Benzyl-PEG8-alcohol

 CAS No.: 477775-73-8  Cat No.: BP-501138  Purity: ≥95% 4.5  

Benzyl-PEG8-alcohol is a PEG-based linker containing a benzyl-protected alcohol end group and an eight-unit poly(ethylene glycol) chain, providing a flexible, hydrophilic spacer suitable for bioconjugation chemistry. In PROTAC architectures, such PEG linkers help position the two recognition elements—typically a ligand for an E3 ubiquitin ligase and a ligand for the target protein—by increasing conformational freedom and reducing steric clashes, thereby improving the probability of productive ternary complex formation. The benzyl-derived functionality and terminal alcohol enable straightforward derivatization to attach the linker to other PROTAC components via standard coupling strategies, while the PEG segment can enhance aqueous solubility and often improves handling and stability of the assembled conjugates. This product is valuable for researchers optimizing linker length and flexibility to tune degradation potency, selectivity, and physicochemical properties during targeted protein degradation studies.

Benzyl-PEG8-alcohol

Structure of 477775-73-8

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Category
PROTAC Linker
Molecular Formula
C23H40O9
Molecular Weight
460.56
Related CAS
26403-74-7 (polymer) 1201808-31-2 (polymer)
Appearance
Pale Yellow or Colorless Oily Matter

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

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Purity
≥95%
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-[2-[2-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol
Synonyms
1-Phenyl-2,5,8,11,14,17,20,23-octaoxapentacosan-25-ol; Octaethylene glycol Monobenzyl ether; BnO-PEG8-OH; Benzyl-PEG8-OH; 2-[2-[2-[2-[2-[2-[2-[2-(Benzyloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol; 2,5,8,11,14,17,20,23-Octaoxapentacosan-25-ol, 1-phenyl-
Boiling Point
541.6±45.0°C (Predicted)
Density
1.101±0.06 g/cm3 (Predicted)
InChI Key
KFJXPXAFUAPRSZ-UHFFFAOYSA-N
InChI
InChI=1S/C23H40O9/c24-6-7-25-8-9-26-10-11-27-12-13-28-14-15-29-16-17-30-18-19-31-20-21-32-22-23-4-2-1-3-5-23/h1-5,24H,6-22H2
SMILES
C1=CC=C(C=C1)COCCOCCOCCOCCOCCOCCOCCOCCO

Benzyl-PEG8-alcohol is a polyethylene glycol-based PROTAC linker building block designed to provide a flexible, hydrophilic spacer between targeting and recruiting modules. Its ether-rich backbone can enhance solubility and help tune the effective distance and conformational freedom required for productive ternary complex formation. The benzyl alcohol functionality enables practical synthetic attachment strategies, supporting robust assembly of targeted protein degradation constructs. Detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a benzyl alcohol end group connected to a PEG chain featuring repeating ether linkages. It contains an aromatic ring, a primary alcohol, and multiple ether oxygen atoms, yielding a polar, flexible, and conformationally adaptable scaffold. These features typically support improved aqueous compatibility and reduced aggregation.

Reactivity: The primary alcohol enables ether formation or esterification/activation routes commonly used to couple PROTAC fragments. Suitable approaches include converting the alcohol to an activated leaving group (for example, via standard alcohol activation chemistry) followed by nucleophilic substitution with an appropriately functionalized partner. Reactions are typically performed under anhydrous or controlled-moisture conditions in polar organic solvents, with base or coupling reagents chosen to preserve PEG integrity and minimize side reactions.

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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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
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