Tetrakis-(N-succinimidylcarboxypropyl)pentaerythritol
CAS No.: 681286-95-3
Cat No.: BP-502156
Purity: ≥ 98%
4.5 
Tetrakis-(N-succinimidylcarboxypropyl)pentaerythritol is a multifunctional, branched PROTAC linker scaffold featuring a pentaerythritol core bearing four N-hydroxysuccinimide (NHS) ester arms connected through carboxypropyl spacers. Each NHS ester is designed for efficient, chemoselective acylation of primary amines on targeting ligands, such as lysine residues or amine-functionalized peptides, enabling stable amide-bond formation under standard coupling conditions. In PROTAC construction, this linker serves as a molecular “conjugation hub” that can spatially organize and connect two or more components while providing tunable distance and multivalency, which can improve effective proximity between the target-binding moiety and the E3 ligase-binding partner when used in appropriate stoichiometries. Its four reactive sites make it particularly valuable for researchers developing modular, amine-reactive conjugates, optimizing linker architecture, and generating well-defined bioconjugates for targeted protein degradation studies.
Structure of 681286-95-3
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Tetrakis-(N-succinimidylcarboxypropyl)pentaerythritol is a highly functionalized, amine-reactive PROTAC linker building block designed to enable efficient conjugation between targeting ligands and protein-binding modules. Its multivalent N-hydroxysuccinimide (NHS) ester functionality supports rapid coupling under mild conditions, improving coupling efficiency and facilitating controlled linker architectures. The molecule’s subsequent detailed features and reactivity guidance are provided below for researchers constructing targeted protein degradation constructs.
Structure: The linker is a pentaerythritol core bearing multiple N-succinimidylcarboxypropyl arms. It contains ester-linked propyl spacers terminating in NHS esters, providing reactive carbonyl centers for nucleophilic acyl substitution. The overall structure combines a polyfunctional scaffold with flexible aliphatic segments.
Reactivity: NHS esters react with primary amines via nucleophilic acyl substitution, forming stable amide bonds while releasing N-hydroxysuccinimide. Suitable coupling is typically performed in anhydrous or low-water organic solvents or buffered aqueous systems that maintain amine nucleophilicity without promoting hydrolysis. Catalysis is generally not required; careful control of pH, temperature, and stoichiometry helps balance coupling efficiency and NHS-ester 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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