Propargyl-PEG5-acid

 CAS No.: 1245823-51-1  Cat No.: BP-501394  Purity: ≥95% 4.5  

Propargyl-PEG5-acid is a polyethylene glycol (PEG) linker bearing a terminal alkyne (propargyl) for orthogonal bioorthogonal conjugation and a terminal carboxylic acid for coupling to other PROTAC fragments. Structurally, it comprises a short, flexible PEG chain that provides aqueous solubility, conformational mobility, and distance control between the warhead-binding ligand and the E3-recruiting moiety. In PROTAC architectures, the linker’s flexibility helps optimize productive ternary complex formation by reducing steric constraints and allowing the two binding domains to adopt compatible orientations. The propargyl handle enables efficient attachment via click-type chemistries (e.g., CuAAC or strain-promoted variants when paired with suitable partners), while the acid functionality supports amide or ester formation during synthesis. This linker is valuable for systematic structure–activity studies, enabling researchers to tune linker length and attachment chemistry to improve degradation potency, selectivity, and physicochemical properties of targeted protein degraders.

Propargyl-PEG5-acid

Structure of 1245823-51-1

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Category
PROTAC Linker
Molecular Formula
C14H24O7
Molecular Weight
304.34
Appearance
Pale Yellow or Colorless Oily Liquid

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

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5 g $398 In stock

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Purity
≥95%
Solubility
Soluble in DCM, DMF, DMSO, Water
Appearance
Pale Yellow or Colorless Oily Liquid
ShelfLife
0-4°C for short term (days to weeks), or -20°C for long term (months).
Storage
Store at -20°C, keep in dry and avoid sunlight
Shipping
Room temperature, or blue ice upon request.
IUPACName
3-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
4,7,10,13,16-Pentaoxanonadec-18-yn-1-oic acid; Alkyne-PEG5-acid; Propyne-PEG4-CH2CH2COOH; Alkyne-PEG5-COOH; Propargyl-PEG5-COOH; Propargyl-PEG4-CH2CH2COOH; 4,7,10,13,16-pentaoxanonadec-18-ynoic acid
Boiling Point
426.3±45.0°C (Predicted)
Density
1.127±0.06 g/cm3 (Predicted)
InChI Key
GWIACWQVTBMVEI-UHFFFAOYSA-N
InChI
InChI=1S/C14H24O7/c1-2-4-17-6-8-19-10-12-21-13-11-20-9-7-18-5-3-14(15)16/h1H,3-13H2,(H,15,16)
SMILES
C#CCOCCOCCOCCOCCOCCC(=O)O

Propargyl-PEG5-acid, is designed to provide a flexible polyethylene glycol spacer terminating in a reactive carboxylic acid and a propargyl handle for orthogonal conjugation. Its PEG-based architecture supports favorable solubility and conformational adaptability in targeted protein degradation constructs, while the acid functionality enables robust coupling to ligands. The detailed structural and reactivity characteristics are provided below.

Structure: The linker comprises a propargyl group connected to a polyethylene glycol chain, capped by a carboxylic acid. It contains ether linkages within the PEG segment, a terminal alkyne for click-type chemistry, and a carboxylate-bearing functional group capable of forming amide or ester derivatives. These features promote water compatibility and chemical versatility.

Reactivity: The propargyl terminus is suitable for copper-catalyzed azide–alkyne cycloaddition, enabling efficient conjugation to azide-functional partners under standard click conditions. The carboxylic acid can be activated for amide bond formation using common coupling reagents, typically in polar aprotic solvents with base to drive nucleophilic acyl substitution. Orthogonal sequencing allows stepwise assembly of PROTACs with controlled linker–ligand connectivity.

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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

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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