m-PEG3-S-PEG2-OH

 CAS No.: 2173095-09-3  Cat No.: BP-500797 4.5  

m-PEG3-S-PEG2-OH is a heterobifunctional polyethylene glycol linker featuring a thioether (S) connection between two PEG segments and a terminal hydroxyl group for further conjugation. Structurally, it provides a flexible, hydrophilic spacer that can modulate effective molarity and reduce steric interference between the two PROTAC-relevant binding elements. In PROTAC design, such PEG-based linkers are commonly used to tune the spatial relationship between the ligand warhead and the recruited E3 ligase moiety, thereby improving productive ternary complex formation while maintaining solubility in aqueous assay conditions. The thioether linkage offers a stable thioether connection for assembling conjugates, and the hydroxyl terminus enables straightforward coupling to complementary activated groups on targeting ligands or handles for subsequent synthetic steps. This linker is valuable for researchers seeking to systematically vary linker geometry and polarity to optimize targeted protein degradation performance in vitro.

m-PEG3-S-PEG2-OH

Structure of 2173095-09-3

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PROTAC Linker
Molecular Formula
C₁₃H₂₈O₆S
Molecular Weight
312.42

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

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IUPACName
2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethylsulfanyl]ethoxy]ethoxy]ethanol
InChI Key
OQJIYONNKPBBOR-UHFFFAOYSA-N
InChI
InChI=1S/C13H28O6S/c1-15-4-5-17-7-9-19-11-13-20-12-10-18-8-6-16-3-2-14/h14H,2-13H2,1H3
SMILES
COCCOCCOCCSCCOCCOCCO

m-PEG3-S-PEG2-OH, is a polyethylene glycol-based, sulfur-containing tether designed to connect ligands while providing conformational flexibility and improved solubility. Its PEG segments can help modulate linker length, reduce nonspecific interactions, and support efficient formation of heterobifunctional degraders. The sulfur linkage enables robust synthetic connectivity to complementary warheads, and the terminal hydroxyl group provides a practical handle for downstream conjugation. Detailed structure and reactivity considerations are provided below.

Structure: The linker comprises two polyethylene glycol segments connected through a thioether (sulfur-containing) linkage, terminating in a free hydroxyl group. Its ether-rich PEG backbone offers high polarity, hydrogen-bonding capacity, and flexible conformations, while the thioether provides a stable covalent connection suitable for linker assembly.

Reactivity: The terminal hydroxyl group can be functionalized via standard hydroxyl-activation chemistries used in PROTAC linker synthesis, enabling formation of ether or ester linkages to ligand-bearing electrophiles. Thioether-containing PEG linkers are typically carried through conditions that preserve sulfur stability, using mild bases and coupling-compatible solvents. Common approaches include converting the hydroxyl to an activated intermediate (e.g., carbonate or leaving-group derivatives) followed by nucleophilic substitution or coupling with complementary functional groups under inert or moisture-controlled conditions.

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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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