Benzyl-PEG7-Ms

 Cat No.: BP-501865  Purity: >95% 4.5  

Benzyl-PEG7-Ms is a heterobifunctional PROTAC linker featuring a benzyl terminus connected to a polyethylene glycol chain of intermediate length, terminating in a methanesulfonate (Ms) leaving group. The PEG segment provides a flexible, hydrophilic spacer that can reduce steric interference and improve the productive orientation of the two binding partners in a ternary complex. In PROTAC assembly, the Ms group serves as a reactive handle for nucleophilic substitution with suitably functionalized ligands (for example, amines or other nucleophiles), enabling covalent conjugation to one end of the PROTAC while the other end is functionalized to attach the second component. This design is particularly valuable in targeted protein degradation research, where linker length, flexibility, and attachment chemistry strongly influence formation of the E3 ligase–degrader ternary complex, degradation potency, and overall experimental tractability.

Benzyl-PEG7-Ms

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Category
PROTAC Linker
Molecular Formula
C22H38O10S
Molecular Weight
494.60
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-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl methanesulfonate
Synonyms
1-Phenyl-2,5,8,11,14,17,20-heptaoxadocosan-22-yl methanesulfonate; 2,5,8,11,14,17,20-Heptaoxadocosan-22-ol, 1-phenyl-, methanesulfonate
Boiling Point
591.0±50.0°C at 760 mmHg
Density
1.2±0.1 g/cm3
InChI Key
JZHQTKNPHOVOEO-UHFFFAOYSA-N
InChI
InChI=1S/C22H38O10S/c1-33(23,24)32-20-19-30-16-15-28-12-11-26-8-7-25-9-10-27-13-14-29-17-18-31-21-22-5-3-2-4-6-22/h2-6H,7-21H2,1H3
SMILES
CS(=O)(=O)OCCOCCOCCOCCOCCOCCOCCOCC1=CC=CC=C1

Benzyl-PEG7-Ms is a polyethylene glycol (PEG) based linker bearing a benzyl group and a mesylate (Ms) leaving group, designed for efficient conjugation in PROTAC assembly. Its PEG segment provides conformational flexibility and improved solubility, while the mesylate enables reliable formation of covalent linkages to appropriate nucleophiles. This product is particularly useful for constructing targeted protein degraders by enabling modular attachment of ligands under mild, controlled conditions; detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a benzyl substituent connected to a PEG chain terminating in a mesylate ester. It contains ether linkages characteristic of PEG, an aromatic benzyl ring, and a sulfonate ester functionality. These features confer flexibility, polarity, and compatibility with common organic synthesis workflows.

Reactivity: The mesylate group is well-suited for nucleophilic substitution, enabling attachment of PROTAC warheads or ligand handles bearing suitable nucleophiles such as amines or thiols. Typical approaches rely on mild base-mediated conditions to promote displacement of the mesylate, often using polar aprotic solvents and controlled temperature to limit side reactions. No special catalysts are generally required beyond standard inorganic bases used in substitution chemistry.

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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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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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