Bis-propargyl-PEG12

 CAS No.: 1351373-50-6  Cat No.: BP-501152  Purity: 98% 4.5  

Bis-propargyl-PEG12 is a bifunctional polyethylene glycol linker bearing two terminal propargyl (alkyne) groups separated by a long PEG chain, providing a flexible, hydrophilic spacer with an ether-rich backbone. In PROTAC design, such linkers are used to tune the spatial arrangement and effective reach between a ligand that recruits an E3 ligase and a ligand that binds the target protein, thereby improving productive ternary-complex formation. The terminal alkynes enable robust conjugation via copper-catalyzed azide–alkyne cycloaddition or related click chemistries, allowing researchers to modularly attach the linker to azide-functionalized warheads and/or E3-binding moieties under conditions compatible with many organic ligands. Its PEG character also helps reduce nonspecific hydrophobic interactions and can enhance solubility of assembled degraders, facilitating synthesis and downstream biochemical evaluation.

Bis-propargyl-PEG12

Structure of 1351373-50-6

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Category
PROTAC Linker
Molecular Formula
C₃₀H₅₄O₁₃
Molecular Weight
622.74

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

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Purity
98%
Solubility
Water, DMSO, DMF, DCM
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]prop-1-yne
Synonyms
Bis-propargyl-PEG13
InChI Key
KKRMNIFYBNHKGI-UHFFFAOYSA-N
InChI
InChI=1S/C30H54O13/c1-3-5-31-7-9-33-11-13-35-15-17-37-19-21-39-23-25-41-27-29-43-30-28-42-26-24-40-22-20-38-18-16-36-14-12-34-10-8-32-6-4-2/h1-2H,5-30H2
SMILES
C#CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCC#C

Bis-propargyl-PEG12 is a polyethylene glycol-based bifunctional linker designed for modular PROTAC assembly, enabling efficient conjugation of two ligands through orthogonal “click” handles. Its flexible PEG scaffold supports productive ternary complex formation and improves solubility, while the terminal propargyl groups provide reliable, chemoselective coupling. The sections below describe the structural attributes and practical reactivity considerations for constructing PROTACs using this linker.

Structure: The linker is a PEG chain bearing two terminal propargyl (alkyne) substituents, providing a flexible, hydrophilic backbone. It contains ether linkages characteristic of PEG, with carbon–carbon bonds at the propargyl ends and a terminal alkyne suitable for cycloaddition chemistry. Overall, it behaves as an amphiphilic, water-compatible scaffold.

Reactivity: Propargyl termini enable copper-catalyzed azide–alkyne cycloaddition with azide-functionalized targeting ligands or intermediate handles. Typical coupling uses a Cu(I) source generated in situ, with stabilizing ligands to control copper speciation, in polar organic or aqueous mixed solvents. The mechanism proceeds via formation of a copper–acetylide and subsequent cycloaddition to form a stable triazole linkage, generally tolerant of many functional groups under mild conditions.

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* Our calculator is based on the following equation:
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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