Name: N-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)-6-((4R,5S)-5-methyl-2-oxoimidazolidin-4-yl)hexanamide
Molecular Formula: C18H34N6O5
CAS#: 1426828-06-9
SMILES: O=C1N[C@@]([H])([C@]([H])(C)N1)CCCCCC(NCCOCCOCCOCCN=[N+]=[N-])=O
MDL#: MFCD32693358
Catalog#: AMTGC1441-DB25
Molecular weight: 414.50g/mol
Other names:
- Desthiobiotin-PEG3-Azide
- Azide-PEG3-Desthiobiotin
- 1426828-06-9
Fields of Interest: PEGylation, click chemistry, bioconjugation, chemical probe development, materials science
Background & Applications:
Background
N-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)-6-((4R,5S)-5-methyl-2-oxoimidazolidin-4-yl)hexanamide (CAS 1426828-06-9) is a complex azide-functionalized PEG conjugate featuring a PEG4 spacer linking a terminal azide group to a chiral imidazolidinone-containing amide moiety. The polyethylene glycol segment provides hydrophilicity, flexibility, and improved solubility, while spatially separating the reactive azide from the structurally defined heterocycle. The azide functionality enables efficient bioorthogonal click chemistry, including CuAAC and strain-promoted azide–alkyne cycloaddition, allowing site-specific attachment to alkynyl-functionalized molecules or surfaces. This compound extends the scope of functionalized PEGs beyond simple linkers by incorporating a stereochemically defined functional unit.
Applications
This azido-PEG–imidazolidinone derivative is used in bioconjugation, chemical probe development, and materials science applications where controlled presentation of a chiral or heterocyclic functionality is required. Typical uses include click-based attachment of the PEG-linked imidazolidinone unit to polymers, surfaces, or biomolecules, preparation of functional intermediates, and incorporation into advanced materials or mechanistic studies. As part of a comprehensive functionalized PEG product line, N-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)-6-((4R,5S)-5-methyl-2-oxoimidazolidin-4-yl)hexanamide supports modular design strategies that combine PEG solubility with structurally complex functional groups for advanced research and specialty chemical applications.
Appearance: Viscous, pale yellow oil
Purity: 98%
Storage: 0-3 °C for long term storage
Solubility: Chloroform, Acetonitrile
Literature:
- Journal of the American Chemical Society, 2018, vol. 140, # 27, p. 8401 – 8404
- Journal of the American Chemical Society, 2019, vol. 141, # 22, p. 8721 – 8726
