(S,R,S)-AHPC-Me is a potent and selective ligand for the von Hippel-Lindau (VHL) E3 ubiquitin ligase, optimized for PROTAC and targeted protein degradation applications. Belonging to the "E3 Ligase Ligand" category, (S,R,S)-AHPC-Me features a methyl-substituted AHPC scaffold, enabling efficient VHL recruitment when designing bifunctional molecules. This compound is widely used in the development of VHL-based PROTACs for the degradation of disease-related proteins, supporting cutting-edge research in targeted therapeutics, oncology, and drug discovery.
Structure of 1948273-02-6
* For research and manufacturing use only. Not for human or clinical use.
| Size | Price | Stock | Quantity |
|---|---|---|---|
| 1 g | $439 | In stock |
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Background Introduction
(S,R,S)-AHPC-Me is a derivative of AHPC (aliphatic hydroxyproline-based compound), which is widely recognized as a potent ligand for the von Hippel-Lindau (VHL) E3 ubiquitin ligase. The (S,R,S)-stereochemistry ensures high affinity and specificity for the VHL binding pocket. This compound is frequently utilized as an effective E3 ligase ligand for the generation of VHL-based PROTACs (Proteolysis Targeting Chimeras), empowering researchers to harness the cell's ubiquitin-proteasome system for targeted protein degradation.
Mechanism
(S,R,S)-AHPC-Me recruits the VHL E3 ubiquitin ligase by binding to its VHL substrate recognition site with high selectivity and affinity. When conjugated to a ligand for a protein of interest (POI) via an appropriate linker, the resultant PROTAC brings the POI into proximity with the VHL E3 ligase. This interaction promotes polyubiquitination and subsequent proteasomal degradation of the target protein. The methyl modification in (S,R,S)-AHPC-Me enhances its chemical properties and synthetic flexibility, facilitating its application in the design and optimization of bifunctional degraders.
Applications
(S,R,S)-AHPC-Me is extensively used in academia and industry for the rational design and synthesis of VHL-recruiting PROTACs and molecular glue degraders. Key applications include:
• Generation of VHL-based PROTACs for targeted protein degradation and validation.(S,R,S)-AHPC-Me serves as a robust building block for advancing targeted protein degradation technologies, enabling breakthroughs in chemical biology and therapeutic development.
* 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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