t-Boc-Aminooxy-PEG7-amine

 CAS No.: 2226611-29-4  Cat No.: BP-500930 4.5  

t-Boc-Aminooxy-PEG7-amine is a protected aminooxy-functionalized polyethylene glycol (PEG) linker designed for stepwise PROTAC and targeted protein degradation construct assembly. The terminal aminooxy group serves as a reactive handle for oxime or related aminooxy chemistries, enabling robust conjugation to carbonyl-containing partners such as aldehyde-functional ligands or engineered protein-binding modules. The PEG7 segment provides a flexible, hydrophilic spacer that can reduce steric interference and help maintain productive geometry between the two binding elements of a PROTAC, thereby supporting efficient recruitment of the target protein to the E3 ligase moiety in bifunctional degraders. The t-Boc group protects the amine during synthesis, improving handling and selectivity during multistep coupling. This linker is valuable for researchers optimizing linker length, attachment chemistry, and overall physicochemical properties to improve degradation potency and experimental reproducibility.

t-Boc-Aminooxy-PEG7-amine

Structure of 2226611-29-4

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PROTAC Linker
Molecular Formula
C₂₁H₄₄N₂O₁₀
Molecular Weight
484.58

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

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IUPACName
tert-butyl N-[2-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]carbamate
InChI Key
RWQPLUSNAJFELO-UHFFFAOYSA-N
InChI
InChI=1S/C21H44N2O10/c1-21(2,3)33-20(24)23-32-19-18-31-17-16-30-15-14-29-13-12-28-11-10-27-9-8-26-7-6-25-5-4-22/h4-19,22H2,1-3H3,(H,23,24)
SMILES
CC(C)(C)OC(=O)NOCCOCCOCCOCCOCCOCCOCCOCCN

t-Boc-Aminooxy-PEG7-amine is a polyethylene glycol-based linker reagent designed to support PROTAC assembly through an aminooxy functional handle and a protected amine for controlled coupling. Its PEG-rich, flexible scaffold helps tune linker length and conformational freedom, often improving productive geometry between target-binding ligands and the recruited E3 ligase. The t-Boc group enables stepwise synthesis, while the aminooxy functionality supports chemoselective bond formation.

Structure: The molecule contains a PEG oligomer backbone bearing terminal amino and aminooxy functionalities, with a tert-butoxycarbonyl protecting group on the amine. Ether linkages within the PEG chain confer flexibility and hydrophilicity, while the aminooxy group provides an oxygen-nucleophile suitable for reversible oxime-type chemistry.

Reactivity: For PROTAC construction, the t-Boc-protected amine is typically deprotected under standard acidolysis conditions to reveal a primary amine for amide or carbamate coupling. The aminooxy group is commonly used to form oxime linkages by reaction with carbonyl-bearing partners under mildly acidic to neutral conditions, often proceeding via condensation that can be driven by removal of water. Solvents such as polar aprotic or alcohol/water mixtures are frequently used, with appropriate coupling reagents for amide formation.

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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