352008-09-4Relevant academic research and scientific papers
Chemoenzymatic Synthesis of Complex N-Glycans of the Parasite S. mansoni to Examine the Importance of Epitope Presentation on DC-SIGN recognition
Abrescia, Nicola G. A.,Ardá, Ana,Boons, Geert-Jan,Bunyatov, Mehman,Delgado, Sandra,Gagarinov, Ivan A.,Srivastava, Apoorva D.,Unione, Luca
supporting information, p. 19287 - 19296 (2021/07/20)
The importance of multivalency for N-glycan-protein interactions has primarily been studied by attachment of minimal epitopes to artificial multivalent scaffold and not in the context of multi-antennary glycans. N-glycans can be modified by bisecting GlcNAc, core xylosides and fucosides, and extended N-acetyl lactosamine moieties. The impact of such modifications on glycan recognition are also not well understood. We describe here a chemoenzymatic methodology that can provide N-glycans expressed by the parasitic worm S. mansoni having unique epitopes at each antenna and containing core xyloside. NMR, computational and electron microscopy were employed to investigate recognition of the glycans by the human lectin DC-SIGN. It revealed that core xyloside does not influence terminal epitope recognition. The multi-antennary glycans bound with higher affinity to DC-SIGN compared to mono-valent counterparts, which was attributed to proximity-induced effective concentration. The multi-antennary glycans cross-linked DC-SIGN into a dense network, which likely is relevant for antigen uptake and intracellular routing.
Synthesis of the tetrasaccharide glycoside moiety of Solaradixine and rapid NMR-based structure verification using the program CASPER
Angles d'Ortoli, Thibault,Widmalm, G?ran
, p. 912 - 927 (2016/01/28)
The major glycoalkaloid in the roots of Solanum laciniatum is Solaradixine having the branched tetrasaccharide β-d-Glcp-(1→2)-β-d-Glcp-(1→3)[α-l-Rhap-(1→2)]-β-d-Galp linked to O3 of the steroidal alkaloid Solasodine. We herein describe the synthesis of th
