Hydroxy-PEG10-acetic acid

 CAS No.: 2250056-53-0  Cat No.: BP-501650  Purity: >97% 4.5  

Hydroxy-PEG10-acetic acid is a PEG-based linker building block featuring a terminal hydroxyl group and a terminal acetic acid functionality, providing a flexible, hydrophilic spacer of approximately ten ethylene glycol units. The ether oxygen-rich backbone confers water solubility and conformational mobility, while the carboxylic acid enables straightforward chemical coupling to PROTAC components or to targeting moieties through amide-bond formation or ester/activated-acid strategies. In PROTAC design, such PEG linkers are used to tune the effective distance and relative orientation between the ligand that recruits an E3 ligase and the ligand that binds the target protein, which can strongly influence ternary complex formation and degradation potency. Its hydroxyl terminus can also serve as a handle for derivatization when orthogonal functionalization is required. Overall, Hydroxy-PEG10-acetic acid is valuable for constructing well-defined, water-compatible PROTAC conjugates and for systematically optimizing linker length and physicochemical properties in targeted protein degradation studies.

Hydroxy-PEG10-acetic acid

Structure of 2250056-53-0

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Category
PROTAC Linker
Molecular Formula
C22H44O13
Molecular Weight
516.58
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-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]acetic acid
Synonyms
Hydroxy-PEG10-CH2CO2H; HO-PEG10-CH2-COOH; 32-hydroxy-3,6,9,12,15,18,21,24,27,30-decaoxadotriacontanoic acid; 3,6,9,12,15,18,21,24,27,30-Decaoxadotriacontan-1-oic acid, 32-hydroxy-; 32-Hydroxy-3,6,9,12,15,18,21,24,27,30-decaoxadotriacontan-1-oic acid
Boiling Point
604.7±50.0°C at 760 mmHg
Density
1.154±0.1 g/cm3
InChI Key
VEAWKHYVNPPKRE-UHFFFAOYSA-N
InChI
InChI=1S/C22H44O13/c23-1-2-26-3-4-27-5-6-28-7-8-29-9-10-30-11-12-31-13-14-32-15-16-33-17-18-34-19-20-35-21-22(24)25/h23H,1-21H2,(H,24,25)
SMILES
C(COCCOCCOCCOCCOCCOCCOCCOCCOCCOCC(=O)O)O

Hydroxy-PEG10-acetic acid is a polyethylene glycol-based linker designed to support PROTAC assembly by providing a hydrophilic, flexible spacer that can improve solubility and help tune the spatial relationship between a target-binding ligand and an E3 ligase recruiter. Its functional handles enable robust conjugation strategies commonly used in targeted protein degradation workflows. The detailed structural and reactivity considerations are provided below to guide experimental construction of PROTACs.

Structure: The linker consists of a PEG backbone terminated with a hydroxyl group and an acetic acid functionality. It features repeating ether linkages that confer flexibility and strong hydrogen-bonding capacity, alongside a terminal carboxylic acid suitable for amide or ester formation. Overall, it is highly hydrophilic and water-compatible.

Reactivity: The carboxylic acid can be activated for coupling to amine-containing ligands or intermediates, typically via carbodiimide-mediated esterification/amide formation or through acid-activating reagents. The hydroxyl group can be used for derivatization when protected or activated, enabling formation of ether or ester linkages. Suitable aqueous or mixed aqueous/organic solvents and mild temperatures are commonly employed to preserve sensitive ligands during PROTAC synthesis.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
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