Hydroxy-PEG3-ethyl acetate

 CAS No.: 118988-04-8  Cat No.: BP-500369 4.5  

Hydroxy-PEG3-ethyl acetate is a PEG-based linker featuring a terminal hydroxyl group and an ethyl acetate functional handle, corresponding to a short, three–ethylene glycol unit chain that provides aqueous solubility and controlled spatial separation. In PROTAC design, such PEG linkers are commonly used to tune the effective distance and relative orientation between the target-binding ligand and the E3 ligase-recruiting moiety, thereby improving formation of the ternary complex and supporting productive ubiquitination. The hydroxyl end enables straightforward conjugation strategies (for example, esterification or ether formation) to attach the linker to functional groups on either partner, while the acetate-derived functionality can serve as a protected or reactive group depending on the synthetic route. This product is valuable for researchers optimizing linker length, hydrophilicity, and flexibility to balance potency, degradation efficiency, and synthesis feasibility in targeted protein degradation studies.

Hydroxy-PEG3-ethyl acetate

Structure of 118988-04-8

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PROTAC Linker
Molecular Formula
C₁₀H₂₀O₆
Molecular Weight
236.26

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

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IUPACName
ethyl 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]acetate
InChI Key
PBLJUNKNKQCNPA-UHFFFAOYSA-N
InChI
InChI=1S/C10H20O6/c1-2-16-10(12)9-15-8-7-14-6-5-13-4-3-11/h11H,2-9H2,1H3
SMILES
CCOC(=O)COCCOCCOCCO

Hydroxy-PEG3-ethyl acetate is a polyethylene glycol-based PROTAC linker designed to provide a hydrophilic, conformationally flexible spacer between a ligand and the recruited target-binding moiety. Its hydroxy functionality enables reliable downstream conjugation strategies, while the ethyl acetate-derived segment supports controlled chemical handling during linker assembly. In PROTAC technology, such linkers help tune solubility, reduce nonspecific interactions, and improve the effective proximity and orientation required for efficient ternary complex formation. Detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a short PEG chain terminating in a hydroxyl group, incorporating an ester-containing ethyl acetate segment. It features ether linkages along the PEG backbone and a carboxylate ester linkage, providing polarity and hydrogen-bonding capability that support aqueous compatibility and flexible conformational behavior.

Reactivity: The terminal hydroxyl group is suitable for standard PROTAC linker coupling workflows, including esterification, carbonate formation, or conversion to activated intermediates for nucleophilic substitution with ligand-derived functional groups. Typical conditions employ dry organic solvents, mild base or coupling reagents, and temperature control to preserve ester integrity when needed. Mechanistically, reactions proceed via acyl substitution or activated-ester intermediates, with purification by chromatography or solvent exchange to remove residual reagents and byproducts.

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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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