Synthesis of 4-azido sialic acid for testing against Siglec-7 and in metabolic oligosaccharide engineering.

ABSTRACT: An important approach for tracking and visualizing sialic acid-containing glycans involves using sialic acid reporters functionalized with bioorthogonal handles. More specifically, metabolic oligosaccharide engineering (MOE) commonly employs monosaccharides with an alkyne or azide handle for incorporation into cellular glycans, followed by a subsequent click reaction to elaborate with a biotin or fluorophore handle. For sialic acid, this has been carried out extensively, with an azide or alkyne appended to the C5 N-acetamido group being the most common location for the handle. However, circumstances may require the handle to be at different positions and, to date, the C7 and C9 positions have been shown to work to varying degrees. Herein, we synthesized protected 4AzNeu5Ac that coul

SUBMITTER: Gray TE 

PROVIDER: S-EPMC12038855 | biostudies-literature | 2025 Jun

REPOSITORIES: biostudies-literature