Azido-PEG2-acetic acid

 CAS No.: 882518-90-3  Cat No.: BP-500937  Purity: ≥95% 4.5  

Azido-PEG2-acetic acid is a short polyethylene glycol (PEG) linker bearing a terminal azide group and a carboxylic acid for subsequent chemical functionalization. Structurally, it provides a flexible, hydrophilic spacer of two ethylene glycol units that can reduce steric interference between conjugated partners while maintaining sufficient proximity for efficient coupling. In PROTAC and targeted protein degradation workflows, the azide handle enables bioorthogonal conjugation strategies, most commonly via copper-free azide–alkyne cycloaddition (click chemistry) to attach the linker to an alkyne-functionalized ligand or payload. The carboxylic acid further allows formation of amide or ester derivatives, supporting modular assembly of degraders with controlled linker length and orientation. This reagent is valuable for constructing degraders and related bifunctional molecules where tunable spacing and reliable chemoselective coupling are required to optimize ternary complex formation and degradation potency in cell-based assays.

Azido-PEG2-acetic acid

Structure of 882518-90-3

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Category
PROTAC Linker
Molecular Formula
C6H11N3O4
Molecular Weight
189.17
Appearance
Transparent Liquid

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

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Purity
≥95%
Solubility
Soluble in Water
Appearance
Transparent Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-(2-azidoethoxy)ethoxy]acetic acid
Synonyms
Azido-PEG2-CH2CO2H;Azido-PEG2-CH2COOH; N3-PEG2-CH2COOH; Acetic acid, [2-(2-azidoethoxy)ethoxy]-; N-(2-(2-(2-azidoethoxy)ethoxy))acetic acid; (2-(2-azidoethoxy)ethoxy)acetic acid
InChI Key
OCIIYNXOTJRSHW-UHFFFAOYSA-N
InChI
InChI=1S/C6H11N3O4/c7-9-8-1-2-12-3-4-13-5-6(10)11/h1-5H2,(H,10,11)
SMILES
C(COCCOCC(=O)O)N=[N+]=[N-]

Azido-PEG2-acetic acid is a bifunctional PEG-based linker designed for modular assembly of PROTAC constructs. Its azide handle enables chemoselective conjugation to complementary partners, while the carboxylic acid supports controlled coupling strategies for installing targeting ligands. The flexible polyethylene glycol segment improves solubility and can help preserve productive geometry in ternary complex formation. Detailed structural and synthetic considerations are provided below.

Structure: The linker contains an azide functional group and a terminal carboxylic acid connected through a short, flexible polyethylene glycol segment. It features ether linkages within the PEG chain, an aliphatic carbon framework, and a stable carbon–oxygen and carbon–carbon connectivity pattern suitable for bioconjugation.

Reactivity: The azide group is commonly used in copper-catalyzed azide–alkyne cycloaddition or related azide click chemistries, proceeding via formation of a reactive copper–acetylide intermediate. The carboxylic acid can be activated for amide or ester bond formation using standard coupling reagents and bases in polar organic solvents. Mild, aqueous-compatible conditions are typically selected to maintain ligand integrity and minimize side reactions.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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