Ms-PEG6-THP

 CAS No.: 42607-89-6  Cat No.: BP-500946 4.5  

Ms-PEG6-THP is a heterobifunctional, methanesulfonate (Ms)–activated polyethylene glycol linker bearing a terminal tetrahydropyran (THP) group, providing a flexible, water-compatible chain of intermediate length suitable for PROTAC assembly. The Ms leaving group enables efficient nucleophilic substitution with thiols or amines on partner ligands, forming a stable thioether or amide linkage that conjugates the linker to one binding module. The PEG segment increases solubility and reduces steric constraints, while the THP terminus serves as a protected functional handle that can be selectively unmasked or further functionalized to connect the second PROTAC component. In targeted protein degradation workflows, this linker architecture helps position two ligands at an appropriate distance and orientation to promote ternary complex formation and subsequent ubiquitination-driven degradation. Researchers value Ms-PEG6-THP for modular synthesis, improved aqueous handling, and compatibility with diverse ligand chemistries during PROTAC optimization.

Ms-PEG6-THP

Structure of 42607-89-6

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PROTAC Linker
Molecular Formula
C₁₈H₃₆O₁₀S
Molecular Weight
444.54

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

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IUPACName
2-[2-[2-[2-[2-[2-(oxan-2-yloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl methanesulfonate
InChI Key
PCSQWQKEAAOPKF-UHFFFAOYSA-N
InChI
InChI=1S/C18H36O10S/c1-29(19,20)28-17-15-25-13-11-23-9-7-21-6-8-22-10-12-24-14-16-27-18-4-2-3-5-26-18/h18H,2-17H2,1H3
SMILES
CS(=O)(=O)OCCOCCOCCOCCOCCOCCOC1CCCCO1

This differentially protected oligoether linker precursor combines a mesylate electrophile with a masked alcohol. It supports nucleophilic installation of a ligand-facing group followed by selective alcohol unveiling, offering a flexible route to unsymmetrical PROTAC linker construction. Detailed characteristics are provided below.

Structure: A linear oligoether chain is capped by a methanesulfonate and a tetrahydropyranyl-protected alcohol. The structure contains flexible ether bonds, a sulfonate ester with an effective leaving group, and an acid-labile cyclic acetal that masks the opposing hydroxyl terminus.

Reactivity: The mesylate undergoes bimolecular nucleophilic substitution with amines, thiolates, phenoxides, or azide in a polar aprotic solvent such as dimethylformamide or acetonitrile, using a suitable base when nucleophile generation is required. Mild aqueous acid removes the tetrahydropyranyl group to reveal an alcohol, which can then be converted into an ester, carbonate, carbamate, or another activated linker handle.

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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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