6-[N-(6-Maleimidocaproyl)]caproic acid NHS
CAS No.: 1337538-62-1
Cat No.: BP-502149
Purity: 95%
4.5 
6-[N-(6-Maleimidocaproyl)]caproic acid NHS is an NHS-activated carboxylic acid linker designed for PROTAC and targeted protein degradation workflows requiring stable conjugation to amine-containing ligands. Structurally, it contains an NHS ester for efficient acylation, a flexible caproyl-based spacer that provides conformational reach, and a maleimide functionality that enables subsequent, selective coupling to thiols via Michael addition. In PROTAC architectures, this bifunctional design supports sequential assembly: first, the NHS ester can be used to attach the linker to an amine-bearing recognition element (e.g., a ligand or targeting moiety), while the maleimide group allows attachment to a cysteine- or thiol-functionalized partner such as a recruiter module or a pre-functionalized degrader scaffold. The resulting conjugates benefit from tunable spacing and chemoselective link formation, facilitating systematic optimization of degrader proximity and engagement, which is critical for robust ternary complex formation and degradation activity.
![6-[N-(6-Maleimidocaproyl)]caproic acid NHS](https://resource.bocsci.com/structure/1337538-62-1.gif)
Structure of 1337538-62-1
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This PROTAC linker, 6-[N-(6-Maleimidocaproyl)]caproic acid NHS, is designed to enable efficient conjugation between a primary amine–containing ligand and a thiol-bearing partner through a maleimide–thiol coupling motif. Its NHS-activated carboxylate supports streamlined amide-bond formation under standard bioconjugation conditions, while the maleimide handle provides a high-selectivity attachment step commonly used in bifunctional degraders. The combination facilitates modular PROTAC assembly with controlled chemoselectivity; detailed structural and reactivity considerations are provided below.
Structure: The linker contains an NHS-activated carboxylic acid for acylation, a caproyl spacer, and a maleimide-bearing amide segment. It features stable amide and ester-forming functionalities, with a reactive maleimide alkene suitable for thiol addition, alongside flexible aliphatic chains that support linker conformational freedom.
Reactivity: PROTAC construction typically proceeds by first reacting the NHS ester with an amine on a targeting ligand to form a stable amide bond. Subsequently, the maleimide group undergoes Michael-type addition with a thiol-containing moiety (often generated from cysteine residues or thiol-bearing intermediates). Mild aqueous buffers at near-neutral pH are commonly used; primary amines and competing thiols should be minimized. No special catalysts are generally required, but careful control of thiol availability and exclusion of reducing agents is important.
* 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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