5-Amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione

Background Introduction

5-Amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione is a thalidomide analog and a potent ligand targeting the Cereblon (CRBN) E3 ubiquitin ligase. The molecule's unique amino substitution at the 5-position on the isoindoline scaffold enhances its utility as a functionalized building block for next-generation PROTACs (Proteolysis Targeting Chimeras) and molecular glues. Its structural features allow for diverse conjugation strategies, making it a valuable reagent for targeted protein degradation research.

Mechanism

This compound selectively binds to the CRBN subunit of the CUL4-CRBN E3 ubiquitin ligase complex. When incorporated into a bifunctional PROTAC molecule via the accessible 5-amino group, it recruits the E3 ligase to a protein of interest, resulting in ubiquitination and subsequent proteasomal degradation of the target. The exposed amino functionality offers a versatile handle for linker attachment, improving the efficiency and specificity of degrader design.

Applications

5-Amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione is widely used as a functionalized CRBN ligand in PROTAC synthesis, enabling the development of highly selective protein degraders. Its applications extend to:

• Construction of CRBN-based PROTACs for targeted protein degradation
• Structure-activity relationship (SAR) studies and medicinal chemistry optimization
• Synthesis of molecular glues and degrader tool compounds
• Drug discovery, target validation, and development of custom E3 ligase recruiting strategies

This reagent is ideal for both academic and industrial research in the rapidly evolving TPD field.

• 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
• High-affinity cereblon (CRBN) ligand core structure enables selective E3 ligase recruitment for targeted protein degradation.
• Versatile functional group allows efficient incorporation into a wide range of PROTAC molecules for drug discovery applications.