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A3282 Sigma

5-Azido-2-nitrobenzoic acid N-hydroxysuccinimide ester

≥95%, powder

Synonym: N-(5-Azido-2-nitrobenzoyloxy)succinimide, N-Succinimidyl 5-azido-2-nitrobenzoate

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Properties

Related Categories Chemical Biology, Chemical Synthesis, Crosslinkers, Crosslinking, Heterobifunctional Cross-Linking Reagents,
InChI Key   FUOJEDZPVVDXHI-UHFFFAOYSA-N
assay   ≥95%
form   powder
color   yellow to yellow-orange
solubility   ethyl acetate: 25 mg/mL
  DMF: soluble
storage temp.   2-8°C

Description

Application

Photoactive, heterobifunctional cross-linking reagent. 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.

Packaging

100 mg in poly bottle

Price and Availability


Amplified Detection
Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles
Peer-Reviewed Papers
15

References

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