m-PEG3-Propanoyl chloride

 CAS No.: 66722-87-0  Cat No.: BP-501016 4.5  

m-PEG3-Propanoyl chloride is a short, linear methoxy-terminated polyethylene glycol acylating reagent designed for PROTAC linker synthesis. Structurally, it combines a PEG3 ether segment with a propanoyl chloride functionality, enabling formation of stable amide bonds with appropriately nucleophilic groups (e.g., amines) on ligands or intermediate fragments. In PROTAC architectures, PEG-based linkers are widely used to tune solubility, reduce nonspecific hydrophobic interactions, and provide conformational flexibility between the target-binding ligand and the E3-recruiting moiety, thereby supporting productive ternary complex formation. The acyl chloride handle allows efficient, modular conjugation during stepwise assembly of degraders, facilitating rapid exploration of linker length and polarity effects on cell permeability and degradation potency. This reagent is therefore valuable for researchers optimizing targeted protein degradation constructs where well-defined PEG spacing and reliable amide coupling are critical for reproducible synthesis and downstream biological evaluation.

m-PEG3-Propanoyl chloride

Structure of 66722-87-0

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PROTAC Linker
Molecular Formula
C₈H₁₅ClO₄
Molecular Weight
210.66

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

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IUPACName
3-[2-(2-methoxyethoxy)ethoxy]propanoyl chloride
InChI Key
PYAOJSQBWUCVSW-UHFFFAOYSA-N
InChI
InChI=1S/C8H15ClO4/c1-11-4-5-13-7-6-12-3-2-8(9)10/h2-7H2,1H3
SMILES
COCCOCCOCCC(=O)Cl

m-PEG3-Propanoyl chloride is a PEG-based acylating linker designed for constructing PROTAC conjugates through reliable amide-bond formation. Its ether-rich, flexible polyethylene glycol segment can enhance solubility and provide a tunable spacer between targeting ligands and reactive handles, supporting efficient synthesis of degraders. The acid chloride functionality enables straightforward coupling to appropriate nucleophiles under standard acylation protocols.

Structure: The linker contains a PEG chain terminating in a propanoyl chloride group, featuring ether linkages along the flexible poly(ethylene glycol) backbone. A reactive acyl chloride moiety provides a polarized carbonyl center suitable for nucleophilic acyl substitution, enabling formation of stable amide linkages.

Reactivity: Use this acyl chloride for acylation reactions with amines or other suitable nucleophiles to generate amide linkages commonly employed in PROTAC linker assembly. Typical conditions involve anhydrous, inert atmosphere handling, low-water solvents, and a base to scavenge generated acid. The reaction proceeds via nucleophilic acyl substitution at the acid chloride, often using amine partners and standard acylation catalysts or activators only when required by substrate reactivity.

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