m-PEG4-sulfonic acid

 CAS No.: 787524-78-1  Cat No.: BP-500462  Purity: ≥95% 4.5  

m-PEG4-sulfonic acid is a methoxy-terminated polyethylene glycol (PEG) linker bearing a sulfonic acid group, providing a flexible, water-solubilizing chain of four ethylene glycol units with a terminal acidic functionality. In PROTAC and targeted protein degradation designs, this type of PEG linker is commonly used to tune the spatial separation and relative orientation between the ligand that recruits the E3 ligase and the ligand that binds the target protein. The PEG segment reduces steric constraints, improves aqueous compatibility during synthesis and assay handling, and can help maintain productive ternary-complex formation by allowing the conjugated warheads to sample conformations. The sulfonic acid offers a reliable handle for salt formation and can influence local charge and solubility, which is important for maintaining consistent dosing and minimizing aggregation in biochemical and cell-based experiments. Overall, m-PEG4-sulfonic acid is a practical, modular component for generating PROTACs with improved physicochemical properties while preserving the ability to optimize linker length and geometry.

m-PEG4-sulfonic acid

Structure of 787524-78-1

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Category
PROTAC Linker
Molecular Formula
C9H20O7S
Molecular Weight
272.32
Appearance
Pale Yellow Oily Matter

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

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Purity
≥95%
Solubility
Soluble in DMSO
Appearance
Pale Yellow Oily Matter
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-methoxyethoxy)ethoxy]ethoxy]ethanesulfonic acid
Synonyms
2,5,8,11-tetraoxatridecane-13-sulfonic acid; 3,6,9,12-Tetraoxatridecane-1-sulfonic acid
Density
1.2±0.1 g/cm3
InChI Key
JOLNKYKZGYOWSY-UHFFFAOYSA-N
InChI
InChI=1S/C9H20O7S/c1-13-2-3-14-4-5-15-6-7-16-8-9-17(10,11)12/h2-9H2,1H3,(H,10,11,12)
SMILES
COCCOCCOCCOCCS(=O)(=O)O

m-PEG4-sulfonic acid is a polyethylene glycol (PEG)-based PROTAC linker building block designed to provide hydrophilicity, conformational flexibility, and improved aqueous handling during targeted protein degradation workflows. Its sulfonic acid functionality enables reliable attachment strategies to capture and spatially position binding motifs while maintaining linker solubility. The subsequent points describe the key structural features and practical reactivity considerations relevant to PROTAC assembly and downstream conjugation.

Structure: The linker comprises an m-PEG chain terminating in a sulfonic acid group, featuring ether linkages along the PEG backbone and a strongly acidic sulfonate functionality. Its polar, hydrogen-bonding–capable segments promote water solubility and facilitate formation of stable conjugates under aqueous-compatible conditions.

Reactivity: The sulfonic acid group can be used to generate activated derivatives (for example, sulfonate esters or coupling-ready intermediates) for subsequent bond formation with nucleophilic handles on PROTAC fragments. Typical conjugation approaches rely on acid–base activation or standard sulfonylation/coupling chemistries, often using polar aprotic solvents and controlled pH to preserve PEG integrity and minimize side reactions. Selection of coupling reagents should be guided by the functional groups present on the partner ligands.

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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

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