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Role of the galactosyl moiety of collagen glycopeptides for T-Cell stimulation in a model for rheumatoid arthritis
Umeå University, Faculty of Science and Technology, Chemistry.
Umeå University, Faculty of Science and Technology, Chemistry.
Umeå University, Faculty of Science and Technology, Chemistry.
Umeå University, Faculty of Science and Technology, Chemistry.
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2003 (English)In: Bioorganic & Medicinal Chemistry, Vol. 11, no 18, 3981-7 p.Article in journal (Refereed) Published
Abstract [en]

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.
Identifiers
URN: urn:nbn:se:umu:diva-10058DOI: doi:10.1016/S0968-0896(03)00407-3OAI: oai:DiVA.org:umu-10058DiVA: diva2:149729
Available from: 2008-06-12 Created: 2008-06-12 Last updated: 2011-01-13Bibliographically approved

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