Propenyl-PEG3-Propenyl

 CAS No.: 90736-68-8  Cat No.: BP-500926 4.5  

Propenyl-PEG3-Propenyl is a PEG-based bifunctional linker featuring two terminal propenyl (allyl-like) groups separated by a three-unit ethylene glycol spacer. The flexible, hydrophilic PEG chain provides conformational mobility and improved aqueous compatibility, while the propenyl termini serve as reactive handles for click-type or radical-mediated conjugation strategies commonly used to assemble PROTAC constructs. In targeted protein degradation workflows, such linkers are employed to connect a ligand that recruits an E3 ligase to a ligand that binds the target protein, positioning the two binding moieties to favor productive ternary complex formation. The PEG3 length and ether-rich character help reduce steric clashes and can mitigate aggregation during synthesis and screening, thereby supporting reproducible coupling, purification, and downstream bioassays. As a modular component, it is valuable for researchers optimizing linker geometry and physicochemical properties to tune degradation potency and selectivity.

Propenyl-PEG3-Propenyl

Structure of 90736-68-8

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Category
PROTAC Linker
Molecular Formula
C₁₂H₂₂O₄
Molecular Weight
230.30
Appearance
Liquid

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

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Liquid
Storage
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
3-[2-[2-(2-prop-2-enoxyethoxy)ethoxy]ethoxy]prop-1-ene
Synonyms
Triethylene glycol diallyl ether
Boiling Point
279.4±30.0 °C at 760 mmHg
Density
1.0±0.1 g/cm3
InChI Key
ZEWNANDAGSVPKE-UHFFFAOYSA-N
InChI
InChI=1S/C12H22O4/c1-3-5-13-7-9-15-11-12-16-10-8-14-6-4-2/h3-4H,1-2,5-12H2
SMILES
C=CCOCCOCCOCCOCC=C

This Propenyl-PEG3-Propenyl linker is designed for assembling PROTAC constructs by providing a flexible, hydrophilic polyethylene glycol (PEG) spacer flanked by reactive propenyl handles. Its ether-rich backbone supports favorable solubility and conformational adaptability, which can help tune ternary complex formation and targeted protein degradation performance. Detailed structural and synthetic guidance is provided below.

Structure: The linker contains a PEG-based polyether chain that confers flexibility and strong hydrogen-bonding capacity through ether oxygen atoms. Terminal propenyl groups provide unsaturated carbon–carbon double bonds suitable for conjugation. Overall, it is an organic, ether-rich scaffold with polar, water-compatible characteristics.

Reactivity: The propenyl termini enable covalent attachment to complementary PROTAC warheads or handles via alkene-functionalization strategies commonly used in PROTAC linker chemistry. Suitable approaches include catalyst-mediated addition or related alkene coupling reactions under conditions that preserve PEG integrity. Selection of catalysts and solvents should follow the reactivity requirements of the partner functional group, with inert atmosphere and controlled temperature often used to minimize side reactions and maintain linker solubility.

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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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