Thiol-PEG2-acid

 CAS No.: 1379649-73-6  Cat No.: BP-501228 4.5  

Thiol-PEG2-acid is a short, bifunctional polyethylene glycol (PEG) linker bearing a terminal thiol and a terminal carboxylic acid. Structurally, it provides a flexible, hydrophilic spacer of two ethylene glycol units that can reduce steric constraints between a PROTAC ligand and a conjugated partner while maintaining aqueous compatibility. In targeted protein degradation constructs, the thiol handle is commonly used for thiol–maleimide or thiol–activated ester coupling to install the linker onto electrophilic functional groups on one PROTAC module, whereas the carboxylic acid can serve as a reactive site for amide bond formation or as a handle for further derivatization. This combination enables modular assembly of degradation scaffolds, facilitating systematic tuning of linker length and attachment chemistry to optimize ternary complex formation and degradation efficiency. As a practical building block, it supports reproducible synthesis of PROTACs and related conjugates for mechanistic studies of ubiquitin–proteasome pathway engagement.

Thiol-PEG2-acid

Structure of 1379649-73-6

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PROTAC Linker
Molecular Formula
C₇H₁₄O₄S
Molecular Weight
194.25

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

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IUPACName
3-[2-(2-sulfanylethoxy)ethoxy]propanoic acid
InChI Key
LVZZPXCJOJFHTI-UHFFFAOYSA-N
InChI
InChI=1S/C7H14O4S/c8-7(9)1-2-10-3-4-11-5-6-12/h12H,1-6H2,(H,8,9)
SMILES
C(COCCOCCS)C(=O)O

ThiolsPEG2-acid is a PEG-based, carboxylic-acid-containing linker designed to support targeted protein degradation workflows in PROTAC construction. Its hydrophilic PEG spacer and terminal acid functionality promote productive conjugation strategies and can help tune linker solubility and effective presentation of binding motifs. The molecule is described in detail below, including its structural features and practical reactivity considerations for assembling PROTACs.

Structure: Thiol-PEG2-acid is a short polyethylene glycol linker bearing a terminal thiol and a carboxylic acid. It contains ether linkages characteristic of PEG, with a thio-functional group suitable for controlled coupling and an acidic group that can be used for salt formation or activation.

Reactivity: The thiol group is typically employed for nucleophilic coupling to electrophiles (for example, activated esters, maleimides, or other thiol-reactive handles), while the carboxylic acid can be converted to reactive intermediates such as activated esters using standard coupling chemistries. Reactions are commonly performed under inert or carefully controlled atmospheres to minimize thiol oxidation, using polar aprotic solvents and appropriate pH buffering to maintain coupling efficiency.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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