kamerling, J. P., 1981: J. Chromatogr. 210, 487–504.CrossRefGoogle Scholar
  7. Casals-Stenzel, J., Buscher, H.-P., Schauer, R., 1975: Anal. Biochem. 65, 507–524.PubMedCrossRefGoogle Scholar
  8. Chambers, R. E., Clamp, J. R., 1971: Biochem. J. 125, 1009–1018.PubMedGoogle Scholar
  9. Clamp, J. R., Bhattt, T., Chambers, R. E., 1971: Meth. Biochem. Anal. 19, 229–344.CrossRefGoogle Scholar
  10. Craven, D. A., Gehrkf, C. W., 1968: J. Chromatogr. 37, 414–421.PubMedCrossRefGoogle Scholar
  11. Dawson, G., Sweeley, C. C., 1971: J. Lip. Res. 12, 56–64.Google Scholar
  12. Dutton, G. G. S., 1973: Adv. Carbohydr. Chem. Biochem. 28, 11–160.CrossRefGoogle Scholar
  13. Dutton, G. G. S., 1974: Adv. Carbohydr. Chem. Biochem. 30, 9–110.CrossRefGoogle Scholar
  14. Finne, J., Krusius, T., Rauvala, H., Hemminki, K., 1977: Eur. J. Biochem. 77, 319–323.PubMedCrossRefGoogle Scholar
  15. Ghidoni, R., Sonnino, S., Tettamanti, G., Baumann, N., Reuter, G., Schauer, R., 1980: J. Biol. Chem. 255, 6990–6995.PubMedGoogle Scholar
  16. Haverkamp, J., Kamerling, J. P., Vliegenthart, J. F. G., Veh, R. W., Schauer, R., 1977 a: FEBS Lett. 73, 215–219.PubMedCrossRefGoogle Scholar
  17. Haverkamp, J., Van Halbeek, H., Dorland, L., Vliegenthart, J. F. G., Pfeil, R., Schauer, R., 1982: Eur. J. Biochem. 122, 305–311.PubMedCrossRefGoogle Scholar
  18. Haverkamp, J., Veh, R. W., Sander, M., Schauer, R., Kamerling, J. P., Vliegenthart, J. F. G., 1977b: Hoppe-Seyler’s Z. Physiol. Chem. 358, 1609–1612.PubMedCrossRefGoogle Scholar
  19. Haverkamp, J., Schauer, R., Wember, M., Farriaux, J.-P., Kamerling, J. P., Versluis, C., Vliegenthart, J. F. G., 1976: Hoppe-Seyler’s Z. Physiol. Chem. 357, 1699–1705.PubMedCrossRefGoogle Scholar
  20. Haverkamp, J., Schauer, R., Wember, M., Kamerling, J. P., Vliegenthart, J. F. G., 1975: Hoppe-Seyler’s Z. Physiol. Chem. 356, 1575–1583.PubMedCrossRefGoogle Scholar
  21. Hotta, K., Kurokawa, M., Isaka, S., 1973: J. Biol. Chem. 248, 629–631.PubMedGoogle Scholar
  22. Inoue, S., Matsumura, G., 1979: Carbohydr. Res. 74, 361–368.CrossRefGoogle Scholar
  23. Inoue, S., Matsumura, G., 1980: FEBS Lett. 121, 33–36.PubMedCrossRefGoogle Scholar
  24. Kamerling, J. P., Dorland, L., Van Halbeek, H., Vliegenthart, J. F. G., Messer, M., Schauer, R., 1982a: Carbohydr. Res. 100, 331–340.PubMedCrossRefGoogle Scholar
  25. Kamerling, J. P., Gerwig, G. J., Vliegenthart, J. F. G., Clamp, J. R., 1975 a: Biochem. J. 151, 491–495.PubMedGoogle Scholar
  26. Kamerling, J. P., Haverkamp, J., Vliegenthart, J. F. G., Versluis, C., Schauer, R., 1978: Recent Develop. Mass Spectrom. Biochem. Med. 1, 503–520.CrossRefGoogle Scholar
  27. Kamerling, J. P., Makovitzky, J., Schauer, R., Vliegenthart, J. F. G., Wember, M., 1982b: Biochim. Biophys. Acta 714, 351–355.PubMedCrossRefGoogle Scholar
