Propargyl-PEG13-acid

 Cat No.: BP-501921 4.5  

Propargyl-PEG13-acid is a polyethylene glycol (PEG) linker bearing a terminal alkyne (propargyl) and a carboxylic acid, providing a flexible, water-soluble spacer with a defined length suitable for PROTAC assembly. The PEG chain acts as a conformational buffer that reduces steric interference between the ligand-binding moieties, while the terminal alkyne enables bioorthogonal conjugation strategies such as copper-catalyzed or strain-promoted azide–alkyne cycloaddition to connect the linker to complementary handles on targeting ligands or E3 ligase recruiters. The carboxylic acid provides a convenient functional group for coupling reactions to form amide or ester linkages, facilitating modular synthesis of degraders with controlled attachment points. In targeted protein degradation research, this linker supports systematic optimization of linker length and attachment geometry, which are key determinants of ternary complex formation, cellular uptake, and degradation potency.

Propargyl-PEG13-acid

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Category
PROTAC Linker
Molecular Formula
C₃₀H₅₆O₁₅
Molecular Weight
656.76

* 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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Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
InChI Key
ZFFDQVFGKMOUSS-UHFFFAOYSA-N
InChI
InChI=1S/C30H56O15/c1-2-4-33-6-8-35-10-12-37-14-16-39-18-20-41-22-24-43-26-28-45-29-27-44-25-23-42-21-19-40-17-15-38-13-11-36-9-7-34-5-3-30(31)32/h1H,3-29H2,(H,31,32)
SMILES
C#CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

Propargyl-PEG13-acid is a PEG-based bifunctional linker designed for constructing PROTACs that require a flexible spacer and efficient conjugation handles. Its propargyl (alkyne) functionality enables orthogonal coupling strategies, while the terminal carboxylic acid supports amide formation with targeting ligands. The PEG segment promotes solubility and conformational adaptability, which can improve productive ternary complex formation. Detailed structural and synthetic considerations are provided below.

Structure: Propargyl-PEG13-acid comprises a polyethylene glycol chain terminating in a propargyl group and a carboxylic acid. It contains ether linkages along the PEG backbone, an alkyne moiety, and a terminal carboxyl group. The flexible, hydrophilic PEG architecture supports aqueous compatibility and reduced steric constraints.

Reactivity: The carboxylic acid can be activated for amide bond formation using standard coupling chemistries (e.g., carbodiimide-based systems with appropriate additives) in polar aprotic solvents. The propargyl alkyne is suitable for bioorthogonal conjugation approaches, including copper-catalyzed azide–alkyne cycloaddition or related alkyne-reactive strategies, typically under conditions that preserve linker integrity and minimize side reactions.

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L

* 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
g

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