Role of the galactosyl moiety of collagen glycopeptides for T-Cell stimulation in a model for rheumatoid arthritis
2003 (English)In: Bioorganic & Medicinal Chemistry, Vol. 11, no 18, 3981-7 p.Article in journal (Refereed) Published
Two protected derivatives of β- -galactopyranosyl-5-hydroxy- -lysine, in which HO-4 of galactose has been O-methylated or replaced by fluorine, have been prepared. The building blocks were incorporated at position 264 of the peptide fragment CII259-273 from type II collagen by solid-phase synthesis. The ability of these two glycopeptides, and two CII259-273 glycopeptides in which HO-4 of galactose was either unmodified or deoxygenated, to elicit responses from T-cell hybridomas obtained in a mouse model for rheumatoid arthritis was then determined. The hybridomas were all highly sensitive towards modifications at C-4 of the β- -galactosyl residue of CII259-273, highlighting the role of HO-4 as an important contact point for the T-cell receptor. Most likely, this glycopeptide hydroxyl group is involved in hydrogen bonding with the T-cell receptor.
Place, publisher, year, edition, pages
2003. Vol. 11, no 18, 3981-7 p.
IdentifiersURN: urn:nbn:se:umu:diva-10058DOI: doi:10.1016/S0968-0896(03)00407-3OAI: oai:DiVA.org:umu-10058DiVA: diva2:149729