B8271

Bromoacetic acid N-hydroxysuccinimide ester

≥95%, powder

• Synonym(s): 2,5-Dioxopyrrolidin-1-yl 2-bromoacetate, N-Hydroxysuccinimide bromoacetate
• Empirical Formula (Hill Notation): C₆H₆BrNO₄
• CAS Number: 42014-51-7
• Molecular Weight: 236.02
• MDL number: MFCD00058571
• UNSPSC Code: 12352106
• PubChem Substance ID: 24892067
• NACRES: NC.07

Properties

• Quality Level: 200
• Assay: ≥95%
• form: powder
• reaction suitability: reagent type: cross-linking reagent
• solubility: acetone: 25 mg/mL; DMF: soluble
• functional group: NHS ester
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: O=C(N1OC(CBr)=O)CCC1=O
• InChI: 1S/C6H6BrNO4/c7-3-6(11)12-8-4(9)1-2-5(8)10/h1-3H2
• InChI key: NKUZQMZWTZAPSN-UHFFFAOYSA-N

Description

Application

A heterobifunctional cross-linking reagent which allows bromoacetylation of primary amine groups followed by coupling to sulfhydryl-containing compounds. Typically, initial reaction couples via ester to primary amine by amide bond formation in the pH range 6.5-8.5. The second reaction results in thioether bonding in pH range 7.0-8.0.

Caution

The bromoacetyl group is light sensitive.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves