Propargyl-PEG6-NH2

 CAS No.: 1198080-04-4  Cat No.: BP-500163  Purity: 98% 4.5  

Propargyl-PEG6-NH2 is a heterobifunctional, PEG-based linker featuring a terminal propargyl (alkyne) group and a primary amine at the opposite end, enabling orthogonal conjugation strategies in targeted protein degradation workflows. The PEG6 chain provides a hydrophilic, conformationally flexible spacer that can reduce steric interference and help maintain productive geometry between a ligand-bearing warhead and an E3-recruiting module. In PROTAC construction, the propargyl handle is commonly used for copper-catalyzed azide–alkyne cycloaddition or related click-type coupling to attach to azide-functional partners, while the terminal amine supports amide-bond formation or other nucleophilic coupling to install the linker onto carboxyl-activated or activated ester derivatives. This combination makes Propargyl-PEG6-NH2 valuable for systematically tuning linker length and attachment points, thereby optimizing degradation potency, selectivity, and cellular performance in experimental targeted degradation studies.

Propargyl-PEG6-NH2

Structure of 1198080-04-4

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Category
PROTAC Linker
Molecular Formula
C₁₅H₂₉NO₆
Molecular Weight
319.39

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

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Purity
98%
Solubility
In DMSO: 250 mg/mL (782.74 mM; Need ultrasonic)
Storage
Pure form, -20°C, 3 years; In solvent, -80°C, 6 months; -20°C, 1 month
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethanamine
Synonyms
Propargyl-PEG6-amine
InChI Key
USTJDUXGVRIRRT-UHFFFAOYSA-N
InChI
InChI=1S/C15H29NO6/c1-2-4-17-6-8-19-10-12-21-14-15-22-13-11-20-9-7-18-5-3-16/h1H,3-16H2
SMILES
C#CCOCCOCCOCCOCCOCCOCCN
ConcentrationVolumeMass1 mg5 mg10 mg
1 mM3.1310 mL15.6548 mL31.3097 mL
5 mM0.6262 mL3.1310 mL6.2619 mL
10 mM0.3131 mL1.5655 mL3.1310 mL

Propargyl-PEG6-NH2 is a PEG-based bifunctional linker designed for efficient conjugation in targeted protein degradation workflows. Its terminal alkyne enables orthogonal click-type coupling to partner ligands, while the primary amine provides a handle for amide formation or further derivatization. The flexible, hydrophilic PEG segment can improve solubility and reduce steric constraints, supporting robust PROTAC assembly. Detailed structural and reactivity guidance is provided below.

Structure: Propargyl-PEG6-NH2 contains a terminal propargyl (alkyne) group and a terminal primary amine connected through a poly(ethylene glycol) chain. The molecule features ether linkages within the PEG backbone and a carbon–carbon triple bond at the alkyne terminus, supporting amphiphilic, water-compatible behavior and stable covalent functional groups.

Reactivity: The terminal alkyne is suitable for copper-catalyzed azide–alkyne cycloaddition or related alkyne-based conjugation strategies, typically using Cu(I) sources with appropriate ligands in polar solvents. The primary amine can be coupled via amide bond formation using activated carboxylic acids or NHS/EDC-type coupling chemistries. Reaction design should preserve alkyne integrity and minimize side reactions by controlling pH and excluding nucleophiles that may compete with coupling intermediates.

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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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