Chemical synthesis of α(2,8) octasialosides, the minimum structure of polysialic acids
Ryousuke Koinuma, Kazuki Tohda, Taku Aoyagi, Hiroshi Tanaka
Abstract
Chemical synthesis of an α(2,8) octasialic acid by using an N-acetyl-5-N,4-O:7-O,9-O-dicarbonyl protected sialyl donor is reported. The glycosyl donor underwent α-selective sialylation at the C8 hydroxyl group to give α(2,8) sialyl oligomers. The resulting oligosaccharides were then deprotected to give the fully deprotected α(2,8) octasialic acid without lacking the N-acetyl groups.
Topics & Concepts
Polysialic acidChemistryCombinatorial chemistryChemical structureStereochemistryOrganic chemistryCell adhesionAdhesionNeural cell adhesion moleculeCarbohydrate Chemistry and SynthesisSynthetic Organic Chemistry MethodsMarine Sponges and Natural Products