Boc-Aminooxy-PEG3-thiol
Boc-Aminooxy-PEG3-thiol is a heterobifunctional, PEG-based linker featuring a Boc-protected aminooxy group and a terminal thiol separated by a short, three-unit polyethylene glycol chain. The aminooxy handle enables formation of stable oxime linkages with aldehyde-bearing partners, while the thiol provides a convenient thiol-reactive site for conjugation to maleimide- or disulfide-containing moieties, or for attachment to cysteine-reactive chemistries. In PROTAC and targeted protein degradation workflows, this linker is used to rationally connect a warhead (e.g., ligand-derived aldehyde or aminooxy-compatible handle) to an E3 ligase–recruiting module through orthogonal, chemoselective reactions that preserve functional group compatibility. Its PEG spacer improves aqueous solubility and can help tune effective distance and flexibility between the two binding elements, which is critical for efficient ternary complex formation. This makes Boc-Aminooxy-PEG3-thiol a useful tool for constructing modular degradation probes and optimizing linker length and attachment chemistry in structure–activity studies.
Structure of 1895922-75-4
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* For research and manufacturing use only. Not for human or clinical use.
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Boc-Aminooxy-PEG3-thiol is a multifunctional PROTAC linker building block designed to enable orthogonal conjugation strategies for assembling targeted protein degraders. Its combination of an aminooxy handle, a protected thiol, and a PEG-based spacer supports efficient formation of stable linkages while maintaining conformational flexibility and aqueous compatibility. The following points describe the molecular structure and practical reactivity considerations for PROTAC synthesis in detail.
Structure: The molecule contains a Boc-protected aminooxy functionality and a thioether-reactive thiol site, connected through a short polyethylene glycol spacer. It features an alkoxyamine motif, carbamate protection, and flexible ether linkages that impart hydrophilicity and conformational adaptability. These characteristics facilitate linker installation without excessive rigidity.
Reactivity: PROTAC assembly commonly uses the thiol for thioether formation or for coupling to electrophilic warheads, while the aminooxy group is suited for oxime-type bond formation with carbonyl-containing partners under mildly acidic to neutral conditions. The Boc group is typically removed prior to aminooxy participation, using standard deprotection conditions compatible with PEG linkers. Solvents such as aqueous mixtures or polar organic media are generally used to balance solubility and reaction kinetics.
* 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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