m-PEG2-Ms

 CAS No.: 60696-83-5  Cat No.: BP-500546 4.5  

m-PEG2-Ms is a methanesulfonate-terminated, meta-substituted short PEG linker designed for PROTAC and targeted protein degradation workflows. Structurally, it comprises a low–molecular-weight polyethylene glycol segment (two ethylene glycol units) that provides aqueous solubility and conformational flexibility, capped with a mesylate leaving group enabling efficient nucleophilic substitution. In PROTAC construction, this reactive handle can be used to conjugate the PEG chain to nucleophilic functional groups on either the targeting ligand (e.g., amines or alcohols) or the recruiter moiety, thereby creating a stable linker region that spatially tunes the relative positioning of the two binding domains. The short PEG length and flexible ether backbone help mitigate steric constraints and can improve overall degradation performance by optimizing ternary complex formation. This linker is therefore valuable for rapid synthesis and systematic structure–activity studies in targeted protein degradation research.

m-PEG2-Ms

Structure of 60696-83-5

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PROTAC Linker
Molecular Formula
C₆H₁₄O₅S
Molecular Weight
198.24

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

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IUPACName
2-(2-methoxyethoxy)ethyl methanesulfonate
InChI Key
FCHYIMQJCGYDPR-UHFFFAOYSA-N
InChI
InChI=1S/C6H14O5S/c1-9-3-4-10-5-6-11-12(2,7)8/h3-6H2,1-2H3
SMILES
COCCOCCOS(=O)(=O)C

m-PEG2-Ms is a PEG-based methanesulfonate (mesylate) linker designed for efficient installation of a PEG spacer in targeted protein degradation (PROTAC) constructs. Its activated mesylate functionality enables controlled coupling to nucleophiles, supporting the modular assembly of bifunctional degraders. The flexible ether-rich scaffold can help tune solubility and linker length while preserving productive geometry for ternary complex formation. Detailed structural and reactivity considerations are provided below.

Structure: m-PEG2-Ms contains an ether-rich polyethylene glycol segment terminated by a mesylate leaving group. The molecule features C–O ether linkages, an O–S(=O)–CH3 sulfonate ester, and a sulfonyl-activated oxygen substituent. These features confer good polarity and typical sulfonate-ester reactivity.

Reactivity: The mesylate group is suitable for nucleophilic substitution to form new C–O or C–N linkages during PROTAC synthesis. Coupling is commonly performed under base-mediated conditions using nucleophiles such as amines or alcohols, often in polar aprotic solvents. Mechanistically, the reaction proceeds via mesylate activation to enable displacement of the mesylate leaving group, facilitating straightforward linker functionalization.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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