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A3407 Sigma-Aldrich

6-(4-Azido-2-nitrophenylamino)hexanoic acid N-hydroxysuccinimide ester

≥85%, powder

Synonym: N-Succinimidyl 6-(4-azido-2-nitroanilino)hexanoate

  • CAS Number 64309-05-3

  • Empirical Formula (Hill Notation) C16H18N6O6

  • Molecular Weight 390.35

  •  MDL number MFCD00049058

  •  PubChem Substance ID 24890767

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Properties

assay   ≥85%
form   powder
color   orange
solubility   ethyl acetate: 10 mg/mL
  DMF: soluble
storage temp.   −20°C
SMILES string   [O-][N+](=O)c1cc(ccc1NCCCCCC(=O)ON2C(=O)CCC2=O)N=[N+]=[N-]

Description

Application

Photoactive, heterobifunctional cross-linking reagent incorporating an extended spacer. Typically, initial reaction couples via ester to primary amine by amide bond formation in the pH range 6.5-8.5. Second bonding occurs during UV irradiation (250-350 nm) via reactive nitrene. The latter bonding is rapid and non-specific.

Caution

Reducing agents such as thiols may reduce the azide to amine and should be avoided. Initial manipulations and coupling should be performed under reduced light.

Other Notes

Note that the nitro substituent provides an absorption band at a longer wavelength compared to simple aryl azide.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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