Description
1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranose is an analog of N-acetylmannosamine (ManNAc) and a building block. It has been used as a precursor in the synthesis of differently substituted trimers of the group A
N. meningitidis capsular polysaccharide repeating unit for use in immunological experiments. It has also been used in the synthesis of fluorescent probes for lysosomal labeling.
Uses
1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranose is a biochemical reagent that can be used as a biological material or organic compound for life science related research. 1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranose is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
References
[1] ELIANA SAXON. Investigating Cellular Metabolism of Synthetic Azidosugars with the Staudinger Ligation[J]. Journal of the American Chemical Society, 2002, 124 50: 14893-14902. DOI:
10.1021/ja027748x[2] RIKARD SLAETTEGAARD. Synthesis of Structures Corresponding to the Capsular Polysaccharide of Neisseria meningitidis Group A.[J]. ChemInform, 2006, 37 4. DOI:
10.1002/chin.200604190[3] NAZMIYE B YAPICI. Highly stable and sensitive fluorescent probes (LysoProbes) for lysosomal labeling and tracking.[J]. Scientific Reports, 2015: 8576. DOI:
10.1038/srep08576