Name: Pomalidomide-PEG4-CO2H
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Purity

≥98%

Appearance

Yellow Gum

ShelfLife

2 years

Storage

Store at 2-8°C

IUPACName

3-[2-[2-[2-[2-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]amino]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid

Synonyms

Thalidomide-NH-PEG4-COOH; Pomalidomide-PEG4-C2-acid; Pomalidomide-PEG4-COOH; Pomalidomide 4'-PEG4-acid; Pomalidomide-PEG4-C2-COOH; 1-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)-3,6,9,12-tetraoxapentadecan-15-oic acid; Pomalidomide-PEG4-Acid; 1-{[2-(2,6-Dioxo-3-piperidinyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl]amino}-3,6,9,12-tetraoxapentadecan-15-oic acid; 3,6,9,12-Tetraoxapentadecan-15-oic acid, 1-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]amino]-

Boiling Point

773.6±60.0°C at 760 mmHg

Density

1.4±0.1 g/cm3

InChI Key

CAANPUBZFFRWQP-UHFFFAOYSA-N

InChI

InChI=1S/C24H31N3O10/c28-19-5-4-18(22(31)26-19)27-23(32)16-2-1-3-17(21(16)24(27)33)25-7-9-35-11-13-37-15-14-36-12-10-34-8-6-20(29)30/h1-3,18,25H,4-15H2,(H,29,30)(H,26,28,31)

Canonical SMILES

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

Background Introduction

Pomalidomide-PEG4-CO2H is a versatile E3 ligase ligand-linker conjugate commonly used in the design and synthesis of PROTACs (Proteolysis Targeting Chimeras) for targeted protein degradation. This molecule combines the cereblon (CRBN) ligand pomalidomide with a polyethylene glycol (PEG4) linker terminating in a carboxylic acid (CO2H) group. The flexible PEG4 spacer enhances aqueous solubility and provides optimal distance for efficient recruitment of target and E3 ligase complexes.

Mechanism

The mechanism of Pomalidomide-PEG4-CO2H lies in its function as a modular chemical handle for the assembly of heterobifunctional small molecules. Pomalidomide binds and recruits the E3 ubiquitin ligase cereblon (CRBN). The PEG4 linker acts as a flexible bridge, terminating in a reactive carboxylic acid that facilitates further chemical conjugation to target protein ligands via amide bond formation. When incorporated into a PROTAC molecule, the CRBN ligand and the target protein ligand are brought into proximity, promoting ubiquitination and subsequent proteasomal degradation of the target protein.

Applications

Pomalidomide-PEG4-CO2H is widely used in the synthesis of novel PROTAC molecules for chemical biology and drug discovery research. It enables researchers to link various target-binding ligands to the CRBN E3 ligase to develop custom protein degraders for oncology, neurodegeneration, immunology, and other therapeutic areas. This conjugate is also valuable for the structure-activity relationship (SAR) studies of linker length, flexibility, and polarity on PROTAC efficacy, making it a crucial tool in the optimization of next-generation targeted degradation therapeutics.

• PEG4 linker increases solubility and bioavailability for efficient PROTAC design.
• Carboxylic acid terminal enables versatile conjugation to diverse target ligands or warheads.

HNMR

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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