Amino-PEG1-acid

 CAS No.: 144942-89-2  Cat No.: BP-500880  Purity: ≥95% 4.5  

Amino-PEG1-acid is a short, bifunctional polyethylene glycol (PEG) linker bearing a terminal primary amine and a terminal carboxylic acid, providing a flexible, hydrophilic spacer with a single repeating unit. In PROTAC and targeted protein degradation constructs, this type of linker is used to connect an E3 ligase-binding ligand to a target-binding ligand through amide or related coupling chemistry, while helping to tune the effective distance, conformational mobility, and local solvation of the two binding domains. The PEG segment can reduce steric mismatch and improve presentation of each ligand to its respective binding pocket, which is critical for efficient ternary complex formation and subsequent ubiquitination-driven degradation. As a compact, reactive linker handle, Amino-PEG1-acid is valuable for rapid structure–activity relationship studies, enabling systematic variation of connectivity and physicochemical properties during PROTAC optimization.

Amino-PEG1-acid

Structure of 144942-89-2

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Category
PROTAC Linker
Molecular Formula
C₅H₁₁NO₃
Molecular Weight
133.15
Related CAS
1818294-41-5 (polymer) 196936-04-6 (polymer)
Appearance
White Solid

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

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Purity
≥95%
Appearance
White Solid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-(2-aminoethoxy)propanoic acid
Synonyms
Amino-PEG1-COOH; Amino-PEG1-C2-Acid; 3-(2-Aminoethoxy)Propionic Acid; 6-amino-4-oxahexanoic acid
Boiling Point
284.7±20.0 °C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
ZCQVVSMJNBNDAQ-UHFFFAOYSA-N
InChI
InChI=1S/C5H11NO3/c6-2-4-9-3-1-5(7)8/h1-4,6H2,(H,7,8)
SMILES
C(COCCN)C(=O)O

Amino-PEG1-acid is a bifunctional PEG-based PROTAC linker designed to connect ligands while providing aqueous compatibility, conformational flexibility, and controlled spatial presentation of functional groups. Its amino and carboxylic acid functionalities enable robust conjugation strategies commonly used in targeted protein degradation workflows. The linker’s hydrophilic PEG character can help improve solubility and reduce aggregation during synthesis and biological evaluation.

Structure: Amino-PEG1-acid is a short polyethylene glycol scaffold bearing a primary amine and a terminal carboxylic acid. The structure includes ether linkages within the PEG segment, along with amide-forming functional groups suitable for coupling. Its polarity supports water solubility and stable, flexible ligand spacing.

Reactivity: The amino group can participate in amide-bond formation using activated carboxylic acid derivatives (for example, acid chlorides or carbodiimide-mediated activation) under standard peptide-coupling conditions. The carboxylic acid can be converted to activated intermediates for subsequent coupling to complementary nucleophiles. Commonly used solvents include polar aprotic media, and catalysts/activators are selected to minimize side reactions and preserve PROTAC ligand integrity.

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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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