Hydroxy-PEG8-acetic acid

 CAS No.: 780006-30-6  Cat No.: BP-501658  Purity: >97% 4.5  

Hydroxy-PEG8-acetic acid is a polyethylene glycol (PEG) linker bearing a terminal hydroxyl group and a carboxymethyl (acetic acid) functionality, providing an approximately eight-unit ethylene glycol chain for flexible spacing between conjugated moieties. In PROTAC and related targeted protein degradation constructs, PEG-based linkers are commonly used to tune the effective distance and relative orientation between the ligand that recruits the E3 ligase and the ligand that binds the target protein, thereby improving productive ternary complex formation while reducing steric clashes. The hydroxyl and carboxylic acid groups enable straightforward chemical derivatization (e.g., formation of amide or ester linkages) to attach this linker to other PROTAC components under standard coupling conditions. Its hydrophilic, conformationally flexible nature can enhance solubility and facilitate systematic linker optimization, making it a useful building block for experimental evaluation of degradation potency and selectivity in targeted protein degradation research.

Hydroxy-PEG8-acetic acid

Structure of 780006-30-6

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Category
PROTAC Linker
Molecular Formula
C18H36O11
Molecular Weight
428.47
Related CAS
916430-91-6 (polymer)

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

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Purity
>97%
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]acetic acid
Synonyms
Hydroxy-PEG8-CH2CO2H; HO-PEG8-CH2-COOH; 26-Hydroxy-3,6,9,12,15,18,21,24-octaoxahexacosan-1-oic acid; 3,6,9,12,15,18,21,24-Octaoxahexacosan-1-oic acid, 26-hydroxy-
Boiling Point
543.7±45.0 °C at 760 mmHg
Density
1.2±0.1 g/cm3
InChI Key
KZPPRWHZNJDDKK-UHFFFAOYSA-N
InChI
InChI=1S/C18H36O11/c19-1-2-22-3-4-23-5-6-24-7-8-25-9-10-26-11-12-27-13-14-28-15-16-29-17-18(20)21/h19H,1-17H2,(H,20,21)
SMILES
C(COCCOCCOCCOCCOCCOCCOCCOCC(=O)O)O

Hydroxy-PEG8-acetic acid is a polyethylene glycol-based linker building block designed to support targeted protein degradation (PROTAC) workflows by providing a hydrophilic, flexible spacer that can improve solubility and help tune the effective geometry between ligand moieties. Its hydroxyl and carboxylic acid functionalities enable practical conjugation strategies commonly used to assemble PROTAC constructs. The detailed structural and reactivity considerations are provided below.

Structure: The linker consists of an ether-rich PEG chain terminated by a hydroxyl group and an acetic acid side, featuring multiple C–O–C linkages that confer flexibility and strong hydrogen-bonding capacity. The carboxylic acid provides a polar, ionizable functionality, while the PEG segment enhances aqueous compatibility.

Reactivity: The carboxylic acid can be activated for amide or ester formation using standard coupling chemistries (for example, carbodiimide-based activators with an appropriate additive) under mild, non-degrading conditions. The terminal hydroxyl can participate in ether or ester bond formation after suitable activation. These transformations typically proceed via nucleophilic acyl substitution, enabling modular PROTAC assembly in polar organic solvents with controlled pH to preserve sensitive ligands.

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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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