THP-PEG4-alcohol

 CAS No.: 128660-97-9  Cat No.: BP-501553  Purity: ≥95% 4.5  

THP-PEG4-alcohol is a polyethylene glycol (PEG) linker bearing a terminal alcohol, designed to connect or functionalize PROTAC components through ether/alkoxy chemistry while providing a flexible, hydrophilic spacer. Structurally, it comprises a short PEG chain (four ethylene glycol units) that increases solubility and conformational freedom, helping the two binding modules of a PROTAC—typically a target-recruiting ligand and an E3 ligase ligand—reach productive orientations for ternary-complex formation. The terminal alcohol enables straightforward derivatization to generate reactive intermediates (for example, for ester or ether formation) that can be coupled to complementary functional groups on other PROTAC building blocks. In targeted protein degradation research, PEG linkers such as this one are widely used to tune linker length, reduce nonspecific hydrophobic interactions, and modulate degradation potency and selectivity by influencing effective intramolecular distance and binding kinetics.

THP-PEG4-alcohol

Structure of 128660-97-9

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Category
PROTAC Linker
Molecular Formula
C13H26O6
Molecular Weight
278.34
Related CAS
92417-25-9 (polymer) 301295-36-3 (polymer)
Appearance
Colorless Oily Liquid

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

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Purity
≥95%
Appearance
Colorless Oily Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-(oxan-2-yloxy)ethoxy]ethoxy]ethoxy]ethanol
Synonyms
OH-PEG4-THP; THP-PEG5; HO-PEG4-THP; 2-(2-{2-[2-(Tetrahydropyran-2-yloxy)-ethoxy]-ethoxy}-ethoxy)-ethanol; 2-(2-(2-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethoxy)ethan-1-ol; 2-[2-[2-[2-[(tetrahydro-2H-pyran-2-yl)oxy]ethoxy]ethoxy]-ethoxy]ethanol; Tetraethylene glycol mono-tetrahydropyran-2-yl ether; 2-[(11-Hydroxy-3,6,9-trioxaundecane-1-yl)oxy]tetrahydro-2H-pyran; Ethanol, 2-[2-[2-[2-[(tetrahydro-2H-pyran-2-yl)oxy]ethoxy]ethoxy]ethoxy]-; THP-PEG4-OH
Boiling Point
394.0±42.0 °C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
XUTYVMRXVARJFT-UHFFFAOYSA-N
InChI
InChI=1S/C13H26O6/c14-4-6-15-7-8-16-9-10-17-11-12-19-13-3-1-2-5-18-13/h13-14H,1-12H2
SMILES
C1CCOC(C1)OCCOCCOCCOCCO

THP-PEG4-alcohol is a polyethylene glycol-based linker reagent designed for constructing PROTACs and related targeted protein degradation conjugates. Its PEG segment promotes aqueous solubility and can help tune linker flexibility and effective distance between the ligand-binding warhead and the recruited E3 ligase binder. The THP (tetrahydropyranyl) protecting group enables controlled functional-group handling during synthesis, while the terminal alcohol provides a practical handle for further derivatization. Detailed structural and reactivity considerations are provided below.

Structure: The molecule combines a THP-protected alcohol with a short, ether-rich PEG chain, featuring multiple ether linkages and an acetal-protected hydroxyl functionality. This design yields a flexible, hydrophilic scaffold with ether oxygen atoms that support solvation and conformational adaptability.

Reactivity: The terminal alcohol can be converted into PROTAC-compatible coupling partners via standard alcohol-derivatization chemistry, such as activation to form esters or other electrophiles for subsequent amide/ester bond formation with complementary nucleophiles on ligands. The THP group is typically stable under mild conditions but can be removed under acidic conditions to regenerate the free alcohol for iterative coupling. Commonly used solvents include polar aprotic media, and catalysts/activators depend on the chosen activation strategy.

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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 ╳
g/mol
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