VH032-C4-NH-Boc

Background Introduction

VH032-C4-NH-Boc is a derivative of the well-established VHL (von Hippel-Lindau) E3 ubiquitin ligase ligand, VH032, with a tert-butyloxycarbonyl (Boc)-protected amino group introduced via a four-carbon linker. The incorporation of Boc protection enhances the compound's stability against premature reactions during synthesis and allows for subsequent functionalization, facilitating the design and synthesis of versatile VHL-based PROTACs (Proteolysis Targeting Chimeras) for targeted protein degradation applications.

Mechanism

VH032-C4-NH-Boc selectively binds to the VHL E3 ubiquitin ligase complex, recruiting it to the proximity of target proteins when incorporated into PROTAC molecules. Once tethered via a suitable linker to a ligand directed against a target protein, VH032-C4-NH-Boc facilitates the formation of a ternary complex, bringing the VHL E3 ligase and the target protein together. This assembly promotes ubiquitination of the target protein, marking it for proteasomal degradation. The Boc-protected amino group ensures stability during chemical handling and can be deprotected as needed for subsequent linker or ligand attachment.

Applications

VH032-C4-NH-Boc is a valuable chemical tool for researchers engineering VHL-based PROTACs and protein degraders. Its applications include:

• Serving as a key intermediate for synthesizing bifunctional small molecules that target disease-related proteins for degradation.
• Supporting medicinal chemistry efforts in optimizing linkage strategies and SAR studies for effective PROTAC design.
• Facilitating the development of next-generation VHL ligands for target validation in drug discovery and chemical biology.
• Application in academic and pharmaceutical research to broaden the spectrum of targetable proteins using the ubiquitin-proteasome pathway.

• 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 for easy deprotection and flexible linker modification
• Optimized for high-affinity binding to VHL E3 ligase, enhancing PROTAC efficacy