A3282

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

≥95%, powder

• Synonym(s): N-(5-Azido-2-nitrobenzoyloxy)succinimide, N-Succinimidyl 5-azido-2-nitrobenzoate
• Empirical Formula (Hill Notation): C₁₁H₇N₅O₆
• CAS Number: 60117-35-3
• Molecular Weight: 305.20
• Beilstein: 1555224
• MDL number: MFCD00054962
• PubChem Substance ID: 329770717

Properties

• Quality Level: 200
• assay: ≥95%
• form: powder
• reaction suitability: reagent type: cross-linking reagent
• color: yellow to yellow-orange
• solubility: ethyl acetate: 25 mg/mL; DMF: soluble
• functional group: NHS ester
• storage temp.: 2-8°C
• SMILES string: O=C(ON1C(CCC1=O)=O)C2=C(C=CC(N=[N+]=[N-])=C2)[N+]([O-])=O
• InChI: 1S/C11H7N5O6/c12-14-13-6-1-2-8(16(20)21)7(5-6)11(19)22-15-9(17)3-4-10(15)18/h1-2,5H,3-4H2
• InChI key: FUOJEDZPVVDXHI-UHFFFAOYSA-N

Description

Packaging

50, 100 mg in poly bottle

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves