Amino-PEG4-alcohol

 CAS No.: 86770-74-3  Cat No.: BP-500037  Purity: ≥95% 4.5  

Amino-PEG4-alcohol is a polyethylene glycol–based linker featuring a terminal primary amine and a terminal hydroxyl group, providing a flexible, hydrophilic chain of four ethylene glycol units. The two functional handles enable orthogonal conjugation strategies commonly used in PROTAC and targeted protein degradation workflows: the amino group can be used for amide coupling, reductive amination, or carbamate formation with activated carboxyl or carbonyl-containing partners, while the alcohol can serve as a reactive site after suitable functional group conversion (e.g., to an activated ester or leaving group) to connect to the second ligand. Its PEG architecture helps tune linker length, conformational mobility, and aqueous solubility, often improving productive ternary complex formation and reducing nonspecific hydrophobic interactions. As a modular building block, Amino-PEG4-alcohol is valuable for systematic linker optimization, facilitating rational comparison of degradation efficiency across PROTAC constructs while maintaining synthetic accessibility and compatibility with standard bioconjugation chemistries.

Amino-PEG4-alcohol

Structure of 86770-74-3

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Category
PROTAC Linker
Molecular Formula
C8H19NO4
Molecular Weight
193.24
Related CAS
933789-97-0 (polymer)
Appearance
Pale Yellow Oily Matter

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

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Purity
≥95%
Solubility
Soluble in Water (50 mg/ml; 25875 mm; need ultrasonic)
Appearance
Pale Yellow Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature
IUPACName
2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethanol
Synonyms
2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol; 1-Amino-3,6,9-Trioxaundecanyl-11-ol
Boiling Point
301.6±27.0 °C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
ANOJXMUSDYSKET-UHFFFAOYSA-N
InChI
InChI=1S/C8H19NO4/c9-1-3-11-5-7-13-8-6-12-4-2-10/h10H,1-9H2
SMILES
C(COCCOCCOCCO)N
Biological Activity
Amino-PEG4-alcohol is a PEG-based PROTAC linker can be used in the synthesis of PROTACs[1]. Amino-PEG4-alcohol is also a non-cleavable 4 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[2] . In Vitro: PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins[1]. ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker[2] .
ConcentrationVolumeMass1 mg5 mg10 mg
1 mM5.1749 mL25.8746 mL51.7491 mL
5 mM1.0350 mL5.1749 mL10.3498 mL
10 mM0.5175 mL2.5875 mL5.1749 mL

Amino-PEG4-alcohol is a polyethylene glycol-based linker featuring a terminal primary amine and a hydroxyl group, enabling versatile conjugation strategies in PROTAC architectures. Its ether-rich, flexible backbone supports effective spatial presentation of ligands while improving solubility and reducing nonspecific interactions. The linker’s bifunctionality makes it well suited for stepwise assembly of targeted protein degraders, where detailed synthetic considerations for coupling and functionalization are provided below.

Structure: The molecule contains a PEG chain composed of repeating ether units, terminating in a primary amine and a primary alcohol. Its flexible polyether segment provides conformational adaptability, while the amine and hydroxyl enable formation of stable linkages via common coupling chemistries and hydrogen-bonding interactions.

Reactivity: The terminal amine can be converted into activated intermediates (for example, amide formation via carboxylic acid activation) or used in reductive amination or carbamate-forming reactions, depending on the partner functional group. The alcohol can be functionalized through esterification or etherification under standard dehydrating or activating conditions. Typical coupling workflows employ amine-compatible bases, polar aprotic solvents, and carbodiimide or similar activation systems, following established PROTAC linker-conjugation principles.

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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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