1-Acetyloxy-2,5-dioxopyrrolidine-3-sulfonic acid
CAS No.: 152305-87-8
Cat No.: BP-500506
Purity: 95%
4.5 
1-Acetyloxy-2,5-dioxopyrrolidine-3-sulfonic acid is a sulfonic-acid–containing, cyclic imide building block featuring a protected hydroxyl (acetoxy) and two carbonyls characteristic of a succinimide-like scaffold. In PROTAC linker design, such imide–sulfonate motifs are valuable for constructing chemically stable linkers that can present a polar, anionic handle for controlled conjugation chemistry and for tuning solubility and effective linker geometry between the ligand warhead and the E3-recruiting element. The acetoxy group can serve as a latent functional group that may be manipulated to enable stepwise assembly while maintaining compatibility with common peptide/ligand coupling conditions. Researchers use this type of linker component to generate PROTACs with improved synthetic modularity and to systematically evaluate how linker polarity and rigidity influence ternary complex formation and targeted protein degradation efficiency.
Structure of 152305-87-8
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1-Acetyloxy-2,5-dioxopyrrolidine-3-sulfonic acid, provides a chemically robust scaffold that combines a cyclic imide motif with a sulfonic acid functionality. Such linkers are valued in targeted protein degradation workflows because they enable modular assembly of bifunctional degraders while supporting controlled conjugation chemistry. The structural features and functional group reactivity are described in detail below, including practical considerations for PROTAC construction and subsequent coupling steps.
Structure: The molecule contains a five-membered cyclic imide bearing two carbonyl groups, an acetyloxy substituent, and a sulfonic acid group. It features strong amide-like C–N linkages within the imide and highly polar S–O bonds, yielding a polar, hydrogen-bonding-rich linker with acid–base and hydrolysis-sensitive behavior.
Reactivity: For PROTAC synthesis, the sulfonic acid functionality can be leveraged for activation and subsequent formation of stable linkages with nucleophilic partners, while the acetyloxy group may participate in protecting-group strategies or be adjusted under aqueous conditions. Coupling is typically performed via established sulfonyl activation or amide-forming routes using standard dehydrating/activating reagents, with polar aprotic solvents and controlled pH to balance activation efficiency and imide stability.
* 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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