Azido-PEG12-Acid

 CAS No.: 2152679-71-3  Cat No.: BP-500778  Purity: ≥95% 4.5  

Azido-PEG12-Acid is a heterobifunctional polyethylene glycol linker bearing a terminal azide group and a carboxylic acid for conjugation chemistry in PROTAC and targeted protein degradation workflows. The PEG12 chain provides a flexible, hydrophilic spacer that helps reduce steric interference between the warhead (ligand for the target protein) and the E3-ligase recruiting moiety, while improving aqueous solubility and maintaining productive ternary-complex formation. The azide functionality enables bioorthogonal click reactions (most commonly copper-catalyzed or strain-promoted azide–alkyne cycloaddition) to install the linker onto alkyne-bearing partners, whereas the terminal acid can be used for amide coupling or other carboxyl-derivatization strategies to attach to activated functional groups on PROTAC fragments. This linker is valuable for modular PROTAC synthesis, allowing researchers to systematically tune spatial separation and conjugation handles to optimize degradation potency and selectivity in mechanistic and structure–activity studies.

Azido-PEG12-Acid

Structure of 2152679-71-3

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Category
PROTAC Linker
Molecular Formula
C27H53N3O14
Molecular Weight
643.73
Related CAS
1167575-20-3 (polymer)
Appearance
Pale Yellow or Colorless Oily Matter

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

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Purity
≥95%
Solubility
Soluble in DCM, DMF, DMSO, Water
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
N3-PEG12-COOH; Azido-PEG12-C2-acid; 1-Azido-3,6,9,12,15,18,21,24,27,30,33,36-dodecaoxanonatriacontan-39-oic acid; 3,6,9,12,15,18,21,24,27,30,33,36-Dodecaoxanonatriacontan-39-oic acid, 1-azido-; Azido-dPEG(R)12-acid; Azido-PEG12-propionic acid; Propanoic acid, 3-[(35-azido-3,6,9,12,15,18,21,24,27,30,33-undecaoxapentatriacont-1-yl)oxy]-; 3-[(35-Azido-3,6,9,12,15,18,21,24,27,30,33-undecaoxapentatriacont-1-yl)oxy]propanoic acid
InChI Key
DYFODOGACDHUBQ-UHFFFAOYSA-N
InChI
InChI=1S/C27H53N3O14/c28-30-29-2-4-34-6-8-36-10-12-38-14-16-40-18-20-42-22-24-44-26-25-43-23-21-41-19-17-39-15-13-37-11-9-35-7-5-33-3-1-27(31)32/h1-26H2,(H,31,32)
SMILES
C(COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-])C(=O)O

Azido-PEG12-Acid is a PEG-based bifunctional linker designed for modular construction of PROTACs, enabling efficient conjugation between a targeting ligand and an E3 ligase binder. Its azide handle supports bioorthogonal click chemistry, while the terminal carboxylic acid provides a versatile site for amide coupling and related derivatization. The flexible PEG scaffold helps maintain productive linker length and reduces steric constraints, supporting reliable assembly and optimization of targeted protein degradation constructs.

Structure: The linker comprises a polyethylene glycol (PEG) chain terminated by an azide group and a carboxylic acid. It contains ether linkages along the PEG backbone, an azide functional group, and a terminal carboxyl group capable of forming amides. Overall, it is flexible, polar, and suitable for solubility-enhancing conjugation chemistry.

Reactivity: The azide group is typically used in copper-catalyzed azide–alkyne cycloaddition or, where appropriate, strain-promoted azide–alkyne cycloaddition to connect PROTAC components under mild conditions. The carboxylic acid is commonly converted to activated intermediates for amide bond formation with amine-bearing ligands. Standard coupling approaches use carbodiimide-based activation with suitable bases in compatible organic solvents, followed by purification to remove residual reagents.

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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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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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