Skip to main content
SpringerLink
Log in

Aglycone modulation of glycolipid receptor function

  • Mini Review
  • Published:
Glycoconjugate Journal Aims and scope Submit manuscript

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 via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

  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.

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

  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.

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

  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.

    Google Scholar 

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

    Google Scholar 

  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.

    Google Scholar 

  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.

    Google Scholar 

  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.

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

  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.

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

  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.

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

  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.

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

  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.

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

  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.

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

  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.

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

  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.

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

  91. Arab S, Lingwood CAGlyconj J (in press).

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

  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.

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

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

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Microbiology, The Hospital for Sick Children, 555 University Avenue, M5G 1X8, Toronto, Ontario, Canada

    C. A. Lingwood

Authors
  1. C. A. Lingwood
    View author publications

    You can also search for this author in PubMed Google Scholar

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

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00731435

Keywords

Search

Navigation