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Hematoside with 8-O-methyl-N-glycolylneuraminic acid from the starfishLinckia laevigata

  • Chemistry of Natural Compounds and Bioorganic Chemistry
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

A ganglioside was isolated from the starfishLinckia laevigata, and its structure was elucidated by chemical methods, mass spectrometry, and enzymatic hydrolysis with neuraminidase. The ganglioside is a hematoside containing 8-O-methyl-N-glycolylneuraminic acid, 8-O-Me-Neu5Gc-α2→3-Gal-β1→4-Glc-β1→1-Cer. The lipid part of the ganglioside consists of unsubstituted fatty acids (the major component is palmitic acid) and C18∶1-iso-sphingenine.

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References

  1. N. K. Kochetkov and G. P. Smirnova,Adv. Carbohydr. Chem. Biochem., 1986,44, 387.

    Article  CAS  Google Scholar 

  2. G. P. Smirnova, inProgress khimii uglevodov [Advances in the Carbohydrate Chemistry], Ed. I. V. Torgov, Nauka, Moscow, 1985, 126 (in Russian).

    Google Scholar 

  3. G. P. Smirnova,Biologiya Morya [Sea Biology], 1987, 3 (in Russian).

  4. N. K. Kochetkov, G. P. Smirnova, and I. S. Glukhoded,Biochim. Biophys. Acta, 1982,712, 650.

    CAS  Google Scholar 

  5. G. P. Smirnova, I. S. Glukhoded, and N. K. Kochetkov,Bioorg. Khim., 1988,14, 636 [Sov. Bioorg. Chem., 1988,14, 349 (Engl. Transl.)].

    CAS  Google Scholar 

  6. G. Muralikrishna, G. Reuter, J. Peter-Katalinic, H. Egge, F.-G. Hanish, H.-C. Siebert, and R. Schauer,Carbohydr. Res., 1992,236, 321.

    Article  CAS  Google Scholar 

  7. N. V. Chekareva, G. P. Smirnova, and V. L. Sadovskaya,Bioorg. Khim., 1996,22, 62 [Russ. Bioorg. Chem., 1996,22, 55 (Engl. Transl.)].

    CAS  Google Scholar 

  8. I. G. Zhukova, T. A. Bogdanovskaya, G. P. Smirnova, N. V. Chekareva, and N. K. Kochetkov,Dokl. Akad. Nauk SSSR, 1973,208, 981 [Dokl. Chem., 1973 (Engl. Transl.)].

    CAS  Google Scholar 

  9. G. P. Smirnova, N. K. Kochetkov, and V. L. Sadovskaya,Bioorg. Khim., 1986,12, 1396 [Sov. Bioorg. Chem., 1986,12, 744 (Engl. Transl.)].

    CAS  Google Scholar 

  10. G. P. Smirnova, I. S. Glukhoded, and N. K. Kochetkov,Bioorg. Khim., 1986,12, 679 [Sov. Bioorg. Chem., 1986,12, 377 (Engl. Transl.)].

    CAS  Google Scholar 

  11. G. P. Smirnova and N. K. Kochetkov,Biochim. Biophys. Acta, 1980,618, 486.

    CAS  Google Scholar 

  12. N. K. Kochetkov and G. P. Smirnova,Biochim. Biophys. Acta, 1983,759, 192.

    CAS  Google Scholar 

  13. I. S. Glukhoded, G. P. Smirnova, and N. K. Kochetkov,Bioorg. Khim., 1990,16, 839 [Sov. Bioorg. Chem., 1990,16, 469 (Engl. Transl.)].

    CAS  Google Scholar 

  14. M. Sugita,J. Biochem., 1979,86, 765.

    CAS  Google Scholar 

  15. M. Sugita,J. Biochem., 1979,86, 289.

    CAS  Google Scholar 

  16. Y. Kawano, R. Higuchi, and T. Komori,Liebigs Ann. Chem., 1990, 43.

  17. T. Miyamoto, M. Inagaki, R. Isobe, Y. Tanaka, R. Higuchi, M. Iha, and K. Teruya,Liebigs Ann. (Recueil), 1997, 931.

  18. G. P. Smirnova and N. K. Kochetkov,Bioorg. Khim., 1985,11, 1650.

    CAS  Google Scholar 

  19. G. P. Smirnova and N. V. Chekareva,Bioorg. Khim., 1997,23, 586 [Russ. Bioorg. Chem., 1997,23, 540 (Engl. Transl.)].

    CAS  Google Scholar 

  20. G. P. Smirnova,Bioorg. Khim., 1990,16, 830 [Sov. Bioorg. Chem., 1990,16, 462 (Engl. Transl.)].

    CAS  Google Scholar 

  21. G. Laine and O. J. Renkonen,J. Lipid Res., 1975,16, 102.

    CAS  Google Scholar 

  22. G. P. Smirnova,Bioorg. Khim., 1996,22, 134 [Russ. Bioorg. Chem., 1996,22, 113 (Engl. Transl.)].

    CAS  Google Scholar 

  23. G. P. Smirnova,Izv. Akad. Nauk. Ser. Khim., 2000 [Russ. Chem. Bull., 2000,49 (Engl. Transl.)].

  24. L. Svennerholm,Acta Chem. Scand., 1958,12, 547.

    CAS  Google Scholar 

  25. T. Miettinen and I. Takki-Luukkainen,Acta Chem. Scand., 1959,13, 856.

    Article  CAS  Google Scholar 

  26. C. J. Lauter and E. G. Trams,J. Lipid Res., 1962,3, 136.

    CAS  Google Scholar 

  27. C. C. Winterbourn,J. Neurochem., 1971,18, 1153.

    CAS  Google Scholar 

  28. I. Ciucanu and F. Kerek,Carbohydr. Res., 1984,131, 209.

    Article  CAS  Google Scholar 

  29. K. Stellner, H. Saito, and S. Hakomori,Arch. Biochem. Biophys., 1973,155, 464.

    Article  CAS  Google Scholar 

  30. B. Weiss, inLipid Chromatographic Analysis, Ed. G. V. Marinetti, Marcel Dekker, New York-Basel, 1976,2, 701.

    Google Scholar 

  31. I. Ishizuka, M. Kloppenburg, and H. Wiegandt,Biochim. Biophys. Acta, 1970,210, 299.

    CAS  Google Scholar 

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation

    G. P. Smirnova

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  1. G. P. Smirnova
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 162–165, January, 2000.

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Smirnova, G.P. Hematoside with 8-O-methyl-N-glycolylneuraminic acid from the starfishLinckia laevigata . Russ Chem Bull 49, 165–168 (2000). https://doi.org/10.1007/BF02499085

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  • DOI: https://doi.org/10.1007/BF02499085

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