Advertisement

Springer Nature is making SARS-CoV-2 and COVID-19 research free. View research | View latest news | Sign up for updates

Aglycone modulation of glycolipid receptor function

Abstract

The aglycone has been largely ignored in consideration of glycoconjugate function. Evidence is reviewed which suggests that the role of the lipid in glycolipid carbohydrate function may be particularly significant. The lipid moiety can promote or reduce carbohydrate exposure of membrane glycolipids. Theoretical calculation has indicated that the plane of the plasma membrane can restrict the permitted conformations of a given glycolipid oligosaccharide. Thus the lipid moiety may influence the relative conformation of such carbohydrate sequences. Evidence of ceramide regulation of glycolipid function can be found in studies of enzyme substrate specificity, antiglycolipid recognition and bacterial/host cell interactions. Studies of verotoxin binding to its glycolipid receptor globotriaosyl ceramide indicate that modulation of receptor function by glycolipid fatty acid content plays an important role inin vitro binding assays, cell cytotoxicity and intracellular routing.

This is a preview of subscription content, log in to check access.

References

  1. 1.

    Schachter H, Brockhausen E (1992) InGlycoconjugates: Composition, Structure and Function (Allen HJ, Kisailus EC, eds) pp. 263–332. New York: Marcel Dekker, Inc.

  2. 2.

    Schachter H (1984)Clin Biochem 17: 3–14.

  3. 3.

    Kobata A (1992)Eur J Biochem 209: 483–501.

  4. 4.

    Brockhausen I (1993)Crit Rev Clin Lab Sci 30: 65–151.

  5. 5.

    Stults CLM, Sweeley CH, Macher BA (1989)Methods Enzymol 179: 167–214.

  6. 6.

    Hakomori S-I (1981)Ann Rev Biochem 150: 733–64.

  7. 7.

    Lingwood CA (1992)Curr Opin Struct Biol 2: 693–700.

  8. 8.

    Lingwood CA (1993) InSphingolipids Part A. Functions and Breakdown Products (Bell R, Hannun YA, Merrill A Jr, eds)Advances In Lipid Research 25, pp. 189–212. San Diego: Academic Press.

  9. 9.

    Karlsson K (1986)Chem Phys Lipids 42: 153–72.

  10. 10.

    Strömberg N, Deal C, Nyberg G, Normark S, So M, Karlsson K-A (1988)Proc Natl Acad Sci USA 85: 4902–6.

  11. 11.

    Strömberg N, Ryd N, Lindberg AA, Karlsson K-A (1988)FEBS Lett 232: 193–98.

  12. 12.

    Krivan HC, Plosila L, Zhang L, Holt V, Kyogashima M (1992) InMicrobial Adhesion and Invasion (Hook M, Switalski L, eds) pp. 1–13. New York: Springer-Verlag.

  13. 13.

    Pancake SJ, Holt GD, Mellouk S, Hoffman SL (1992)J Cell Biol a117: 1351–57.

  14. 14.

    Lingwood CA, Schramayr S, Quinn P (1990)J Cell Physiol 142: 170–76.

  15. 15.

    Lingwood CA, Quinn PA, Wilansky S, Nutikka A, Ruhnke H, Miller RB (1990)Biol Reprod 43: 694–97.

  16. 16.

    Boulanger J, Faulds D, Eddy EM, Lingwood CA (1995)J Cell Physiol 165: 7–17.

  17. 17.

    Krivan H, Olson M, Barile M, Ginsburg V, Roberts D (1988)J Biol Chem 264: 9283–88.

  18. 18.

    Olson LD, Gilbert EA (1993)J Bacteriol 175: 324–27.

  19. 19.

    Prasadarao NV, Wass CA, Hacker J, Jann K, Kim KS (1993)J Biol Chem 268: 10356–63.

  20. 20.

    Saitoh T, Sugano K, Natomi H, Zhao W, Okuzumi K, Iwamori M, Yazaki Y (1992)Eur J Gastroenterol Hepatol 4: S49-S53.

  21. 21.

    Brennan MJ, Hannah JH, Leininger E (1991)J Biol Chem 266: 18827–31.

  22. 22.

    Krivan HC, Roberts DD, Ginsburg V (1988)Proc Natl Acad Sci USA 85: 6157–61.

  23. 23.

    Krivan HC, Ginsburg V, Roberts DD (1988)Arch Biochem Biophys 260: 493–96.

  24. 24.

    Ramphal R, Carnoy C, Fievre S, Michalski J-C, Houdret N, Lamblin G, Strecker G, Roussel P (1991)Infect Immun 59: 700–4.

  25. 25.

