Purification for oligosaccharide synthesis requires an immense amount of time and effort after each synthetic reaction. The fluorous tag method is an efficient synthetic strategy that does not resort column chromatography. Here, we describe oligosaccharide synthesis with the novel fluorous tag. Additionally, we describe how efficiency of oligosaccharide synthesis can be increased by using a combination of the fluorous tag method and other efficient synthetic methodologies.
The leukocyte cell-surface antigen CD38 is a Type II transmembrane glycoprotein. CD38 is the major NAD+ glycohydrolase in mammals, and it also acts as a raft-dependent signaling molecule to promote cell proliferation or death. Recently, we identified the structural basis for CD38 tetramerization on the cell surface, which underlies the catalytic activity and the localization of CD38 in lipid rafts. The N-linked glycosylation sites are located in strategic positions to prevent further self-association of the tetramer. The glycosylation is likely to ensure the function of CD38, by regulating the cell-surface assembly.
Assemblies of multivalent ligands with regular arrangement such as natural glycolipid clusters play important roles in biological molecular recognition. Programmed self-assemblies of DNAs, peptides, and proteins were recently developed as technology to construct artificial nanoassemblies. Molecular systems that display regularly multivalent ligands have been constructed by introducing ligands into the biomolecular nanoassemblies. One-dimensional display of sugars with regular intervals has been achieved by hybridization of glycosylated oligo–DNA with the half-sliding complementary DNA. Three dimensional ligand display by DNA self-assembly has also been possible. On the other hand, ligand display systems on peptide assemblies and viral capsids have also been developed. Virus-like nanocapsules were also constructed by self-assembly of peptides. The present strategies for ligand display can be applied to various biorecognizable materials and drug delivery materials in future.