An improved synthesis of a galactosylated hydroxylysine building block and its use in solid-phase glycopeptide synthesis
2000 (English)In: Tetrahedron, Vol. 56, 1579-86 p.Article in journal (Refereed) Published
Different protective groups for (5R)-5-hydroxy-L-lysine were investigated in silver silicate promoted glycosylations with aceto-bromogalactose as glycosyl donor. Best results were obtained with Fmoc-Hyl(Cbz)-OAll, which was glycosylated in 80% yield. Removal of the allyl group gave a beta-D-galactosylated building block which was used in solid-phase synthesis of a glycopeptide from type II collagen. Such glycopeptides are required for studies of rheumatoid arthritis in a mouse that is transgenic for HLA-DR4, i.e. the class ii MHC molecule associated with rheumatism in humans.
Place, publisher, year, edition, pages
2000. Vol. 56, 1579-86 p.
glycosylation, glycopeptides, solid-phase synthesis
IdentifiersURN: urn:nbn:se:umu:diva-8437DOI: doi:10.1016/S0040-4020(00)00061-2OAI: oai:DiVA.org:umu-8437DiVA: diva2:148108