    Saiman L, Prince A (1993)J Clin Invest 92: 1875–80.

  26. 26.

    Srnka CA, Tiemeyer M, Gilbert JH, Moreland M, Schweingruber H, Delappe BW, James PG, Gant T, Willoughby RE, Yolken RH, Nashed MA, Abbas SA, Laine RA (1992)Virology 190: 794–805.

  27. 27.

    Paruchuri DK, Seifert HS, Ajioka RS, Karlsson K-A (1990)Proc Natl Acad Sci USA 87: 333–37.

  28. 28.

    Yu L, Lee KK, Sheth HB, Lane-Bell P, Srivastava G, Hindsgaul O, Paranchych W, Hodges RS, Irvin RT (1994)Infect Immun 62: 2843–48.

  29. 29.

    Strömberg N, Marklund B-I, Lund B, Ilver D, Hamers A, Gaastra W, Karlsson K-A, Normand S (1990)EMBO J 9: 2001–10.

  30. 30.

    Bock E, Breimer ME, Brignole A, Hansson GC, Karlsson K-A, Larson G, Leffler H, Samuelsson BE, Strömberg N, Svanborg Edén C (1985)J Biol Chem 260: 8545–51.

  31. 31.

    Haataja S, Tikkanen K, Liukkonen J, François-Gerard C, Finne J (1993)J Biol Chem 268: 4311–17.

  32. 32.

    Brown KE, Anderson SM, Young NS (1993)Science 262: 114–17.

  33. 33.

    Lindstedt R, Baker N, Falk P, Hull R, Hull S, Karr J, Leffler H, Svanborg Edén C, Larson G (1989)Infect Immun 57: 3389–94.

  34. 34.

    Chatterjee S, Khullar M, Shi W (1995)Glycobiology 5: 327–33.

  35. 35.

    Kihlberg J, Hultgren S, Normark S, Magnusson G (1989)J Am Chem Soc 111: 6364–68.

  36. 36.

    Haataja S, Tikkanen K, Nilsson U, Magnusson G, Karlsson K, Finne J (1994)J Biol Chem 269: 27466–72.

  37. 37.

    Nyholm P-G, Pascher I (1993)Biochemistry 32: 1225–34.

  38. 38.

    Nyholm P-G, Pascher I (1993)Int J Biol Macromol 15: 43–51.

  39. 39.

    Stewart RJ, Boggs J (1990)Biochemistry 29: 3644–53.

  40. 40.

    Crook SJ, Boggs JM, Vistnes AI, Koshy KM (1986)Biochemistry 25: 7488–94.

  41. 41.

    Stewart RJ, Boggs JM (1993)Biochemistry 32: 5605–14.

  42. 42.

    Alving CR, Urban KA, Richards RL (1980)Biochem Biophys Acta 600: 117–25.

  43. 43.

    Hamilton KS, Briere K, Jarrell HC, Grant CWM (1994)Biochim Biophys Acta 1190: 367–75.

  44. 44.

    Strömberg N, Karlsson KA (1990)J Biol Chem 265: 11244–50.

  45. 45.

    Strömberg N, Nyholm P-G, Pascher I, Normark S (1991)Proc Natl Acad Sci USA 88: 9340–44.

  46. 46.

    Lingwood CA (1979)Can J Biochem 57: 1138–43.

  47. 47.

    Kannagi R, Nudelman E, Hakomori S (1982)Proc Natl Acad Sci USA 79: 3470–74.

  48. 48.

    Symington FW, Bernstein ID, Hakomori S-I (1984)J Biol Chem 259: 6008–12.

  49. 49.

    Nakakuma H, Ari M, Kawaguchi T, Horikawa K, Hidaka M, Sakamoto K, Iwamori M, Nagai Y, Takatsuki K (1989)FEBS Lett 258: 230–32.

  50. 50.

    Kannagi R, Stroup R, Cochran NA, Urdal DL, Young Jr, WW, Hakomori S-I (1983)Cancer Res 43: 4997–5005.

  51. 51.

    Dyatlovitskaya E, Bergelson L (1987)Biochim Biophys Acta 907: 125–43.

  52. 52.

    Young WW, Borgman CA, Wolock D (1986)J Biol Chem 261: 2279–83.

  53. 53.

    Ladisch S, Li R, Olson E (1994)Proc Natl Acad Sci USA 91: 1974–78.

  54. 54.

    Ladisch S, Wu Z-L (1985)Lancet 1: 136–38.

  55. 55.

    Li R, Ladisch S (1991)Biochim Biophys Acta 1083: 57–64.

  56. 56.

    Ladisch S, Hasegawa A, Li R, Kiso M (1995)Biochemistry 34: 1197–202.

