Tos-PEG20-Tos

 Cat No.: BP-501859 4.5  

Tos-PEG20-Tos is a bifunctional polyethylene glycol linker bearing terminal tosyl (tosylate) groups, providing a flexible, hydrophilic chain of intermediate length that separates two reactive handles. The tosyl termini serve as activated leaving groups for nucleophilic substitution, enabling chemists to couple the linker to complementary PROTAC building blocks such as amine- or thiol-containing ligands under standard organic conditions. In targeted protein degradation constructs, this type of PEG-based spacer helps tune the effective distance and relative orientation between the ligand that recruits an E3 ubiquitin ligase and the ligand that binds the target protein, thereby influencing ternary complex formation and degradation potency. Its water-compatible, nonconjugated backbone can also improve solubility and reduce nonspecific hydrophobic interactions, supporting reproducible synthesis and evaluation of degradation activity in biochemical and cellular assays.

Tos-PEG20-Tos

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Category
PROTAC Linker
Molecular Formula
C₅₄H₉₄O₂₅S₂
Molecular Weight
1207.44

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

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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
2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
InChI Key
NRJRXZQMVYYGEG-UHFFFAOYSA-N
InChI
InChI=1S/C54H94O25S2/c1-51-3-7-53(8-4-51)80(55,56)78-49-47-76-45-43-74-41-39-72-37-35-70-33-31-68-29-27-66-25-23-64-21-19-62-17-15-60-13-11-59-12-14-61-16-18-63-20-22-65-24-26-67-28-30-69-32-34-71-36-38-73-40-42-75-44-46-77-48-50-79-81(57,58)54-9-5-52(2)6-10-54/h3-10H,11-50H2,1-2H3
SMILES
CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOS(=O)(=O)C2=CC=C(C=C2)C

Tos-PEG20-Tos is a bifunctional PEG-based linker designed for assembling PROTACs that require two complementary attachment points to connect a ligand pair. Its ether-rich, flexible polyethylene glycol backbone supports favorable solvation and conformational adaptability, which can improve effective proximity between the recruited target proteins. The terminal tosylate groups provide practical handles for stepwise synthesis, enabling modular construction of targeted protein degraders. Detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a polyethylene glycol chain flanked by tosylate (tosyl) termini. It contains multiple ether linkages that confer flexibility and hydrophilicity, while the aromatic sulfonate groups provide stable leaving groups upon activation. The overall architecture supports solvation and reduced steric constraints during PROTAC assembly.

Reactivity: The terminal tosylates are suited for nucleophilic substitution reactions, allowing installation of PROTAC fragments bearing appropriate nucleophiles such as amines or oxygen-based nucleophiles under standard alkylation conditions. Typical approaches use polar aprotic solvents and base systems to promote substitution, with reaction progress monitored by analytical methods. The mechanism proceeds via tosylate displacement, enabling modular coupling of ligands through the linker ends.

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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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