m-PEG11-Tos

Name: m-PEG11-Tos
Brand: BOC Sciences
Rating: 5 (1 reviews)

Cat No.: BP-501795 4.5

m-PEG11-Tos is a methoxy-terminated polyethylene glycol (PEG) linker bearing a tosyl (p-toluenesulfonate) leaving group at the distal end. Structurally, it consists of a PEG chain of approximately eleven ethylene glycol units, providing a hydrophilic, conformationally flexible spacer that can reduce steric interference between PROTAC modules. The tosylate functionality enables efficient nucleophilic substitution, allowing researchers to attach the linker to complementary nucleophiles (for example, amines or other nucleophiles used to install functional handles) to form stable conjugates. In PROTAC design, this type of PEG–tosyl linker is commonly used to spatially separate the targeting ligand and the E3 ligase–binding moiety, thereby improving productive ternary complex formation and tuning overall physicochemical properties such as solubility and nonspecific interactions. As a modular building block, m-PEG11-Tos supports systematic linker-length and attachment-site optimization in targeted protein degradation research.

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Category

PROTAC Linker

Molecular Formula

C₂₈H₅₀O₁₃S

Molecular Weight

626.75

* 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-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate

InChI Key

PMVRKGLJXOGXGW-UHFFFAOYSA-N

InChI

InChI=1S/C28H50O13S/c1-27-3-5-28(6-4-27)42(29,30)41-26-25-40-24-23-39-22-21-38-20-19-37-18-17-36-16-15-35-14-13-34-12-11-33-10-9-32-8-7-31-2/h3-6H,7-26H2,1-2H3

SMILES

CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOC

m-PEG11-Tos is a polyethylene glycol-based tosylate linker designed for efficient, modular attachment of targeting ligands in PROTAC synthesis. Its PEG spacer provides conformational flexibility and improved solubility, which can support productive ternary complex formation. The tosylate leaving group enables reliable electrophilic substitution under standard conditions, facilitating streamlined linker installation. The points below describe the linker’s structure and practical reactivity considerations in PROTAC workflows in detail.

Structure: The linker comprises an m-PEG chain terminating in a tosylate (tosyl) ester, combining an ether-rich PEG backbone with an aromatic sulfonate leaving group. It contains stable C–O and C–C connectivity typical of PEG linkers, with a sulfonate ester functional handle for nucleophilic substitution.

Reactivity: The tosylate group is activated for nucleophilic substitution, making it suitable for coupling to amines or other nucleophiles commonly used in PROTAC intermediate preparation. Reactions are typically performed under anhydrous or low-water conditions in polar aprotic solvents, using base to promote nucleophile deprotonation. Mechanistically, substitution proceeds via displacement of the tosylate leaving group to form a new C–N or related bond, enabling subsequent PROTAC assembly steps.

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* 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