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Chemistry of Natural Compounds

, Volume 22, Issue 5, pp 497–511 | Cite as

Specific polysaccharides of the lipopolysaccharides of Gram-negative bacteria

  • N. A. Komandrova
  • R. P. Gorshkova
  • Yu. S. Ovodov
Article

Abstract

This review generalizes the result of structural investigations of the polysaccharides of the O-specific side chains of the lipopolysaccharides (LPSs) of the most studied representations of the family Enterobacteriaceae. The O-specific polysaccharides are the serologically dominating part of the molecule that is responsible for the O-antigenic specificity of the LPSs. The structures of the specific polysacchrides from various Gram-positive bacteria are given. The serological specificity of the O-antigens is discussed and a connection is shown between the chemical structures of the polysaccharides and their serological affinity.

Keywords

Polysaccharide Monosaccharide Glucosamine Monosaccharide Composition Polysaccharide Chain 

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Literature cited

  1. 1.
    O. Luderitz, A. M. Staub, and O. Westphal, Bacteriol. Rev.,30, 192 (1966).PubMedPubMedCentralGoogle Scholar
  2. 2.
    H. Nikaido, Adv. Enzymol.,31, 77 (1968).PubMedGoogle Scholar
  3. 3.
    O. Luderitz, O. Westphal, A. M. Staub, and H. Nikaido, in: Microbial Toxins, (ed. G. Weinbaum, S. Kadis, and S. J. Ajl), Academic Press, New York, Vol. 4 (1971), pp. 145–233.Google Scholar
  4. 4.
    O. Luderitz, M. A. Freudenberg, C. Galanos, V. Lehmann, E. Th. Rietshel, and D. H. Shaw, Curr. Top. Membr. Transp.,17, 79 (1982).CrossRefGoogle Scholar
  5. 5.
    I. Ya. Zakharova, and L. D. Varbanets, Carbohydrate-Containing Biopolymers of Bacterial Membranes [in Russian], Kiev (1983).Google Scholar
  6. 6.
    K. Jann and O. Westphal, in: The Antigens (ed. M. Sela), Academic Press, New York, Vol. 3 (1975), pp. 1–110.Google Scholar
  7. 7.
    S. G. Wilkinson, in: Surface Carbohydrates of the Prokaryotic Cell (ed. I. M. Sutherland), Academic Press, New York (1977), pp. 97–175.Google Scholar
  8. 8.
    I. Orskov, F. Orskov, B. Jann, and K. Jann, Bacteriol. Rev.,41, 667 (1977).PubMedPubMedCentralGoogle Scholar
  9. 9.
    C. Galanos, O. Luderitz, E. Th. Rietschel, and O. Westphal, Int. Rev. Biochem., Biochem., Lipids,14, 242–253 (1977).Google Scholar
  10. 10.
    D. A. R. Simmons, Bacteriol. Rev.,35, 117 (1971).PubMedPubMedCentralGoogle Scholar
  11. 11.
    G. Schmidt, B. Jann, and K. Hann, Eur. J. Biochem.,10, 501 (1969).PubMedCrossRefGoogle Scholar
  12. 12.
    F. Kauffmann, Die Bakteriologie derSalmonella Species, Munksgaard, Cpphenhagen (1961).Google Scholar
  13. 13.
