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Saccharide Receptor-Mediated Drug Delivery

  • M. M. Ponpipom
  • R. L. Bugianesi
  • J. C. Robbins
  • T. W. Doebber
  • T. Y. Shen

Abstract

Since the pioneering work of Ashwell and Morell on the in-vivo plasma clearance of desialylated serum glycoproteins, 1 the concept has become widely accepted that exposed sugar residues on glycoproteins serve as determinants for in-vivo (i.e., clearance) and in-vitro (i.e., uptake) recognition. Carbohydrate-mediated endocytosis in mammals has since become the subject of intensive studies.2,3 Mammalian hepatic receptors are known to be specific for terminal D-galactose of desialylated serum glycoproteins;4 whereas in avian liver, the receptors recognize terminal 2-acetamido-2-deoxy-D-glucose residues.5 Hepatocytes also contain a receptor that binds glycoproteins specifically through L-fucose in α (1→3) linkage to 2-ace-tamido-2-deoxy-D-glucose.6 Macrophages and Kupffer cells have been shown to bind glycoproteins and synthetic neoglycoconjugates that have D-mannose and 2-acetamido-2-deoxy-D-glucose in the exposed non-reducing position.7,8 The uptake of some lysosomal enzymes by fibroblasts involves recognition of D-mannose 6-phosphate.9

Keywords

Alveolar Macrophage Native Enzyme Lipoic Acid Macrophage Uptake Label Ligand 
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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References

