ChemicalBook--->CAS DataBase List--->935658-93-8

935658-93-8

935658-93-8 Structure

935658-93-8 Structure
IdentificationBack Directory
[Name]

N–(4–pentynoyl) mannosamine tetraacylated (Ac4ManNAl)
[CAS]

935658-93-8
[Synonyms]

ManNAcyne
Ac4ManNAl
peracetylated N-(4-pentynoyl)mannosamine
N-(4-pentynoyl)-mannosamine tetraacylated
1,3,4,6-tetra-O-acetyl-N-4-pentynoylmannosamine
N–(4–pentynoyl) mannosamine tetraacylated (Ac4ManNAl)
2-deoxy-2-[(1-oxo-4-pentyn-1-yl)amino]-1,3,4,6-Tetraacetate-D-Mannopyranose
D-Mannopyranose, 2-deoxy-2-[(1-oxo-4-pentyn-1-yl)amino]-, 1,3,4,6-tetraacetate
2-deoxy-2-[(1-oxo- 4-pentyn-1- yl)amino]- 1,3,4,6- Tetraacetate-D[1]Mannopyranose
2-deoxy-2-[(1-oxo-4- pentyn-1-yl) amino] -2- deoxy-1,3,4,6-tetra-O- acetyl-D-mannopyra- nose
1,3,4,6-TETRA-O-ACETYL-N-4-PENTYNOYLMANNOSAMINE; MANNACYNE; PERACETYLATED N-(4-PENTYNOYL)MANNOSAMINE
[Molecular Formula]

C19H25NO10
[MDL Number]

MFCD33403175
[MOL File]

935658-93-8.mol
[Molecular Weight]

427.4
Chemical PropertiesBack Directory
[Boiling point ]

570.1±50.0 °C(Predicted)
[density ]

1.28±0.1 g/cm3(Predicted)
[solubility ]

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

12.63±0.70(Predicted)
[Appearance]

white powder
Hazard InformationBack Directory
[Description]

The tetraacetylated N-(4-pentynoyl)-mannosamine (Ac4ManNAl) is an alkyne-labeled monosaccharide that provides a highly specific tool for studying glycoproteins through metabolic labeling in vivo and subsequent chemoselective ligation.


Ac4ManNAl is cell-permeable unnatural sugar that is intracellularly processed and incorporated instead of its natural monosaccharide counterpart N-acetylmannosamine (ManNAc).


The resulting alkyne-contained glycoprotein can be detected via Cu(I)-catalyzed (CuAAC) click reaction with either fluorescent-labeled azides or biotin-azide.

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