Propargyl-PEG1-acrylate

 CAS No.: 52436-42-7  Cat No.: BP-501524  Purity: 98% 4.5  

Propargyl-PEG1-acrylate is a short polyethylene glycol (PEG) based linker bearing a terminal propargyl (alkyne) group and an acrylate (Michael acceptor) functionality. Structurally, it provides a flexible, hydrophilic spacer of minimal length while simultaneously enabling orthogonal chemical conjugation handles: the acrylate can participate in Michael-type nucleophilic addition with suitable nucleophiles, while the terminal alkyne supports copper-catalyzed azide–alkyne cycloaddition (CuAAC) with complementary azide-containing partners. In PROTAC design, such linkers are used to tune the spatial relationship and effective reach between the ligand that recruits the E3 ligase and the ligand that binds the target protein, thereby improving productive ternary complex formation. Its PEG character can also reduce nonspecific hydrophobic interactions and help maintain solubility during synthesis and screening. Overall, it is a practical building block for constructing modular, well-defined targeted degradation conjugates and for rapid linker optimization in structure–activity studies.

Propargyl-PEG1-acrylate

Structure of 52436-42-7

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PROTAC Linker
Molecular Formula
C₈H₁₀O₃
Molecular Weight
154.16

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

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Purity
98%
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
2-prop-2-ynoxyethyl prop-2-enoate
Synonyms
Propargyl-PEG2-acrylate
InChI Key
QRAIBQFSMDTSQE-UHFFFAOYSA-N
InChI
InChI=1S/C8H10O3/c1-3-5-10-6-7-11-8(9)4-2/h1,4H,2,5-7H2
SMILES
C=CC(=O)OCCOCC#C

Propargyl-PEG1-acrylate is a polyethylene glycol–based PROTAC linker building block designed to provide a flexible hydrophilic spacer and a reactive acrylic handle for efficient conjugation. Its propargyl functionality enables orthogonal coupling strategies, supporting the modular assembly of targeted protein degraders. The combination of PEG-mediated solubility enhancement and bioorthogonal-compatible reactivity makes it advantageous for constructing linker architectures that can tune degrader geometry and cell-compatible properties. Detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a short PEG segment connected to an acrylate group and a propargyl moiety. It contains ester and ether linkages, along with an alkyne suitable for click-type transformations. The molecule is typically characterized by moderate polarity and improved aqueous compatibility due to the PEG chain.

Reactivity: The acrylate functionality is well suited for nucleophilic addition and conjugation workflows that target ester-forming or Michael-type coupling, depending on the partner nucleophile and base conditions. The propargyl group supports copper-catalyzed azide–alkyne cycloaddition or related alkyne-compatible coupling approaches. Commonly used solvents include polar aprotic media and aqueous/organic mixtures, with catalysts such as copper salts where appropriate, while maintaining conditions that preserve sensitive binding motifs during PROTAC synthesis.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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