Azido-PEG5-azide

 CAS No.: 356046-26-9  Cat No.: BP-501669  Purity: >95% 4.5  

Azido-PEG5-azide is a heterobifunctional polyethylene glycol (PEG) linker featuring two terminal azide groups separated by a PEG5 chain, enabling modular “click” conjugation chemistry. The azide termini serve as versatile handles for copper-catalyzed azide–alkyne cycloaddition (CuAAC) or strain-promoted azide–alkyne cycloaddition (SPAAC), allowing researchers to attach this linker to complementary alkyne-bearing ligands such as E3 ligase recruiters and target-binding warheads. In PROTAC architectures, the PEG spacer provides a flexible, hydrophilic connection that can improve solubility and help tune the effective distance and relative orientation between binding moieties, which is critical for productive ternary complex formation and subsequent ubiquitination-dependent degradation. This linker is valuable for constructing and optimizing targeted protein degraders, including structure–activity relationship studies where linker length and conjugation strategy are systematically varied to assess degradation potency and selectivity.

Azido-PEG5-azide

Structure of 356046-26-9

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Category
PROTAC Linker
Molecular Formula
C12H24N6O5
Molecular Weight
332.36
Appearance
Clear Colourless Oil

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

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Purity
>95%
Appearance
Clear Colourless Oil
Application
A cross-linking reagent.
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
1-azido-2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethane
Synonyms
3,6,9,12,15-PENTAOXAHEPTADECANE-1,17-DIYL BIS-AZIDE
InChI Key
OQHIMLOZSDFRID-UHFFFAOYSA-N
InChI
InChI=1S/C12H24N6O5/c13-17-15-1-3-19-5-7-21-9-11-23-12-10-22-8-6-20-4-2-16-18-14/h1-12H2
SMILES
C(COCCOCCOCCOCCOCCN=[N+]=[N-])N=[N+]=[N-]

Azido-PEG5-azide is a bifunctional polyethylene glycol (PEG) linker designed for modular assembly of PROTACs, providing two terminal azide handles for orthogonal conjugation. Its PEG backbone offers conformational flexibility and improved solubility, which can support efficient ternary complex formation and reduce steric constraints during target engagement. The detailed structural and synthetic considerations for PROTAC construction using this linker are provided below.

Structure: The linker comprises a PEG chain terminated by azide groups, featuring ether linkages along the polymer backbone and terminal azide functionalities. The presence of flexible ether segments imparts hydrophilicity and dynamic conformations, while the azides serve as stable, bioorthogonal reactive handles for click-type conjugation.

Reactivity: Azido-PEG5-azide is well suited for copper-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkyne cycloaddition, enabling efficient formation of triazole-linked PROTAC architectures. Typical approaches use azide–alkyne coupling between this linker and complementary alkyne-bearing ligands under conditions compatible with amide/ether-stable biomolecule fragments. Solvent systems are selected to maintain solubility of both partners, and copper catalysts are commonly employed for CuAAC with appropriate ligand stabilization; SPAAC avoids copper when required.

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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
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