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361154-30-5 ,1,3,4,6-Tetra-O-acetyl-N-azidoacetylmannosamine,ManNAz tetraacetate,CAS:361154-30-5

361154-30-5 ,1,3,4,6-Tetra-O-acetyl-N-azidoacetylmannosamine,ManNAz tetraacetate,CAS:361154-30-5
C16H22N4O10 / 430.37

1,3,4,6-Tetra-O-acetyl-N-azidoacetylmannosamine,ManNAz tetraacetate

Ac4ManNAz is a novel probe for metabolic labeling of sialoglycans, selectively imaging polysialic acids in neurons.

1,3,4,6-Tetra-O-acetyl-N-azidoacetylmannosamine, also called ManNAz tetraacetate, 1,3,4,6-tetra-O-acetyl-N-azidoacetyl-D-mannosamine and Ac4ManNAz, is an azide-containing metabolic glycoprotein labelling reagent that can be incorporated into the sialic acid biosynthesis pathway. The azide is able to react with an alkyne in a 1,3-dipolar cycloaddition reaction (click chemistry) to enable linking to a fluorescent probe or a biotin.

CAS Number361154-30-5
Product NameAc4ManNAz
IUPAC Name[(2R,3S,4R,5S)-3,4,6-triacetyloxy-5-[(2-azidoacetyl)amino]oxan-2-yl]methyl acetate
Molecular FormulaC16H22N4O10
Molecular Weight430.37
InChIInChI=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 KeyHGMISDAXLUIXKM-LIADDWGISA-N
SMILESCC(=O)OCC1C(C(C(C(O1)OC(=O)C)NC(=O)CN=[N+]=[N-])OC(=O)C)OC(=O)C
SolubilitySoluble in DMSO
SynonymsAc4ManNAz; Ac 4ManNAz; Ac-4ManNAz; Ac4Man-NAz; Ac4-Man-NAz; Ac4-ManNAz; N-Azidoacetylmannosamine-tetraacylated


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