Pomalidomide-C2-COOH

 CAS No.: 2225940-46-3  Cat No.: BP-100157  Purity: ≥95% 4.5  

Pomalidomide-C2-COOH is an advanced E3 Ligase Ligand-Linker Conjugate specifically designed for use in PROTAC (Proteolysis Targeting Chimera) drug discovery and targeted protein degradation research. As a derivative of pomalidomide, this compound acts as a high-affinity ligand for the E3 ubiquitin ligase cereblon (CRBN), which is pivotal in mediating the ubiquitination and subsequent proteasomal degradation of target proteins. The C2 linker arm with a terminal carboxylic acid group facilitates efficient attachment to a variety of target protein ligands, enabling the creation of custom PROTAC molecules.

Pomalidomide-C2-COOH

Structure of 2225940-46-3

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Category
E3 Ligase Ligand-Linker Conjugate
Molecular Formula
C16H15N3O6
Molecular Weight
345.31

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

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  • Comprehensive PROTAC Platform
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Purity
≥95%
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
IUPACName
3-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]amino]propanoic acid
Synonyms
Pomalidomide-C2-acid; 3-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)propanoic acid; 3-{[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl]amino}propanoic acid; β-Alanine, N-[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]-; N-[2-(2,6-Dioxo-3-piperidinyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl]-β-alanine; Thalidomide-NH-C2-COOH
Boiling Point
708.5±60.0°C (Predicted)
Density
1.578±0.06 g/cm3 (Predicted)
InChI Key
HIZAHNGGMCSUEV-UHFFFAOYSA-N
InChI
InChI=1S/C16H15N3O6/c20-11-5-4-10(14(23)18-11)19-15(24)8-2-1-3-9(13(8)16(19)25)17-7-6-12(21)22/h1-3,10,17H,4-7H2,(H,21,22)(H,18,20,23)
Canonical SMILES
C1CC(=O)NC(=O)C1N2C(=O)C3=C(C2=O)C(=CC=C3)NCCC(=O)O

Background Introduction

Pomalidomide-C2-COOH is a specialized E3 ligase ligand-linker conjugate designed for use in PROTAC (Proteolysis Targeting Chimera) research and related chemical biology applications. Incorporating pomalidomide—a small molecule recognized for recruiting the CRBN (cereblon) E3 ubiquitin ligase—this product features a two-carbon (C2) alkyl linker ending with a carboxylic acid (COOH) group, facilitating further functionalization and conjugation. This molecular platform enables scientists to efficiently design and synthesize novel PROTACs for targeted protein degradation strategies.

Mechanism

Pomalidomide-C2-COOH leverages the E3 ligase-binding capabilities of pomalidomide, which selectively engages with the cereblon (CRBN) complex, a component of the Cullin 4-RING E3 ubiquitin ligase. The C2 alkyl linker and terminal carboxylic acid provide a versatile and accessible handle for covalent attachment to ligands specific for proteins of interest. Once incorporated into a bifunctional PROTAC molecule, Pomalidomide-C2-COOH brings the target protein and the E3 ligase into close proximity, causing ubiquitination of the target and its subsequent degradation via the proteasome system. This process enables selective post-translational knockdown of disease-associated proteins at the cellular level.

Applications

Pomalidomide-C2-COOH is an indispensable building block for the custom synthesis of cereblon-recruiting PROTAC molecules. Its key applications include: (1) Facilitating the design and generation of PROTACs for targeted degradation of a wide range of proteins, including kinases, transcription factors, and epigenetic regulators; (2) Enabling functional studies of protein homeostasis and ubiquitin-proteasome pathway dynamics; (3) Supporting drug discovery workflows focused on novel therapeutics for cancer, neurodegenerative disorders, and other diseases linked to aberrant protein expression. Researchers can also utilize Pomalidomide-C2-COOH in the development of molecular glue degraders or in advanced chemical biology experiments requiring selective CRBN engagement.

• Carboxyl-terminated linker enables efficient and stable amide bond formation in PROTAC assembly.
• Ideal for constructing CRBN E3 ligase-recruiting PROTACs, offering high specificity and potency in targeted protein degradation.

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L

* 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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
g

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