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CAS 58626-38-3

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m-Maleimidobenzoyl-N-hydroxysuccinimide

Description:
m-Maleimidobenzoyl-N-hydroxysuccinimide (CAS 58626-38-3) is a chemical compound commonly used in bioconjugation and protein labeling applications. It features a maleimide group, which is highly reactive towards thiol groups, allowing for the formation of stable thioether bonds with cysteine residues in proteins. The presence of the N-hydroxysuccinimide (NHS) ester enhances its reactivity with amine groups, facilitating the conjugation of biomolecules such as peptides, proteins, and antibodies. This compound is typically a solid at room temperature and is soluble in organic solvents like dimethyl sulfoxide (DMSO) and dimethylformamide (DMF). Its reactivity and specificity make it valuable in the development of targeted drug delivery systems, diagnostic assays, and the creation of bioconjugates for research purposes. Care should be taken when handling this compound, as it can be sensitive to moisture and should be stored under appropriate conditions to maintain its stability and reactivity.
Formula:C15H10N2O6
InChI: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:InChIKey=LLXVXPPXELIDGQ-UHFFFAOYSA-N
SMILES:O=C1N(C2=CC(C(ON3C(=O)CCC3=O)=O)=CC=C2)C(=O)C=C1
Synonyms:
  • (2,5-Dioxopyrrolidin-1-yl) 3-(2,5-dioxopyrrol-1-yl)benzoate
  • 1-(3-{[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl}phenyl)-1H-pyrrole-2,5-dione
  • 1H-Pyrrole-2,5-dione, 1-[3-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]phenyl]-
  • 3-Maleimidobenzoic acid N-hydroxysuccinimide ester
  • 3-Maleimidobenzoyl N-hydroxysuccinimide
  • Benzoic acid, 3-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-, 2,5-dioxo-1-pyrrolidinyl ester
  • N-(3-Maleimidobenzoyloxy)succinamide
  • N-(m-Maleimidobenzoyloxy)succinamide
  • N-(m-Maleimidobenzoyloxy)succinimide
  • NSC 294786
  • See more synonyms
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