Benzyl-PEG1-Ms

 CAS No.: 58841-52-4  Cat No.: BP-500503  Purity: ≥95% 4.5  

Benzyl-PEG1-Ms is a PEG-based linker bearing a benzyl group and a methanesulfonate (Ms) leaving group, providing a short, flexible connection suitable for PROTAC assembly. Structurally, it combines a hydrophilic polyethylene glycol segment with an activated mesylate handle that can undergo nucleophilic substitution to form stable ether or related conjugates with nucleophile-bearing ligands (for example, alcohol or amine functionalities) used as the “warhead” and “recruiter” components. In PROTAC design, this linker facilitates controlled spatial separation and conformational flexibility between the two binding moieties, which can improve productive ternary-complex formation and thereby enhance targeted protein degradation efficiency. Its compact PEG length and benzyl end group make it particularly useful when minimal linker extension is desired while still enabling efficient coupling chemistry. Overall, Benzyl-PEG1-Ms is a practical building block for constructing well-defined PROTACs for mechanistic studies, linker optimization, and structure–activity relationship investigations in targeted degradation research.

Benzyl-PEG1-Ms

Structure of 58841-52-4

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PROTAC Linker
Molecular Formula
C10H14O4S
Molecular Weight
230.28

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

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Purity
≥95%
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-phenylmethoxyethyl methanesulfonate
Synonyms
2-(Benzyloxy)ethyl methanesulfonate; 2-Benzyloxyethyl mesylate; Methanesulfonic acid 2-(benzyloxy)ethyl ester; Ethanol, 2-(phenylmethoxy)-, 1-methanesulfonate
Boiling Point
375.4±25.0°C at 760 mmHg
Density
1.218±0.1 g/cm3
InChI Key
WRCFQQXCKZAOPC-UHFFFAOYSA-N
InChI
InChI=1S/C10H14O4S/c1-15(11,12)14-8-7-13-9-10-5-3-2-4-6-10/h2-6H,7-9H2,1H3
SMILES
CS(=O)(=O)OCCOCC1=CC=CC=C1

Benzyl-PEG1-Ms is a PEG-based methanesulfonate linker building block designed to support efficient PROTAC assembly through controlled attachment chemistry. Its ether-containing spacer and activated mesylate leaving group enable coupling to nucleophilic partners under standard organic synthesis conditions, facilitating modular construction of targeted protein degraders. The linker’s balance of flexibility and reactivity can help streamline synthesis workflows and improve the reproducibility of linker installation. Detailed structural and reactivity guidance is provided below.

Structure: The molecule comprises a benzyl group connected through a short polyethylene glycol segment to a methanesulfonate ester. It contains ether linkages and an activated sulfonate leaving group, with a polar PEG environment that supports solubility and conformational flexibility relevant to PROTAC linker design.

Reactivity: The methanesulfonate functionality is well suited for nucleophilic substitution reactions, where the mesylate group is displaced by amines, thiols, or other nucleophiles to form stable C–N, C–S, or related bonds. Typical coupling is performed under anhydrous, inert conditions using base-activated nucleophiles in polar aprotic solvents; reaction temperatures are chosen to balance conversion 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

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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Historical Records: Pomalidomide-PEG1-azide | VH 032-linker 6 | cIAP1 Ligand-Linker Conjugates 15 | Thalidomide-O-amido-C8-NH2 (TFA) | Thalidomide-O-C4-NH2 hydrochloride | Thalidomide-O-amido-C6-NH2 (TFA) | (S,R,S)-AHPC-C10-NH2 dihydrochloride | 3,6-Dioxaoctanedioic acid | Benzyl-PEG1-Ms | A-1210477 | Mivebresib

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