Hydroxy-PEG3-acid

 CAS No.: 518044-49-0  Cat No.: BP-501031  Purity: >95% 4.5  

Hydroxy-PEG3-acid is a PEG-based linker featuring a terminal carboxylic acid and a hydroxyl group, providing a short, hydrophilic spacer of approximately three ethylene glycol units. In PROTAC architectures, such PEG linkers are widely used to tune the relative positioning and effective reach between the ligand that recruits an E3 ubiquitin ligase and the target-binding moiety, while reducing steric clashes and improving aqueous solubility. The carboxylate functionality enables straightforward conjugation to amine- or hydrazide-bearing partners via standard amide or related coupling chemistries, allowing construction of stable, well-defined degraders. Its flexible, water-compatible chain can help maintain productive ternary complex formation by allowing conformational adaptation during binding. As a modular building block, Hydroxy-PEG3-acid is valuable for systematic linker optimization in targeted protein degradation studies, supporting comparisons of geometry, solubility, and degradation potency across closely related PROTAC variants.

Hydroxy-PEG3-acid

Structure of 518044-49-0

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Category
PROTAC Linker
Molecular Formula
C9H18O6
Molecular Weight
222.24
Appearance
Pale Yellow or Colorless Oily Liquid

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

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Purity
>95%
Solubility
Soluble in DMSO
Appearance
Pale Yellow or Colorless Oily Liquid
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-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]propanoic acid
Synonyms
OH-PEG3-COOH; HO-PEG3-Propionic acid; HO-PEG3-CH2CH2COOH; Hydroxy-PEG3-propionic acid; α,ω-hydroxy-propionic acid triethylene glycol; Propanoic acid, 3-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]-
Boiling Point
385.4±32.0 °C at 760 mmHg
Density
1.180±0.06 g/cm3 (Predicted)
InChI Key
NJUMHPXJVKDMAW-UHFFFAOYSA-N
InChI
InChI=1S/C9H18O6/c10-2-4-14-6-8-15-7-5-13-3-1-9(11)12/h10H,1-8H2,(H,11,12)
SMILES
C(COCCOCCOCCO)C(=O)O

Hydroxy-PEG3-acid is a polyethylene glycol-based PROTAC linker designed to provide a hydrophilic, flexible spacer between binding elements and to support efficient formation of ternary complexes. Its terminal acid functionality enables robust conjugation strategies commonly used in targeted protein degradation workflows. The linker’s ether-rich backbone helps tune solubility and conformational freedom, which can improve practical construct assembly and downstream biochemical evaluation. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains a short PEG segment with repeating ether linkages, terminating in a carboxylic acid and a hydroxyl group. It features polar oxygen atoms capable of hydrogen bonding, offering high aqueous compatibility and conformational flexibility typical of PEG-based spacers.

Reactivity: The terminal carboxylic acid is suitable for standard amide or ester coupling reactions to connect PROTAC binding motifs under mild, activation-based conditions. Common approaches use carboxyl-activating reagents with amine partners, optionally in polar aprotic solvents and with base to promote nucleophilic acyl substitution. Reaction design should account for PEG solvation and minimize hydrolysis by controlling water content and reaction time.

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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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