Amino-PEG8-alcohol

 CAS No.: 352439-37-3  Cat No.: BP-500908  Purity: >97% 4.5  

Amino-PEG8-alcohol is a bifunctional polyethylene glycol (PEG) linker bearing a terminal primary amine and a terminal hydroxyl group, providing an approximately eight-ethylene-oxide chain length that imparts aqueous solubility and conformational flexibility. The amine enables straightforward conjugation to activated carboxylates, activated carbonyls, or other electrophilic groups commonly used to attach ligands or warheads in PROTAC architectures, while the terminal alcohol can serve as a handle for further derivatization, such as esterification or ether formation, depending on the coupling strategy. In targeted protein degradation research, PEG linkers like this are widely employed to tune spatial separation between a target-binding ligand and an E3 ligase ligand, helping to reduce steric clashes, improve effective ternary complex formation, and modulate overall physicochemical properties that influence cellular uptake and degradation potency. This linker is therefore a practical building block for constructing chemically defined PROTACs and related conjugates for mechanistic and structure–activity studies.

Amino-PEG8-alcohol

Structure of 352439-37-3

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Category
PROTAC Linker
Molecular Formula
C16H35NO8
Molecular Weight
369.45
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
>97%
Appearance
Pale Yellow Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol
Synonyms
H2N-PEG8-OH
Boiling Point
464.4±40.0 °C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
DGWYLEGXXDZPEY-UHFFFAOYSA-N
InChI
InChI=1S/C16H35NO8/c17-1-3-19-5-7-21-9-11-23-13-15-25-16-14-24-12-10-22-8-6-20-4-2-18/h18H,1-17H2
SMILES
C(COCCOCCOCCOCCOCCOCCOCCO)N

Amino-PEG8-alcohol is a versatile polyethylene glycol (PEG)-based linker building block designed for constructing PROTACs and related targeted protein degradation conjugates. Its ether-rich, flexible scaffold helps tune linker length, solubility, and presentation of functional groups for efficient ternary-complex formation. The terminal amino and alcohol functionalities enable straightforward, modular coupling to diverse ligands under standard bioconjugation conditions.

Structure: The linker comprises a PEG chain featuring repeating ether units that confer conformational flexibility and hydrophilicity. It terminates in a primary amine and a primary alcohol, offering complementary nucleophilic handles. The molecule contains C–O ether bonds and C–N/C–O functional linkages suitable for common derivatization chemistries.

Reactivity: The amino group readily participates in amide coupling, carbamate formation, or reductive amination depending on the electrophile used. The alcohol can be converted to activated esters or leaving-group derivatives for nucleophilic substitution. Typical PROTAC assembly strategies use mild bases and polar aprotic solvents, with coupling reagents such as carbodiimides for amide bond formation; reactions are generally performed under conditions that preserve ligand integrity and minimize side reactions from competing hydrolysis.

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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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