Pomalidomide-C7-COOH

 CAS No.: 2225940-51-0  Cat No.: BP-100098 4.5  

Pomalidomide-C7-COOH is a specialized E3 ligase ligand-linker conjugate, precisely engineered for use in PROTAC (Proteolysis Targeting Chimera) development and related targeted protein degradation research. Classified as an 'E3 Ligase Ligand-Linker Conjugate,' this molecule combines the cereblon (CRBN)-binding ligand, pomalidomide, with a seven-carbon (C7) linker terminating in a carboxylic acid (COOH) functional group. This design enables straightforward conjugation to target protein ligands, empowering researchers to create custom PROTACs that recruit the CRBN E3 ubiquitin ligase complex. By facilitating the ubiquitination and subsequent proteasomal degradation of targeted proteins, Pomalidomide-C7-COOH plays a pivotal role in exploring new therapeutic strategies for oncology, neurology, and beyond. Ideal for medicinal chemists and drug discovery teams, this conjugate provides a robust foundation for next-generation targeted protein degradation technologies.

Pomalidomide-C7-COOH

Structure of 2225940-51-0

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Category
E3 Ligase Ligand-Linker Conjugate
Molecular Formula
C₂₁H₂₅N₃O₆
Molecular Weight
415.44

* For research and manufacturing use only. Not for human or clinical use.

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  • Comprehensive PROTAC Platform
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Solubility
In DMSO: 50 mg/mL (120.35 mM; Need ultrasonic)<br/>In H2O: < 0.1 mg/mL (insoluble)
Storage
Powder, -20°C, 3 years; 4°C, 2 years; In solvent, -80°C, 6 months; -20°C, 1 month
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
8-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]amino]octanoic acid
InChI Key
IJDAOSIFULSGHH-UHFFFAOYSA-N
InChI
1S/C21H25N3O6/c25-16-11-10-15(19(28)23-16)24-20(29)13-7-6-8-14(18(13)21(24)30)22-12-5-3-1-2-4-9-17(26)27/h6-8,15,22H,1-5,9-12H2,(H,26,27)(H,23,25,28)
Canonical SMILES
OC(CCCCCCCNC1=C2C(N(C(C2=CC=C1)=O)C3CCC(NC3=O)=O)=O)=O
Pub Chem ID
134589383

Background Introduction

Pomalidomide-C7-COOH is a bifunctional molecule specially designed for next-generation PROTAC (Proteolysis Targeting Chimera) and targeted protein degradation applications. As a derivative of pomalidomide—a well-known ligand for the E3 ubiquitin ligase cereblon (CRBN)—this product features an extended C7 aliphatic linker and a carboxylic acid functional group. Its structure enables flexible PROTAC design and improved pharmacokinetic profiles, making it a high-value building block for drug discovery.

Mechanism

The mechanism of Pomalidomide-C7-COOH centers on its ability to recruit the CRBN E3 ubiquitin ligase. When conjugated to a target protein ligand via its reactive carboxylic acid group, it forms part of a PROTAC molecule. The PROTAC simultaneously binds the target protein and CRBN, positioning them in proximity. This induces ubiquitination of the target protein, marking it for selective proteasomal degradation. This catalytic event results in efficient and sustained reduction of the disease-relevant protein.

Applications

Pomalidomide-C7-COOH is widely utilized as an E3 ligase ligand-linker conjugate in the synthesis of custom PROTACs and targeted protein degraders. Its distinct structure with a C7 linker enables optimal spatial arrangement between the E3 ligase and target proteins, making it ideal for drug discovery, preclinical research, and chemical biology studies. Researchers leverage Pomalidomide-C7-COOH to facilitate the development of novel therapeutics against cancer, neurodegenerative disorders, and other diseases involving dysregulated proteins.

• Carboxyl-functionalized C7 linker enables easy coupling for versatile PROTAC synthesis.
• Specifically designed for CRBN E3 ligase recruitment, improving target protein degradation efficiency.

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* 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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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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