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2,5-Dioxopyrrolidin-1-yl 6-acrylamidohexanoate

  • CAS No. 63392-86-9

  • Cat. No. CS-0163155
  • Purity≥96%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

2,5-Dioxopyrrolidin-1-yl 6-acrylamidohexanoate|CS-0163155

Structure of 63392-86-9

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General Information

  • CAS No. 63392-86-9
  • Cat. No. CS-0163155
  • Purity ≥96%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈N₂O₅
  • Molecular Weight 282.29
  • Synonym(s) N-Succinimidyl 6-Acrylamidohexanoate
  • SMILES O=C(ON1C(CCC1=O)=O)CCCCCNC(C=C)=O

Description

This acrylamide-functionalized active ester enables efficient conjugation in bioorthogonal labeling workflows. The 2,5-dioxopyrrolidin-1-yl group delivers high reactivity toward amines under physiological conditions, while the six-carbon spacer provides optimal flexibility for probe design. Designed for robust coupling in protein and peptide modification.

Application

2,5-Dioxopyrrolidin-1-yl 6-acrylamidohexanoate serves as a versatile acrylamide-containing active ester, enabling efficient amide bond formation under mild conditions. The acrylamide functionality provides orthogonal reactivity for downstream conjugation, while the pyrrolidinone ester moiety ensures excellent stability and clean reaction profiles. This reagent facilitates rapid peptide and bioconjugate synthesis with high yields and straightforward purification, making it ideal for bench-scale applications in medicinal chemistry and protein labeling workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

  • TPSA   92.78
  • LogP   0.4562
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   8

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