    F. Kauffmann, in: The World Problem of Salmonellosis (ed. E. Oge), Uitgeverij Dr. W. Junk, The Hague (1964), pp. 21–28.CrossRefGoogle Scholar
  14. 14.
    H. Bjorndal, C. G. Hellerqvist, B. Lindberg, and S. Svensson, Angew Chem.,82, 643 (1970).CrossRefGoogle Scholar
  15. 15.
    C. G. Hellerqvuist, B. Lindberg, S. Svensson, T. Holme and A. A. Lindberg, Carbohydr. Res.,14, 17 (1970).CrossRefGoogle Scholar
  16. 16.
    C. G. Hellerqvist, J. Hoffman, A. A. Lindberg, B. Lindberg, and S. Svensson, Acta Chem. Scand.,26, 3282 (1972).PubMedCrossRefGoogle Scholar
  17. 17.
    C. G. Hellerqvist, B. Lindberg, and A. Pillotti, Acta Chem. Scand.,24, 1168 (1970).PubMedCrossRefGoogle Scholar
  18. 18.
    C. G. Hellerqvist, B. Lindberg, and J. Lonngren, Carbohydr. Res.,16, 289 (1971).CrossRefGoogle Scholar
  19. 19.
    C. G. Hellerqvist, B. Lindberg, J. Lonngren, and A. A. Lindberg, Acta, Chem. Scand.,25, 939 (1971).CrossRefGoogle Scholar
  20. 20.
    C. G. Hellerqvist, B. Lindberg, and A. Pillotti, Carbohydr. Res.,16, 297 (1971).CrossRefGoogle Scholar
  21. 21.
    C. G. Hellerqvist, O. Larm, B. Lindberg, and A. A. Lindberg, Acta Chem. Scand.,25, 744 (1971).PubMedCrossRefGoogle Scholar
  22. 22.
    F. Orskov, I. Orskov, V. Jann, E. Miller-Seitz, and O. Westphal, Acta. Phathol. Microbiol. Scand.,71, 339 (1967).CrossRefGoogle Scholar
  23. 23.
    B. Jann, K. Jann, G. Schmidt, I. Orskov, and F. Orskov, Eur. J. Biochem.,15, 29 (1970).PubMedCrossRefGoogle Scholar
  24. 24.
    F. Orskov, I. Orskov, B. Jann, and K. Jann, Acta Pathol. Microbiol. Scand.,79, 142 (1971).Google Scholar
  25. 25.
    K. Jann, Z. Physiol. Chem.,350, 666 (1969).Google Scholar
  26. 26.
    B. A. Dmitriev, V. L. L'vov, N. K. Kochetkov, and K. Jann, Eur. J. Biochem.,64, 491 (1976).PubMedCrossRefGoogle Scholar
  27. 27.
    K. Reske and K. Jann, Eur. J. Biochem.,31, 320 (1972).PubMedCrossRefGoogle Scholar
  28. 28.
    P. Prehm, V. Jann, and K. Jann, Eur. J. Biochem.,67, 53 (1976).PubMedCrossRefGoogle Scholar
  29. 29.
    V. N. Vasil'ev, I. Ya. Zakharova, and E. A. Kovalenko, Zh. Mikrobiol.,42, 456 (1980).Google Scholar
  30. 30.
    C. Erbing, S. Svensson, and S. Hammarstrom, Carbohydr. Res.,44, 259 (1975).PubMedCrossRefGoogle Scholar
  31. 31.
    P. P. Singh and G. A. Adams, Can. J. Chem.,48, 2500 (1970).CrossRefGoogle Scholar
  32. 32.
    R. D. Edstrom and E. S. Heath, J. Biol. Chem.,242, 4125 (1967).PubMedGoogle Scholar
  33. 33.
    B. Jann, K. Jann, G. Schmidt, and F. Orskov, Eür. J. Biochem.,23, 515 (1971).PubMedGoogle Scholar
  34. 34.
    B. A. Dmitriev, Yu. A. Knirel, N. K. Kochetkov, B. Jann, and K. Jann, Eur. J. Biochem.,79, 11 (1977).CrossRefGoogle Scholar
  35. 35.
    K. Jahn, B. Jann, F. Orskov, and I. Orskov, Biochem., Z.,346, 368 (1966).Google Scholar
  36. 36.
