Benzyl-PEG9-acid

Name: Benzyl-PEG9-acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

Cat No.: BP-501896

Purity: ≥95% 4.5

Benzyl-PEG9-acid is a polyethylene glycol (PEG)–based linker bearing a benzyl group at one terminus and a carboxylic acid at the other, providing a flexible, water-compatible spacer with an extended chain length suited for PROTAC construction. The PEG segment acts as a hydrophilic, conformationally adaptable tether that can reduce steric interference between the two recruited ligands, helping maintain productive geometry for formation of the ternary complex with the target protein and the E3 ubiquitin ligase. The terminal carboxylic acid enables straightforward conjugation strategies (for example, amide coupling to amine-bearing ligands or attachment via activated carboxyl derivatives), while the benzyl end can serve as a handle for further functionalization depending on the synthetic route. In targeted protein degradation research, such PEG linkers are widely used to tune solubility, linker length, and spatial reach, thereby supporting systematic optimization of PROTAC potency and degradation efficiency.

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Assurance

Worldwide
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Category

PROTAC Linker

Molecular Formula

C26H44O11

Molecular Weight

532.62

Appearance

Liquid

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

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Comprehensive PROTAC Platform
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Custom Synthesis & Design Service
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Purity

≥95%

Appearance

Liquid

Storage

Store at 2-8°C

Shipping

Room temperature in continental US; may vary elsewhere.

IUPACName

3-[2-[2-[2-[2-[2-[2-[2-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid

Synonyms

1-Phenyl-2,5,8,11,14,17,20,23,26-nonaoxanonacosan-29-oic acid; 2,5,8,11,14,17,20,23,26-Nonaoxanonacosan-29-oic acid, 1-phenyl-

Boiling Point

616.3±55.0°C at 760 mmHg

Density

1.1±0.1 g/cm3

InChI Key

BSEDFTGQUPLMQC-UHFFFAOYSA-N

InChI

InChI=1S/C26H44O11/c27-26(28)6-7-29-8-9-30-10-11-31-12-13-32-14-15-33-16-17-34-18-19-35-20-21-36-22-23-37-24-25-4-2-1-3-5-25/h1-5H,6-24H2,(H,27,28)

SMILES

C1=CC=C(C=C1)COCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

Benzyl-PEG9-acid is a polyethylene glycol-based PROTAC linker featuring a benzyl terminus and a terminal carboxylic acid handle for reliable conjugation chemistry. Its flexible PEG scaffold is designed to improve solubility and provide spatial separation between targeting ligands and the recruited E3 ligase module, supporting efficient ternary complex formation. The detailed structural and synthetic considerations are provided below.

Structure: The linker comprises a benzyl group connected to an extended PEG chain terminating in a carboxylic acid. It contains ether linkages characteristic of PEG, along with a benzylic carbon and an aliphatic acid functionality. Overall, it is a flexible, polar, hydrogen-bonding-capable scaffold that promotes aqueous compatibility.

Reactivity: The terminal carboxylic acid enables PROTAC assembly through standard amide or ester coupling strategies, commonly using carbodiimide-mediated activation or acid-to-activated ester intermediates. Typical conditions employ anhydrous polar solvents and controlled base equivalents to favor selective coupling to amine-bearing ligands. Mechanistically, activation of the acid forms a reactive intermediate that is attacked by the nucleophilic partner, yielding a stable linkage while preserving the PEG scaffold’s flexibility.

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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