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

• Catalog No.: A3282
• CAS Number: 60117-35-3
• M. F.: C11H7N5O6
• M. W.: 305.20318
• Purity: ≥95%

SYNONYMS

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 5-azido-2-nitrobenzoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 5-azido-2-nitrobenzoate
• Synonyms: N-Succinimidyl 5-azido-2-nitrobenzoate; N-(5-Azido-2-nitrobenzoyloxy)succinimide

DATABASE IDS

• CAS Number: 60117-35-3
• Beilstein Number: 1555224
• MDL Number: MFCD00054962

PROPERTIES

• Empirical Formula (Hill Notation): C11H7N5O6
• Purity: ≥95%
• Apperance: yellow powder
• Solubility: ethyl acetate: soluble25 mg/mL
• Solubility: DMF: soluble
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C
• German water hazard class: 3

DETAILS

Description (English)

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.

Description (简体中文)

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.