Active-mono-sulfone-PEG8-acid

 CAS No.: 2055048-45-6  Cat No.: BP-500647 4.5  

Active-mono-sulfone-PEG8-acid is a PEG-based PROTAC linker featuring a single sulfone functional group and a terminal carboxylic acid, providing a chemically “active” handle for conjugation and a hydrophilic spacer that improves solubility and often helps reduce nonspecific interactions. The mono-sulfone motif offers a robust, polar linkage that can transmit conformational effects between the two PROTAC arms while maintaining chemical stability under typical synthetic and experimental conditions. In PROTAC design, this linker is used to connect a target-binding ligand and an E3 ligase ligand (or other recruiting module), positioning them with an appropriate effective distance and flexibility to promote formation of the ternary complex and subsequent ubiquitination-driven degradation. Its PEG8 length and acid terminus make it suitable for amide or related coupling strategies, enabling systematic optimization of linker geometry in targeted protein degradation studies.

Active-mono-sulfone-PEG8-acid

Structure of 2055048-45-6

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PROTAC Linker
Molecular Formula
C₃₇H₅₃NO₁₄S
Molecular Weight
767.88

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

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IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-[[4-[2-[(4-methylphenyl)sulfonylmethyl]prop-2-enoyl]benzoyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
InChI Key
YYYREZMWSVJNLW-UHFFFAOYSA-N
InChI
InChI=1S/C37H53NO14S/c1-30-3-9-34(10-4-30)53(43,44)29-31(2)36(41)32-5-7-33(8-6-32)37(42)38-12-14-46-16-18-48-20-22-50-24-26-52-28-27-51-25-23-49-21-19-47-17-15-45-13-11-35(39)40/h3-10H,2,11-29H2,1H3,(H,38,42)(H,39,40)
SMILES
CC1=CC=C(C=C1)S(=O)(=O)CC(=C)C(=O)C2=CC=C(C=C2)C(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

Active-mono-sulfone-PEG8-acid is a polyethylene glycol (PEG)-based PROTAC linker featuring a mono-sulfone motif and a terminal carboxylic acid handle. Its flexible, hydrophilic PEG segment can improve solubility and conformational reach between targeting and E3 ligands, while the sulfone provides chemical robustness and a stable linkage environment. This linker is well suited for constructing targeted protein degradation conjugates, and the details below describe its structure and practical reactivity considerations for PROTAC synthesis.

Structure: The linker combines a flexible PEG chain with a mono-sulfone functional group and a terminal carboxylic acid. It contains ether linkages within the PEG backbone, a sulfone moiety, and an acid-bearing carbonyl, enabling strong polarity and favorable aqueous compatibility.

Reactivity: The terminal carboxylic acid is typically activated for amide-bond formation with amine-bearing ligands under standard coupling chemistries used in PROTAC assembly. Common approaches involve carboxyl activation followed by nucleophilic acyl substitution, often using coupling reagents and base in compatible organic solvents, with temperature and time optimized to preserve sensitive functional groups. The sulfone unit is generally non-reactive under these coupling conditions, supporting reliable linker integrity.

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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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