Thalidomide-NH-(CH2)3-NH-Boc

Background Introduction

Thalidomide-NH-(CH2)3-NH-Boc is a thalidomide-based derivative tailored for use as a Cereblon (CRBN) E3 ligase ligand in targeted protein degradation platforms, particularly PROTAC (Proteolysis Targeting Chimeras) strategies. It features a thalidomide core functionalized with a Boc-protected propyl diamine linker, providing both chemical stability and a versatile handle for downstream conjugation. By leveraging the unique properties of thalidomide for CRBN recruitment, this compound serves as a crucial building block in the design of next-generation degraders.

Mechanism

Thalidomide-NH-(CH2)3-NH-Boc binds specifically to the CRBN substrate receptor within the CUL4-CRBN E3 ubiquitin ligase complex. Upon ligand engagement, it reprograms the substrate specificity of CRBN, enabling the recruitment and ubiquitination of target proteins fused to the complementary warhead via the flexible linker. The Boc-protected diamine linker not only increases solubility and reactivity but also facilitates orthogonal protection strategies during PROTAC assembly, improving synthetic efficiency and reducing off-target modifications.

Applications

Thalidomide-NH-(CH2)3-NH-Boc is widely utilized in drug discovery and chemical biology for the creation of CRBN-based PROTACs, molecular glues, and bifunctional degraders. Its design makes it ideal for rapid analog synthesis, SAR exploration, and building custom libraries for high-throughput screening. Key applications include:

• Construction of Cereblon-recruiting PROTACs for targeted protein degradation research
• Development of molecular glues affecting protein-protein interactions
• Scaffold for linker optimization and medicinal chemistry projects
• Tool compound for target validation, functional genomics, and mechanistic studies
• Synthesis of bespoke degraders for CRO services and academic research

• High-purity compound verified by HPLC, NMR, and LC-MS
• Consistent batch-to-batch reproducibility with complete QC documentation
• Supplied with COA, MSDS, and analytical data for traceability
• Reliable global shipping with stability-guaranteed packaging
• Dedicated technical support and optional custom synthesis service
• Demonstrates strong binding affinity to CRBN, VHL, or other E3 ligases
• Enables stable E3 ligase recruitment for targeted protein degradation
• Boc-protected amine functionality allows easy incorporation into PROTAC synthesis workflows
• Optimized for efficient recruitment of the CRBN E3 ligase in targeted protein degradation