Boc-Aminooxy-PEG2-CH2COOH

 CAS No.: 2098983-14-1  Cat No.: BP-501557 4.5  

Boc-Aminooxy-PEG2-CH2COOH is a protected aminooxy functionalized polyethylene glycol linker bearing a terminal carboxylic acid, enabling robust conjugation chemistry for PROTAC and targeted protein degradation constructs. Structurally, it contains a short PEG spacer that provides aqueous solubility and conformational flexibility, while the aminooxy group serves as a reactive handle for oxime or related oxime-forming ligation strategies with carbonyl-containing partners. The Boc-protection helps control reactivity during synthesis and purification, allowing sequential assembly of bifunctional molecules. In PROTAC design, this linker can spatially separate a ligand that binds the target protein from an E3 ligase recruiter, improving productive ternary complex formation by reducing steric clashes and tuning effective linker length. Its terminal carboxyl group further supports amide coupling to carboxyl-activated ligands or other scaffold elements. This makes Boc-Aminooxy-PEG2-CH2COOH a practical, research-grade building block for constructing well-defined, water-compatible targeted degradation reagents.

Boc-Aminooxy-PEG2-CH2COOH

Structure of 2098983-14-1

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PROTAC Linker
Molecular Formula
C₁₁H₂₁NO₇
Molecular Weight
279.29

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

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IUPACName
2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]oxyethoxy]ethoxy]acetic acid
InChI Key
NACXAXGVXHCHTN-UHFFFAOYSA-N
InChI
InChI=1S/C11H21NO7/c1-11(2,3)19-10(15)12-18-7-6-16-4-5-17-8-9(13)14/h4-8H2,1-3H3,(H,12,15)(H,13,14)
SMILES
CC(C)(C)OC(=O)NOCCOCCOCC(=O)O

Boc-Aminooxy-PEG2-CH2COOH is a PEG-based bifunctional linker designed for constructing PROTACs through efficient formation of stable conjugates between an aminooxy handle and a complementary electrophile. Its flexible ethylene glycol segment supports productive spatial orientation in ternary complex formation, while the Boc-protected aminooxy group enables controlled stepwise synthesis. The terminal carboxylic acid provides a reliable coupling site for attaching targeting ligands, and the linker’s overall design facilitates modular PROTAC assembly; detailed structural and reactivity considerations are provided below.

Structure: The molecule contains a Boc-protected aminooxy functionality, an ether-rich PEG segment, and a terminal carboxylic acid. It features an ether linkage within the PEG chain, an aminooxy group for chemoselective oxime-related conjugation strategies, and a flexible aliphatic spacer terminating in a carboxyl group.

Reactivity: The Boc group can be removed under standard acidolysis conditions to expose the aminooxy moiety for subsequent oxime or related oxime-chemistry conjugations with carbonyl-containing partners. The carboxylic acid enables amide coupling to targeting ligands using common peptide-coupling reagents in polar aprotic solvents. Reaction design should follow established PROTAC linker assembly principles to preserve linker flexibility and minimize side reactions.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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