Name: 11-Azido-3,6,9-trioxaundecan-1-amine hydochloride
Molecular Formula: C8H19ClN4O3
CAS#: 777081-35-3
SMILES: [NH3+]CCOCCOCCOCCN=[N+]=[N-].[Cl-]
MDL#: MFCD35452254
Catalog#: AMTGC1156-AH23
Molecular weight: 254.71 g/mol
Other names:
- 1-[2-(2-AMINOETHOXY)ETHOXY]-2-(2-AZIDOETHOXY)ETHANE HYDROCHLORIDE
- 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethan-1-aminium chloride
- Azido-PEG3-amine HCl
- PEG3 azide amine hydrochloride
Fields of Interest: bioconjugation, click chemistry, drug delivery, and materials science
Background
11-Azido-3,6,9-trioxaundecan-1-amine hydrochloride is a heterobifunctional azide-functionalized PEG derivative based on a PEG3 backbone, featuring a terminal azide group and a primary amine hydrochloride salt at opposite ends of the molecule. The polyethylene glycol spacer provides hydrophilicity, flexibility, and compatibility with aqueous and biological environments while offering defined linker length for spatial separation. The azide functionality enables efficient bioorthogonal click chemistry, including CuAAC and strain-promoted azide–alkyne cycloaddition, while the protonated primary amine supports straightforward handling and improved stability as the hydrochloride salt. Upon neutralization, the free amine is suitable for coupling to activated carboxylic acids, NHS esters, isocyanates, and related electrophiles. This dual-functional PEG linker serves as a versatile building block within a comprehensive portfolio of functionalized PEGs designed for orthogonal and modular molecular assembly.
Applications
11-Azido-3,6,9-trioxaundecan-1-amine hydrochloride is commonly used in bioconjugation, drug delivery, and materials science applications where orthogonal reactivity and controlled PEG spacing are required. Typical uses include click-based attachment of the PEG linker to alkynyl-functionalized molecules followed by amide bond formation through the terminal amine, enabling stepwise synthesis of multifunctional conjugates, PEGylated biomolecules, and advanced materials. The hydrochloride salt form is especially useful for storage, handling, and reproducible formulation in research workflows. As part of a robust functionalized PEG product line, this azido–amine PEG3 linker supports modular design strategies in pharmaceutical research, diagnostics, biomaterials development, and specialty chemical synthesis.
Appearance: Pale-yellow, viscous liquid
Purity: 98%
Storage: Store in a refrigerator at 2-8 °C
Solubility: Water
Literature:
- Journal of the American Chemical Society, 2012, vol. 134, # 1, p. 83 – 86
- Tetrahedron Letters, 2004, vol. 45, # 22, p. 4285 – 4288