m-PEG7-Tos

 CAS No.: 79622-11-0  Cat No.: BP-501264 4.5  

m-PEG7-Tos is a methoxy-terminated polyethylene glycol (PEG) linker bearing a tosyl (p-toluenesulfonyl, “Tos”) leaving group, providing a methoxy-capped PEG chain and one tosylate electrophile suitable for nucleophilic substitution. Structurally, the PEG segment confers hydrophilicity and conformational flexibility, helping PROTAC constructs maintain solubility and reduce nonspecific hydrophobic interactions, while the tosyl group enables efficient nucleophilic substitution with amines or other suitable nucleophiles to install the linker onto targeting ligands or E3-recruiting modules. In PROTAC design, this type of mPEG–tosylate is a monofunctional alkylating/PEGylating building block used to install a methoxy-PEG chain onto a nucleophilic partner, thereby tuning the effective distance and relative orientation between the binding moieties required for productive ternary complex formation. Its practical value lies in facilitating reproducible synthesis of PEGylated PROTAC intermediates and enabling systematic structure–activity studies on linker length and attachment chemistry.

m-PEG7-Tos

Structure of 79622-11-0

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PROTAC Linker
Molecular Formula
C₂₂H₃₈O₁₀S
Molecular Weight
494.60

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

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IUPACName
2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
InChI Key
ZTSLDMCZJSLHRN-UHFFFAOYSA-N
InChI
InChI=1S/C22H38O10S/c1-21-3-5-22(6-4-21)33(23,24)32-20-19-31-18-17-30-16-15-29-14-13-28-12-11-27-10-9-26-8-7-25-2/h3-6H,7-20H2,1-2H3
SMILES
CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOCCOCCOCCOCCOCCOC

This m-PEG7-Tos linker is a PEG-based tosylate functionalization reagent designed to support efficient conjugation steps commonly required in PROTAC assembly. Its ether-rich scaffold provides conformational flexibility and improved solubility, while the tosylate leaving group enables robust nucleophilic substitution chemistry. These features make it useful for preparing linker intermediates that can be coupled to ligands or warheads in targeted protein degradation workflows. Detailed structural and reactivity considerations are provided below.

Structure: m-PEG7-Tos is a poly(ethylene glycol) chain bearing a tosylate group, providing an ether-dominated backbone with a sulfonate ester functionality. The molecule contains sulfonyl–oxygen and carbon–oxygen linkages, with an aromatic tosyl ring that enhances leaving-group performance. Overall, it is typically water-compatible due to the PEG segment.

Reactivity: The tosylate group undergoes nucleophilic substitution under conditions that promote displacement of the sulfonate leaving group, enabling attachment of nucleophiles such as amines or oxygen-centered nucleophiles. Reaction design generally relies on selecting an appropriate base and solvent system to solubilize both partners and to favor SN-type substitution while minimizing side reactions. Mild heating and inert atmosphere are often used to maintain reagent integrity during PROTAC intermediate synthesis.

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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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