Litcius/Paper detail

Chemical synthesis of α(2,8) octasialosides, the minimum structure of polysialic acids

Ryousuke Koinuma, Kazuki Tohda, Taku Aoyagi, Hiroshi Tanaka

2020Chemical Communications12 citationsDOI

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