Boc-Aminooxy-PEG4-NH2

 CAS No.: 2062663-66-3  Cat No.: BP-501222 4.5  

Boc-Aminooxy-PEG4-NH2 is a protected aminooxy-functional polyethylene glycol linker designed for PROTAC and related targeted protein degradation constructs. Structurally, it combines a Boc-protected aminooxy group with a free aminooxy group and a short, four-unit PEG chain that provides hydrophilicity, conformational flexibility, and improved solubility while spacing reactive partners. In PROTAC design, the free aminooxy functionality serves as a versatile conjugation handle for forming oxime linkages with aldehyde-bearing warheads or handles, enabling robust, chemoselective attachment under mild conditions. The PEG spacer helps reduce steric interference between the recruiter and ligand domains and can modulate effective intramolecular proximity, which is important for efficient ternary complex formation and subsequent ubiquitin–proteasome pathway engagement. This linker is valuable for researchers seeking modular, reproducible synthesis of degradation agents and for optimizing linker length and polarity to tune cellular activity and degradation potency.

Boc-Aminooxy-PEG4-NH2

Structure of 2062663-66-3

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PROTAC Linker
Molecular Formula
C₁₃H₂₈N₂O₇
Molecular Weight
324.37

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

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Please store the product under the recommended conditions in the Certificate of Analysis.
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IUPACName
tert-butyl N-[2-[2-[2-(2-aminooxyethoxy)ethoxy]ethoxy]ethoxy]carbamate
InChI Key
GPICMCQWZAOHIN-UHFFFAOYSA-N
InChI
InChI=1S/C13H28N2O7/c1-13(2,3)22-12(16)15-21-11-9-19-7-5-17-4-6-18-8-10-20-14/h4-11,14H2,1-3H3,(H,15,16)
SMILES
CC(C)(C)OC(=O)NOCCOCCOCCOCCON

Boc-Aminooxy-PEG4-NH2 is a PEG-based, aminooxy-functional linker designed for modular PROTAC construction. Its protected aminooxy handle enables controlled conjugation to electrophilic warheads or activated handles, while the terminal amine supports further coupling and optimization of linker length, polarity, and solubility. This product is well suited for assembling targeted protein degradation reagents, where linker architecture strongly influences ternary complex formation and degradation efficiency; detailed structural and reaction considerations follow below.

Structure: The linker contains a Boc-protected aminooxy group attached to a poly(ethylene glycol) chain terminated with a primary amine. It features ether linkages characteristic of PEG, a protected oxy-nucleophile functionality, and a carbamate protecting group that can be removed under standard deprotection conditions.

Reactivity: Suitable PROTAC assembly typically relies on orthogonal functional-group chemistry: deprotect the Boc group to reveal the aminooxy nucleophile, then perform nucleophilic oxime/oxime-like bond formation or related aminooxy-mediated conjugations with appropriately activated carbonyl partners. Couplings to the terminal amine are commonly carried out using amide-forming or activated-ester strategies under mild base and polar solvent conditions, with purification by standard chromatographic methods to remove unreacted components.

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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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