Hydroxy-PEG4-C2-nitrile

 CAS No.: 2194563-83-0  Cat No.: BP-501549 4.5  

Hydroxy-PEG4-C2-nitrile is a bifunctional polyethylene glycol linker bearing a terminal hydroxyl group and a nitrile-terminated C2 spacer, providing a short, flexible hydrophilic chain (PEG4) that can be used to connect PROTAC ligands or other targeting modules. The PEG segment improves aqueous solubility and helps maintain productive conformational freedom between the two binding elements, while the nitrile-bearing C2 terminus serves as a chemically addressable handle for further derivatization or coupling strategies commonly used in targeted protein degradation workflows. In PROTAC design, such linkers help position an E3 ligase recruiter and a target-binding ligand at an appropriate distance and orientation to promote formation of the ternary complex and subsequent ubiquitination. This product is valuable for researchers optimizing linker length, polarity, and reactivity, enabling systematic structure–activity relationship studies and facilitating reproducible synthesis of degraders with improved handling and formulation characteristics.

Hydroxy-PEG4-C2-nitrile

Structure of 2194563-83-0

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PROTAC Linker
Molecular Formula
C₁₁H₂₁NO₅
Molecular Weight
247.29

* 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
3-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]propanenitrile
InChI Key
CBSGORYUHYXJSR-UHFFFAOYSA-N
InChI
InChI=1S/C11H21NO5/c12-2-1-4-14-6-8-16-10-11-17-9-7-15-5-3-13/h13H,1,3-11H2
SMILES
C(COCCOCCOCCOCCO)C#N

Hydroxy-PEG4-C2-nitrile is a polyethylene glycol-based PROTAC linker designed to provide aqueous compatibility, conformational flexibility, and efficient spatial separation between a targeting ligand and an E3 ligase binder. Its functional handles enable robust linker installation and subsequent conjugation steps commonly used in targeted protein degradation workflows. The properties described below explain how this linker supports reliable synthesis and controlled architecture in PROTAC constructs.

Structure: The linker comprises a hydroxy-terminated PEG segment connected through a short ethylene spacer to a terminal nitrile group. It contains ether linkages characteristic of PEG, with a polar nitrile functionality that can engage in dipolar interactions. Overall, it is flexible, hydrophilic, and suitable for solubilizing PROTAC intermediates.

Reactivity: The hydroxy terminus is typically used for derivatization via standard functional-group interconversions (for example, conversion to activated carbonate or ester derivatives) to enable coupling with amine or carboxyl-containing partners. The nitrile group is generally retained under mild coupling conditions and can serve as a stable handle during PROTAC assembly. Reaction planning should prioritize PEG-compatible solvents and bases, while minimizing conditions that could promote PEG chain degradation or hydrolysis of activated intermediates.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
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