Facile synthesis of a high-affinity ligand for mammalian hepatic lectin containing three terminal N-acetylgalactosamine residues

Bioconjugate Chemistry

Volumn 8, Issue 5, 1997, Pages 762-765

  Lee, Reiko T ^a   Lee, Yuan C ^a  

^a JOHNS HOPKINS UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOMOLECULES; CHELATION; LIQUID CHROMATOGRAPHY; MAMMALS; REACTION INTERMEDIATES; SUGARS;

ASIALOGLYCOPROTEIN RECEPTORS; BIOCONJUGATES; FACILE SYNTHESIS; GLYCOCONJUGATES; HIGH AFFINITY LIGANDS; MAMMALIAN LIVER; PARENCHYMAL CELLS; SIMPLE++; SYNTHETIC PROCEDURES; TRIVALENTS;

LIGANDS;

MAMMALIA;

EID: 0031239051     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc9700796     Document Type: Article

References (15)

1. Ashwell, G., and Harford, J. (1982) Carbohydrate-specific receptors of the liver. Annu. Rev. Biochem. 51, 531-554.
2. Lee, Y. C. (1992) Biochemistry of carbohydrate-protein interaction. FASEB J. 6, 3193-3200.
3. Lee, R. T., Lin, P., and Lee, Y. C. (1984) New synthetic cluster ligands for galactose/N-acetylgalactosamine-specific lectin of mammalian liver. Biochemistry 23, 4255-4261.
4. Lee, R. T., and Lee, Y. C. (1987) Preparation of cluster glycosides of N-acetylgalactosamine that have subnanomolar binding constants towards the mammalian hepatic Gal/ GalNAc-specific receptor. Glycoconjugate J. 4, 317-328.
5. Wu, G. Y., and Wu, C. H. (1987) Receptor-mediated in vitro gene transformation by a soluble DNA carrier system. J. Biol. Chem. 262, 4429-4432.
6. Plank, C., Zatloukal, K, Cotten, M., Mechtler, K., and Wagner, E. (1992) Gene transfer into hepatocytes using asialoglycoprotein receptor mediated endocytosis of DNA complexed with an artificial tetra-antennary galactose ligand. Bioconjugate Chem. 3, 533-539.
7. 3, a synthetic glycopeptide ligand for the asialoglycoprotein receptor. Bioconjugate Chem. 5, 612-620.
8. 3. Bioconjugate Chem. 6, 695-701.
9. Lee, R. T., Ichikawa, Y., Kawasaki, T., Drickamer, K., and Lee, Y. C. (1992) Multivalent ligand binding by serum mannose-binding protein. Arch. Biochem. Biophys. 299, 129-136.
10. 131I-labelled human growth hormone of high specific radioactivity. Biochem. J. 89, 114-123.
11. Connolly, D. T., Townsend, R. R., Kawaguchi, K., Bell, W. R., and Lee, Y. C. (1982) Binding and endocytosis of cluster glycosides by rabbit hepatocytes. J. Biol. Chem. 257, 939-945.
12. McKelvy, J. F., and Lee, Y. C. (1969) Microheterogeneity of the carbohydrate group of Aspergillus oryzae α-amylase. Arch. Biochem. Biophys. 132, 99-110.
13. Brown, C. A., and Brown, H. C. (1966) Catalytic hydrogenation II. A new, convenient technique for laboratory hydrogenations. A simple, automatic device for atmospheric pressure hydrogenations. J. Org. Chem. 31, 3989-3995.
14. Johnson, T. B., and Coward, J. K. (1987) Synthesis of oligophosphopeptides and related ATP γ-peptide esters as probes for cAMP-dependent protein kinase. J. Org. Chem. 52, 1771-1779.
15. Lee, R. T. (1991) Ligand structural requirements for recognition and binding by the hepatic asialoglycoprotein receptor. In Liver Diseases: Targeted Diagnosis and Therapy Using Specific Receptors and Ligands (G. Y. Wu and C. H. Wu, Eds.) pp 65-86, Dekker, New York.