  57. 57.

    Ladisch S, Hasegawa A, Ruixiang L, Makoto K (1994)Biochem Biophys Res Commun 203: 1102–9.

  58. 58.

    Endo Y, Tsurugi K, Yutsudo T, Takeda Y, Ogasawara K, Igarashi K (1988)Eur J Biochem 171: 45–50.

  59. 59.

    Fraser M, Chernaia M, Kozlov Y, James M (1994)Struct Biol 1: 59–64.

  60. 60.

    Karmali MA (1989)Clin Microbiol Rev 2: 15–38.

  61. 61.

    Griffin PM, Ostroff SM, Tauxe RV, Greene KD, Wells JG, Lewis JH, Blake PA (1988)Ann Int Med 109: 705–12.

  62. 62.

    Griffin PW, Tauxe RV (1991)Epidem Rev 13: 60–98.

  63. 63.

    Griffin PM, Bell BP, Cieslak PR, Tuttle M, Barrett TJ, Dlyle M, McNamara AM, Shefer AM, Wells JG (1994) InRecent Advances in Verocytotoxin Producing E. coli Infections (Karmali MA, Goglio A, eds) pp. 7–12. Amsterdam: Elsevier Sciences B.V.

  64. 64.

    Lingwood CA (1994)Nephron 66: 21–28.

  65. 65.

    Jacewicz M, Clausen H, Nudelman E, Donohue-Rolfe A, Keusch GT (1986)J Exp Med 163: 1391–404.

  66. 66.

    Lingwood CA, Law H, Richardson S, Petric M, Brunton JL, DeGrandis S, Karmali M (1987)J Biol Chem 262: 8834–39.

  67. 67.

    Lindberg AA, Brown JE, Strömberg N, Westling-Ryd M, Schultz JE, Karlsson K-A (1987)J Biol Chem 262: 1779–85.

  68. 68.

    Waddell T, Head S, Petric M, Cohen A, Lingwood CA (1988)Biochem Biophys Res Commun 152: 674–79.

  69. 69.

    DeGrandis S, Law H, Brunton J, Gyles C, Lingwood CA (1989)J Biol Chem 264: 12520–25.

  70. 70.

    Keusch G, Jacewicz M, Acheson D, Donohue-Rolfe A, Kane A, McCluer R (1995)Infect Immun 63: 1138–41.

  71. 71.

    Kleanthous H, Smith HR, Scotland SM, Gross RJ, Rowe B, Taylor CM, Milford DV (1990)Arch Dis Child 65: 722–27.

  72. 72.

    Scotland SM, Willshaw GA, Smith HR, Rowe B (1987)Epidem Inf 99: 613–24.

  73. 73.

    Ostroff SM, Tarr PI, Neill MA, Lewis JH, Hargrett-Bean N, Kobayashi JM (1989)J Infect Dis 160: 994–98.

  74. 74.

    Obrig TG, Louise CB, Lingwood CA, Daniel TO (1994) InRecent Advances in Verocytotoxin Producing E. coli Infections (Karmali MA, Goglio AG, eds) pp. 317–24. Amsterdam: Elsevier Sciences B.V.

  75. 75.

    Head S, Karmali M, Lingwood CA (1991)J Biol Chem 266: 3617–21.

  76. 76.

    Head SC, Petric M, Richardson SE, Roscoe ME, Karmali M (1988)FEMS Microbiol Lett 51: 211–16.

  77. 77.

    Lindgren SW, Samuel JE, Schmitt CK, O'Brien AD (1994)Infect Immun 62: 623–31.

  78. 78.

    Richardson SE, Rotman TA, Jay V, Smith CR, Becker LE, Petric M, Olivieri NF, Karmali MA (1992)Infect Immun 60: 4154–67.

  79. 79.

    Nelson S, Richardson S, Lingwood C, Petric M, Karmali M (1994) InRecent Advances in Verocytotoxin Producing E. coli Infections (Karmali MA, Goglio AG, eds) pp. 245–48. Amsterdam: Elsevier Sciences B.V.

  80. 80.

    Cohen A, Madrid-Marina V, Estrov Z, Freedman M, Lingwood CA, Dosch H-M (1990)Int Immunol 2: 1–8.

  81. 81.

    Pellizzari A, Pang H, Lingwood CA (1992)Biochemistry 31: 1363–70.

  82. 82.

    Kiarash A, Boyd B, Lingwood CA (1994)J Biol Chem 269: 11138–46.

  83. 83.

    Kiarash A, Boyd B, Lingwood CA (1994) InRecent Advances in Verocytotoxin Producing E. coli Infections (Karmali MA, Goglio AG, eds) pp. 175–87. Amsterdam: Elsevier Sciences B.V.

