Synthesis of chitooligomer-based glycoconjugates and their binding to the rat natural killer cell activation receptor NKR-P1
Language English Country United States Media print
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
12441671
DOI
10.1023/a:1021111703443
PII: 5108621
Knihovny.cz E-resources
- MeSH
- Amines chemistry MeSH
- Antigens, Surface metabolism MeSH
- Killer Cells, Natural metabolism MeSH
- Chitin chemistry MeSH
- Chromatography methods MeSH
- Glycoproteins chemical synthesis metabolism MeSH
- Immunoblotting MeSH
- Inhibitory Concentration 50 MeSH
- Isothiocyanates chemistry MeSH
- Rats MeSH
- N-Acetylneuraminic Acid metabolism MeSH
- NK Cell Lectin-Like Receptor Subfamily B MeSH
- Lectins, C-Type metabolism MeSH
- Ligands MeSH
- Nuclear Magnetic Resonance, Biomolecular MeSH
- Serum Albumin, Bovine chemistry MeSH
- Cattle MeSH
- Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization methods MeSH
- Thioglycosides chemical synthesis MeSH
- Protein Binding MeSH
- Animals MeSH
- Check Tag
- Rats MeSH
- Cattle MeSH
- Animals MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Amines MeSH
- Antigens, Surface MeSH
- Chitin MeSH
- Glycoproteins MeSH
- Isothiocyanates MeSH
- N-Acetylneuraminic Acid MeSH
- NK Cell Lectin-Like Receptor Subfamily B MeSH
- Lectins, C-Type MeSH
- Ligands MeSH
- Serum Albumin, Bovine MeSH
- Thioglycosides MeSH
NKR-P1 protein is an important activating receptor at the surface of the rat natural killer cells. GlcNAc and chitooligomers were identified as strong activation ligands in vitro and in vivo. Their clustering brings about increase of their affinity to the NKR-P1 by 3-6 orders. Here we describe novel methodology for preparation of neoglycoproteins based on BSA carrying the chitooligomers (n = 2-5). Further on we developed novel methodology of the coupling of glycosylamines via aromatic-SCN activated linker both to protein or synthetic cores. Inhibition studies of chitooligomer glycoconjugates with the NKR-P1 receptor show that our neoglycoproteins are very strong ligands with high binding affinity (-log IC(50) = 13-15). In analogy with our previous observations with GlcNAc clustered on protein or PAMAM backbones the synthetic chitooligomer clusters should provide considerably better ligands in the in vivo antitumor treatment.
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