    C. Erbing, L. Kenne, B. Lindberg, G. Naumann, and W. Nimmich, Carbohydr. Res.,56, 371 (1977).PubMedCrossRefGoogle Scholar
  37. 37.
    B. Lindberg, F. Lindh, I. Lonngren, A. A. Lindberg, S. Svensson, Carbohydr. Res.,97, 103 (1981).CrossRefGoogle Scholar
  38. 38.
    B. A. Dmitriev, V. L. L'vov, N. V. Tochtamysheva, A. S. Shaskov, N. K. Kochetkov, B. Jann, and K. Jann, Eur. J. Biochem.,134, 517 (1983).PubMedCrossRefGoogle Scholar
  39. 39.
    D. A. R. Simmons, Eur. J. Biochem.,11, 554 (1969).PubMedCrossRefGoogle Scholar
  40. 40.
    D. A. R. Simmons, Immunology,20, 17 (1971).PubMedPubMedCentralGoogle Scholar
  41. 41.
    D. A. R. Simmons and R. Alastair, Eur. J. Biochem.,18, 53 (1971).PubMedCrossRefGoogle Scholar
  42. 42.
    B. Lindberg, J. Lonngren, U. Ruden, and D. A. R. Simmons, Eur. J. Biochem.,32, 15 (1973).PubMedCrossRefGoogle Scholar
  43. 43.
    L. Kenne, B. Lindberg, K. Petersson, E. Katzenellebogen, and E. Romanovska, Eur. J. Biochem.,91, 279 (1978).PubMedCrossRefGoogle Scholar
  44. 44.
    E. Romanovska and M. Mulczyk, Biochim. Biophys. Acta,136, 312 (1967).CrossRefGoogle Scholar
  45. 45.
    E. Romanovska and V. Reinhold, Eur. J. Biochem.,36, 160 (1973).CrossRefGoogle Scholar
  46. 46.
    E. Romanovska and M. Mulczyk, Eur. J. Biochem.,5, 109 (1968).CrossRefGoogle Scholar
  47. 47.
    T. Kontrohr, Carbohydr. Res., 489 (1977).Google Scholar
  48. 48.
    L. Kenne, B. Lindberg, K. Petersson, E. Katzenellenbogen, and E. Romanovska, Carbohydr. Res.,78, 119 (1980).CrossRefGoogle Scholar
  49. 49.
    B. A. Dmitriev, Yu. A. Knirel, and N. K. Kochetkov, Eur. J. Biochem.,66, 559 (1976).PubMedCrossRefGoogle Scholar
  50. 50.
    B. A. Dmitriev, Yu. A. Knirel, and N. K. Kochetkov, Eur. J. Biochem.,76, 433 (1977).PubMedCrossRefGoogle Scholar
  51. 51.
    B. A. Dmitriev, V. L. L'vov and N. K. Kochetkov, Carboydr. Res.,56, 207 (1977).CrossRefGoogle Scholar
  52. 52.
    B. A. Dmitriev, V. L. L'vov, N. K. Kochetkov, and I. L. Gofman. Bioorg. Khim.,3, 1226 (1977).Google Scholar
  53. 53.
    B. A. Dmitriev, J. V. Backinowsky, Yu. A. Knirel, and N. K. Kochetkov, Eur. J. Biochem.,78, 381 (1977).PubMedCrossRefGoogle Scholar
  54. 54.
    B. A. Dmitriev, Yu. A. Knirel, and N. K. Kochetkov, Carbohydr. Res.,44, 77 (1975).PubMedCrossRefGoogle Scholar
  55. 55.
    B. A. Dmitriev, V. M. Dashunin, Yu. A. Knirel', and N. K. Kochetkov, Bioorg. Khim.,5, 77 (1979).Google Scholar
  56. 56.
    B. A. Dmitriev, Yu. A. Knirel', E. L. Ramos, N. K. Kochetkov, and I. L. Gofman, Bioorg. Khim.,4, 760 (1978).Google Scholar
  57. 57.
    B. A. Dmitriev, Yu. A. Knirel', E. V. Vinogradov, N. K. Kochetkov, and I. L. Gofman, Bioorg. Khim.,4, 40 (1978).Google Scholar
  58. 58.
    B. A. Dmitriev, Yu. A. Knirel', O. K. Sheremet, N. K. Kochetkov, and I. L. Gofman, Bioorg. Khim.,3, 1219 (1977).Google Scholar
