Thiol-PEG6-alcohol

 CAS No.: 194425-46-2  Cat No.: BP-501687  Purity: >95% 4.5  

Thiol-PEG6-alcohol is a heterobifunctional polyethylene glycol (PEG) linker featuring a terminal primary alcohol and a terminal thiol for controlled conjugation. The PEG segment provides a flexible, hydrophilic spacer that can reduce steric interference and improve solubility of PROTAC constructs, while the thiol enables site-specific attachment to electrophilic handles (e.g., maleimides, haloacetamides, or activated disulfide exchange partners) and the alcohol can serve as a functional group for further derivatization or coupling strategies. In PROTAC design, such PEG-based linkers are commonly used to tune the effective distance and relative orientation between the target-binding ligand and the E3-recruiting moiety, thereby facilitating productive ternary complex formation and downstream ubiquitination. This linker is valuable for researchers developing targeted protein degradation agents that require modular assembly, stable conjugation chemistry, and improved physicochemical properties during synthesis, purification, and biological testing.

Thiol-PEG6-alcohol

Structure of 194425-46-2

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Category
PROTAC Linker
Molecular Formula
C₁₂H₂₆O₆S
Molecular Weight
298.40
Appearance
Colorless Liquid

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

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Purity
>95%
Appearance
Colorless Liquid
Storage
Pure form, -20°C, 3 years; 4°C, 2 years; In solvent, -80°C, 6 months; -20°C, 1 month
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-(2-sulfanylethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethanol
Synonyms
HS-PEG6-OH
Boiling Point
403.6±45.0 °C at 760 mmHg
Density
1.105±0.1 g/cm3
InChI Key
RBHVCADZZSNWRE-UHFFFAOYSA-N
InChI
InChI=1S/C12H26O6S/c13-1-2-14-3-4-15-5-6-16-7-8-17-9-10-18-11-12-19/h13,19H,1-12H2
SMILES
C(COCCOCCOCCOCCOCCS)O

Thiols and PEG-based spacers are widely used in PROTAC linker design to improve solubility, conformational flexibility, and the efficiency of ternary complex formation. Thiol-PEG6-alcohol provides a functional handle for site-specific conjugation to protein-binding ligands and supports robust synthetic workflows for targeted protein degradation studies. The subsequent points describe the linker’s structure and practical reactivity considerations for PROTAC assembly in research settings.

Structure: Thiol-PEG6-alcohol is a polyethylene glycol (PEG) linker terminating in a primary alcohol and a thiol functionality. Its backbone is dominated by ether linkages, providing hydrophilicity and flexibility, while the terminal thiol enables chemoselective conjugation. The presence of both polar and reactive termini supports modular PROTAC synthesis.

Reactivity: The terminal thiol can participate in thiol–electrophile coupling strategies commonly used to connect PEG linkers to ligand scaffolds bearing suitable leaving groups (for example, activated halides, maleimides, or other Michael acceptors) under mild, nucleophile-compatible conditions. Typical approaches use inert atmosphere and thiol-stabilizing handling to limit oxidation, with polar aprotic or aqueous-organic solvents depending on the electrophile. Reaction progress is monitored by standard analytical methods to ensure chemoselectivity.

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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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