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11544 Sigma-Aldrich

2′-Azido-2′-deoxyuridine

≥98.0% (N)

Synonym: N3-dU

  • CAS Number 26929-65-7

  • Empirical Formula (Hill Notation) C9H11N5O5

  • Molecular Weight 269.21

  •  Beilstein/REAXYS Number 4204828

  •  EC Number 248-113-6

  •  MDL number MFCD00043045

  •  PubChem Substance ID 57646928

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Properties

Related Categories Biochemicals and Reagents, Chemical Biology, Chemical Synthesis, Conjugation Chemistry: Azides, Alkynes and Other Reagents, Copper Click Chemistry,
biological source   synthetic
assay   ≥98.0% (N)
form   powder
mp   149-153 °C
storage temp.   2-8°C
SMILES string   OC[C@H]1O[C@H]([C@H](N=[N+]=[N-])[C@@H]1O)N2C=CC(=O)NC2=O
InChI   1S/C9H11N5O5/c10-13-12-6-7(17)4(3-15)19-8(6)14-2-1-5(16)11-9(14)18/h1-2,4,6-8,15,17H,3H2,(H,11,16,18)/t4-,6-,7-,8-/m1/s1
InChI key   MRUKYOQQKHNMFI-XVFCMESISA-N

Description

Application

2′-Azido-2′-deoxyuridine (N3-dU) upon phosphorylation to 2′-azido-2′-deoxyuridine 5′-diphosphate (N3dUDP) becomes a mechanistic inhibitor of bacterial ribonucleoside diphosphate reductase (RDPR). N3-dU has recently been evaluated for its potential use as a sensitive multi-spectroscopic probe for nucleic acids

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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