Search results for "Carbohydrate chemistry"
showing 6 items of 6 documents
Essentials of Carbohydrate Chemistry and Biochemistry. 3rd ed. By Thisbe K. Lindhorst.
2008
Essentials of Carbohydrate Chemistry and Biochemistry. 3. Aufl. Von Thisbe K. Lindhorst.
2008
Towards a fully synthetic MUC1-based anticancer vaccine: efficient conjugation of glycopeptides with mono-, di-, and tetravalent lipopeptides using c…
2011
Abstract The membrane-bound tumor-associated glycoprotein MUC1 is aberrantly glycosylated in cancer cells compared with normal cells, and is therefore considered an attractive target for cancer immunotherapy. However, tumor-associated glycopeptides from MUC1 do not elicit a sufficiently robust immune response. Therefore, antitumor vaccines were developed, which consist of MUC1 glycopeptides as the B epitopes and immune-stimulating toll-like receptor 2 (TLR 2) lipopeptide ligands. These fully synthetic vaccine candidates were prepared by solid-phase synthesis of the MUC1 glycopeptides. The Pam(3) Cys lipopeptide, also synthesized on solid-phase, was C-terminally coupled to oligovalent lysine…
[1] Neoglycoproteins from synthetic glycopeptides
1994
Publisher Summary Saccharide side chains of glycoproteins influence the physicochemical properties of the biomacromolecules and their stability against proteolytic degradation. Saccharide side chains of glycoproteins also play important roles as ligands in biological recognition and in the organized distribution of these compounds within multicellular organisms. Carbohydrate-lectin interactions are important, for example, in viral infections and for the recruitment and invasion of leukocytes into injured tissues. Although in a number of processes carbohydrates were revealed to be decisive recognition labels, in other biological selections peptide sequences proved to be the recognized areas.…
Synthesis of fluorinated Thomsen-Friedenreich antigens: direct deoxyfluorination of αGalNAc-threonine tert-butyl esters.
2011
Selectively 6-fluorinated analogs of the tumor-associated T(N) antigen Fmoc-Thr(α-O-GalNAc)-OtBu can be efficiently prepared using DAST-mediated de(hydr)oxyfluorination reactions of preformed and orthogonally protected glycosyl amino esters without affecting the labile protecting groups and O-glycosidic linkages. The resulting mono- and difluorinated T(N) analogs are interesting building blocks for non-hydrolyzable mucin-type antigen mimetics, as illustrated by the unprecedented synthesis of two different multiply fluorinated Thomsen-Friedenreich derivatives. The reported deoxyfluoro antigen analogs represent important functional probes for carbohydrate-binding proteins and glycosyl-process…