Bis-PEG2-acid

 CAS No.: 19364-66-0  Cat No.: BP-500666  Purity: ≥95% 4.5  

Bis-PEG2-acid is a bifunctional polyethylene glycol-based linker featuring two terminal carboxylic acid groups separated by short PEG segments, enabling controlled, water-compatible spacing between PROTAC modules. In PROTAC architectures, such diacid linkers are commonly used to connect or functionalize two ligating fragments (e.g., a target-binding ligand and an E3 ligase recruiter) through amide or related coupling chemistries, while the PEG backbone improves solubility and can reduce non-specific hydrophobic interactions. The “bis” design provides a defined conjugation handle on both ends, facilitating systematic linker-length and geometry optimization to tune ternary complex formation and degradation potency. This linker is therefore valuable for targeted protein degradation research where reproducible synthesis and physicochemical control are critical, supporting the development and comparison of PROTACs with improved handling properties and more consistent biological performance across experimental series.

Bis-PEG2-acid

Structure of 19364-66-0

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Category
PROTAC Linker
Molecular Formula
C8H14O6
Molecular Weight
206.19
Related CAS
51178-68-8 (polymer)
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 DMF, DMSO, Water
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-(2-carboxyethoxy)ethoxy]propanoic acid
Synonyms
Propanoic acid, 3,3'-[1,2-ethanediylbis(oxy)]bis-; 3,3'-(Ethane-1,2-diylbis(oxy))dipropionic acid; 3,3'-(Ethylenedioxy)dipropionic acid; HOOCCH2CH2O-PEG1-CH2CH2COOH; Bis-PEG2-COOH; 1,2-Bis(2-carboxyethoxy)ethane
Boiling Point
407.1±35.0°C (Predicted)
Melting Point
66°C
Density
1.0869 g/cm3
InChI Key
BOXWYBCUJGWEOJ-UHFFFAOYSA-N
InChI
InChI=1S/C8H14O6/c9-7(10)1-3-13-5-6-14-4-2-8(11)12/h1-6H2,(H,9,10)(H,11,12)
SMILES
C(COCCOCCC(=O)O)C(=O)O

Bis-PEG2-acid is a PEG-based PROTAC linker designed to provide aqueous compatibility, conformational flexibility, and reliable spatial separation between targeting and E3-ligase binding elements. Its hydrophilic poly(ethylene glycol) character can help reduce aggregation and support productive ternary-complex formation. The molecule is well suited for constructing degraders where stable amide or related coupling strategies are required;

Structure: Bis-PEG2-acid comprises a PEG-derived, bifunctional scaffold terminating in carboxylic acid groups. The linker contains ether linkages within the PEG backbone and carboxylate-bearing functionalities, enabling formation of amide bonds. Its pronounced hydrophilicity and flexible chain dynamics support solubility and adaptable linker geometry in PROTAC assemblies.

Reactivity: Carboxylic acids are typically converted to activated esters or coupling intermediates for PROTAC synthesis, enabling amide bond formation with complementary amine-bearing warheads or ligands. Common approaches use carbodiimide-mediated coupling with an appropriate base and coupling additive, often in polar aprotic solvents, under conditions that minimize side reactions such as hydrolysis. Reaction progress is generally monitored by standard analytical methods, and purification is performed to remove coupling byproducts.

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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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