Aminooxy-PEG4-C2-Boc
CAS No.: 2100306-82-7
Cat No.: BP-501484
4.5 
Aminooxy-PEG4-C2-Boc is a bifunctional PROTAC linker reagent featuring an aminooxy (hydroxylamine-derivative) group at one terminus and a tert-butyl ester-protected carboxyl group at the other, connected through a short ethylene spacer and a tetraethylene glycol (PEG4) segment. The aminooxy functionality enables oxime-type conjugation with aldehyde-bearing ligands, providing a robust, chemoselective handle for attaching a targeting moiety or other functional component under mild conditions. The PEG4 chain imparts aqueous solubility and conformational flexibility, which can reduce steric interference and help position the recruited ligand and E3-binding ligand for productive ternary complex formation. In targeted protein degradation research, this linker is valuable for modular PROTAC synthesis, allowing researchers to vary attachment chemistry while maintaining linker length and polarity constraints. The tert-butyl ester-protected carboxyl group further supports stepwise assembly by enabling controlled deprotection to reveal a carboxylic acid for subsequent coupling to complementary reactive groups.
Structure of 2100306-82-7
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Aminooxy-PEG4-C2-Boc is a PEG-based bifunctional linker designed for constructing PROTACs and related targeted degradation conjugates. Its aminooxy handle enables chemoselective oxime formation with aldehyde-bearing ligands, while the tert-butyl ester-protected carboxyl functionality supports controlled coupling strategies. The PEG segment provides conformational flexibility and improved solubility for modular conjugation workflows. The detailed structural and reactivity considerations are provided below.
Structure: The linker contains an aminooxy group for oxime chemistry, a PEG-derived polyether segment for hydrophilicity and chain flexibility, and a short C2 spacer that separates reactive termini. A tert-butyl ester protects the terminal carboxyl group as a stable, masked functional group suitable for stepwise synthesis. Ether and ester linkages dominate the connectivity.
Reactivity: PROTAC assembly using this linker commonly proceeds via oxime ligation by reacting the aminooxy group with an aldehyde under mildly acidic to near-neutral conditions, depending on the substrates and catalyst, typically using aqueous or mixed aqueous/organic solvents. The mechanism follows nucleophilic addition of the aminooxy to the aldehyde followed by dehydration to form a stable oxime. The tert-butyl ester is generally retained during oxime formation and can be cleaved under standard acid-mediated conditions to reveal the carboxylic acid when subsequent coupling is required.
* 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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