  59. 59.
    B. A. Dmitriev, Yu. A. Knirel', N. K. Kochetkov, Carbohydr. Res.,28, 451 (1973).CrossRefGoogle Scholar
  60. 60.
    B. A. Dmitriev, Yu. A. Knirel', N. K. Kochetkov, Carbohydr. Res.,30, 45 (1973).CrossRefGoogle Scholar
  61. 61.
    B. A. Dmitriev, Yu. A. Knirel', and N. K. Kochetkov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 2, 411 (1974).Google Scholar
  62. 62.
    B. A. Dmitriev, L. V. Backinowsky [Bakinovskii], V. L. L'vov, and N. K. Kochetkov, Eur. J. Biochem.,50, 539 (1975).PubMedCrossRefGoogle Scholar
  63. 63.
    N. K. Kochetkov, B. A. Dmitriev, and L. V. Backinowsky [Nakinovskii], Carbohydr. Res.,51, 229 (1976).PubMedCrossRefGoogle Scholar
  64. 64.
    N. K. Kochetkov, B. A. Dmitriev, and V. L. L'vov, Carbohydr. Res.,54, 253 (1977).CrossRefGoogle Scholar
  65. 65.
    T. K. Ghosh, C. C. V. N. Rao, A. N. Chakraborty, and S. G. Dastidar, Carbohydr. Res.,102, 241 (1982).PubMedCrossRefGoogle Scholar
  66. 66.
    A. S. Shashkov, B. A. Dmitriev, Yu. A. Knirel', O. K. Sheremet, and N. K. Kochetkov, Bioorg. Khim.,5, 583 (1979).Google Scholar
  67. 67.
    A. S. Shashkov and O. S. Chizhov, Bioorg. Khim.,2, 437 (1975).Google Scholar
  68. 68.
    A. S. Shashkov, V. L. L'vov, N. V. Tokhtamysheva, B. A. Dmitriev, and N. K. Kochetkov, Biorg. Khim.,7, 729 (1981).Google Scholar
  69. 69.
    V. L. L'vov, N. V. Tokhtamysheva, A. S. Shashkov, B. A. Dmitriev, and N. K. Kochetkov, Bioorg. Khim.,9, 60 (1983).PubMedGoogle Scholar
  70. 70.
    V. A. Dmitriev, L. V. Backinowsky [Bakinovskii], V. L. L'vov, Yu. A. Knirel, and N. K. Kochetkov, Carbohydr. Res.,41, 329 (1975).PubMedCrossRefGoogle Scholar
  71. 71.
    W. Nimmich and G. Kôrten, Pathol. Microbiol.,36, 179 (1970).Google Scholar
  72. 72.
    H. Bjorndal, B. Lindberg, and W. Nimmich, Acta Chem. Scand.,25, 750 (1971).PubMedCrossRefGoogle Scholar
  73. 73.
    M. Curvall, B. Lindberg, J. Lonngren, and W. Nimmich, Acta Chem. Scand.,27, 2645 (1973).PubMedCrossRefGoogle Scholar
  74. 74.
    H. Bjorndal, B. Lindberg, J. Lonngren, K. Nilsson, and W. Nimmich, Acta Chem. Scand.,26, 1269 (1972).PubMedCrossRefGoogle Scholar
  75. 75.
    B. Lindberg, J. Lonngren, W. Nimmich, and U. Ruden, Acta Chem. Scand.,27, 3787 (1973).PubMedCrossRefGoogle Scholar
  76. 76.
    B. Lindberg, J. Lonngren, and W. Nimmich, Acta Chem. Scand.,26, 2231 (1972).PubMedCrossRefGoogle Scholar
  77. 77.
    M. Curvall, B. Lindberg, J. Lonngren, U. Ruden, and W. Nimmich, Acta Chem. Scand.,27, 4019 (1973).PubMedCrossRefGoogle Scholar
  78. 78.
    B. Lindberg, J. Lonngren, and W. Nimmich, Carbohydr. Res.,23, 47 (1972).PubMedCrossRefGoogle Scholar
  79. 79.
    H. Bjorndal, B. Lindberg, and W. Nimmich, Acta Chem. Sci.,24, 34 (1970).Google Scholar
  80. 80.