  28. Kamerling, J. P., Schauer, R., Vliegenthart, J. F. G., Hotta, K., 1980: Hoppe-Seyler’s Z. Physiol. Chem. 361, 1511–1516.PubMedCrossRefGoogle Scholar
  29. Kamerling, J. P., Vliegenthart, J. F. G., Schauer, R., Strecker, G., Montreuil, J., 1975b: Eur. J. Biochem. 56, 253–258.PubMedCrossRefGoogle Scholar
  30. Kamerling, J. P., Vliegenthart, J. F. G., Versluis, C., Schauer, R., 1975c: Carbohydr. Res. 41, 7–17.PubMedCrossRefGoogle Scholar
  31. Kamerling, J. P., Vliegenthart, J. F. G., Vink, J., 1974: Carbohydr. Res. 33, 297–306.CrossRefGoogle Scholar
  32. Karlsson, K.-A., 1978: Prog. Chem. Fats other Lipids 16, 207–230.PubMedCrossRefGoogle Scholar
  33. Karlsson, K.-A., Pascher, L, Samuelsson, B. E., Finne, J., Krusius, T., Rauvala, H., 1978: FEBS Lett. 94, 413–417.PubMedCrossRefGoogle Scholar
  34. Kochetkov, N. K., Chizhov, O. S., Kadentsev, V. I., Smirnova, G. P., Zhukova, I. G., 1973: Carbohydr. Res. 27, 5–10.CrossRefGoogle Scholar
  35. Lönngren, J., Svensson, S., 1974: Adv. Carbohydr. Chem. Biochem. 29, 41–106.CrossRefGoogle Scholar
  36. Macher, B. A., Sweeley, C. C., 1978: Meth. Enzymol. 50, 236–251.PubMedCrossRefGoogle Scholar
  37. McLean, R. L., Suttajit, M., Beidler, J., Winzler, R. J., 1971: J. Biol. Chem. 246, 803–809.Google Scholar
  38. Miyatake, T., Suzuki, M., Yamada, T., 1979: Proc. 5th Int. Symp. Glycoconjugates (Schauer, R., et al, eds.), pp. 350–351. Stuttgart: G.Thieme.Google Scholar
  39. Mononen, I, 1981: Carbohydr. Res. 88, 39–50.CrossRefGoogle Scholar
  40. Mononen, I, Kärkkäinen, J., 1975: FEBS Lett. 59, 190–193.PubMedCrossRefGoogle Scholar
  41. Montreuil, J., 1980: Adv. Carbohydr. Chem. Biochem. 37, 157–223.PubMedCrossRefGoogle Scholar
  42. Pfannschmidt, G., Schauer, R., 1980: Hoppe-Seyler’s Z. Physiol. Chem. 361, 1683–1695.PubMedCrossRefGoogle Scholar
  43. Rauvala, H., Finne, J., Krusius, T., Kärkkäinen, J., Järnefelt, J., 1981: Adv. Carbohydr. Chem. Biochem. 38, 389–416.PubMedCrossRefGoogle Scholar
  44. Rauvala, H., Kärkkäinen, J., 1977: Carbohydr. Res. 56, 1–9.PubMedCrossRefGoogle Scholar
  45. Reuter, G., Pfeil, R., Kamerling, J. P., Vliegenthart, J. F. G., Schauer, R., 1980a: Biochim. Biophys. Acta 630, 306–310.PubMedCrossRefGoogle Scholar
  46. Reuter, G., Vliegenthart, J. F. G., Wember, M., Schauer, R., Howard, R. J., 1980 b: Biochem. Biophys. Res. Commun. 94, 567–572.PubMedCrossRefGoogle Scholar
  47. Reuter, G., Pfeil, R., Kamerling, J. P., Versluis, C., Vliegenthart, J. F. G., Schauer, R., 1982: in preparation.Google Scholar
  48. Roboz, J., Suzuki, R., Bekesi, J. G., 1978: Anal. Biochem. 87, 195–205.PubMedCrossRefGoogle Scholar
  49. Saito, T., Itoh, T., Adachi, S., Suzuki, T., Usui, T., 1981: Biochim. Biophys. Acta 678, 257–267.PubMedCrossRefGoogle Scholar
  50. Schauer, R., 1978: Meth. Enzymol. 50, 64–89.PubMedCrossRefGoogle Scholar
