mPEG5-azide

 CAS No.: 1202681-04-6  Cat No.: BP-500285  Purity: 98% 4.5  

mPEG5-azide is a methoxy-terminated polyethylene glycol (PEG) linker bearing a terminal azide group, providing a short, flexible hydrophilic spacer for bioconjugation chemistry. In PROTAC and targeted protein degradation workflows, the azide functionality enables efficient bioorthogonal coupling (commonly via copper-free click chemistry) to attach PEG-containing handles to ligands, such as E3 ligands or targeting moieties, without significantly perturbing their binding epitopes. The PEG chain length and ether-rich backbone help improve solubility, reduce nonspecific interactions, and can modulate the effective distance and orientation between the two binding partners that a PROTAC must coordinate for ternary complex formation. As a modular linker, mPEG5-azide is valuable for constructing degraders with controlled conjugation sites, enabling systematic structure–activity studies that probe how linker hydrophilicity and reach influence degradation potency and cellular performance.

mPEG5-azide

Structure of 1202681-04-6

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Category
PROTAC Linker
Molecular Formula
C₁₁H₂₃N₃O₅
Molecular Weight
277.32

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

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Purity
98%
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
1-azido-2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethane
Synonyms
m-PEG5-azide;16-Azido-2,5,8,11,14-pentaoxahexadecane
InChI Key
GRQHYZOCCBXIMP-UHFFFAOYSA-N
InChI
InChI=1S/C11H23N3O5/c1-15-4-5-17-8-9-19-11-10-18-7-6-16-3-2-13-14-12/h2-11H2,1H3
SMILES
COCCOCCOCCOCCOCCN=[N+]=[N-]

mPEG5-azide is a polyethylene glycol (mPEG) functionalized with an azide handle, designed to serve as a versatile PROTAC linker component for modular assembly. Its ether-rich PEG backbone promotes solubility and flexible spacing between binding elements, while the azide enables selective bioorthogonal conjugation strategies commonly used in targeted protein degradation workflows. The points below describe its structure and the practical reactivity considerations for constructing PROTAC architectures in the laboratory.

Structure: The linker comprises an mPEG chain terminated by a terminal azide group. It contains repeating ether linkages along the PEG backbone, providing conformational flexibility and hydrophilicity. The azide moiety is a stable, resonance-stabilized functional group suitable for click-type coupling chemistry.

Reactivity: The azide group is typically engaged in azide–alkyne cycloaddition reactions to connect PROTAC fragments bearing compatible alkyne partners. Copper(I)-catalyzed or copper-free strain-promoted variants are selected based on substrate compatibility and desired reaction conditions. Commonly used solvents include aqueous mixtures and polar organic media that maintain solubility of PEGylated intermediates, with reaction progress monitored by standard analytical methods.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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