    C. S. Wang and P. Alaupovic, Biochemistry,12, 309 (1973).PubMedCrossRefGoogle Scholar
  81. 81.
    L. Tarcacy, C. S. Wang, S.-C. Li, and P. Alaupovic, Biochemistry,12, 1948 (1974).CrossRefGoogle Scholar
  82. 82.
    K. Kotelko, I. Fromme, and Z. Sidorczyk, Bull. Acad. Pol. Sci., Ser. Sci. Biol.,23, 249 (1975).Google Scholar
  83. 83.
    G. Bagdian, W. Droge, K. Kotelko, O. Luderitz, and O. Westphal, Biochem. Z.,344, 197 (1966).PubMedGoogle Scholar
  84. 84.
    W. Gromska and H. Mayer, Eur. J. Biochem.,62, 391 (1976).PubMedCrossRefGoogle Scholar
  85. 85.
    J. Gmeiner, H. Mayer, I. Fromme, K. Kotelko, and K. Zych, Eur. J. Biochem.,72, 35 (1977).PubMedCrossRefGoogle Scholar
  86. 86.
    J. Gmeiner, Eur. J. Biochem.,74, 171 (1977).PubMedCrossRefGoogle Scholar
  87. 87.
    Z. Sidorczyk, W. Kaca, and K. Kotelko, Bull. Acad. Pol. Sci. Ser. Biol.,23, 603 (1975).Google Scholar
  88. 88.
    D. A. L. Davies, Nature (London),191, 43 (1961).PubMedCrossRefGoogle Scholar
  89. 89.
    N. A. Komandrova, R. P. Gorshkova, V. V. Isakov, and Yu. C. Ovodov, Bioor. Khim.,10, 232 (1984).Google Scholar
  90. 90.
    S. V. Tomshich, R. P. Gorshkova, Yu. N. El'kin, and Yu. S. Ovodov, Eür. J. Biochem.,65, 193 (1976).PubMedGoogle Scholar
  91. 91.
    V. V. Isakov, R. P. Gorshkova, S. V. Tomshich, Yu. S. Ovodov, and A. S. Shashkov, Bioorg. Khim.,7, 559 (1981).Google Scholar
  92. 92.
    C. G. Hellerqvist, B. Lindberg, K. Samuelsson, and R. R. Brubaker, Acta Chem. Scand.,26, 1389 (1972).PubMedCrossRefGoogle Scholar
  93. 93.
    C. G. Hellerqvist, B. Lindberg, K. Samuelsson, and R. R. Brubaker, Acta Chem. Scand.,26, 1394 (1972).PubMedCrossRefGoogle Scholar
  94. 94.
    R. P. Gorshkova, N. A. Komandrova, A. I. Kalinovsky, and Yu. S. Ovodov, Eur. J. Biochem.,107, 131 (1980).PubMedCrossRefGoogle Scholar
  95. 95.
    R. P. Gorshkova, V. A. Zubkov, V. V. Isakov, and Yu. S. Ovodov, Bioorg. Khim.,9, 1401 (1983).PubMedGoogle Scholar
  96. 96.
    K. Samuelsson, B. Lindberg, and R. R. Brubaker, J. Bacteriol.,117, 1010 (1974).PubMedPubMedCentralGoogle Scholar
  97. 97.
    R. P. Gorshkova, N. I. Korchagina, and Yu. S. Ovodov, Eur. J. Biochem.,131, 345 (1983).PubMedCrossRefGoogle Scholar
  98. 98.
    N. I. Korchagina, R. P. Gorshkova, and Yu. S. Ovodov, Bioorg. Khim.,8, 1666 (1982).Google Scholar
  99. 99.
    R. P. Gorshkova, V. A. Zubkov, V. V. Isakov, and Yu. S. Ovodov, Bioorg. Khim.,9, 1068 (1983).PubMedGoogle Scholar
  100. 100.
    R. P. Gorshkova, V. A. Zubkov, V. V. Isakov, and Yu. S. Ovodov, Carbohydr. Res.,126, 308 (1984).PubMedCrossRefGoogle Scholar
  101. 101.
    S. G. Wilkinson, J. Bacteriol.,104, 1035 (1970).PubMedPubMedCentralGoogle Scholar
  102. 102.
    I. Hals, Z. Hyg. Infect. Abt. Med. Microbiol. Immunol.,144, 218 (1957).Google Scholar
