Azido-PEG16-acid

 Cat No.: BP-501759 4.5  

Azido-PEG16-acid is a heterobifunctional polyethylene glycol (PEG) linker bearing a terminal azide and a carboxylic acid, providing a flexible, water-soluble chain of extended length suitable for PROTAC assembly. The azide handle enables bioorthogonal conjugation via copper-free click chemistry (e.g., strain-promoted azide–alkyne cycloaddition) to attach the linker to a complementary warhead or E3-ligase ligand bearing a suitable alkyne functionality. The terminal carboxyl group allows further derivatization or coupling to introduce additional functional groups, enabling controlled attachment strategies and fine-tuning of overall linker polarity and effective reach between binding domains. In targeted protein degradation research, such PEG linkers are widely used to improve solubility, reduce aggregation, and modulate the spatial relationship required for productive ternary complex formation. This product is therefore valuable for designing and optimizing PROTACs where linker length and conjugation chemistry critically influence degradation efficiency and experimental tractability.

Azido-PEG16-acid

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Category
PROTAC Linker
Molecular Formula
C₃₅H₆₉N₃O₁₈
Molecular Weight
819.93

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

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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
N3-PEG16-CH2CH2COOH
InChI Key
QIBRWZBFMOLGLH-UHFFFAOYSA-N
InChI
InChI=1S/C35H69N3O18/c36-38-37-2-4-42-6-8-44-10-12-46-14-16-48-18-20-50-22-24-52-26-28-54-30-32-56-34-33-55-31-29-53-27-25-51-23-21-49-19-17-47-15-13-45-11-9-43-7-5-41-3-1-35(39)40/h1-34H2,(H,39,40)
SMILES
C(COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-])C(=O)O

Azido-PEG16-acid is a polyethylene glycol-based PROTAC linker bearing a terminal azide handle and a carboxylic acid for orthogonal bioconjugation. Its flexible PEG scaffold helps tune linker length and hydrophilicity, often improving solubility and enabling efficient assembly of targeted protein degraders. The azide functionality supports click-compatible conjugation, while the acid group provides a versatile attachment point for coupling to ligands. Detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a PEG repeating-unit chain terminated by an azide group and a carboxylic acid. It contains ether linkages along the PEG backbone, with an organic azide at one terminus and a carboxylate-forming group at the other. The combination yields a flexible, hydrophilic, water-compatible scaffold.

Reactivity: The azide enables copper-catalyzed azide–alkyne cycloaddition or related strain-promoted click strategies to connect PROTAC fragments under conditions compatible with many biomolecule-derived ligands. The carboxylic acid can be activated for amide bond formation using standard coupling chemistries (for example, carbodiimide-based systems) in polar aprotic solvents with appropriate bases. Mechanistically, click proceeds via formation of the triazole linkage, while acid activation enables nucleophilic acyl substitution to install the ligand attachment.

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L

* 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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