m-PEG3-Tos

 CAS No.: 62921-74-8  Cat No.: BP-500690 4.5  

m-PEG3-Tos is a methoxy-terminated, short-chain PEG linker bearing a tosylate (Tos) leaving group at the terminus, providing a practical handle for nucleophilic substitution and subsequent conjugation chemistry. Structurally, it consists of a three–ethylene glycol unit PEG spacer coupled to a tosylate-functionalized aromatic group, enabling controlled attachment to amines, thiols, or other nucleophiles under standard organic conditions. In PROTAC and targeted protein degradation workflows, such PEG–tosylate linkers are commonly used to introduce flexible spacing between a ligand and the rest of the construct, helping to reduce steric clashes and improve effective engagement of the target protein and the E3 ligase recruiter. The PEG spacer can also enhance solubility and maintain favorable conformations during ternary complex formation. As a modular intermediate, m-PEG3-Tos supports reproducible synthesis of linker–ligand conjugates and facilitates rapid optimization of linker length and attachment points in degradation research.

m-PEG3-Tos

Structure of 62921-74-8

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PROTAC Linker
Molecular Formula
C₁₄H₂₂O₆S
Molecular Weight
318.39

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

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IUPACName
2-[2-(2-methoxyethoxy)ethoxy]ethyl 4-methylbenzenesulfonate
InChI Key
IUDNRKGPFWUYIC-UHFFFAOYSA-N
InChI
InChI=1S/C14H22O6S/c1-13-3-5-14(6-4-13)21(15,16)20-12-11-19-10-9-18-8-7-17-2/h3-6H,7-12H2,1-2H3
SMILES
CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOCCOC

This m-PEG3-Tos linker is designed to serve as a versatile polyethylene glycol-based tether in PROTAC architectures, supporting efficient conjugation between targeting ligands and enabling favorable solubility and conformational flexibility. Its PEG character can help improve handling in aqueous media and reduce nonspecific interactions, while the tosyl functionality provides a practical electrophilic handle for linker installation.

Structure: The linker comprises a short polyethylene glycol chain bearing a tosyl (p-toluenesulfonyl) group. It contains ether linkages within the PEG segment and a sulfonate-derived leaving group at the tosyl terminus, providing a polar, flexible scaffold with enhanced hydrophilicity.

Reactivity: The tosyl group enables substitution-type coupling under nucleophilic conditions, where the electrophilic sulfonate can be displaced by appropriate nucleophiles to form the next bond in the PROTAC construct. Typical approaches rely on controlled base-mediated activation and compatible polar solvents, with temperature and stoichiometry tuned to preserve ligand integrity and minimize side reactions during stepwise assembly.

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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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