Pomalidomide-C8-COOH

 CAS No.: 2305936-70-1  Cat No.: BP-100162  Purity: ≥95% 4.5  

Pomalidomide-C8-COOH is a synthetic E3 ligase ligand-linker conjugate that incorporates Pomalidomide-based CRBN ligands and linkers used in PROTAC technology.

Pomalidomide-C8-COOH

Structure of 2305936-70-1

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Category
E3 Ligase Ligand-Linker Conjugate
Molecular Formula
C22H27N3O6
Molecular Weight
429.47
Appearance
Yellow Solid

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

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Purity
≥95%
Appearance
Yellow Solid
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
IUPACName
9-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]amino]nonanoic acid
Synonyms
Pomalidomide-C8-acid; Pomalidomide-C8-CO2H; Thalidomide-NH-C8-COOH; 9-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)nonanoic acid; 9-{[2-(2,6-Dioxo-3-piperidinyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl]amino}nonanoic acid; Nonanoic acid, 9-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]amino]-; Pomalidomide 4'-alkylC8-acid
Boiling Point
718.9±60.0°C at 760 mmHg
Density
1.4±0.1 g/cm3
InChI Key
OGMJVYCYINHWEJ-UHFFFAOYSA-N
InChI
InChI=1S/C22H27N3O6/c26-17-12-11-16(20(29)24-17)25-21(30)14-8-7-9-15(19(14)22(25)31)23-13-6-4-2-1-3-5-10-18(27)28/h7-9,16,23H,1-6,10-13H2,(H,27,28)(H,24,26,29)
SMILES
C1CC(=O)NC(=O)C1N2C(=O)C3=C(C2=O)C(=CC=C3)NCCCCCCCCC(=O)O

The Pomalidomide-C8-COOH E3 Ligase Ligand-Linker Conjugate is a crucial component in the development of PROTACs, facilitating targeted protein degradation by linking an E3 ligase ligand to a target protein ligand. This molecule offers enhanced specificity and efficacy in protein degradation research. The following provides a detailed description of this molecule.

Linker: The linker in this molecule is an 8-carbon aliphatic chain, providing moderate flexibility to accommodate diverse spatial orientations. Its non-cleavable nature ensures the stability of the conjugate, making it suitable for applications requiring sustained interaction between the ligase and the target protein.

Ligand: The ligand is derived from pomalidomide, a thalidomide analog known for its high affinity to the cereblon E3 ligase. Its structural characteristics include a glutarimide ring, which is essential for binding to the E3 ligase, facilitating the recruitment of the ubiquitin-proteasome system.

Reactive Site: The reactive site features a carboxylic acid group, which can couple with amine-containing target protein ligands through amide bond formation. This reaction type is favored for its stability and compatibility with aqueous environments, enabling efficient conjugation under physiological conditions.

Recommended Target Protein Ligand: The recommended warhead for this molecule is an amine-containing moiety, such as those found in lysine residues. This choice offers the advantage of forming stable amide bonds, ensuring robust target engagement. Applications include the development of PROTACs for the selective degradation of proteins implicated in various diseases, enhancing therapeutic research possibilities.

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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

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

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