  103. 103.
    E. Verder and J. Evans, J. Infect. Dis.,109, 183 (1961).PubMedCrossRefGoogle Scholar
  104. 104.
    B. Lanyi, Acta Microbiol. Acad. Sci. Hung.,13, 295 (1966–1967).PubMedGoogle Scholar
  105. 105.
    M. W. Fisher, H. B. Delvin, and F. J. Gnabasic, J. Bacteriol.,98, 835 (1969).PubMedPubMedCentralGoogle Scholar
  106. 106.
    D. Horton, G. Rodemeyr, and R. Rodemeyr, Carbohydr. Res.,56, 128 (1977).CrossRefGoogle Scholar
  107. 107.
    D. Horton, G. Rodemeyr, and T. H. Haskell, Carbohydr., Res.,55, 35 (1977).CrossRefGoogle Scholar
  108. 108.
    S. G. Wilkinson and A. P. Welbourn, Biochem. J.,149, 783 (1976).CrossRefGoogle Scholar
  109. 109.
    S. G. Wilkinson, Biochem. J.,161, 103 (1977).PubMedPubMedCentralCrossRefGoogle Scholar
  110. 110.
    I. R. Chester, G. W. Gray, and S. G. Wilkinson, Biochem. J.,126, 395 (1972).PubMedPubMedCentralCrossRefGoogle Scholar
  111. 111.
    D. T. Drewry, K. S. Symes, G. W. Gray, and S. G. Wilkinson, Biochem. J.,149, 93 (1975).PubMedPubMedCentralCrossRefGoogle Scholar
  112. 112.
    S. G. Wilkinson and L. Galbraith, Eur. J. Biochem.,52, 331 (1975).PubMedCrossRefGoogle Scholar
  113. 113.
    I. R. Chester and P. M. Meadow, Eur. J. Biochem.,58, 273 (1975).PubMedCrossRefGoogle Scholar
  114. 114.
    B. A. Dmitriev, N. A. Kocharova, Yu. A. Knirel, A. S. Shashkov, N. K. Kochetkov, E. S. Stanislavsky, and G. M. Mashilova, Eur. J. Biochem.,125, 228 (1982).CrossRefGoogle Scholar
  115. 115.
    A. J. Mort and D. T. A. Lamport, Anal. Biochem.,82, 2899 (1977).CrossRefGoogle Scholar
  116. 116.
    Yu. A. Knirel, E. V. Vinogradov, A. S. Shashkov, B. A. Dmitriev, N. K. Kochetkov, B. S. Stanislavsky and G. M. Mashilova, Eur. J. Biochem.,125, 221 (1982).PubMedCrossRefGoogle Scholar
  117. 117.
    Yu. A. Knirel, E. V. Vinogradov, A. S. Shashkov, B. A. Dmitriev, N. K. Kochetkov, E. S. Stanislavsky and G. M. Mashilova, Eur. J. Biochem.,128, 81 (1982).PubMedCrossRefGoogle Scholar
  118. 118.
    B. A. Dmitriev, Yu. A. Knirel, N. A. Kocharova, N. K. Kochetkov, E. S. Stanislavsky and G. M. Mashilova, Eur. J. Biochem.,106, 643 (1980).PubMedCrossRefGoogle Scholar
  119. 119.
    D. J. Neal and S. G. Wilkinson, Eur. J. Biochem.,128, 143 (1982).PubMedCrossRefGoogle Scholar
  120. 120.
    A. M. Staub, R. Tinelli, O. Luderitz, and O. Westphal, Ann. Inst. Inst. Pasteur,96, 303 (1959).Google Scholar
  121. 121.
    M. Heidelberger, C. V. N. Rao, and D. A. L. Davies, Pathol. Microbiol.,28, 691 (1965).Google Scholar

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© Plenum Publishing Corporation 1987

Authors and Affiliations

  • N. A. Komandrova
  • R. P. Gorshkova
  • Yu. S. Ovodov

There are no affiliations available

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