Boc-aminooxy-PEG4-propargyl
Boc-aminooxy-PEG4-propargyl is a bifunctional, PEG-based PROTAC linker featuring a Boc-protected aminooxy group at one terminus and a terminal propargyl (alkyne) handle at the other. The PEG4 chain provides a flexible, hydrophilic spacer that helps reduce steric interference and can improve the effective reach between a warhead and an E3-ligase ligand in assembled degraders. In PROTAC design, the aminooxy functionality enables oxime- or related oxime-chemistry conjugation strategies after deprotection, allowing controlled attachment to carbonyl-bearing partners, while the propargyl alkyne supports copper-catalyzed azide–alkyne cycloaddition (CuAAC) for modular assembly. This combination makes the reagent useful for constructing well-defined, modular targeted degradation constructs, facilitating rapid synthesis and optimization of linker length and attachment geometry. Its protected group format supports stepwise synthesis workflows and reproducible coupling conditions for experimental studies.
Structure of 1895922-77-6
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Boc-aminooxy-PEG4-propargyl is a PEG-based bifunctional PROTAC linker designed to connect an aminooxy handle with a propargyl (alkyne) functional group, enabling modular assembly of targeted protein degraders. Its ether-rich PEG segment supports solubility and flexible spacing between warhead and E3-ligase ligands, while the protected aminooxy functionality provides controlled reactivity during synthesis. The following sections describe its structure and practical reactivity considerations for PROTAC construction.
Structure: The linker contains a Boc-protected aminooxy group attached to an ether-rich PEG chain terminating in a propargyl alkyne. It features an aminooxy linkage, multiple ether oxygen atoms, and a terminal carbon–carbon triple bond, providing conformational flexibility and favorable polarity for aqueous-compatible PROTAC synthesis.
Reactivity: PROTAC assembly can leverage the aminooxy group for oxime-formation chemistry with carbonyl-containing partners, typically under mild, buffered conditions that promote nucleophilic condensation. After deprotection of the Boc group, the resulting aminooxy functionality can be introduced selectively. The terminal alkyne enables orthogonal coupling strategies such as copper-catalyzed azide–alkyne cycloaddition or related alkyne click reactions, using standard catalysts and compatible solvents to preserve sensitive ligands.
* 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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