Galactose-terminated

Kempen et al. [176] synthesized a water-soluble cho-lesteryl-containing trigalactoside, Tris-Gal-Chol (I), which when incorporated in lipoproteins allows the utilization of active receptors for galactose-terminated macromolecules as a trigger for the uptake of lipoproteins. The effect of increasing concentrations of Tris-Gal-Chol on the removal of LDL and HDL from serum and their quantitative recovery in the liver is shown in Fig. 13. These data show that lipoproteins containing Tris-Gal-Chol can be used as a liver-specific drug-carrier system. 

Moroney, S.E., D Alarcao, L.J., Goldmacher, V.S., Lambert, H.M., and Blattlcr, W.A. (1987) Modification of the binding site(s) of lectins by an affinity column carrying an activated galactose-terminated ligand. Biochemistry 26, 8390. 

Lemieux, R U, Driguez, H, Chemical synthesis of 2-0-(a-L-fucopyranosyl)-3-0-(a-D-galacto-pyranosyl)-D-galactose. Terminal structure of the blood-group B antigenic determinant, J. Am. Chem. Soc., 97, 4069-4075, 1975. 

Hepatocytes Galactose-terminated (neo)glycoproteins, LDL, polymeric IgA, high-density lipoprotein, epidermal growth factor, transferrin... 

Kempen et al. (230) synthesized a water-soluble cholesteryl-containing trigalacto-side, tris-gal-chol, which when incorporated in lipoproteins allowed the utilization of active receptors for galactose-terminated macromolecules as a trigger for the uptake of lipoproteins. 

Shimada, K., Kamps, J. A. A. M., Regts, J., Ikeda, K, Shiozawa, T., Hirota, S., and Scherphof, G. L. (1997) Biodistribution of liposomes containing synthetic galactose-terminated diacylglyceryl poly(ethyleneglycol)s. Biochim. Biophys. Acta 1326, 329-341. 

Hederos M, Komadsson P, Liedbeig B (2005) Synthesis and self-assembly of galactose-terminated alkanethiols and their ability to resist proteins. Langmuir 21 2971-2980... 

Shimada K, Kamps JAAM, Regts J et al (1997) Biodistribution of liposomes containing synthetic galactose-terminated diacylglyceryl-poly(ethyleneglycol)s. Biochim Biophys Acta 1326 329-341... 

Scheme 4.21 Synthesis of galactose-terminated oligosaccharides catalysed hy two enzymes.

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