Application
Protein degrader building block Thalidomide-Photoswitch3-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-I-10 and PHOTAC-II-6 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
Browse our full offering of degrader building blocks that streamlines the synthesis of degrader libraries.
Learn more:
Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation
Portal: Building PROTAC Degraders for Targeted Protein Degradation
Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)
Other Notes
PHOTACs enable optical control of protein degradation
PhotoPROTACs: A Novel Biotechnology for Cancer Treatment
Legal Information
PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license
Molecular Weight: 526.50 (free base basis). Empirical Formula: C27H22N6O6 · xHCl. Quality Level: 100. Assay: ≥. 95%. form: solid. reaction suitability: reactivity: carboxyl reactive, reagent type: ligand-linker conjugate. functional group: amine. storage temp.: 2-8°C. SMILES string: O: C1N(C2C(NC(CC2): O): O)C(C3: C1C: CC: C3OCC(NC4: CC: C(/N: N/C5: CC: C(N)C: C5)C: C4): O): O.Cl. Storage Class Code: 11 - Combustible Solids. WGK: WGK 3. Flash Point(F): Not applicable. Flash Point(C): Not applicable.- UPC:
- 51131743
- Condition:
- New
- Weight:
- 1.00 Ounces
- HazmatClass:
- No
- WeightUOM:
- LB
- MPN:
- 919888-50MG