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A propos de cet article
Formule empirique (notation de Hill) :
C23H24N6O5 · xHCl
Numéro CAS:
Poids moléculaire :
464.47 (free base basis)
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22
Service technique
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lenalidomide
Quality Level
assay
≥95%
form
powder or crystals
reaction suitability
reactivity: carboxyl reactive, reagent type: ligand-linker conjugate
functional group
amine
storage temp.
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
InChI key
SZBAHGLBGOFATH-RXQWRGDBSA-N
Application
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:
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)
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)
Other Notes
Legal Information
PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
Protein Degrader Building Blocks are a collection of crosslinker-E3 ligand conjugates with a pendant functional group for covalent linkage to a target ligand.
Numéro d'article de commerce international
| Référence | GTIN |
|---|---|
| 918091-50MG | 04065265086509 |