m-PEG8-Tos

 CAS No.: 82217-01-4  Cat No.: BP-501378 4.5  

m-PEG8-Tos is a mono-functional methoxy-terminated polyethylene glycol linker bearing a tosyl (tosylate) leaving group, designed for controlled conjugation in PROTAC and targeted protein degradation workflows. Structurally, it consists of an m-PEG chain of intermediate length that provides aqueous solubility and conformational flexibility, while the tosylate enables efficient nucleophilic substitution with amines or other suitable nucleophiles to install the linker onto a PROTAC “warhead” or targeting ligand. In PROTAC architectures, PEG linkers commonly act as spatial spacers that reduce steric interference between the E3 ligase recruiter and the target-binding moiety, improving productive ternary complex formation and degradation efficiency. This reagent is valuable for researchers seeking modular, reproducible linker attachment under mild conditions, facilitating rapid synthesis and systematic evaluation of linker length and attachment chemistry in targeted degradation studies.

m-PEG8-Tos

Structure of 82217-01-4

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PROTAC Linker
Molecular Formula
C₂₄H₄₂O₁₁S
Molecular Weight
538.65

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

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IUPACName
2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
InChI Key
PAXJFLMMCORNQI-UHFFFAOYSA-N
InChI
InChI=1S/C24H42O11S/c1-23-3-5-24(6-4-23)36(25,26)35-22-21-34-20-19-33-18-17-32-16-15-31-14-13-30-12-11-29-10-9-28-8-7-27-2/h3-6H,7-22H2,1-2H3
SMILES
CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOCCOCCOCCOCCOCCOCCOC

This PROTAC linker, m-PEG8-Tos, is a PEG-based tosylate functional linker designed to support efficient conjugation between targeting ligands and E3-recruiting or binding modules. Its ether-rich, flexible scaffold can enhance solubility and reduce steric constraints during PROTAC assembly, facilitating reliable linker attachment under standard organic synthesis conditions. The structure and reactivity considerations for constructing PROTACs using this linker are described in detail below.

Structure: m-PEG8-Tos is a polyethylene glycol tosylate featuring repeating ether units that provide conformational flexibility and improved hydrophilicity. The tosylate group contains a sulfonate ester linkage, offering a good leaving group for nucleophilic substitution. Overall, the linker presents ether oxygen atoms that can engage in hydrogen bonding and influence solvation.

Reactivity: The tosylate functionality is typically used for SN2-type substitution with nucleophiles such as amines, thiols, or oxygen-centered nucleophiles to form stable C–N, C–S, or C–O bonds. Suitable conditions commonly involve polar aprotic solvents and base-assisted activation to promote nucleophile strength while maintaining linker integrity. Reaction temperatures are selected to balance substitution rate and minimize side reactions; catalysts are generally not required beyond standard base/solvent systems used for tosylate alkylations.

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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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