  51. Schauer, R., Haverkamp, J., Wember, M., Vliegenthart, J. F. G., Kamerling, J. P., 1976: Eur. J. Biochem. 62, 237–242.PubMedCrossRefGoogle Scholar
  52. Sekine, M., Ariga, T., Miyatake, T., 1981: Proc. 6th Int. Symp. Glycoconjugates (Yamakawa, T., et al, eds.), pp. 72–73. Tokyo: Japan Scientific Societies Press.Google Scholar
  53. Smirnova, G. P., Chekareva, N. V., Chizhov, O. S., Zolotarev, B. M., Kochetkov, N. K., 1977: Carbohydr. Res. 59, 235–239.CrossRefGoogle Scholar
  54. Smirnova, G. P., Kochetkov, N. K., 1980: Biochim. Biophys. Acta 618, 486–495.PubMedGoogle Scholar
  55. Stellner, K., Saito, H., Hakomori, S.-L, 1973: Arch. Biochem. Biophys. 155, 464–472.PubMedCrossRefGoogle Scholar
  56. Sugita, M., 1979a: J. Biochem. 86, 289–300.PubMedGoogle Scholar
  57. Sugita, M., 1979b: J. Biochem. 86, 765–772.PubMedGoogle Scholar
  58. Suttajit, M., Winzler, R. J., 1971: J. Biol. Chem. 246, 3398–3404.PubMedGoogle Scholar
  59. Sweeley, C. C., Bentley, R., Makita, M., Wells, W. W., 1963: J. Am. Chem. Soc. 85, 2497–2507.CrossRefGoogle Scholar
  60. Sweeley, C. C., Dawson, G., 1969: Biochem. Biophys. Res. Commun. 37, 6–14.PubMedCrossRefGoogle Scholar
  61. Sweeley, C. C., Vance, D. E., 1967: Lipid Chromatogr. Anal. 1, 476.Google Scholar
  62. Sweeley, C. C., Walker, B., 1964: Anal. Chem. 36, 1461–1466.CrossRefGoogle Scholar
  63. Van der Vleugel, D. J. M., Wassenburg, F. R., Zwikker, J. W., Vliegenthart, J. F. G., 1982a: Carbohydr. Res. 104, 221–233.CrossRefGoogle Scholar
  64. Van der Vleugel, D. J. M., Zwikker, J. W., Vliegenthart, J. F. G., VanBoeckel, S. A. A., Van Boom, J. H., 1982 b: Carbohydr. Res. 105, 19–31.CrossRefGoogle Scholar
  65. Van der Meer, A., Kamerling, J. P., Vliegenthart, J. F. G., 1982: unpublished results.Google Scholar
  66. Van Halbeek, H., Borland, L., Haverkamp, J., Veldink, G. A., Vliegenthart, J. F. G., Fournet, B., Ricart, G., Montreuil, J., Gathmann, W. D., Aminoff, D., 1981: Eur. J. Biochem. 118, 487–495.PubMedCrossRefGoogle Scholar
  67. Van Halbeek, H., Borland, L., Haverkamp, J., Kamerling, J. P., Vliegenthart, J. F. G., Versluis, C., Schauer, R., 1978: Carbohydr. Res. 60, 51–62.CrossRefGoogle Scholar
  68. Veh, R. W., Corfield, A. P., Sander, M., Schauer, R., 1977: Biochim. Biophys. Acta 486, 145–160.Google Scholar
  69. Yu, R. K., Ledeen, R. W., 1970: J. Lip. Res. 11, 506–516.Google Scholar
  70. Yohe, H. C., Yu, R. K., 1981: Carbohydr. Res. 93, 1–9.CrossRefGoogle Scholar
  71. Zanetta, J. p., Breckenridge, W. C., Vincendon, G., 1972: J. Chromatogr. 69, 291–304PubMedCrossRefGoogle Scholar

Copyright information

© Springer-Verlag/Wien 1982

Authors and Affiliations

  • Johannis P. Kamerling
    • 1
  • Johannes F. G. Vliegenthart
    • 1
  1. 1.Department of Bio-Organic ChemistryState University of UtrechtUtrechtThe Netherlands

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