N-(8-Maleimidocapryloxy)succinimide
CAS No.: 87981-03-1
Cat No.: BP-502148
Purity: 95%
4.5 
N-(8-Maleimidocapryloxy)succinimide is a heterobifunctional linker featuring a maleimide group for selective thiol reactivity and a hydrophobic capryloxy (eight-carbon) spacer that provides conformational flexibility and improves effective reach between conjugation partners. The succinimide portion enables stable installation of the linker onto amine-containing biomolecules or surfaces, after which the terminal maleimide can undergo rapid, chemoselective Michael addition with cysteine or thiol-bearing ligands under mild aqueous conditions. In PROTAC design, such thiol–maleimide coupling is commonly used to connect a protein-binding ligand (e.g., E3 ligase binder or target binder) to a complementary component while tuning linker length and hydrophobicity to balance ternary complex formation and degradation potency. Its value lies in enabling modular, efficient synthesis of targeted degradation constructs with controlled conjugation chemistry and reproducible attachment geometries for systematic structure–activity studies.
Structure of 87981-03-1
Assurance
Delivery
Support
* For research and manufacturing use only. Not for human or clinical use.
| Size | Price | Stock | Quantity |
|---|---|---|---|
| -- | $-- | In stock |
Looking for different specifications? Click to request a custom quote!
Capabilities & Facilities
- Comprehensive PROTAC Platform
- Scientific Expertise & Technical Support
- Custom Synthesis & Design Service
- Extensive Product Coverage
- Cutting-Edge Innovation
- Fast Delivery & Global Support
- 24/7 customer service
- 100% quality assurance
Popular Publications Citing BOC Sciences Products
N-(8-Maleimidocapryloxy)succinimide is a bifunctional, maleimide-containing linker designed for efficient conjugation strategies commonly used in targeted protein degradation workflows. Its maleimide functionality enables selective thiol-reactive coupling, while the succinimide ester component supports amide-forming linkage to primary amines. These complementary reactivities make it a practical intermediate for assembling PROTACs and related degraders, where modular attachment of ligands and controlled linker placement are critical. Detailed structural and reactivity considerations are provided below.
Structure: The molecule contains a succinimide ester and a maleimide moiety connected through an ether-linked aliphatic spacer. It features electrophilic carbonyl groups and an activated imide system capable of nucleophilic acyl substitution and Michael-type addition, respectively. Overall, it is a reactive, hydrophobic linker with thiol-reactive and amine-reactive sites.
Reactivity: Suitable PROTAC assembly typically uses sequential coupling: first, the succinimide ester reacts with primary amines to form stable amide bonds under mildly basic aqueous buffer conditions, followed by maleimide conjugation to thiols via Michael addition. Reactions are generally performed with careful pH control to preserve maleimide reactivity and minimize side reactions such as hydrolysis. Common approaches employ water-compatible buffers and, when needed, mild organic cosolvents; catalysts are usually unnecessary because the electrophiles drive the transformations.
* 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
Related Product Recommendations
Please contact us with any specific requirements and we will get back to you as soon as possible.
