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CAS 55750-61-3

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maleimidoacetic acid N-*hydroxysuccinimide ester

Description:
Maleimidoacetic acid N-hydroxysuccinimide ester, with the CAS number 55750-61-3, is a chemical compound commonly used in bioconjugation and protein labeling applications. This compound features a maleimide functional group, which is known for its ability to selectively react with thiol groups in proteins, facilitating the formation of stable thioether bonds. The presence of the N-hydroxysuccinimide (NHS) ester enhances the reactivity of the maleimide, allowing for efficient coupling to amine-containing molecules, such as amino acids or proteins. The compound is typically a white to off-white solid and is soluble in organic solvents like dimethyl sulfoxide (DMSO) and dimethylformamide (DMF). Its reactivity and specificity make it valuable in various applications, including drug delivery systems, the development of biosensors, and the creation of antibody-drug conjugates. Proper handling and storage conditions are essential to maintain its stability and reactivity, as exposure to moisture or prolonged storage can lead to hydrolysis of the NHS ester.
Formula:C10H8N2O6
InChI:InChI=1/C10H8N2O6/c13-6-1-2-7(14)11(6)5-10(17)18-12-8(15)3-4-9(12)16/h1-2H,3-5H2
SMILES:C1=CC(=O)N(CC(=O)ON2C(=O)CCC2=O)C1=O
Synonyms:
  • 1-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}-1H-pyrrole-2,5-dione
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