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98924-81-3

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98924-81-3 Structure

98924-81-3 Structure
IdentificationBack Directory
[Name]

2-[(Azidoacetyl)amino]-2-deoxy-D-glucopyranose 1,3,4,6-tetraacetate
[CAS]

98924-81-3
[Synonyms]

Ac4GlcNAz
N-Azidoacetylglucosamine-tetraacylated
N- AZIDOACETYLGLUCOSAMINE-TETRAACYLATED
N-Azidoacetylglucosamine-tetraacylated 95%
1,3,4,6-Tetra-O-acetyl-N-azidoacetylglucosamine
N-azidoacetylglucosamine-tetraacylated (Ac4GIcNAz)
N-azidoacetylglucosamine-tetraacylated (Ac4GlcNAz)
2-[(Azidoacetyl)amino]-2-deoxy-D-glucopyranose 1,3,4,6-tetraacetate
1,3,4,6-Tetra-O-acetyl-2-(2-azidoacetamido)-2-deoxy-b-D-glucopyranose
1,3,4,6-Tetra-O-acetyl-2-[(azidoacetyl)amino]-2-deoxy-D-glucopyra nose
2-[(2-Azidoacetyl) amino] -2-deoxy-1,3,4,6- tetra-O-acetyl-D-gluco- pyranose
[EINECS(EC#)]

258-258-3
[Molecular Formula]

C16H22N4O10
[MDL Number]

MFCD16621060
[MOL File]

98924-81-3.mol
[Molecular Weight]

430.37
Chemical PropertiesBack Directory
[Melting point ]

131 °C
[storage temp. ]

-20°C
[solubility ]

DMSO, DMF, DCM, THF, Chloroform
[form ]

powder or crystals
[pka]

11.214±0.70(predicted)
[Appearance]

white solid
[InChIKey]

HGMISDAXLUIXKM-DOELXFPBNA-N
[SMILES]

C1(OC(=O)C)O[C@H](COC(=O)C)[C@@H](OC(=O)C)[C@H](OC(=O)C)[C@H]1NC(CN=[N+]=[N-])=O |&1:6,12,17,22,r|
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)
GHS02
[Signal word ]

Danger
[Hazard statements ]

H242
[Precautionary statements ]

P210-P234-P235-P240-P370+P378-P403
[WGK Germany ]

WGK 3
[Storage Class]

5.2 - Organic peroxides and self-reacting hazardous materials
[Hazard Classifications]

Self-react. C
Hazard InformationBack Directory
[Description]

N-azidoacetylglucosamine-tetraacylated (Ac4GlcNAz) is an azido-tagged analogue of N-acetylglucosamine (GlcNAC). It features azide functionality on the N-acyl side chain and is acetylated to aid in cell membrane permeation. Once in the cell, the acetylated compound is deprotected and takes part in the hexosamine biosynthetic pathway by action of GlcNAc kinase. The resulting modified proteins are detected by the addition of fluorescent tags under Cu(I)-catalyzed azide-alkyne cycloaddition conditions.
Questions And AnswerBack Directory
[Uses]

1,3,4,6-Tetra-O-acetyl-N-azidoacetylglucosamine is an important organic building block to synthetize substituted glucosamine products.
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