Azido-PEG1-acid

 CAS No.: 1393330-34-1  Cat No.: BP-500735  Purity: >95% 4.5  

Azido-PEG1-acid is a short, water-compatible polyethylene glycol linker bearing a terminal azide group and a carboxylic acid for convenient chemical handle installation. Structurally, it provides a flexible, hydrophilic spacer that can be appended to PROTAC-related ligands or other recognition elements through amide coupling (via the carboxylate) while the azide enables bioorthogonal conjugation through azide–alkyne cycloaddition (“click” chemistry) to install or exchange the partner module under mild conditions. In targeted protein degradation workflows, such linkers help tune effective distance and relative orientation between the two binding moieties, which can strongly influence formation of the ternary complex and subsequent ubiquitin-proteasome engagement. Its compact PEG character is particularly useful when minimizing steric bulk while maintaining solubility, facilitating systematic linker optimization in PROTAC synthesis and characterization.

Azido-PEG1-acid

Structure of 1393330-34-1

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Category
PROTAC Linker
Molecular Formula
C5H9N3O3
Molecular Weight
159.14
Related CAS
1167575-20-3 (polymer)
Appearance
Transparent Liquid

* For research and manufacturing use only. Not for human or clinical use.

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Purity
>95%
Solubility
Water, DMSO, DMF, DCM
Appearance
Transparent Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-(2-azidoethoxy)propanoic acid
Synonyms
N3-PEG1-COOH; Azido-PEG1-C2-acid; Propanoic acid, 3-(2-azidoethoxy)-
InChI Key
JKOVLUVEHHGAEW-UHFFFAOYSA-N
InChI
InChI=1S/C5H9N3O3/c6-8-7-2-4-11-3-1-5(9)10/h1-4H2,(H,9,10)
SMILES
C(COCCN=[N+]=[N-])C(=O)O

Azido-PEG1-acid is a PEG-based bifunctional linker designed for modular PROTAC assembly, enabling efficient conjugation of targeting ligands and E3 ligase binders through orthogonal chemistries. Its flexible poly(ethylene glycol) spacer supports productive ternary complex formation by improving solubility and conformational adaptability, while the azide handle enables bioorthogonal coupling strategies. The carboxylic acid functionality further facilitates controlled derivatization and attachment to PROTAC scaffolds.

Structure: Azido-PEG1-acid features a short poly(ethylene glycol) segment bearing a terminal azide and a terminal carboxylic acid. The molecule contains ether linkages in the PEG chain, an aliphatic carboxylic acid, and a covalently bound azide suitable for click-type transformations. Its amphiphilic character supports aqueous compatibility.

Reactivity: The azide group is compatible with azide–alkyne cycloaddition chemistries commonly used in PROTAC linker construction, typically proceeding via copper(I)-catalyzed or copper-free variants depending on substrate sensitivity. The carboxylic acid can be activated for amide or ester formation using standard coupling reagents under mild base/solvent conditions. Choice of solvent and pH is guided by maintaining ligand integrity and maximizing coupling efficiency.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
g

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