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CAS 39028-27-8

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Iodoacetic acid N-hydroxysuccinimide ester

Description:
Iodoacetic acid N-hydroxysuccinimide ester, with the CAS number 39028-27-8, is a chemical compound commonly used in bioconjugation and protein labeling applications. This compound features an iodoacetic acid moiety, which is known for its ability to react with thiol groups in proteins, facilitating the formation of stable thioether bonds. The N-hydroxysuccinimide (NHS) component enhances the reactivity of the ester, allowing for efficient coupling to amine-containing molecules, such as amino acids or proteins. The NHS ester is particularly valued for its ability to form stable amide bonds upon reaction with primary amines, making it a versatile tool in biochemistry and molecular biology. Iodoacetic acid N-hydroxysuccinimide ester is typically used in the development of targeted drug delivery systems, fluorescent labeling, and the synthesis of bioconjugates for various research applications. It is important to handle this compound with care due to the presence of iodine, which can be hazardous, and to follow appropriate safety protocols during its use.
Formula:C6H6INO4
InChI:InChI=1/C6H6INO4/c7-3-6(11)12-8-4(9)1-2-5(8)10/h1-3H2
InChI key:InChIKey=VRDGQQTWSGDXCU-UHFFFAOYSA-N
SMILES:O(C(CI)=O)N1C(=O)CCC1=O
Synonyms:
  • (2,5-Dioxopyrrolidin-1-yl) 2-iodoacetate
  • 1-[(Iodoacetyl)Oxy]Pyrrolidine-2,5-Dione
  • 2,5-Pyrrolidinedione, 1-[(iodoacetyl)oxy]-
  • Acetic acid, 2-iodo-, 2,5-dioxo-1-pyrrolidinyl ester
  • N-Hydroxysuccinimide iodoacetate
  • N-Hydroxysuccinimide iodoacetic acid ester
  • N-Hydroxysuccinimidyl iodoacetate
  • N-Iodoacetoxysuccinimide
  • N-Succinimidyl iodoacetate
  • SIA (crosslinking agent)
  • See more synonyms
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