919888

Thalidomide-Photoswitch3-NH2 hydrochloride

≥95%

Manufacturer: Sigma Aldrich

Synonym(S): (E)-N-(4-((4-Aminophenyl)diazenyl)phenyl)-2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)oxy)acetamide hydrochloride, Photoswitchable protein degrader building block for PROTAC®

Select a Size

Pack Size SKU Availability Price
50 MG 919888-50-MG In Stock ₹ 58,119.43

919888 - 50 MG

₹ 58,119.43

In Stock

Quantity

1

Base Price: ₹ 58,119.43

GST (18%): ₹ 10,461.497

Total Price: ₹ 68,580.927

ligand

thalidomide

Quality Level

100

Assay

≥95%

form

solid

reaction suitability

reactivity: carboxyl reactivereagent 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

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Description

  • 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 Low-intensity light needed for photoactivation is not cytotoxic.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 DegradationPortal: Building PROTAC Degraders for Targeted Protein DegradationProduct can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)
  • Other Notes: PHOTACs enable optical control of protein degradationPhotoPROTACs: A Novel Biotechnology for Cancer Treatment
  • Legal Information: PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

SAFETY INFORMATION

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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

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