m-PEG3-Sulfone-PEG3-azide

 CAS No.: 1895922-76-5  Cat No.: BP-501238 4.5  

m-PEG3-Sulfone-PEG3-azide is a heterobifunctional polyethylene glycol linker featuring an internal sulfone group that provides a polar, hydrolytically stable segment, flanked by two short PEG3 chains to enhance solubility and conformational flexibility. The terminal azide is the principal reactive handle and enables CuAAC with terminal alkynes or SPAAC with strained cyclooctynes, allowing researchers to attach this linker to PROTAC components such as ligands bearing an alkyne handle. In PROTAC design, the PEG–sulfone architecture helps tune the effective distance and relative orientation between the target-binding moiety and the E3 ligase recruiter, which can be critical for productive ternary complex formation and efficient ubiquitination. This linker is therefore useful for constructing modular PROTACs and related targeted degradation probes, facilitating systematic structure–activity studies while maintaining aqueous compatibility during synthesis and downstream biochemical assays.

m-PEG3-Sulfone-PEG3-azide

Structure of 1895922-76-5

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PROTAC Linker
Molecular Formula
C₁₅H₃₁N₃O₈S
Molecular Weight
413.49

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

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IUPACName
1-azido-2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethylsulfonyl]ethoxy]ethoxy]ethoxy]ethane
InChI Key
NRRNNKUSZIHIJY-UHFFFAOYSA-N
InChI
InChI=1S/C15H31N3O8S/c1-21-4-5-23-8-10-25-12-14-27(19,20)15-13-26-11-9-24-7-6-22-3-2-17-18-16/h2-15H2,1H3
SMILES
COCCOCCOCCS(=O)(=O)CCOCCOCCOCCN=[N+]=[N-]

This PROTAC linker, m-PEG3-Sulfone-PEG3-azide, is designed to provide a hydrophilic, flexible polyethylene glycol spacer that can be positioned to tune ternary-complex formation and improve solubility during targeted protein degradation workflows. Its sulfone-containing segment offers chemical robustness, while the terminal azide enables modular conjugation to ligands used in PROTAC architectures. The points below describe its structure and practical reactivity considerations for PROTAC synthesis.

Structure: The linker comprises PEG-based ether segments connected through a sulfone-containing linkage, terminating in an azide functional group. It features stable C–O and S(=O)–O motifs typical of sulfone chemistry, with an azide suitable for bioorthogonal click coupling. Overall, it is highly polar and water-compatible.

Reactivity: The azide group supports azide–alkyne cycloaddition, commonly used in PROTAC assembly to connect ligand fragments under mild, aqueous-compatible conditions. Copper(I)-catalyzed variants rely on in situ generation of Cu(I), while strain-promoted approaches avoid metal catalysts. Typical solvents include polar media compatible with PEG linkers, and reactions are performed to preserve sensitive ligands and minimize side reactions associated with copper or reactive intermediates.

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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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