Propargyl-PEG1-acid

 CAS No.: 55683-37-9  Cat No.: BP-501419  Purity: ≥95% 4.5  

Propargyl-PEG1-acid is a short, bifunctional polyethylene glycol linker bearing a terminal alkyne (propargyl) and a carboxylic acid. Structurally, it provides a flexible hydrophilic spacer while also offering a chemically “handleable” group for conjugation strategies commonly used in PROTAC construction. The propargyl functionality enables efficient click-type coupling (e.g., Cu(I)-catalyzed azide–alkyne cycloaddition) to attach the linker to azide-bearing ligands or to assemble larger degraders in a modular fashion. The carboxylic acid can be used for amide-bond formation with amine-containing components or for further derivatization, allowing researchers to position the linker between a targeting ligand and an E3-recruiting moiety with controlled geometry. In targeted protein degradation research, such PEG linkers help tune solubility, reduce steric clashes at the protein–ligand interfaces, and improve the practical synthesis and purification of PROTAC intermediates, thereby supporting systematic structure–activity studies.

Propargyl-PEG1-acid

Structure of 55683-37-9

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Category
PROTAC Linker
Molecular Formula
C6H8O3
Molecular Weight
128.13
Appearance
Pale Yellow or Colorless Oily Matter

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

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Purity
≥95%
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-prop-2-ynoxypropanoic acid
Synonyms
Propargyl-PEG1-COOH; 3-(prop-2-yn-1-yloxy)propanoic acid
Boiling Point
265.8±20.0 °C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
GMFDYXLFHSFUHE-UHFFFAOYSA-N
InChI
InChI=1S/C6H8O3/c1-2-4-9-5-3-6(7)8/h1H,3-5H2,(H,7,8)
SMILES
C#CCOCCC(=O)O

Propargyl-PEG1-acid is a PEG-based PROTAC linker featuring a terminal alkyne handle and a carboxylic acid functionality, enabling modular assembly of targeted protein degraders. Its flexible ethylene glycol segment can improve solubility and provide conformational spacing between binding elements, while the propargyl group supports efficient conjugation strategies. The subsequent sections describe its structural features and practical considerations for constructing PROTACs using this linker.

Structure: Propargyl-PEG1-acid contains a short poly(ethylene glycol) motif linked to a propargyl (terminal alkyne) group and a terminal carboxylic acid. It includes ether linkages characteristic of PEG, an alkyne carbon–carbon triple bond, and a carboxylate-forming functional group suitable for amide coupling.

Reactivity: The terminal alkyne enables copper-catalyzed azide–alkyne cycloaddition for “click” conjugation to azide-bearing fragments under standard Cu(I) conditions using appropriate ligands to stabilize the active species. Alternatively, the carboxylic acid can be activated for amide bond formation with amine-containing warheads or ligands via common coupling chemistries. Solvent systems should be selected to maintain linker solubility and preserve alkyne integrity.

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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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