THP-PEG16-alcohol

 Cat No.: BP-501804 4.5  

THP-PEG16-alcohol is a polyethylene glycol (PEG) based PROTAC linker featuring a terminal alcohol and a THP (tetrahydropyran) protected handle, providing a chemically versatile, solubilizing spacer for targeted protein degradation constructs. The PEG16 chain length offers a flexible hydrophilic bridge that can reduce steric interference between the ligand-binding warhead and the E3 ligase recruiter, while the terminal alcohol enables straightforward downstream functionalization (e.g., conversion to activated esters or coupling partners) to attach the linker to other PROTAC modules. In PROTAC design, such linkers are critical for tuning effective spatial orientation and maintaining sufficient residence time at the ternary complex interface, which can directly influence ubiquitination efficiency and degradation potency. As a modular spacer, THP-PEG16-alcohol is valuable for researchers optimizing conjugation strategies, improving aqueous solubility, and systematically varying linker length and attachment chemistry to map structure–activity relationships in targeted degradation studies.

THP-PEG16-alcohol

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Category
PROTAC Linker
Molecular Formula
C₃₇H₇₄O₁₈
Molecular Weight
806.97
Appearance
Liquid

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

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Appearance
Liquid
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(oxan-2-yloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol
Synonyms
THP-PEG16-OH
InChI Key
UMXNEPLCLVAPFH-UHFFFAOYSA-N
InChI
InChI=1S/C37H74O18/c38-4-6-39-7-8-40-9-10-41-11-12-42-13-14-43-15-16-44-17-18-45-19-20-46-21-22-47-23-24-48-25-26-49-27-28-50-29-30-51-31-32-52-33-34-53-35-36-55-37-3-1-2-5-54-37/h37-38H,1-36H2
SMILES
C1CCOC(C1)OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO

THP-PEG16-alcohol is a polyethylene glycol-based PROTAC linker designed to provide a flexible, hydrophilic spacer between a target-binding ligand and an E3 ligase-recruiting moiety. Its ether-rich PEG architecture supports favorable solubility and conformational adaptability, which can improve effective intramolecular positioning in targeted protein degradation workflows. The linker is intended for synthetic assembly of PROTACs, and the detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a tetrahydropyran (THP) protected alcohol functionality connected through an extended PEG chain, featuring repeating ether linkages. It contains an acetal-type THP group and multiple ether oxygen atoms, contributing to polarity, hydrogen-bonding capacity, and enhanced aqueous compatibility.

Reactivity: THP-protected alcohols are typically unmasked under mild, acid-mediated conditions to generate a free alcohol for subsequent coupling. For PROTAC construction, this alcohol can be converted into reactive intermediates (for example, activated esters or halides) or directly participate in ester/ether bond formation with complementary functional groups on ligands. Common approaches use standard organic coupling chemistries with appropriate bases and dry solvents, following established acetal deprotection and esterification principles.

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L

* 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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

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