919888
Thalidomide-Photoswitch3-NH2 hydrochloride
≥95%
别名:
(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®
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About This Item
经验公式（希尔记法）:
C27H22N6O6 · xHCl
分子量:
526.50 (free base basis)
UNSPSC代码:
12352101
NACRES:
NA.22
ligand
thalidomide
质量水平
检测方案
≥95%
形式
solid
反应适用性
reactivity: carboxyl reactive
reagent type: ligand-linker conjugate
官能团
amine
储存温度
2-8°C
SMILES字符串
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
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:
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)
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)
其他说明
法律信息
PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
法规信息
新产品
Zhi-Wei Wang et al.
Trends in cell biology, 30(10), 749-751 (2020-08-29)
PROteolysis-TArgeting Chimeras (PROTACs) have been developed for targeting specific protein destruction. Two recent studies in Science Advances by Liu et al. and Reynders et al. reported a novel technology, PHOtochemically TArgeting Chimeras (PHOTACs) or opto-PROTAC, which is light-induced control of
Martin Reynders et al.
Science advances, 6(8), eaay5064-eaay5064 (2020-03-05)
PROTACs (PROteolysis TArgeting Chimeras) are bifunctional molecules that target proteins for ubiquitylation by an E3 ligase complex and subsequent degradation by the proteasome. They have emerged as powerful tools to control the levels of specific cellular proteins. We now introduce
商品
Protein Degrader Building Blocks are a collection of crosslinker-E3 ligand conjugates with a pendant functional group for covalent linkage to a target ligand.
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