Hydroxy-PEG2-acid

 CAS No.: 1334286-77-9  Cat No.: BP-501666  Purity: >95% 4.5  

Hydroxy-PEG2-acid is a short, hydrophilic polyethylene glycol–based linker bearing a terminal hydroxyl group and a carboxylic acid functionality. Structurally, it provides a flexible two–ethylene glycol unit spacer that can be used to tune solubility, reduce steric congestion, and control the effective distance between a ligand and a reactive conjugation handle. In PROTAC design, this type of PEG linker is commonly incorporated to connect two binding elements (for example, an E3 ligase recruiter and a target-binding moiety) through a stable amide or related coupling chemistry using the carboxylic acid. The PEG spacer helps maintain productive binding geometries while improving aqueous compatibility of the final conjugate, which can support consistent cellular degradation performance. As a modular building block, Hydroxy-PEG2-acid is valuable for systematic linker optimization studies, enabling researchers to evaluate how linker length and polarity influence ternary complex formation and targeted protein degradation efficiency.

Hydroxy-PEG2-acid

Structure of 1334286-77-9

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Category
PROTAC Linker
Molecular Formula
C7H14O5
Molecular Weight
178.18
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 DMF, DMSO, Ethanol, Water
Appearance
Pale Yellow or Colorless Oily Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-(2-hydroxyethoxy)ethoxy]propanoic acid
Synonyms
HO-PEG2-CH2CH2COOH; HO-PEG2-Propionic acid; OH-PEG2-COOH; Hydroxy-PEG2-propionic acid; α,ω-hydroxy-propionic acid diethylene glycol; Propanoic acid, 3-[2-(2-hydroxyethoxy)ethoxy]-
Boiling Point
350.0±27.0 °C at 760 mmHg
Density
1.196±0.06 g/cm3 (Predicted)
InChI Key
CMSNAEFYMNLDLU-UHFFFAOYSA-N
InChI
InChI=1S/C7H14O5/c8-2-4-12-6-5-11-3-1-7(9)10/h8H,1-6H2,(H,9,10)
SMILES
C(COCCOCCO)C(=O)O

Hydroxy-PEG2-acid is a polyethylene glycol-based PROTAC linker designed to provide hydrophilicity, conformational flexibility, and reliable functional-group compatibility for assembling targeted protein degraders. Its ether-rich backbone can help modulate solubility and reduce nonspecific interactions, while the terminal acid enables robust conjugation to ligand fragments. The detailed structural and synthetic considerations for PROTAC construction are provided below.

Structure: This linker comprises a short PEG chain featuring multiple ether linkages that confer flexibility and strong hydrogen-bonding capacity. A terminal carboxylic acid provides an acidic functional handle for amide formation. The overall structure is polar, with ether oxygen atoms contributing to water compatibility.

Reactivity: The carboxylic acid is typically used for coupling reactions to form amide bonds with amine-bearing ligands under standard peptide-coupling conditions. Common approaches employ carbodiimide-type coupling reagents with an activating additive, often in polar aprotic solvents and with base to promote nucleophilic attack. The mechanism proceeds via acid activation to an O-acyl intermediate, followed by amide bond formation while minimizing side reactions through controlled pH and exclusion of moisture.

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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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