286532

3-Maleimidobenzoic acid N-hydroxysuccinimide ester

97%

• Synonym(s): MBS
• Empirical Formula (Hill Notation): C₁₅H₁₀N₂O₆
• CAS Number: 58626-38-3
• Molecular Weight: 314.25
• Beilstein/REAXYS Number: 1505254
• MDL number: MFCD00005514
• UNSPSC Code: 12352103

Properties

• assay: 97%
• mp: 175-177 °C (lit.)
• 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.