918091

Lenalidomide-Photoswitch2-NH₂ hydrochloride

≥95%

• Synonym(e): (E)-N-(2-Aminoethyl)-2-(4-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)diazenyl)phenoxy)acetamide hydrochloride, PHOTAC template, Photoswitchable protein degrader building block for PROTAC^® research
• Empirische Formel (Hill-System): C₂₃H₂₄N₆O₅ · xHCl
• CAS-Nummer: 2363144-29-8
• Molekulargewicht: 464.47 (free base basis)
• UNSPSC-Code: 12352101
• NACRES: NA.22

Eigenschaften

• ligand: lenalidomide
• Qualitätsniveau: 100
• Assay: ≥95%
• Form: powder or crystals
• Eignung der Reaktion: reactivity: carboxyl reactive; reagent type: ligand-linker conjugate
• Funktionelle Gruppe: amine
• Lagertemp.: 2-8°C
• SMILES String: NCCNC(COC1=CC=C(/N=N/C2=CC=CC3=C2CN(C4C(NC(CC4)=O)=O)C3=O)C=C1)=O.Cl

Beschreibung

Anwendung

Protein degrader building block Lenalidomide-Photoswitch2-NH₂ hydrochloride enables the synthesis of PHOtochemically TArgeting Chimeras (PHOTACs), or photoswitchable proteolysis-targeting chimeras (PROTACs) that can be reversibly activated with different wavelengths of light. Developed in the Trauner and Pagano labs, PHOTACs are inactive in the dark but are activated to the cis isomer via irradiation at 390 nm and reversibly deactivated at wavelengths above 450 nm. As described in Reynders et al, this conjugate was used to prepare PHOTAC-II-5 and contains a Cereblon (CRBN)-recruiting ligand, an azobenzene photoswitchable crosslinker, and pendant amine for reactivity with an acid on the target warhead. Light-mediated control of the resulting PHOTAC affords advanced temporal and spatial control of targeted protein degradation.

Suggested wavelengths for photoswitching:

• Switch to cis isomer: 390 nm (380-400 nm)
• Switch to trans isomer (thermally more stable isomer): >450 nm

Low-intensity light needed for photoactivation is not cytotoxic.

Browse our full offering of degrader building blocks that streamlines the synthesis of degrader libraries.

Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)

Sonstige Hinweise

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Portal: Building PROTAC^® Degraders for Targeted Protein Degradation

PHOTACs enable optical control of protein degradation

PhotoPROTACs: A Novel Biotechnology for Cancer Treatment

Rechtliche Hinweise

PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable