900917

N-Azidoacetylmannosamine-tetraacylated

95%

• Synonym(s): Ac₄ManNAz
• Empirical Formula (Hill Notation): C₁₆H₂₂N₄O₁₀
• CAS Number: 361154-30-5
• Molecular Weight: 430.37
• MDL number: MFCD26961126
• UNSPSC Code: 12352116
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 95%
• form: powder or crystals
• reaction suitability: reaction type: click chemistry
• storage temp.: −20°C
• SMILES string: [N+](=[N-])=NCC(=O)N[C@H]1[C@H]([C@@H]([C@H](OC1OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C
• InChI: 1S/C16H22N4O10/c1-7(21)26-6-11-14(27-8(2)22)15(28-9(3)23)13(16(30-11)29-10(4)24)19-12(25)5-18-20-17/h11,13-16H,5-6H2,1-4H3,(H,19,25)/t11-,13+,14-,15-,16?/m1/s1
• InChI key: HGMISDAXLUIXKM-LIADDWGISA-N

Description

Application

N-Azidoacetylmannosamine-tetraacylated (Ac₄ManNAz) is an azide-containing metabolic glycoprotein labeling reagent that can be incorporated into the sialic acid biosynthesis pathway. The azide-modified protein can be detected by reaction with alkynes. For example alkynes labeled with a fluorescent probe or a biotin can be used. The acetyl groups increase cell permeability and allow the unnatural sugars to easily pass through the cell membrane. Carboxyesterases remove the acetyl groups once the monosaccharide is in the cell.

Tetraacylated N-azidoacetylmannosamine is generally used in click chemistry applications in bioconjugate chemistry.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable