THP-PEG9-alcohol

 CAS No.: 669556-83-6  Cat No.: BP-500782  Purity: >95% 4.5  

THP-PEG9-alcohol is a polyethylene glycol (PEG)–based linker reagent featuring a terminal alcohol functionality and a THP (tetrahydropyran) protecting group on the PEG chain. Structurally, it provides a flexible, hydrophilic spacer of extended length that can be used to tune the spatial relationship between a ligand-binding warhead and an E3-recruiting module in PROTAC constructs. In targeted protein degradation design, PEG linkers help reduce steric clashes, improve effective reach toward the recruited complex, and can modulate solubility and cell-compatible handling of the assembled conjugate. The terminal alcohol enables downstream functionalization (for example, conversion to activated derivatives or coupling handles) to connect the linker to other PROTAC components while preserving the protective group strategy during synthesis. This reagent is valuable for researchers optimizing linker length and attachment chemistry to achieve robust ternary-complex formation and reproducible degradation performance in experimental PROTAC studies.

THP-PEG9-alcohol

Structure of 669556-83-6

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Category
PROTAC Linker
Molecular Formula
C23H46O11
Molecular Weight
498.61
Related CAS
92417-25-9 (polymer) 301295-36-3 (polymer)
Appearance
Transparent Liquid

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

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Purity
>95%
Solubility
Soluble in DMSO
Appearance
Transparent Liquid
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-[2-[2-[2-[2-(oxan-2-yloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol
Synonyms
OH-PEG9-THP; HO-PEG9-THP; THP-PEG9-OH; 26-(Tetrahydro-2H-pyran-2-yloxy)-3,6,9,12,15,18,21,24-octaoxahexacosan-1-ol; 3,6,9,12,15,18,21,24-Octaoxahexacosan-1-ol, 26-[(tetrahydro-2H-pyran-2-yl)oxy]-
Boiling Point
569.2±50.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
FCZORFNNCSEJMU-UHFFFAOYSA-N
InChI
InChI=1S/C23H46O11/c24-4-6-25-7-8-26-9-10-27-11-12-28-13-14-29-15-16-30-17-18-31-19-20-32-21-22-34-23-3-1-2-5-33-23/h23-24H,1-22H2
SMILES
C1CCOC(C1)OCCOCCOCCOCCOCCOCCOCCOCCOCCO

THP-PEG9-alcohol is a polyethylene glycol-based linker alcohol designed for assembling PROTACs, enabling efficient spatial separation and conformational flexibility between a ligand and an E3-recruiting or target-binding module. Its ether-rich PEG scaffold supports water compatibility and can help tune linker length and hydrophilicity to improve productive ternary complex formation. The details below describe the structural features and practical considerations for using this linker in PROTAC synthesis.

Structure: THP-PEG9-alcohol contains a tetrahydropyran (THP) protecting group attached to a PEG chain terminated by a primary alcohol. The linker is dominated by ether linkages along the PEG backbone, providing conformational flexibility and high polarity. The THP moiety offers acid-labile protection for the terminal hydroxyl.

Reactivity: The terminal alcohol enables standard PROTAC coupling strategies such as esterification or ether formation with activated carboxylic acid derivatives or electrophilic leaving groups. The THP group can be selectively removed under mild acid conditions to regenerate the alcohol for subsequent conjugation steps. Typical workflows use compatible coupling reagents and polar aprotic solvents, with reaction monitoring by standard chromatographic or spectroscopic methods to ensure complete functional group interconversion.

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