Benzyl-PEG10-alcohol

 CAS No.: 908258-44-6  Cat No.: BP-500520  Purity: ≥95% 4.5  

Benzyl-PEG10-alcohol is a benzyl-capped poly(ethylene glycol) linker bearing a terminal primary alcohol, characterized by a PEG chain long enough to provide conformational flexibility and aqueous solubility while maintaining a defined attachment handle at one end. In PROTAC and related targeted protein degradation constructs, such PEG linkers are commonly used to spatially separate the two functional modules (a ligand for the target protein and a ligand for an E3 ligase) to reduce steric clashes and to tune the effective geometry of ternary complex formation. The terminal alcohol enables straightforward chemical derivatization, for example conversion to activated esters or ethers, facilitating conjugation to carboxyl- or amine-functional partners without significantly altering the core binding pharmacophores. This product is valuable for researchers optimizing linker length and hydrophilicity to improve degradation potency, selectivity, and physicochemical properties during iterative PROTAC design and structure–activity relationship studies.

Benzyl-PEG10-alcohol

Structure of 908258-44-6

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Category
PROTAC Linker
Molecular Formula
C₂₇H₄₈O₁₁
Molecular Weight
548.66
Related CAS
26403-74-7 (polymer) 1201808-31-2 (polymer)
Appearance
Pale Yellow or Colorless Oily Liquid

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

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Purity
≥95%
Appearance
Pale Yellow or Colorless Oily Liquid
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-phenylmethoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol
Synonyms
Decaethylene glycol Monobenzyl ether; 1-Phenyl-2,5,8,11,14,17,20,23,26,29-decaoxahentriacontan-31-ol; BnO-PEG10-OH; Bn-PEG10-OH; 2,5,8,11,14,17,20,23,26,29-Decaoxahentriacontan-31-ol, 1-phenyl-
Boiling Point
604.1±50.0 °C at 760 mmHg
Density
1.103±0.06 g/cm3 (Predicted)
InChI Key
GLVOUPLWGFLDGE-UHFFFAOYSA-N
InChI
InChI=1S/C27H48O11/c28-6-7-29-8-9-30-10-11-31-12-13-32-14-15-33-16-17-34-18-19-35-20-21-36-22-23-37-24-25-38-26-27-4-2-1-3-5-27/h1-5,28H,6-26H2
SMILES
C1=CC=C(C=C1)COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO

Benzyl-PEG10-alcohol is a PEG-based linker building block designed for constructing flexible, water-compatible PROTACs that can efficiently connect a ligand-recruiting warhead to an E3 ligase binder. Its ether-rich poly(ethylene glycol) segment promotes conformational flexibility and improved solubility, while the terminal alcohol enables straightforward functionalization for linker installation. The benzyl group can serve as a protected or handle-bearing motif during synthesis. The detailed structure and reactivity considerations for PROTAC assembly are provided below.

Structure: The molecule contains a benzyl substituent attached to an ether-terminated poly(ethylene glycol) chain bearing a terminal primary alcohol. It is characterized by repeating ether linkages, a benzylic aromatic ring, and an aliphatic hydroxyl group, yielding a polar, hydrogen-bonding-capable, flexible scaffold.

Reactivity: The terminal alcohol is suitable for derivatization to form PROTAC-compatible coupling handles, commonly via esterification or etherification using standard activating reagents under mild, anhydrous conditions. Reaction pathways typically rely on nucleophilic substitution or acyl-transfer mechanisms, with bases to deprotonate the alcohol and coupling agents to generate a reactive intermediate. Solvent systems such as polar aprotic media are often used to maintain solubility and drive efficient conversion.

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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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