  84. 84.

    Nyholm P-G, Brunton JL, Lingwood CA (1995)Int J Biol Macromol 17: 199–205.

  85. 85.

    Stein PE, Boodhoo A, Tyrrell GJ, Brunton JL, Read RJ (1992)Nature 355: 748–50.

  86. 86.

    Boyd B, Zhiuyan Z, Magnusson G, Lingwood CA (1994)Eur J Biochem 223: 873–78.

  87. 87.

    Boyd B, Magnusson G, Kiarash A, Zhiuyan Z, Lingwood C (1994) InRecent Advances in Verocytotoxin Producing E. coli Infections (Karmali MA, Goglio AG, eds) pp. 167–70. Amsterdam: Elsevier Sciences B.V.

  88. 88.

    St Hilaire PM, Boyd MK, Toone EJ (1994)Biochemistry 33, 14452–63.

  89. 89.

    Samuel JE, Perera LP, Ward S, O'Brien AD, Ginsburg V, Krivan HC (1990)Infect Immun 58: 611–18.

  90. 90.

    Yiu SCK, Lingwood CA (1992)Anal Biochem 202: 188–92.

  91. 91.

    Arab S, Lingwood CAGlyconj J (in press).

  92. 92.

    Sandvig K, Olnes S, Brown J, Peterson O, van Deurs B (1989)J Cell Biol 108: 1331–43.

  93. 93.

    Sandvig K, Ryd M, Garred O, Schweda E, Holm PK (1994)J Cell Biol 126: 53–64.

  94. 94.

    Smythe E, Warren G (1991)Eur J Biochem 202: 689–99.

  95. 95.

    Lingwood CA (1994) InRecent Advances in Verocytotoxin Producing E. coli Infections (Karmali MA, Goglio AG, eds) pp. 131–37. Amsterdam: Elsevier Sciences B.V.

  96. 96.

    Khine AA, Lingwood CA (1994)J Cell Physiol 161: 319–32.

  97. 97.

    Sandvig K, Garred O, Prydz K, Kozlov J, Hansen S, van Deurs B (1992)Nature 358: 510–12.

  98. 98.

    Middlebrook JL, Dorland RB (1984)Microbiol Rev 48: 199–221.

  99. 99.

    Hudson TH, Neville DM Jr (1987)J Biol Chem 262: 16484–94.

  100. 100.

    Saxena SK, O'Brien AD, Ackerman EJ (1989)J Biol Chem 264: 596–601.

  101. 101.

    Samuel JE, Gordon VM (1994)J Biol Chem 269: 4853–59.

  102. 102.

    Farkas-Himsley H, Rosen B, Hill R, Arab S, Lingwood CA (1995)Proc Natl Acad Sci USA 92: 6996–7000.

  103. 103.

    Robbins S, Quintrell N, Bishop JM (1995)Mol Cell Biol 15: 3507–15.

  104. 104.

    Mangeney M, Richard Y, Coulaud D, Tursz T, Wiels J (1991)Eur J Immunol 21: 1131–40.

  105. 105.

    Gregory CD, Tursz T, Edwards CF, Tetaud C, Talbot M, Caillou B, Rickinson AB, Lipinski M (1987)J Immunol 139: 313–18.

  106. 106.

    Lingwood CA, Yiu SCK (1992)Biochem J 283: 25–26.

  107. 107.

    Ghislain J, Lingwood CA, Fish EN (1994)J Immunol 153: 3655–63.

  108. 108.

    Maloney MD, Lingwood CA (1994)J Exp Med 180: 191–201.

  109. 109.

    Ghislain J, Lingwood C, Maloney M, Penn L, Fish E (1992)J Interfer Res 12: s114.

  110. 110.

    Lingwood CA (1996)Trends Microbiol 4: 147–53.

  111. 111.

    Mangeney M, Lingwood CA, Caillou B, Taga S, Tursz T, Wiels J (1993)Cancer Res 53: 5314–19.

  112. 112.

    Bretscher M, Munro S (1993)Science 261: 1280–81.

  113. 113.

    Huang C, Mason J (1986)Biochim Biophys Acta 864: 423–70.

  114. 114.

    Morrow MR, Singh D, Lu D, Grant CWM (1993)Biophys J 64: 654–64.

Download references

Author information

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Lingwood, C.A. Aglycone modulation of glycolipid receptor function. Glycoconjugate J 13, 495–503 (1996). https://doi.org/10.1007/BF00731435

Download citation

Keywords

  • carbohydrate conformation
  • glycolipid heterogeneity
  • verotoxin binding