Boc-aminooxy-PEG5-propargyl
CAS No.: 2086688-98-2
Cat No.: BP-501642
Purity: 98%
4.5 
Boc-aminooxy-PEG5-propargyl is a heterobifunctional PEG-based linker designed for PROTAC and targeted protein degradation workflows, featuring an N-Boc-protected aminooxy group at one terminus and a propargyl (alkyne) handle at the other. The PEG5 chain provides a flexible, hydrophilic spacer that can reduce steric interference and improve productive engagement between the ligand-binding warhead and the E3-recruiting or conjugation partner. The aminooxy functionality enables chemoselective oxime/oxime-ether formation with carbonyl-containing handles, while the terminal alkyne supports copper-catalyzed azide–alkyne cycloaddition or related click-type conjugation strategies for modular assembly. In PROTAC design, this linker can be used to tune linker length and polarity, facilitating formation of a stable ternary complex and enabling systematic structure–activity relationship studies. Its orthogonal reactive groups make it particularly valuable for constructing degraders with controlled attachment sites and reproducible synthetic routes.
Structure of 2086688-98-2
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Boc-aminooxy-PEG5-propargyl is a PEG-based bifunctional linker designed for assembling PROTACs through orthogonal chemistries. Its aminooxy handle enables stable oxime formation with aldehyde-bearing ligands, while the propargyl group supports copper-catalyzed azide–alkyne cycloaddition or related alkyne coupling strategies. This combination offers modular synthesis, improved solubility, and controlled linker presentation for targeted protein degradation workflows; detailed structural and reactivity considerations follow below.
Structure: The linker contains a Boc-protected aminooxy functionality and a terminal propargyl alkyne connected through an ether-rich polyethylene glycol segment. It features carbamate and ether linkages, providing conformational flexibility, polarity, and enhanced aqueous compatibility. The propargyl moiety offers a reactive carbon–carbon triple bond for click-type conjugation.
Reactivity: PROTAC construction typically uses two-step, orthogonal coupling: deprotection of the Boc group under standard acid conditions to reveal the aminooxy, followed by oxime ligation with an aldehyde-functional ligand to form a stable C=N bond. The propargyl handle can then undergo copper-catalyzed azide–alkyne cycloaddition with azide-bearing partners, using appropriate Cu(I) generation and inert, oxygen-controlled solvents to minimize side reactions.
* 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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