Benzyl-PEG6-MS

 CAS No.: 1262681-32-2  Cat No.: BP-501471  Purity: >95% 4.5  

Benzyl-PEG6-MS is a polyethylene glycol (PEG) linker bearing a benzyl group and a methanesulfonate (mesylate) leaving group, designed for modular conjugation in targeted protein degradation constructs. Structurally, it consists of a benzyl-terminated PEG chain of intermediate length, providing hydrophilicity, conformational flexibility, and reduced steric interference between the warhead-binding and E3-ligase–recruiting moieties. The mesylate functionality enables efficient nucleophilic substitution with amines or other suitable nucleophiles, allowing researchers to attach the linker to functional handles such as PROTAC-forming fragments under standard organic synthesis conditions. In PROTAC design, this type of PEG linker helps spatially tune the geometry and effective reach required for productive ternary complex formation, while the benzyl end can serve as a defined attachment point to downstream synthesis. This product is valuable for rapidly generating linker variants to optimize degradation potency and selectivity in mechanistic and structure–activity relationship studies.

Benzyl-PEG6-MS

Structure of 1262681-32-2

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Category
PROTAC Linker
Molecular Formula
C20H34O9S
Molecular Weight
450.54
Appearance
Transparent Liquid

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

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Purity
>95%
Appearance
Transparent Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl methanesulfonate
Synonyms
1-Phenyl-2,5,8,11,14,17-hexaoxanonadecan-19-yl methanesulfonate; 3,6,9,12,15,18-Hexaoxanonadecan-1-ol, 19-phenyl-, 1-methanesulfonate; 2,5,8,11,14,17-Hexaoxanonadecan-19-ol, 1-phenyl-, methanesulfonate
Boiling Point
560.7±50.0°C at 760 mmHg
Density
1.2±0.1 g/cm3
InChI Key
UZGFSNAKDHRCTE-UHFFFAOYSA-N
InChI
InChI=1S/C20H34O9S/c1-30(21,22)29-18-17-27-14-13-25-10-9-23-7-8-24-11-12-26-15-16-28-19-20-5-3-2-4-6-20/h2-6H,7-19H2,1H3
SMILES
CS(=O)(=O)OCCOCCOCCOCCOCCOCCOCC1=CC=CC=C1

Benzyl-PEG6-MS is a polyethylene glycol-based PROTAC linker designed to provide conformational flexibility and improved solubility in targeted protein degradation constructs. Its PEG segment helps spatially separate the ligand-binding elements, supporting productive ternary complex formation, while the benzyl group and activated “MS” functionality enable efficient conjugation to partner warheads. The detailed Structure and Reactivity parameters are provided below for experimental planning.

Structure: The linker contains a benzyl substituent and a PEG chain featuring repeating ether linkages, yielding a flexible, hydrophilic scaffold. It includes an activated functional group suitable for coupling, with stable carbon–carbon and carbon–oxygen connectivity that supports robust chemical handling during PROTAC assembly.

Reactivity: Benzyl-PEG6-MS is intended for use in PROTAC synthesis via functional-group coupling to complementary ligand handles. The “MS” activation is typically leveraged under standard amide- or ether-forming conditions, depending on the partner functionality, with nucleophiles such as amines or alcohols. Commonly used solvents include polar aprotic media, and reactions are generally performed under inert atmosphere or controlled temperature to minimize side reactions and preserve ligand integrity.

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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 ╳
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