3,6,9,12-Tetraoxatetradecane-1,14-diyl diacrylate

 CAS No.: 59256-52-9  Cat No.: BP-500660 4.5  

3,6,9,12-Tetraoxatetradecane-1,14-diyl diacrylate is a polyethylene glycol–like, ether-rich bifunctional linker bearing two terminal acrylate groups, providing a flexible hydrophilic chain with an ether oxygen array that can modulate solubility and reduce nonspecific hydrophobic interactions. The diacrylate handles enable efficient covalent conjugation via Michael-type addition or radical/photoinitiated acrylate chemistry to install the linker between two PROTAC-related fragments (e.g., a ligand-derived warhead and an E3 ligase binder) or to attach the linker to nucleophilic residues on biomolecules. In PROTAC design, such linkers are used to tune effective distance, relative orientation, and conformational dynamics between binding moieties, which can strongly influence ternary complex formation and degradation potency. This linker is therefore valuable for constructing modular targeted degradation probes where controlled, stable attachment and aqueous compatibility are required for systematic structure–activity optimization.

3,6,9,12-Tetraoxatetradecane-1,14-diyl diacrylate

Structure of 59256-52-9

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PROTAC Linker
Molecular Formula
C16H26O8
Molecular Weight
346.37

* 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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IUPACName
2-[2-[2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethoxy]ethoxy]ethyl prop-2-enoate
InChI Key
IJUOZEBZJUUBNX-UHFFFAOYSA-N
InChI
InChI=1S/C16H26O8/c1-3-15(17)23-13-11-21-9-7-19-5-6-20-8-10-22-12-14-24-16(18)4-2/h3-4H,1-2,5-14H2
SMILES
C=CC(=O)OCCOCCOCCOCCOCCOC(=O)C=C

3,6,9,12-Tetraoxatetradecane-1,14-diyl diacrylate, is an acrylate-terminated, poly(ethylene glycol)-like tether designed to connect a ligand for an E3 ligase to a target-binding moiety. Its flexible ether-rich backbone supports productive ternary complex formation, while the diacrylate handles enable modular conjugation under standard polymer/bioconjugation chemistries. The following sections describe its structure and practical reactivity considerations for constructing degraders.

Structure: The linker contains an ether-rich, tetraoxatetradecane backbone providing conformational flexibility, terminated by two acrylate groups. It features ester linkages and vinyl unsaturation suitable for Michael-type or radical addition chemistry, with an overall hydrophilic character that can improve solubility and reduce nonspecific interactions.

Reactivity: The acrylate termini can be used for conjugation to nucleophilic functional groups via Michael addition or related addition mechanisms, commonly under mild base or nucleophile activation depending on the partner chemistry. For acrylate-based coupling, appropriate solvents such as polar aprotic or aqueous co-solvent systems are typically selected to balance solubility and reaction rate. Reaction conditions should be optimized to preserve sensitive ligands and to minimize acrylate polymerization; radical initiators or inhibitors may be considered when using addition pathways that involve radical character.

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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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