  1. 1.
    G. Ashwell and A.G. Morell, The role of surface carbohydrates in the hepatic recognition and transport of circulating glycoproteins, Adv. Enzymol., 41:99 (1974).PubMedGoogle Scholar
  2. 2.
    E.F. Neufeld and G. Ashwell, Carbohydrate recognition systems for receptor-mediated pinocytosis, in “The Biochemistry of Glycoproteins and Proteoglycans,” Plenum Press, New York (1980).Google Scholar
  3. 3.
    J.M. Besterman and R.B. Low, Endocytosis: A review of mechanisms and plasma membrane dynamics, Biochem. J., 210:1 (1983).PubMedGoogle Scholar
  4. 4.
    G. Ashwell and J. Harford, Carbohydrate-specific receptors of the liver, Annu. Rev. Biochem., 51:531 (1982).PubMedCrossRefGoogle Scholar
  5. 5.
    J. Lunney and G. Ashwell, A hepatic receptor of avian origin capable of binding specifically modified glycoproteins, Proc. Natl. Acad. Sci. USA, 73:341 (1976).PubMedCrossRefGoogle Scholar
  6. 6.
    JrP. Prieels, S.V. Pizzo, L.R. Glasgow, J.C. Paulson, and R.L. Hill, Hepatic receptor that specifically binds oligosaccharides containing fucosy α 1→ 3 N-acetylglucosamine linkages, Proc. Natl. Acad. Sci. USA, 75:2215 (1978).PubMedCrossRefGoogle Scholar
  7. 7.
    P.D. Stahl and P.H. Schlesinger, Receptor-mediated pinocytosis of mannose/N-acetylglucosamine-terminated glycoproteins and lysosomal enzymes by macrophages, Trends Biochem. Sci., 144 (1980).Google Scholar
  8. 8.
    C. Tietze, P. Schlesinger, and P. Stahl, Mannose-specific endocytosis receptor of alveolar macrophages: Demonstration of two functionally distinct intracellular pools of receptor and their roles in receptor recycling, J. Cell Biol., 92:417 (1982).PubMedCrossRefGoogle Scholar
  9. 9.
    W.S. Sly and H.D. Fischer, The phosphomannosyl recognition system for intracellular and intercellular transport of lysosomal enzymes, J. Cellular Biochem., 18:67 (1982).CrossRefGoogle Scholar
  10. 10.
    Y. Maynard and J.V. Baenziger, Oligosaccharide specific endocytoses by isolated rat hepatic reticuloendothelial cells, J. Biol. Chem., 256:8063 (1981).PubMedGoogle Scholar
  11. 11.
    M.M. Ponpipom, R.L. Bugianesi, and T.Y. Shen. Cell surface carbohydrates for targeting studies, Can.J. Chem., 58:214 (1980).CrossRefGoogle Scholar
  12. 12.
    M.S. Wu, J.C. Robbins, R.L. Bugianesi, M.M. Ponpipom, and T.Y. Shen, Modified in-vivo behavior of liposomes containing synthetic glycolipids, Biochim. Biophys. Acta., 674:19 (1981).PubMedCrossRefGoogle Scholar
  13. 13.
    M.R. Mauk, R.C. Gamble, and J.D. Balde schwieler, Targeting of lipid vesicles: Specificity of carbohydrate receptor analogues for leukocytes in mice, Proc. Natl. Acad. Sci. USA, 77:4430 (1980).PubMedCrossRefGoogle Scholar
  14. 14.
    M.M. Ponpipom, R.L. Bugianesi, J.C. Robbins, T.W. Doebber, and T.Y. Shen, Cell-specific ligands for selective drug delivery to tissues and organs, J. Med. Chem., 24:1388 (1981).PubMedCrossRefGoogle Scholar
  15. 15.
    J.C. Robbins, M.H. Lam, C.S. Tripp, R.L. Bugianesi, M.M. Ponpipom, and T. Y. Shen, Synthetic glycopeptide substrates for receptor-mediated endocytosis by macrophages, Proc. Natl. Acad. Sci. USA, 78:7294 (1981).PubMedCrossRefGoogle Scholar
  16. 16.
    T.W. Doebber, M.S. Wu, R.L. Bugianesi, M.M. Ponpipom, F.S. Furbish, J.A. Barranger, R.O. Brady, and T.Y. Shen, Enhanced macrophage uptake of synthetically glycosylated human placental β-glucocerebrosidase, J. Biol. Chem., 257:2193 (1982).PubMedGoogle Scholar
  17. 17.
    M.M. Ponpipom, R.L. Bugianesi, and T.Y. Shen, Novel analogs of glycopeptides, Carbohydrate Res., 82:141 (1980).CrossRefGoogle Scholar
  18. 18.
    P.D. Stahl, J.S. Rodman, M.J. Miller, and P.H. Schlesinger, Evidence for receptor-mediated binding of glycoproteins, glyco-conjugates, and lysosomal glycosidase by alveolar macrophages, Proc. Natl. Acad. Sci. USA, 75:1399 (1978).PubMedCrossRefGoogle Scholar
  19. 19.
    T. Kawasaki, R. Etoh, and I. Yamashina, Isolation and characterization of a mannan-binding protein from rabbit liver, Biochem. Biophys. Res. Commun., 81:1018 (1978).PubMedCrossRefGoogle Scholar
  20. 20.
    R. Kornfeld and S. Kornfeld, Comparative aspects of glycoprotein structure, Annu. Rev. Biochem., 45:217 (1976).PubMedCrossRefGoogle Scholar
  21. 21.
    Y.C. Lee, Synthesis of some cluster glycosides suitable for attachment to proteins or solid matrices, Carbohyd. Res., 67:509 (1978).CrossRefGoogle Scholar
  22. 22.
    Y.C. Lee, C.P. Stowell, and M.J. Krantz, 2-Imino-2-methoxyethyl 1-thioglycosides: New reagents for attaching sugars to proteins, Biochemistry, 15:3956 (1976).PubMedCrossRefGoogle Scholar
  23. 23.
    R.H. De Wolfe, Kinetics and mechanisms of reations of amidines, in “The Chemistry of Amidines and Imidates”, S. Patai, Ed., Wiley, New York (1975).Google Scholar
  24. 24.
    V.L. Shepherd, Y.C. Lee, P.H. Schlesinger, and P.D. Stahl, L-Fucose-terminated glycoconjugates are recognized by pinocytosis receptors on macrophages, Proc. Natl. Acad. Sci. USA, 78:1019 (1981).PubMedCrossRefGoogle Scholar
  25. 25.
    D.D. Keightley and N.A. Cressie, The Woolf plot is more reliable than the Scatchard plot in analysing data from hormone receptor assays, J. Steroid Biochem., 13:1317 (1980).PubMedCrossRefGoogle Scholar
  26. 26.
    J. Van Zile, L.A. Henderson, J.W. Baynes, and S.R. Thorpe, (3H)Raffinose, a novel radioactive label for determining organ sites of catabolism of proteins in the circulation, J. Biol. Chem., 254:3547 (1979).PubMedGoogle Scholar
  27. 27.
    R. Wattiaux, in G.A. Jamieson and D.M. Robinson, Eds., Mammalian Cell Membranes, Vol.2, Butterworths, London (1977).Google Scholar
  28. 28.
    M.M. Ponpipom, R.L. Bugianesi, and J.C. Robbins, Synthesis and carbon-13 n.m.r. spectroscopy of Man3Lys2-raffinose conjugate, Carbohyd. Res., 107:142 (1982).CrossRefGoogle Scholar
  29. 29.
    F.S. Furbish, C.J. Steer, N.L. Krett, and J.A. Barranger, Uptake and distribution of placental glucocerebrosidase in rat hepatic cells and effects of sequential deglycosylation, Biochim. Biophys. Acta, 673:425 (1981).PubMedCrossRefGoogle Scholar

Copyright information

© Plenum Press, New York 1984

Authors and Affiliations

  • M. M. Ponpipom
    • 1
  • R. L. Bugianesi
    • 1
  • J. C. Robbins
    • 1
  • T. W. Doebber
    • 1
  • T. Y. Shen
    • 1
  1. 1.Merck Sharp & Dohme Research LaboratoriesRahwayUSA

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