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Thalidomide-Photoswitch3-NH2 hydrochloride

产品编号:4169661
规格:≥95%
包装规格:50 MG
产品类别:进口试剂
品牌:Sigma-Aldrich
优惠价:立即咨询
产品价格
产品编号包装单位单价(元)国内现货国外库存询价单
416966150 MG6130
产品别名

Thalidomide-Photoswitch3-NH2 hydrochloride

Photoswitchable protein degrader building block for PROTAC

(E)-N-(4-((4-Aminophenyl)diazenyl)phenyl)-2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)oxy)acetamide hydrochloride

结构式
基本信息
Empirical Formula【经验(实验)分子式】
C27H22N6O6 · xHCl
Molecular weight
526.50 (free base basis)
Application【应用】
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 Degradation

Portal: Building PROTAC Degraders for Targeted Protein Degradation
Other Notes【其他说明】
PHOTACs enable optical control of protein degradation

PhotoPROTACs: A Novel Biotechnology for Cancer Treatment
Legal Information【法律信息】
PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license
产品性质
Quality Level【质量水平】
100
Assay【测定】
≥95%
form【形式】
solid
storage temp.【储存温度】
2-8℃
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
安全信息
Storage Class Code【储存分类代码】
11 - Combustible Solids
WGK
WGK 3
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