Benzyl-PEG11-Ms

 Cat No.: BP-501762  Purity: ≥95% 4.5  

Benzyl-PEG11-Ms is a heterobifunctional PEG-based linker featuring a benzyl terminus and an activated methanesulfonate (Ms) leaving group at the other end, connected through an extended polyethylene glycol chain of approximately eleven ethylene glycol units. The PEG spacer provides a flexible, hydrophilic distance element that can reduce steric interference and improve the productive engagement of the two binding partners typically used in PROTACs. In PROTAC design, the Ms group enables efficient nucleophilic substitution or conjugation to suitable amine or thiol nucleophiles on ligands (e.g., E3 ligase recruiters or target-binding moieties), allowing researchers to install the linker in a controlled, modular manner. This product is valuable for constructing degraders where linker length and flexibility are critical determinants of ternary complex formation, degradation potency, and cellular activity, and it supports systematic structure–activity relationship studies by simplifying linker functionalization and exchange.

Benzyl-PEG11-Ms

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Category
PROTAC Linker
Molecular Formula
C30H54O14S
Molecular Weight
670.81
Appearance
Liquid

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

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Purity
≥95%
Appearance
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-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl methanesulfonate
Synonyms
1-Phenyl-2,5,8,11,14,17,20,23,26,29,32-undecaoxatetratriacontan-34-yl methanesulfonate; 2,5,8,11,14,17,20,23,26,29,32-Undecaoxatetratriacontan-34-ol, 1-phenyl-, methanesulfonate
Boiling Point
703.4±60.0°C at 760 mmHg
Density
1.2±0.1 g/cm3
InChI Key
HSFQECWASGNADY-UHFFFAOYSA-N
InChI
InChI=1S/C30H54O14S/c1-45(31,32)44-28-27-42-24-23-40-20-19-38-16-15-36-12-11-34-8-7-33-9-10-35-13-14-37-17-18-39-21-22-41-25-26-43-29-30-5-3-2-4-6-30/h2-6H,7-29H2,1H3
SMILES
CS(=O)(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCC1=CC=CC=C1

Benzyl-PEG11-Ms is a polyethylene glycol (PEG)-based linker bearing a benzyl group and a mesylate leaving group, designed to support efficient PROTAC assembly through controlled attachment chemistry. Its PEG segment provides conformational flexibility and improved solubility, while the mesylate enables reliable coupling to nucleophilic partners under mild conditions. The benzyl functionality can further support downstream synthetic handling and purification. The following sections describe the linker’s structure and the practical reactivity considerations for PROTAC construction in detail below.

Structure: The linker features an ether-rich PEG chain that offers high polarity and flexibility, terminated by a benzyl substituent and a mesylate group. It contains multiple C–O–C ether linkages and an O-sulfonate (mesylate) ester, with a benzylic aromatic ring contributing to hydrophobic contact and synthetic versatility.

Reactivity: The mesylate group is suitable for nucleophilic substitution reactions, enabling formation of new C–O or C–N bonds when PROTAC fragments bearing appropriate nucleophiles are introduced. Typical conditions rely on polar aprotic or mixed solvent systems, with bases to deprotonate nucleophiles and promote SN2-type displacement. No special catalysts are generally required; reaction progress is commonly monitored by standard analytical methods, and mild temperatures help preserve sensitive functional groups.

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L

* 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
g

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