N-(t-Boc-Aminooxy-PEG2)-N-bis(PEG3-propargyl)
N-(t-Boc-Aminooxy-PEG2)-N-bis(PEG3-propargyl) is a heterobifunctional polyethylene glycol–based PROTAC linker that combines an aminooxy handle with two terminal propargyl (alkyne) groups. The structure features a short PEG2 spacer bearing an N-protected aminooxy functionality and two PEG3 arms terminating in propargyl moieties, enabling orthogonal conjugation chemistry. In PROTAC construction, the aminooxy group can be used to form stable oxime linkages with aldehyde- or ketone-containing targeting ligands, while the terminal alkynes support copper-catalyzed azide–alkyne cycloaddition (CuAAC) (click) to attach complementary components such as E3 ligase ligands or payload modules. This dual-reactive design facilitates modular assembly, improves aqueous solubility, and helps tune effective linker length and flexibility, which are key determinants of ternary complex formation and targeted protein degradation efficiency.
Structure of 2112737-60-5
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This PROTAC linker reagent, N-(t-Boc-Aminooxy-PEG2)-N-bis(PEG3-propargyl), is designed to connect target-binding ligands through a PEG-based, flexible architecture that supports efficient ternary complex formation. Its orthogonally addressable functional groups enable sequential conjugation workflows, improving synthetic control and reproducibility. The Boc-protected aminooxy moiety and propargyl termini facilitate robust attachment strategies commonly used in targeted protein degradation (PROTAC) assembly, and the PEG segments can enhance solubility and reduce nonspecific interactions. Detailed structural and reactivity considerations are provided below.
Structure: The molecule comprises a central aminooxy functionality protected as a Boc carbamate, flanked by PEG spacers and two propargyl (alkyne) substituents. It contains ether linkages characteristic of PEG chains, carbamate and aminooxy-derived linkages, and terminal carbon–carbon triple bonds suitable for click-type coupling.
Reactivity: Suitable PROTAC assembly typically uses orthogonal chemistries: deprotection of the Boc group under standard acid conditions to reveal the aminooxy nucleophile, followed by coupling to aldehyde-bearing ligands via oxime formation. The terminal alkynes enable copper-catalyzed azide–alkyne cycloaddition for installing azide-functional partners, or related alkyne-compatible conjugation routes. Reactions are commonly run in polar aprotic solvents with controlled stoichiometry and inert atmosphere when copper catalysts are employed.
* 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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