1,3,4,6-TETRA-O-ACETYL-2-AZIDO-2-DEOXY-ALPHA-D-MANNOPYRANOSE Chemical Properties

Melting point:

132 °C

storage temp. 

Refrigerator

solubility 

DMF: 30mg/mL,DMF:PBS (pH 7.2) (1:3): 0.25mg/mL,DMSO: 15mg/mL

form 

powder to crystal

color 

White to Almost white

CAS DataBase Reference

68733-20-0

Safety Information

HS Code 

29400090

1,3,4,6-TETRA-O-ACETYL-2-AZIDO-2-DEOXY-ALPHA-D-MANNOPYRANOSE Usage And Synthesis

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

1,3,4,6-TETRA-O-ACETYL-2-AZIDO-2-DEOXY-ALPHA-D-MANNOPYRANOSE(68733-20-0)Related Product Information

• 2-ETHYNYLPYRIDINE
• 1,3,4,6-TETRA-O-ACETYL-2-AZIDO-2-DEOXY-ALPHA-D-MANNOPYRANOSE
• D-Mannosamine
• (R)-3-Azido-1,2-propanediol