m-PEG5-Propyne

 CAS No.: 1101668-41-0  Cat No.: BP-501447 4.5  

m-PEG5-Propyne is a methoxy-PEG linker bearing a terminal propargyl (propyne) group, providing a flexible, water-compatible spacer for bioconjugation chemistry. Structurally, it consists of a short polyethylene glycol chain of defined length terminated with an alkyne, enabling efficient conjugation through copper-catalyzed azide–alkyne cycloaddition (CuAAC) or related click reactions, while the PEG segment helps reduce nonspecific interactions and improves solubility. In PROTAC design, such linkers are used to connect or spatially separate the two functional modules—typically a target-binding ligand and an E3 ligase recruiter—so that each domain can adopt productive binding geometries and maintain effective ternary complex formation. The propargyl handle allows modular assembly under mild conditions, facilitating rapid synthesis of linker variants to optimize linker length, flexibility, and degradation potency in targeted protein degradation studies.

m-PEG5-Propyne

Structure of 1101668-41-0

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PROTAC Linker
Molecular Formula
C₁₄H₂₆O₆
Molecular Weight
290.35

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

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IUPACName
3-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]prop-1-yne
InChI Key
YHUBUSWLTHJLSA-UHFFFAOYSA-N
InChI
InChI=1S/C14H26O6/c1-3-4-16-7-8-18-11-12-20-14-13-19-10-9-17-6-5-15-2/h1H,4-14H2,2H3
SMILES
COCCOCCOCCOCCOCCOCC#C

m-PEG5-Propyne is a polyethylene glycol (PEG)-based propargyl linker designed for assembling PROTACs through reliable bioorthogonal “click” chemistry. Its PEG segment provides aqueous compatibility and conformational flexibility, which can help tune linker length and reduce nonspecific interactions in targeted protein degradation constructs. The terminal propargyl functionality enables efficient conjugation to azide-bearing partners, supporting modular PROTAC synthesis. Detailed structural and reactivity considerations are provided below.

Structure: m-PEG5-Propyne is a PEG chain bearing a terminal propargyl group, incorporating ether linkages along the polymer backbone and a carbon–carbon triple bond at the alkyne terminus. The PEG segment imparts hydrophilicity, while the propargyl functionality offers a distinct reactive handle for conjugation.

Reactivity: This linker is well suited to copper-catalyzed azide–alkyne cycloaddition (CuAAC) with azide-functional ligands under standard click conditions. Mechanistically, the alkyne undergoes cycloaddition with the azide to form a stable triazole linkage, enabling robust PROTAC assembly. Typical workflows use copper catalysts and appropriate aqueous/organic solvent mixtures, with reaction parameters optimized to maintain solubility and preserve sensitive functional groups.

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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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