Amino-PEG11-amine

 CAS No.: 479200-82-3  Cat No.: BP-501499  Purity: >97% 4.5  

Amino-PEG11-amine is a linear polyethylene glycol (PEG) linker bearing primary amine groups at both termini, providing a flexible, hydrophilic spacer for assembling bifunctional targeted protein degradation (TPD) reagents. Structurally, it consists of a PEG chain of intermediate length that can adopt multiple conformations in solution, while the terminal amines enable straightforward conjugation to complementary electrophiles or activated carboxyl/activated ester derivatives used to connect ligands. In PROTAC design, this type of diamine linker serves to separate the two binding modules (e.g., a target-recruiting ligand and an E3 ligase ligand) to optimize productive ternary complex formation and to reduce steric clashes that can impair ubiquitination. Its PEG character can also improve aqueous solubility and help maintain linker flexibility during binding. As a modular building block, Amino-PEG11-amine is valuable for systematic linker-length and attachment-point optimization in experimental TPD workflows.

Amino-PEG11-amine

Structure of 479200-82-3

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Category
PROTAC Linker
Molecular Formula
C₂₄H₅₂N₂O₁₁
Molecular Weight
544.68
Appearance
White solid

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

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Purity
>97%
Appearance
White solid
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanamine
Synonyms
H2N-PEG11-CH2CH2NH2; 3,6,9,12,15,18,21,24,27,30,33-Undecaoxapentatriacontane-1,35-diamine
Boiling Point
591.2±45.0 °C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
TZQCFDTWLKAGLL-UHFFFAOYSA-N
InChI
InChI=1S/C24H52N2O11/c25-1-3-27-5-7-29-9-11-31-13-15-33-17-19-35-21-23-37-24-22-36-20-18-34-16-14-32-12-10-30-8-6-28-4-2-26/h1-26H2
SMILES
C(COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN)N

Amino-PEG11-amine is a polyethylene glycol (PEG)-based bifunctional linker designed for assembling PROTAC constructs through reliable amide or urea-forming coupling strategies. Its flexible, hydrophilic spacer can help tune the spatial relationship between the target-binding ligand and the E3-ligase recruiter, supporting efficient ternary complex formation. The following sections describe its structural features and practical reactivity considerations for PROTAC synthesis in detail below.

Structure: The linker contains a PEG chain terminated by primary amine groups, providing a flexible, water-compatible scaffold. It features ether linkages along the PEG backbone and terminal C–N bonds characteristic of primary amines, enabling straightforward functionalization while maintaining conformational mobility.

Reactivity: Primary amines at both termini enable nucleophilic coupling to activated carboxylic acids or acyl derivatives to form amide bonds, commonly using carbodiimide-based systems with suitable coupling additives. Alternatively, amines can react with isocyanates or activated carbonyl equivalents to form urea/related linkages. Reactions are typically performed under anhydrous or controlled-moisture conditions in polar aprotic solvents, with base to promote amine activation and minimize side reactions.

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It is commonly abbreviated as: C1V1 = C2V2

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