Name: 14-Azido-3,6,9,12-tetraoxatetradecanoic acid
Molecular Formula: C10H19N3O6
CAS#: 201467-81-4
SMILES: OC(COCCOCCOCCOCCN=[N+]=[N-])=O
MDL#: MFCD20134123
Catalog#: AMTGC721-AT20
Molecular weight: 277.27 g/mol
Other names:
- N33-TEG-COOH
- Azido-PEG4-acid
- PEG4 azide carboxylic acid
- Azide–acid PEG linker
Fields of Interest: bioconjugation, drug delivery, and materials science
Background & Applications:
Background
14-Azido-3,6,9,12-tetraoxatetradecanoic acid is a heterobifunctional azide-functionalized PEG derivative based on a PEG4 backbone, featuring a terminal azide group and a carboxylic acid at the opposite end. 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 carboxylic acid allows straightforward coupling to amines via amide bond formation using standard activation methods. This dual-functional PEG linker is a versatile building block within a comprehensive portfolio of functionalized PEGs designed for orthogonal and modular molecular assembly.
Applications
14-Azido-3,6,9,12-tetraoxatetradecanoic acid is commonly used in bioconjugation, drug delivery, and materials science applications where orthogonal reactivity and extended PEG spacing are required. Typical uses include click-based attachment of the PEG linker to alkynyl-functionalized molecules, followed by activation of the carboxylic acid for coupling to amines, enabling stepwise construction of multifunctional conjugates. It is also widely used in the preparation of PEGylated pharmaceuticals, probes, polymers, and biomaterials. As part of a robust functionalized PEG product line, this azido–acid PEG4 linker supports modular design strategies in diagnostics, biomaterials development, and specialty chemical synthesis.
Appearance: colorless to yellow liquid
Purity: 99%
Storage: Room Temp
Solubility: Dichloromethane, Chloroform, Methanol
Literature:
- Molecules, 2021, vol. 26, # 8, art. no. 2250
- Chemistry – A European Journal, 2017, vol. 23, # 58, p. 14410 – 14415
- Journal of Organic Chemistry, 1998, vol. 63, # 5, p. 1727 – 1729