Propargyl-PEG8-acid

 CAS No.: 2055014-94-1  Cat No.: BP-500847  Purity: ≥95% 4.5  

Propargyl-PEG8-acid is a polyethylene glycol (PEG)–based linker featuring a terminal propargyl (alkyne) handle and a carboxylic acid group at opposite ends, enabling modular conjugation in PROTAC and related targeted degradation constructs. The PEG8 chain provides a flexible, hydrophilic spacer that can reduce steric interference between the ligand-binding moieties of a PROTAC, improving productive formation of the ternary complex and thereby supporting efficient ubiquitin–proteasome pathway engagement. The propargyl functionality is suitable for copper-catalyzed azide–alkyne cycloaddition or related click-type chemistries to attach the linker to azide-bearing partners, while the terminal acid can be activated for amide coupling to install the linker onto amine-containing ligands or scaffold elements. This linker is valuable for researchers optimizing linker length, polarity, and spatial orientation to tune degradation potency, selectivity, and physicochemical properties such as solubility in experimental workflows.

Propargyl-PEG8-acid

Structure of 2055014-94-1

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Category
PROTAC Linker
Molecular Formula
C20H36O10
Molecular Weight
436.49
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%
Solubility
Soluble in DCM, DMF, DMSO, Water
Appearance
Pale Yellow or Colorless Oily Matter
ShelfLife
≥ 2 years
Storage
Store at 2-8°C
Shipping
Room temperature
IUPACName
3-[2-[2-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Alkyne-PEG8-COOH; Propargyl-PEG8-COOH; Propargyl-PEG7-CH2CH2COOH; 4,7,10,13,16,19,22,25-Octaoxaoctacos-27-ynoic acid; 4,7,10,13,16,19,22,25-Octaoxaoctacos-27-yn-1-oic acid
Boiling Point
531.0±50.0 °C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
QZQUQXNQKWZDNM-UHFFFAOYSA-N
InChI
InChI=1S/C20H36O10/c1-2-4-23-6-8-25-10-12-27-14-16-29-18-19-30-17-15-28-13-11-26-9-7-24-5-3-20(21)22/h1H,3-19H2,(H,21,22)
SMILES
C#CCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

Propargyl-PEG8-acid is a PEG-based linker designed to support PROTAC assembly by providing a flexible, hydrophilic tether and a terminal reactive handle for conjugation. Its ether-rich backbone can enhance solubility and reduce steric constraints between the target-binding ligand and the E3-recruiting moiety. The propargyl functionality enables efficient bioorthogonal-type coupling strategies, while the carboxylic acid supports robust attachment chemistry. Detailed structural and reactivity considerations are provided below to guide experimental PROTAC synthesis.

Structure: Propargyl-PEG8-acid contains a polyethylene glycol chain featuring multiple ether linkages, a terminal propargyl group for alkynyl reactivity, and a carboxylic acid for acyl/amide-forming transformations. The molecule is characterized by flexible C–O–C ether bonds, a carbon–carbon triple bond, and a polar acidic functionality that promotes aqueous compatibility.

Reactivity: The linker can be incorporated into PROTACs through standard carboxyl activation to form amide or ester linkages, typically using coupling reagents under controlled, anhydrous conditions with suitable bases and polar aprotic solvents. The terminal alkyne enables conjugation via alkyne-reactive chemistries commonly used for targeted bioconjugation, including click-type approaches that proceed through copper-catalyzed azide–alkyne cycloaddition principles when compatible partners are used.

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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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