MS-PEG10-THP

 CAS No.: 42607-91-0  Cat No.: BP-500233 4.5  

MS-PEG10-THP is a protected, heterobifunctional PEG linker. Structurally, it contains a PEG10 chain bearing a methanesulfonate, or mesylate, group at one terminus and a tetrahydropyranyl-protected hydroxyl group at the other. The mesylate undergoes nucleophilic substitution with suitable amines, thiols, alkoxides, or azide, while mild acidic removal of the THP group reveals an alcohol for activation, etherification, esterification, or conversion into another handle. In PROTAC and related targeted protein degradation research, the differentiated electrophilic and protected-alcohol termini support controlled, sequential linker installation. Its defined architecture allows researchers to evaluate how linker polarity, flexibility, attachment sequence, and terminal-group selection influence conjugate preparation and the spatial requirements of productive target–E3 ligase engagement. Clear assignment of the protected and reactive groups also supports reproducible reaction planning and systematic comparison of alternative linker designs in research-focused targeted protein degradation workflows.

MS-PEG10-THP

Structure of 42607-91-0

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PROTAC Linker
Molecular Formula
C₂₆H₅₂O₁₄S
Molecular Weight
620.75

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

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IUPACName
2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(oxan-2-yloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl methanesulfonate
InChI Key
FUFTZNGTGRXMAO-UHFFFAOYSA-N
InChI
InChI=1S/C26H52O14S/c1-41(27,28)40-25-23-37-21-19-35-17-15-33-13-11-31-9-7-29-6-8-30-10-12-32-14-16-34-18-20-36-22-24-39-26-4-2-3-5-38-26/h26H,2-25H2,1H3
SMILES
CS(=O)(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOC1CCCCO1

MS-PEG10-THP is a polyethylene glycol-based linker designed for constructing PROTACs that require controlled spatial separation and favorable solubility between a target-binding ligand and an E3 ligase-recruiting moiety. Its PEG architecture supports flexible linker conformations and can help mitigate steric constraints that otherwise reduce ternary complex formation. The thiol-reactive THP functionality enables practical conjugation strategies, and the resulting constructs are commonly evaluated in targeted protein degradation workflows. Detailed structural and reactivity considerations are provided below.

Structure: The linker comprises an extended PEG chain that offers hydrophilic character and conformational flexibility, coupled to a THP-derived thiol-protecting/reactive handle. It contains ether linkages characteristic of PEG segments and a functional group designed for controlled thiol chemistry during PROTAC assembly.

Reactivity: THP-based handles are typically used to enable thiol-directed conjugation under conditions that preserve the PEG segment while promoting selective functional group transformation. PROTAC synthesis commonly employs nucleophilic substitution or thiol-chemistry-compatible coupling steps, with mild bases or reducing/activating conditions depending on the protecting group behavior. Solvent systems that dissolve both ligands and the PEG linker are selected to maintain reaction homogeneity and minimize side reactions.

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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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