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2,5-Dioxopyrrolidin-1-yl 3-(3-methyl-3H-diazirin-3-yl)propanoate

  • CAS No. 1239017-80-1

  • Cat. No. CS-0120360
  • Purity≥97%
  • MDL No.MFCD28899672

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

2,5-Dioxopyrrolidin-1-yl 3-(3-methyl-3H-diazirin-3-yl)propanoate|CS-0120360

Structure of 1239017-80-1

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General Information

  • CAS No. 1239017-80-1
  • Cat. No. CS-0120360
  • Purity ≥97%
  • MDL No. MFCD28899672
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁N₃O₄
  • Molecular Weight 225.20
  • Synonym(s) N-Succinimidyl 3-(3-Methyl-3H-diazirin-3-yl)propanoate
  • SMILES O=C(ON1C(CCC1=O)=O)CCC2(C)N=N2

Description

This photoreactive ester features a 3-methyl-3H-diazirine ring that enables efficient, irreversible crosslinking upon UV activation. The dioxopyrrolidinyl group enhances leaving group stability and reactivity, facilitating conjugation to primary amines under mild conditions. Designed for site-specific labeling in biomolecular studies, this compound delivers high functionalization yields with minimal background.

Application

2,5-Dioxopyrrolidin-1-yl 3-(3-methyl-3H-diazirin-1-yl)propanoate serves as a stable, bench-compatible activated ester for site-specific photoaffinity labeling. The methyl-substituted diazirine moiety enables efficient UV-induced insertion into C–H and N–H bonds, facilitating covalent crosslinking of transient biomolecular interactions. Its functional group tolerance and compatibility with standard peptide and small-molecule conjugation protocols make it a practical tool for target identification in chemical biology workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1325
Class : 4.1
Packing Group : Ⅱ
Hazard Statements : H228-H315-H319
Precautionary Statements : P210-P240-P241-P264-P280-P302+P352-P362+P364-P370+P378

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Computational Chemistry Data

  • TPSA   88.4
  • LogP   0.5558
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   4

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