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Chemical Compound Review

Tyrosinamide     (2S)-2-amino-3-(4- hydroxyphenyl)propanamide

Synonyms: L-Tyrosinamide, H-TYR-NH2, SureCN358908, AG-F-67021, T3879_SIGMA, ...
 
 
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High impact information on Tyrosinamide

  • Following intraperitoneal dosing with lipopolysaccharide, radioiodinated tyrosinamide N-linked oligosaccharides were dosed i.v. and analyzed for their pharmacokinetics and biodistribution [1].
  • N-linked oligosaccharides containing a single tert-butoxycarbonyl-tyrosine attached to the reducing end were used as synthons for human milk alpha-3/4-fucosyltransferase to prepare multivalent Le(x) (Gal beta 1-4[Fuc alpha 1-3]GlcNAc) terminated tyrosinamide oligosaccharides [2].
  • This study demonstrates the broad utility of the tyrosinamide derivatization to develop oligosaccharide libraries useful for probing the biological functions of glycosylation [3].
  • This application of tyrosinamide derivatization has allowed for the first time the complete resolution of the complex oligosaccharide mixture from orosomucoid on a semipreparative scale in a single chromatogram and provide the first NMR characterization of polylactosamine tetraantennary oligosaccharide from this substrate [3].
  • 1H NMR characterization of a hen ovalbumin tyrosinamide N-linked oligosaccharide library [4].
 

Biological context of Tyrosinamide

 

Anatomical context of Tyrosinamide

  • The novel iodinated radioligand, serotonin-5-O-carboxymethyl-glycyl[125I] tyrosinamide, was used for binding studies with membranes of human substantia nigra [8].
  • The resultant conjugate, free IgG and HPMA copolymer (containing a low percentage of tyrosinamide to facilitate radiolabelling) were radioiodinated, and their rates of pinocytic uptake, intracellular degradation and exocytic release by rat visceral yolk sacs cultured in vitro were determined [9].
 

Gene context of Tyrosinamide

 

Analytical, diagnostic and therapeutic context of Tyrosinamide

  • Previous biodistribution studies in rats and mice have used tyrosinamide incorporated into the copolymer structure to permit labelling with 125I, enabling quantification of polymer distribution by dissection analysis [11].

References

  1. In vivo ligand specificity of E-selectin binding to multivalent sialyl Lewisx N-linked oligosaccharides. Thomas, V.H., Yang, Y., Rice, K.G. J. Biol. Chem. (1999) [Pubmed]
  2. Tissue targeting of multivalent Le(x)-terminated N-linked oligosaccharides in mice. Chiu, M.H., Thomas, V.H., Stubbs, H.J., Rice, K.G. J. Biol. Chem. (1995) [Pubmed]
  3. Preparative purification of tetraantennary oligosaccharides from human asialyl orosomucoid. Stubbs, H.J., Shia, M.A., Rice, K.G. Anal. Biochem. (1997) [Pubmed]
  4. 1H NMR characterization of a hen ovalbumin tyrosinamide N-linked oligosaccharide library. Corradi Da Silva, M.L., Stubbs, H.J., Tamura, T., Rice, K.G. Arch. Biochem. Biophys. (1995) [Pubmed]
  5. N.M.R. and equilibrium dialysis studies of the interaction of bovine neurophysin-1 with vasopressin and small peptides. Bothner-By, A.A., Lemarie, B., Walter, R., Tiao-Te Co, R., Rabbani, L.D., Breslow, E. Int. J. Pept. Protein Res. (1980) [Pubmed]
  6. Tyrosinamide residues enhance pinocytic capture of N-(2-hydroxypropyl)methacrylamide copolymers. Duncan, R., Cable, H.C., Rejmanová, P., Kopecek, J., Lloyd, J.B. Biochim. Biophys. Acta (1984) [Pubmed]
  7. Structural requirements of pancreatic polypeptide receptor binding. Gingerich, R.L., Akpan, J.O., Gilbert, W.R., Leith, K.M., Hoffmann, J.A., Chance, R.E. Am. J. Physiol. (1991) [Pubmed]
  8. Homogeneous 5-HT1D recognition sites in the human substantia nigra identified with a new iodinated radioligand. Bruinvels, A.T., Landwehrmeyer, B., Waeber, C., Palacios, J.M., Hoyer, D. Eur. J. Pharmacol. (1991) [Pubmed]
  9. Pinocytic capture and exocytosis of rat immunoglobulin IgG-N-(2-hydroxypropyl)methacrylamide copolymer conjugates by rat visceral yolk sacs cultured in vitro. Duncan, R., Cable, H.C., Strohalm, J., Kopecek, J. Biosci. Rep. (1986) [Pubmed]
  10. Structure of a peptide from coho salmon endocrine pancreas with homology to neuropeptide Y. Kimmel, J.R., Plisetskaya, E.M., Pollock, H.G., Hamilton, J.W., Rouse, J.B., Ebner, K.E., Rawitch, A.B. Biochem. Biophys. Res. Commun. (1986) [Pubmed]
  11. Targeting of N-(2-hydroxypropyl)methacrylamide copolymer-doxorubicin conjugate to the hepatocyte galactose-receptor in mice: visualisation and quantification by gamma scintigraphy as a basis for clinical targeting studies. Pimm, M.V., Perkins, A.C., Duncan, R., Ulbrich, K. Journal of drug targeting. (1993) [Pubmed]
 
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