t-Boc-Aminooxy-PEG2-azide
CAS No.: 252378-68-0
Cat No.: BP-501293
Purity: ≥95%
4.5 
t-Boc-Aminooxy-PEG2-azide is a bifunctional PEG-based linker designed for PROTAC and targeted protein degradation workflows, combining an azide handle for bioorthogonal conjugation with an aminooxy group for oxime/oxime-ether formation. Structurally, it features a short, two–ethylene glycol unit chain that provides aqueous solubility and conformational flexibility, while the t-Boc-protected aminooxy functionality enables controlled deprotection and subsequent coupling under mild conditions. In PROTAC assembly, the azide group can be used for Cu(I)-catalyzed or strain-promoted azide–alkyne cycloaddition to attach the linker to a complementary partner, whereas the aminooxy moiety can form stable oxime linkages with carbonyl-containing warheads or handles. This dual-reactivity supports modular, stepwise synthesis of degraders and facilitates rapid optimization of linker length and attachment geometry, helping researchers tune effective ternary complex formation and improve experimental reproducibility across different target-binding ligands.
Structure of 252378-68-0
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t-Boc-Aminooxy-PEG2-azide is a PEG-based, bifunctional linker designed for assembling PROTACs through orthogonal functional handles. The azide enables reliable bioorthogonal conjugation, while the protected aminooxy group supports controlled oxime-forming chemistry after deprotection. Its ether-rich PEG segment provides conformational flexibility and improved solubility, which can help maintain productive ternary complex formation. The detailed structural and reactivity considerations for PROTAC construction are provided below.
Structure: The linker contains a PEG-derived ether chain, an azide functionality, and a tert-butoxycarbonyl-protected aminooxy group. It features stable C–O and C–N frameworks, with an azide moiety suitable for click-type transformations. Overall polarity and hydrogen-bonding capacity are consistent with enhanced aqueous compatibility.
Reactivity: For PROTAC synthesis, the azide group is typically engaged via copper-catalyzed azide–alkyne cycloaddition or strain-promoted azide cycloaddition, depending on the partner handle. The aminooxy component is commonly unmasked under mild acidic conditions to generate a reactive aminooxy species, which then forms oxime linkages with carbonyl-containing warheads. Orthogonal sequencing is used to preserve functional integrity, with standard organic solvents and inert-atmosphere handling often applied for azide stability.
* 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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