Propargyl-peg3-sulfone-peg3-propargyl

 CAS No.: 2055024-44-5  Cat No.: BP-500615  Purity: 98% 4.5  

Propargyl-PEG3-sulfone-PEG3-propargyl is a bifunctional, sulfone-centered polyethylene glycol (PEG) linker bearing terminal propargyl (alkyne) groups. Structurally, it comprises two short PEG3 segments connected through a sulfone linkage, providing a flexible, hydrophilic spacer that can tune solubility and spatial presentation of conjugation handles while the sulfone offers a robust, chemically stable central connection. In PROTAC and targeted protein degradation workflows, the terminal alkynes serve as reactive sites for orthogonal click-type conjugation (e.g., copper-catalyzed azide–alkyne cycloaddition) to attach the linker to complementary azide-bearing ligands or intermediate modules. This design enables controlled assembly of heterobifunctional degraders by mediating the effective distance and relative orientation between the target-binding moiety and the E3 ligase recruiter, which can strongly influence ternary complex formation and degradation potency. The linker is therefore valuable for systematic linker optimization and for preparing well-defined PROTAC constructs with improved handling and aqueous compatibility.

Propargyl-peg3-sulfone-peg3-propargyl

Structure of 2055024-44-5

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Category
PROTAC Linker
Molecular Formula
C₂₂H₃₈O₁₀S
Molecular Weight
494.60

* 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-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethylsulfonyl]ethoxy]ethoxy]ethoxy]ethoxy]prop-1-yne
Synonyms
3-[2-[2-[2-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethylsulfonyl]ethoxy]ethoxy]ethoxy]ethoxy]prop-1-yne; 1-(3,6,9,12-tetraoxapentadec-14-yne-1-sulfonyl)-3,6,9,12-tetraoxapentadec-14-yne; 4,7,10,13,19,22,25,28-Octaoxa-16-thiahentriaconta-1,30-diyne, 16,16-dioxide
InChI Key
LSQRANPNXXSAEH-UHFFFAOYSA-N
InChI
InChI=1S/C22H38O10S/c1-3-5-25-7-9-27-11-13-29-15-17-31-19-21-33(23,24)22-20-32-18-16-30-14-12-28-10-8-26-6-4-2/h1-2H,5-22H2
SMILES
C#CCOCCOCCOCCOCCS(=O)(=O)CCOCCOCCOCCOCC#C

Propargyl-peg3-sulfone-peg3-propargyl, is designed to connect two small-molecule ligands through a PEG-based, sulfone-containing spacer that supports productive ternary complex formation. Its flexible polyether segments can improve solubility and conformational adaptability, while the sulfone unit provides structural rigidity and chemical stability. The terminal propargyl groups enable orthogonal conjugation strategies commonly used in targeted protein degradation workflows. The structure and reactivity characteristics are described in detail below.

Structure: The molecule contains two terminal propargyl moieties attached to PEG chains, with a central sulfone acting as a polar, rigid connector. It features ether linkages within the polyether segments and a sulfone functional group, offering enhanced polarity, water compatibility, and stable covalent connectivity suitable for linker-based conjugation.

Reactivity: The terminal alkynes are suitable for copper-catalyzed azide–alkyne cycloaddition or related alkyne-based conjugation approaches to assemble PROTACs. Typical conditions use an appropriate Cu(I) source, inert atmosphere or oxygen-managed setups, and polar solvents compatible with PEG linkers. Reaction proceeds via formation of a reactive copper–acetylide intermediate and subsequent cycloaddition, enabling modular attachment to azide-functional ligands under mild, experimentally accessible conditions.

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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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