Azido-PEG9-S-methyl ethanethioate
CAS No.: 2148986-33-6
Cat No.: BP-501434
4.5 
Azido-PEG9-S-methyl ethanethioate is a heterobifunctional polyethylene glycol linker featuring an azide handle and a thioester masked as an S-methyl ethanethioate group. The PEG segment provides aqueous solubility and molecular spacing, while the terminal azide enables bioorthogonal conjugation strategies commonly used in PROTAC workflows, such as copper-free click reactions to attach the linker to an appropriate ligand or payload-bearing partner. The thioacetate serves as a masked thiol and is typically deacetylated before thiol-selective conjugation, facilitating modular construction of degradation constructs with defined attachment chemistry. In targeted protein degradation research, such linkers help tune effective intramolecular geometry and reduce steric interference between the recruiting ligand and the E3 ligase-binding element, supporting reliable synthesis of PROTACs and related conjugates for mechanistic studies.
Structure of 2148986-33-6
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Azido-PEG9-S-methyl ethanethioate is a PEG-based linker with a masked thiol designed for modular PROTAC assembly, enabling efficient conjugation of protein-binding ligands to a linker scaffold while preserving solubility and conformational flexibility. Its azide handle supports bioorthogonal “click” coupling, and the S-acetyl thioester serves as a protected thiol that can be unmasked for controlled linkage formation. The points below describe its structure and the reactivity considerations relevant to PROTAC construction in detail.
Structure: The molecule combines a poly(ethylene glycol) chain with an azide-bearing terminus and an S-acetyl thioester group. It contains ether linkages within the PEG segment, a terminal azide for cycloaddition chemistry, and an S-acetyl thioester that masks a thiol. Overall, it is expected to be polar and water-compatible.
Reactivity: The azide group is suitable for copper-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkyne cycloaddition, depending on the partner ligand and desired bioconjugation conditions. The S-acetyl group is typically removed by deacetylation to reveal a free thiol, which can then be used in thiol-selective conjugation for stepwise PROTAC synthesis. Reaction conditions should be selected to minimize thiol oxidation after deacetylation and to preserve compatibility with the chosen click or thiol-selective coupling step.
* 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
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