m-PEG3-S-PEG4-propargyl

 CAS No.: 2055040-85-0  Cat No.: BP-500725  Purity: 98% 4.5  

m-PEG3-S-PEG4-propargyl is a heterobifunctional, PEG-based linker featuring a thioether (S) connection between two polyethylene glycol segments of different lengths and a terminal propargyl group for orthogonal chemical conjugation. The PEG spacer provides aqueous solubility and conformational flexibility, which can reduce steric interference and help maintain productive geometry between a PROTAC’s ligand warhead and its E3-recruiting moiety. In targeted protein degradation workflows, this linker is used to connect functional handles via the propargyl group (commonly enabling copper-free or copper-catalyzed azide–alkyne cycloaddition when paired with an azide-bearing partner) while the internal thioether allows stable linkage of the PEG segments to tune overall linker length and hydrophilicity. Its modular architecture supports systematic structure–activity relationship studies by facilitating rapid synthesis of PROTAC conjugates with controlled spacing, improved solubility, and minimized nonspecific interactions during cellular assays.

m-PEG3-S-PEG4-propargyl

Structure of 2055040-85-0

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Category
PROTAC Linker
Molecular Formula
C₁₈H₃₄O₇S
Molecular Weight
394.52

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

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Purity
98%
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethylsulfanyl]ethoxy]ethoxy]ethoxy]ethoxy]prop-1-yne
Synonyms
2,5,8,14,17,20,23-heptaoxa-11-thiahexacos-25-yne
InChI Key
CTBBDPQKEHYMEE-UHFFFAOYSA-N
InChI
InChI=1S/C18H34O7S/c1-3-4-20-7-8-22-9-10-23-12-14-25-16-18-26-17-15-24-13-11-21-6-5-19-2/h1H,4-18H2,2H3
SMILES
COCCOCCOCCSCCOCCOCCOCCOCC#C

This m-PEG3-S-PEG4-propargyl linker is designed for modular PROTAC assembly, providing a flexible polyethylene glycol backbone for improved solubility and linker-mediated spatial control between targeting and E3 ligase-binding elements. Its thioether-containing segment and terminal propargyl handle enable reliable conjugation strategies commonly used in targeted protein degradation workflows. The detailed structure and reactivity considerations are provided below to support experimental design and optimization.

Structure: The linker comprises a PEG-based, ether-rich scaffold that offers conformational flexibility and hydrophilicity. A thioether linkage connects PEG segments, while a terminal propargyl group provides an alkyne functionality for subsequent coupling. Overall, it presents stable covalent C–S and C–C bonds with ether linkages along the PEG chain.

Reactivity: The terminal alkyne supports copper-catalyzed azide–alkyne cycloaddition or related alkyne click chemistries for installing PROTAC components bearing azide groups. In practice, coupling is typically performed under inert or controlled atmosphere conditions using Cu(I) sources, with appropriate ligands to minimize side reactions and optimize kinetics. Solvent systems that dissolve both partners are selected to maintain homogeneity and preserve linker integrity during conjugation.

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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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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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