Tos-PEG3-O-C1-CH3COO

 CAS No.: 855120-17-1  Cat No.: BP-500682 4.5  

Tos-PEG3-O-C1-CH3COO is a PEG-based linker building block designed for constructing PROTACs and other targeted protein conjugates. Structurally, it comprises a tosyl-activated terminus linked to a short, three–ethylene glycol unit (PEG3) that provides aqueous solubility and conformational flexibility, terminating in an O-linked acylated group suitable for further functionalization or coupling. In PROTAC architectures, PEG linkers are widely used to tune the spatial separation and relative orientation between the ligand that recruits an E3 ubiquitin ligase and the ligand that binds the target protein, thereby improving productive ternary-complex formation and degradation efficiency. The tosyl-derived handle enables robust synthetic attachment to nucleophilic functional groups on other PROTAC components under standard organic coupling conditions. This reagent is valuable for researchers optimizing linker length and attachment chemistry to systematically evaluate structure–activity relationships in targeted protein degradation studies.

Tos-PEG3-O-C1-CH3COO

Structure of 855120-17-1

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Category
PROTAC Linker
Molecular Formula
C₁₆H₂₄O₈S
Molecular Weight
376.42

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

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IUPACName
methyl 2-[2-[2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethoxy]ethoxy]acetate
Synonyms
PROTAC Linker 6
InChI Key
RVOIKCJUZNECBA-UHFFFAOYSA-N
InChI
InChI=1S/C16H24O8S/c1-14-3-5-15(6-4-14)25(18,19)24-12-11-22-8-7-21-9-10-23-13-16(17)20-2/h3-6H,7-13H2,1-2H3
SMILES
CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOCCOCC(=O)OC

This Tos-PEG3-O-C1-CH3COO linker is designed to serve as a polyethylene glycol–based spacer bearing a tosyl-protected handle and an acetate functionality, enabling modular assembly of targeted protein degradation constructs. Its PEG character supports solubility and conformational flexibility, while the protected reactive group facilitates stepwise conjugation to ligands. The linker is broadly applicable in PROTAC synthesis to connect an E3-recruiting moiety to a target-binding ligand with controlled geometry;

Structure: The linker contains a PEG chain that provides a hydrophilic, flexible scaffold, coupled to an aryl sulfonate (tosyl) protecting group and an ester (acetate) motif. Ether and ester linkages dominate the connectivity, with heteroatoms that can engage in hydrogen bonding and influence polarity.

Reactivity: For PROTAC assembly, the tosyl-protected site is typically used as a leaving group precursor in nucleophilic substitution or related functional-group interconversions, while the ester can be carried through as a stable handle under mild conditions or selectively transformed when needed. Common strategies employ base-mediated coupling steps, appropriate anhydrous organic solvents, and ligand-compatible protecting-group chemistries to preserve sensitive binding motifs.

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