N-(Amino-PEG3)-N-bis(PEG3-acid)

 CAS No.: 2055042-59-4  Cat No.: BP-500733 4.5  

N-(Amino-PEG3)-N-bis(PEG3-acid) is a heterobifunctional polyethylene glycol–based linker featuring a central tertiary amine substituted with one terminal amino-PEG3 segment and two PEG3 carboxylic acid arms. Structurally, it provides a flexible, hydrophilic, chain-length–defined scaffold with three PEG3 “handles” that can be selectively coupled to PROTAC components through amide bond formation (via the carboxylic acid groups) and amine-based conjugation (via the amino terminus). In PROTAC design, such PEG linkers help tune the spatial relationship and effective molarity between the ligand-recruiting moiety and the recruited E3 ligase binder, often improving solubility and reducing nonproductive hydrophobic interactions that can limit ternary complex formation. This linker is valuable for constructing well-defined, water-compatible PROTACs, enabling systematic variation of linker geometry while maintaining chemical stability under typical peptide-coupling conditions used in targeted protein degradation research.

N-(Amino-PEG3)-N-bis(PEG3-acid)

Structure of 2055042-59-4

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PROTAC Linker
Molecular Formula
C₂₆H₅₂N₂O₁₃
Molecular Weight
600.70

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

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IUPACName
3-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethyl-[2-[2-[2-(2-carboxyethoxy)ethoxy]ethoxy]ethyl]amino]ethoxy]ethoxy]ethoxy]propanoic acid
InChI Key
UHOXWPGAUQMIHP-UHFFFAOYSA-N
InChI
InChI=1S/C26H52N2O13/c27-3-9-35-15-21-41-24-18-38-12-6-28(4-10-36-16-22-39-19-13-33-7-1-25(29)30)5-11-37-17-23-40-20-14-34-8-2-26(31)32/h1-24,27H2,(H,29,30)(H,31,32)
SMILES
C(COCCOCCOCCN(CCOCCOCCOCCC(=O)O)CCOCCOCCOCCN)C(=O)O

This N-(Amino-PEG3)-N-bis(PEG3-acid) linker is a polyethylene glycol–based, multifunctional conjugation scaffold designed for constructing PROTACs through robust, chemoselective coupling. Its flexible, hydrophilic PEG architecture helps tune linker length and solvation, often improving the accessibility and effective positioning of the recruiting ligand and the target-binding moiety. The amino and carboxylic acid functionalities enable versatile synthetic strategies, supporting efficient assembly of degradation-targeting constructs.

Structure: The linker contains an amino-bearing PEG segment and two PEG3-acid termini, providing multiple functional handles for orthogonal derivatization. It is characterized by ether linkages within the PEG chains, a central amide-forming amino site, and terminal carboxylic acid groups. Overall, it is highly hydrophilic and conformationally flexible.

Reactivity: Suitable PROTAC assembly typically employs amide-bond formation between the linker’s amino group and activated carboxylic acid derivatives on ligands, or conversely activates the linker’s acids for coupling. Common approaches use carbodiimide coupling with additives to suppress side reactions, or use acid-derivatizing reagents to generate reactive intermediates. Polar, aprotic solvents and controlled pH are generally used to maintain coupling efficiency and minimize hydrolysis.

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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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