Name: Pomalidomide-PEG3-C2-NH2 (TFA)
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Purity

≥95%

Solubility

Soluble in DMSO, Ethanol, Water

Appearance

Oily Matter

Storage

Store at 2-8°C, stored under nitrogen

Shipping

Room temperature in continental US; may vary elsewhere

IUPACName

4-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethylamino]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione;2,2,2-trifluoroacetic acid

Synonyms

Thalidomide-NH-PEG3-NH2 TFA salt; Thalidomide-NH-PEG3-C2-NH2 TFA salt; Cereblon Ligand-Linker Conjugates 5 (TFA); E3 ligase Ligand-Linker Conjugates 30 (TFA); 4-((2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)amino)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione 2,2,2-trifluoroacetate; 4-[(2-{2-[2-(2-Aminoethoxy)ethoxy]ethoxy}ethyl)amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione trifluoroacetate (1:1); Acetic acid, 2,2,2-trifluoro-, compd. with 4-[[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethyl]amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione (1:1)

InChI Key

ZPYDGLGSAUHERM-UHFFFAOYSA-N

InChI

InChI=1S/C21H28N4O7.C2HF3O2/c22-6-8-30-10-12-32-13-11-31-9-7-23-15-3-1-2-14-18(15)21(29)25(20(14)28)16-4-5-17(26)24-19(16)27;3-2(4,5)1(6)7/h1-3,16,23H,4-13,22H2,(H,24,26,27);(H,6,7)

Canonical SMILES

C1CC(=O)NC(=O)C1N2C(=O)C3=C(C2=O)C(=CC=C3)NCCOCCOCCOCCN.C(=O)(C(F)(F)F)O

Background Introduction

Pomalidomide-PEG3-C2-NH2 (TFA) is a high-purity E3 ligase ligand-linker conjugate used in the design and synthesis of PROTACs (Proteolysis Targeting Chimeras). This compound joins pomalidomide, a well-characterized cereblon (CRBN) ligand, via a triethylene glycol (PEG3) and C2 linker ending with a terminal amine group, offering excellent solubility and versatile conjugation options for targeted protein degradation applications.

Mechanism

The mechanism of Pomalidomide-PEG3-C2-NH2 (TFA) centers on its role as a building block for PROTAC molecules. The pomalidomide moiety binds selectively to the CRBN E3 ubiquitin ligase. When used in PROTAC synthesis, the terminal amine group facilitates the conjugation to various target protein ligands or other functional groups. The PEG3-C2 linker provides flexibility and optimal spacing for efficient ternary complex formation between the target protein, PROTAC, and CRBN, promoting ubiquitination and subsequent proteasomal degradation of the target protein.

Applications

Pomalidomide-PEG3-C2-NH2 (TFA) is widely utilized in the creation of bespoke PROTACs for targeted protein degradation research. Its main applications include: (1) Generating small molecule degraders for cancer, neurodegeneration, and immunology research; (2) Serving as a modular component for high-throughput PROTAC library synthesis; (3) Supporting SAR (structure-activity relationship) studies for optimizing efficiency and selectivity of protein degradation. Additionally, this conjugate is valuable for academic and drug discovery laboratories focused on evaluating the biological impact of selective target protein removal using the CRBN-mediated ubiquitin-proteasome pathway.

• PEG3 linker improves solubility and cell permeability for efficient PROTAC development.
• Amine-terminated pomalidomide conjugate enables robust CRBN E3 ligase recruitment in 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