M8759

3-Maleimidobenzoic acid N-hydroxysuccinimide ester

• Synonym(s): MBS
• Empirical Formula (Hill Notation): C₁₅H₁₀N₂O₆
• CAS Number: 58626-38-3
• Molecular Weight: 314.25
• Beilstein: 1505254
• EC Number: 261-368-8
• MDL number: MFCD00005514
• UNSPSC Code: 47101511
• PubChem Substance ID: 24897286

Properties

• mp: 175-177 °C (lit.)
• solubility: ethyl acetate or DMF: ≤20 mg/mL (may require addition of solvent to coupling buffer to at least 5% to maintain solubility)
• storage temp.: −20°C
• SMILES string: O=C1CCC(N1OC(C2=CC=CC(N3C(C=CC3=O)=O)=C2)=O)=O
• InChI: 1S/C15H10N2O6/c18-11-4-5-12(19)16(11)10-3-1-2-9(8-10)15(22)23-17-13(20)6-7-14(17)21/h1-5,8H,6-7H2
• InChI key: LLXVXPPXELIDGQ-UHFFFAOYSA-N

Description

Application

Heterobifunctional crosslinking reagent reactive toward primary amine and sulfhydryl. Typically, coupled initially to molecules containing primary amines by amide bonds buffered at pH 7.0, followed by coupling to compounds containing sulfhydryl by thioether at same pH. Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates.

Other Notes

The aryl maleimide is less stable than alkyl maleimide linkers.

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