Aminooxy-PEG3-C2-Boc

 CAS No.: 1835759-72-2  Cat No.: BP-501518 4.5  

Aminooxy-PEG3-C2-Boc is a PEG-based PROTAC linker featuring an aminooxy (–ONH–) functional group for oxime formation, a three-unit polyethylene glycol (PEG3) spacer that provides aqueous solubility and conformational flexibility, and a C2 spacer terminating in a tert-butyl ester-protected carboxyl group for controlled downstream derivatization. In targeted protein degradation workflows, the aminooxy group enables chemoselective conjugation to carbonyl-bearing moieties (for example, aldehyde/ketone functional groups on warheads or targeting ligands) via stable oxime linkages, while the PEG3 segment helps reduce steric hindrance and can improve effective proximity between the two binding modules. The C2/tert-butyl ester functionality supports stepwise synthesis, allowing orthogonal attachment and subsequent deprotection to reveal a carboxylic acid for coupling reactions. This linker is valuable for constructing modular PROTACs where reliable, reproducible linker chemistry and tunable spatial separation are required to optimize degradation potency and selectivity.

Aminooxy-PEG3-C2-Boc

Structure of 1835759-72-2

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PROTAC Linker
Molecular Formula
C₁₃H₂₇NO₆
Molecular Weight
293.36

* For research and manufacturing use only. Not for human or clinical use.

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IUPACName
tert-butyl 3-[2-[2-(2-aminooxyethoxy)ethoxy]ethoxy]propanoate
InChI Key
NZYHFTOQEYCMKH-UHFFFAOYSA-N
InChI
InChI=1S/C13H27NO6/c1-13(2,3)20-12(15)4-5-16-6-7-17-8-9-18-10-11-19-14/h4-11,14H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCON

This Aminooxy-PEG3-C2-Boc linker is designed for modular PROTAC assembly, providing an aminooxy handle for oxime formation and a protected functional group for controlled coupling. Its PEG-based spacer provides solubility and conformational flexibility, while the tert-butyl ester-protected carboxyl site enables stepwise synthesis. The following sections describe its structure and practical reactivity considerations for linker-to-ligand conjugation in targeted protein degradation workflows.

Structure: The linker contains an aminooxy functional group for oxime ligation, a polyethylene glycol spacer that imparts hydrophilicity, and a tert-butyl ester-protected carboxyl moiety that masks carboxylic acid reactivity. It features ether linkages within the PEG chain and stable covalent bonds connecting the functional segments.

Reactivity: For PROTAC construction, the aminooxy group is typically used to form oxime linkages with carbonyl-bearing partners under mildly acidic conditions, often using aniline or related catalysts and aqueous-organic solvent mixtures to promote condensation. The tert-butyl ester is compatible with orthogonal steps and can be cleaved using standard acid-mediated conditions to reveal the carboxylic acid for subsequent activation and coupling.

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* 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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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