Boc-PEG4-sulfone-PEG4-Boc

 Cat No.: BP-501812 4.5  

Boc-PEG4-sulfone-PEG4-Boc is a homobifunctional, Boc-protected polyethylene glycol linker featuring two PEG4 segments flanking a central sulfone (–SO2–) group. The sulfone provides a rigid, strongly polar linkage that can enhance aqueous solubility and help maintain productive spatial separation between conjugated partners, while the PEG chains impart conformational flexibility and reduce nonspecific interactions. In PROTAC and targeted protein degradation designs, this linker is used to connect two functional modules—typically a ligand that binds an E3 ubiquitin ligase and a ligand that engages the target protein—by positioning them at an appropriate distance and relative orientation to favor formation of a ternary complex. The Boc groups serve as protected functional handles that can be removed under standard conditions to enable subsequent coupling chemistry. This linker is valuable for systematically tuning linker length and polarity to optimize degradation potency, selectivity, and experimental robustness in cellular assays.

Boc-PEG4-sulfone-PEG4-Boc

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Category
PROTAC Linker
Molecular Formula
C₃₀H₅₈O₁₄S
Molecular Weight
674.84

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

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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
tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-[2-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethylsulfonyl]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
QXUPWBDVXWAANP-UHFFFAOYSA-N
InChI
InChI=1S/C30H58O14S/c1-29(2,3)43-27(31)7-9-35-11-13-37-15-17-39-19-21-41-23-25-45(33,34)26-24-42-22-20-40-18-16-38-14-12-36-10-8-28(32)44-30(4,5)6/h7-26H2,1-6H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCS(=O)(=O)CCOCCOCCOCCOCCC(=O)OC(C)(C)C

Boc-PEG4-sulfone-PEG4-Boc is a PEG-based, sulfone-containing PROTAC linker building block designed to provide controlled spacing and aqueous compatibility between ligand warheads. Its protected termini enable stepwise coupling strategies, supporting modular synthesis of targeted protein degraders. The sulfone segment contributes a robust, polar linkage that can help maintain linker integrity during assembly. The details below describe its structure and practical reactivity for PROTAC construction.

Structure: The linker consists of two tert-butyl ester-protected carboxyl groups on PEG chains flanking a central sulfone. It contains ether linkages within the PEG segments and a sulfone functional group, providing polarity and conformational flexibility while maintaining a stable covalent backbone.

Reactivity: The tert-butyl ester-protected termini are typically compatible with non-acidic coupling workflows. Deprotection is commonly performed under acid-mediated conditions to generate carboxylic acids, which can then be activated for standard amide-forming coupling to amine-containing ligands. The sulfone-centered scaffold is generally chemically stable under mild coupling and purification conditions, enabling sequential synthesis in polar organic solvents with appropriate bases and coupling reagents.

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L

* 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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

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