Name: 1,17-Diazido-3,6,9,12,15-pentaoxaheptadecane
Molecular Formula: C12H24N6O5
CAS#: 356046-26-9
SMILES: [N-]=[N+]=NCCOCCOCCOCCOCCOCCN=[N+]=[N-]
MDL#: MFCD07369627
Catalog#: AMTGC280-PD17
Molecular weight: 332.36 g/mol
Other names:
- N3-PEG5-CH2CH2-N3
- 3,6,9,12,15-PENTAOXAHEPTADECANE-1,17-DIYL BIS-AZIDE
- 1,17-Bis(azido)-3,6,9,12,15-pentaoxaheptadecane
- PEG5 diazide
- Diazido-PEG5
Fields of Interest: click chemistry, crosslinking, bioconjugation, and materials science
Background & Applications:
Background
1,17-Diazido-3,6,9,12,15-pentaoxaheptadecane is a symmetrical, bifunctional diazide-functionalized PEG derivative based on a PEG5 backbone, featuring azide groups at both termini. The polyethylene glycol spacer provides hydrophilicity, flexibility, and compatibility with aqueous and biological environments while offering extended linker length for increased spatial separation and conformational freedom. The terminal azide functionalities enable highly efficient bioorthogonal click chemistry, including copper-catalyzed azide–alkyne cycloaddition (CuAAC) and strain-promoted azide–alkyne cycloaddition, allowing simultaneous or stepwise conjugation at both ends of the molecule. This bifunctional PEG linker serves as a versatile building block within a comprehensive portfolio of functionalized PEGs designed for modular molecular assembly and crosslinking.
Applications
1,17-Diazido-3,6,9,12,15-pentaoxaheptadecane is commonly used in crosslinking, bioconjugation, and materials science applications where dual click reactivity and extended PEG spacing are required. Typical uses include construction of PEG-based polymer networks, preparation of multifunctional intermediates, surface and nanoparticle modification, and assembly of advanced biomaterials through click chemistry. The longer PEG5 spacer provides enhanced flexibility and reduced steric hindrance compared to shorter diazide linkers, making it useful in applications requiring greater molecular reach or improved solubility. As part of a robust functionalized PEG product line, this PEG5 diazide supports modular design strategies in pharmaceutical research, diagnostics, biomaterials development, and specialty chemical synthesis.
Appearance: Pale-yellow liquid
Purity: 98%
Storage: Room Temp
Solubility: Dichloromethane, Chloroform, Methanol
Literature:
- Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 12, p. 3223 – 3234
- GE HEALTHCARE - WO2008/75966, 2008, A2