Dimethylamino-PEG2-C2-NH2

 CAS No.: 692782-62-0  Cat No.: BP-501255 4.5  

Dimethylamino-PEG2-C2-NH2 is a heterobifunctional polyethylene glycol (PEG) linker building block featuring a short PEG chain (two ethylene glycol units) terminated with a dimethylamino group and an amino functionality on a C2 spacer. In PROTAC architectures, PEG linkers are widely used to provide conformational flexibility and appropriate spatial separation between the ligand-binding moieties, helping the degrader assemble productive ternary complexes with the target protein and the E3 ligase. The incorporated amine handles enable straightforward conjugation to activated carboxyl, activated ester, or isothiocyanate/aldehyde-derived partners, while the dimethylamino substituent can be used to tune polarity and local microenvironment around the conjugation site. This compact, flexible linker is valuable for optimizing linker length and geometry in targeted protein degradation experiments, particularly when minimizing steric hindrance and improving degradation efficiency are critical.

Dimethylamino-PEG2-C2-NH2

Structure of 692782-62-0

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PROTAC Linker
Molecular Formula
C₈H₂₀N₂O₂
Molecular Weight
176.26

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

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IUPACName
2-[2-[2-(dimethylamino)ethoxy]ethoxy]ethanamine
InChI Key
QOMMRYQLPDTSQL-UHFFFAOYSA-N
InChI
InChI=1S/C8H20N2O2/c1-10(2)4-6-12-8-7-11-5-3-9/h3-9H2,1-2H3
SMILES
CN(C)CCOCCOCCN

Dimethylamino-PEG2-C2-NH2 is a functional polyethylene glycol-based PROTAC linker building block designed to enable efficient conjugation between targeting ligands and E3-ligase recruiters. Its PEG segment supports solubility and favorable linker flexibility, while the terminal amine handles key coupling steps to form stable amide or related linkages. The dimethylamino functionality can be leveraged for controlled reactivity and downstream derivatization. Detailed structure and reactivity considerations are provided below.

Structure: The linker contains a short PEG chain providing ether-rich flexibility, flanked by an amino-terminated aliphatic segment and a dimethylamino substituent. It features multiple ether linkages and primary amine functionality, enabling hydrogen bonding and water-compatible behavior. Overall, it is suited for aqueous or mixed-solvent bioconjugation contexts.

Reactivity: The terminal primary amine is typically used for nucleophilic coupling to activated carboxylic acids (for example, activated ester or carbodiimide-mediated conditions), forming amide bonds under standard bioconjugation protocols. PEG-containing linkers generally tolerate mild bases and commonly used coupling reagents. Solvents such as DMF, DMSO, or aqueous buffer mixtures are often employed, with reaction progress monitored by chromatographic or spectrometric methods.

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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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