THP-PEG10-THP
CAS No.: 42749-29-1
Cat No.: BP-501527
4.5 
THP-PEG10-THP is a bifunctional polyethylene glycol (PEG) linker bearing two tetrahydropyran (THP) termini, providing a flexible, hydrophilic chain for PROTAC construction. Structurally, it consists of a PEG spacer of intermediate length terminated with THP groups, enabling controlled presentation of conjugation handles while reducing steric congestion between the two recruited protein-binding modules. In targeted protein degradation designs, such PEG linkers are widely used to tune the effective distance and relative orientation between the “warhead” (e.g., ligand for a target protein) and the E3 ligase recruiter, thereby improving formation and stability of the ternary complex and supporting efficient ubiquitination. This linker’s flexible solvation environment can also enhance aqueous compatibility and mitigate unfavorable intramolecular interactions. As a research-grade intermediate, THP-PEG10-THP is valuable for systematic optimization of linker length, flexibility, and attachment geometry in PROTAC and related targeted degradation studies.
Structure of 42749-29-1
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THP-PEG10-THP is a polyethylene glycol-based bifunctional linker designed for assembling PROTACs that bridge a target protein ligand and an E3 ligase ligand. Its ether-rich, flexible scaffold can promote productive spatial alignment and improve the conformational tolerance of the conjugate, supporting efficient formation of the ternary complex. The structure and reactivity characteristics relevant to PROTAC synthesis are described in detail below.
Structure: THP-PEG10-THP comprises two tetrahydropyran (THP) protected termini connected through a PEG segment. The linker contains ether linkages within the PEG chain and acetal-protected alcohol functionalities at the THP ends, providing a balance of flexibility, polarity, and chemical stability during synthesis.
Reactivity: THP groups are typically stable under mild conditions but can be removed under controlled acidic conditions to unmask alcohols for subsequent coupling. PROTAC assembly commonly uses alcohol-derived functional handles for esterification or ether formation with activated carboxylic acids or suitable electrophiles, often employing coupling reagents and polar aprotic solvents. Mechanistically, deprotection generates reactive hydroxyl groups without disrupting the PEG backbone, enabling stepwise conjugation.
* 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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