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84472-86-6

84472-86-6 Structure

84472-86-6 Structure
IdentificationBack Directory
[Name]

3'-amino-2',3'-dideoxyuridine
[CAS]

84472-86-6
[Synonyms]

AMDU
3'-NH2-ddU
3'-amino-2',3'-dideoxyuridine
Uridine, 3'-amino-2',3'-dideoxy-
5-(azidomethyl)-2′-deoxyuridine (AmdU)
5-(azidomethyl)-1-((2R,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
[Molecular Formula]

C9H13N3O4
[MDL Number]

MFCD00872044
[MOL File]

84472-86-6.mol
[Molecular Weight]

227.22
Chemical PropertiesBack Directory
[Melting point ]

174-176℃
[density ]

1.425
[form ]

solid
[pka]

9.39±0.10(Predicted)
[InChI]

1S/C10H13N5O5/c11-14-12-2-5-3-15(10(19)13-9(5)18)8-1-6(17)7(4-16)20-8/h3,6-8,16-17H,1-2,4H2,(H,13,18,19)/t6-,7+,8+/m0/s1
[InChIKey]

JKSAKMHLWMCADM-XLPZGREQSA-N
[SMILES]

O[C@@H]1[C@@H](CO)O[C@@H](N2C(NC(C(CN=[N+]=[N-])=C2)=O)=O)C1
Safety DataBack Directory
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

5-(Azidomethyl)-2′-deoxyuridine (AmdU) exhibits good chemical stability and the ability to metabolically label cellular DNA. Following its incorporation into cellular DNA by endogenous enzymes, AmdU can be detected using both copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) and strain-promoted azide-alkyne cycloaddition (SPAAC) reactions.
An Azide-Modified Nucleoside for Metabolic Labeling of DNA
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