Hydroxy-PEG6-acetic acid

 CAS No.: 120394-66-3  Cat No.: BP-501635  Purity: >97% 4.5  

Hydroxy-PEG6-acetic acid is a polyethylene glycol (PEG) linker bearing a terminal hydroxyl group and a carboxylic acid (acetic acid) functionality, providing a flexible, water-compatible chain of approximately six ethylene glycol units. Structurally, it is well suited for PROTAC and targeted protein degradation constructs where linker length and conformational mobility strongly influence ternary complex formation, degradation potency, and overall physicochemical properties. In PROTAC design, the PEG segment acts as a spacing and solubilizing element that can reduce steric clashes between the ligand-recruiting warhead and the E3 ligase binder, while the terminal hydroxyl and carboxyl groups enable chemical conjugation through standard coupling or derivatization strategies to attach to neighboring functional moieties. This linker is particularly valuable for optimizing soluble, bioconjugatable degradation reagents and for systematically tuning linker effects during SAR studies.

Hydroxy-PEG6-acetic acid

Structure of 120394-66-3

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Category
PROTAC Linker
Molecular Formula
C14H28O9
Molecular Weight
340.37
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-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]acetic acid
Synonyms
Hydroxy-PEG6-CH2CO2H; HO-PEG6-CH2-COOH; 20-Hydroxy-3,6,9,12,15,18-hexaoxaicosanoic acid; Acetic acid, 2-[(17-hydroxy-3,6,9,12,15-pentaoxaheptadec-1-yl)oxy]-; 20-Hydroxy-3,6,9,12,15,18-hexaoxaicosan-1-oic acid; 3,6,9,12,15,18-Hexaoxaeicosan-1-oic acid, 20-hydroxy-
Boiling Point
478.6±40.0 °C at 760 mmHg
Density
1.173±0.06 g/cm3
InChI Key
XGJUAKUBPXPAOB-UHFFFAOYSA-N
InChI
InChI=1S/C14H28O9/c15-1-2-18-3-4-19-5-6-20-7-8-21-9-10-22-11-12-23-13-14(16)17/h15H,1-13H2,(H,16,17)
SMILES
C(COCCOCCOCCOCCOCCOCC(=O)O)O

Hydroxy-PEG6-acetic acid is a polyethylene glycol-based PROTAC linker building block designed to provide hydrophilicity, conformational flexibility, and controlled spatial separation between a targeting ligand and an E3-recruiting moiety. Its ether-rich backbone and terminal functional group support robust conjugation strategies commonly used in targeted protein degradation workflows. The points below describe its structure and practical reactivity considerations for constructing PROTACs in research settings.

Structure: The linker consists of a PEG chain terminated by a hydroxyl group and an acetic acid functionality. It contains multiple ether linkages along a flexible polyether backbone, with hydrogen-bonding capacity from the hydroxyl and carboxylic acid groups, supporting water compatibility and stable, non-covalent conformational effects.

Reactivity: The carboxylic acid enables standard amide or ester-forming coupling to PROTAC ligand scaffolds under dehydrating coupling conditions using common carbodiimide or uronium-type reagents, often with base in polar aprotic solvents. The hydroxyl group can be activated for ether formation or used for further derivatization. Mechanistically, activation of the acid followed by nucleophilic substitution yields stable linkages suitable for PROTAC assembly.

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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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