Name: Pomalidomide-C6-NH2
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Purity

≥95%

Storage

Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)

IUPACName

4-(6-aminohexylamino)-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione

Synonyms

Thalidomide-NH-C6-NH2; 4-((6-aminohexyl)amino)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione; 4-[(6-Aminohexyl)amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione; 1H-Isoindole-1,3(2H)-dione, 4-[(6-aminohexyl)amino]-2-(2,6-dioxo-3-piperidinyl)-

Boiling Point

648.2±55.0°C at 760 mmHg

Density

1.3±0.1 g/cm3

InChI Key

RIRBCYNKTDWXEI-UHFFFAOYSA-N

InChI

InChI=1S/C19H24N4O4/c20-10-3-1-2-4-11-21-13-7-5-6-12-16(13)19(27)23(18(12)26)14-8-9-15(24)22-17(14)25/h5-7,14,21H,1-4,8-11,20H2,(H,22,24,25)

Canonical SMILES

C1CC(=O)NC(=O)C1N2C(=O)C3=C(C2=O)C(=CC=C3)NCCCCCCN

Background Introduction

Pomalidomide-C6-NH2 is a high-purity E3 ligase ligand-linker conjugate, designed specifically for PROTAC (Proteolysis Targeting Chimera) research and development. This compound incorporates pomalidomide, a potent cereblon (CRBN) E3 ubiquitin ligase ligand, tethered via a six-carbon (C6) alkyl linker to a terminal amine (NH2) group. The structural design allows for efficient coupling to target protein ligands, making it a versatile intermediate for custom PROTAC synthesis.

Mechanism

Pomalidomide-C6-NH2 acts as the E3 ligase recruiting component in PROTACs. Upon conjugation to a ligand that binds a protein of interest (POI), the resulting PROTAC molecule simultaneously binds to CRBN (an E3 ubiquitin ligase) via the pomalidomide moiety and to the POI through the user-attached ligand. This proximity induces ubiquitination of the target protein, triggering its subsequent degradation by the proteasome, thereby enabling selective and catalytic removal of disease-relevant proteins from cells.

Applications

Pomalidomide-C6-NH2 is widely used in PROTAC drug discovery for targeted protein degradation studies. Its primary application is as a building block for synthesizing bifunctional molecules that recruit CRBN to degrade various target proteins, such as kinases, transcription factors, and epigenetic modulators. This compound accelerates the development of novel therapeutics for cancers, neurodegenerative disorders, and immune diseases. Researchers also use Pomalidomide-C6-NH2 to explore structure-activity relationships (SAR) of PROTACs, optimize linker design, and develop custom protein degraders.

• Amine-terminated C6 linker enables versatile and efficient conjugation in PROTAC design.
• Engineered for high-affinity cereblon (CRBN) recruitment, facilitating targeted protein degradation.

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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