Benzyl-PEG8-azide

 Cat No.: BP-501960  Purity: ≥95% 4.5  

Benzyl-PEG8-azide is a polyethylene glycol (PEG) linker featuring a benzyl terminus and an azide functional group, providing a flexible, water-compatible chain length suitable for bioconjugation workflows. Structurally, the ether-rich PEG segment acts as a hydrophilic spacer that can reduce steric interference between a ligand warhead and an E3 ligase recruiter, while the azide enables efficient site-specific coupling via azide–alkyne cycloaddition (“click” chemistry) or related azide-reactive strategies. In PROTAC design, this linker is used to connect two binding modules while tuning the effective distance and relative orientation that govern ternary complex formation and subsequent ubiquitin–proteasome–mediated degradation. Its value for targeted protein degradation research lies in facilitating modular synthesis, improving solubility of conjugates, and allowing systematic linker optimization to enhance degradation potency and selectivity in cell-based assays.

Benzyl-PEG8-azide

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Category
PROTAC Linker
Molecular Formula
C23H39N3O8
Molecular Weight
485.57
Appearance
Pale Yellow or Colorless Oily Liquid

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

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Purity
≥95%
Appearance
Pale Yellow or Colorless Oily Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxymethylbenzene
Synonyms
Benzyl-PEG8-N3; 25-Azido-1-phenyl-2,5,8,11,14,17,20,23-octaoxapentacosane; 2,5,8,11,14,17,20,23-Octaoxapentacosane, 25-azido-1-phenyl-
InChI Key
BBOJSIGXPBTKDS-UHFFFAOYSA-N
InChI
InChI=1S/C23H39N3O8/c24-26-25-6-7-27-8-9-28-10-11-29-12-13-30-14-15-31-16-17-32-18-19-33-20-21-34-22-23-4-2-1-3-5-23/h1-5H,6-22H2
SMILES
C1=CC=C(C=C1)COCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

Benzyl-PEG8-azide is a PEG-based bifunctional linker designed for modular assembly of PROTACs, enabling efficient conjugation of ligands through azide-reactive chemistry while providing a flexible, hydrophilic spacer. Its ether-rich chain supports favorable solubility and conformational adaptability, which can improve ternary complex formation. The molecule is commonly used as a handle for copper-free or copper-mediated click-type coupling strategies, and the details below describe its structural features and practical use in PROTAC construction.

Structure: Benzyl-PEG8-azide contains a benzyl group linked to an oligo(ethylene glycol) chain terminating in an azide. The structure features ether linkages along the PEG backbone and an organic azide functional group, yielding a polar, flexible scaffold suitable for bioconjugation and aqueous compatibility.

Reactivity: The terminal azide participates in azide–alkyne cycloaddition to connect PROTAC components bearing complementary alkyne handles. Suitable conditions typically employ copper(I) catalysis with stabilizing ligands or copper-free strain-promoted variants, using polar aprotic solvents or aqueous mixtures compatible with biomolecule stability. Reaction proceeds via formation of a triazole linkage, and careful control of catalyst, reducing agents, and mixing order helps minimize side reactions and preserve ligand integrity.

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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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