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CAS 139549-71-6

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N-hydroxysuccinimidyl acetoacetate

Description:
N-hydroxysuccinimidyl acetoacetate (CAS 139549-71-6) is a chemical compound commonly used in bioconjugation and protein labeling applications. It features a reactive N-hydroxysuccinimide (NHS) ester functional group, which facilitates the formation of stable amide bonds with primary amines in proteins or other biomolecules. This reactivity makes it a valuable tool in the field of biochemistry for creating conjugates, such as antibodies or enzymes linked to various tags or labels. The acetoacetate moiety contributes to its ability to participate in further chemical reactions, such as Michael addition or condensation reactions. N-hydroxysuccinimidyl acetoacetate is typically soluble in organic solvents and exhibits stability under dry conditions, although it should be handled with care to avoid moisture and hydrolysis. Its applications extend to drug delivery systems, diagnostic assays, and the development of targeted therapeutics, highlighting its significance in both research and clinical settings.
Formula:C8H9NO5
InChI:InChI=1/C8H9NO5/c1-5(10)4-8(13)14-9-6(11)2-3-7(9)12/h2-4H2,1H3
SMILES:CC(=O)CC(=O)ON1C(=O)CCC1=O
Synonyms:
  • 1-[(3-Oxobutanoyl)Oxy]Pyrrolidine-2,5-Dione
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