Thalidomide-Cyanine 5

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Cat.No. 7288 - Thalidomide-Cyanine 5 | C52H60N6O13S2
Description: Fluorescent cereblon probe
Chemical Name: 2-((1E,3E)-5-((E)-1-(6-((4-(2-((2-(2,6-Dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)oxy)acetamido)butyl)amino)-6-oxohexyl)-3,3-dimethyl-5-sulfoindolin-2-ylidene)penta-1,3-dien-1-yl)-1-ethyl-3,3-dimethyl-3H-indol-1-ium-5-sulfonate
Purity: ≥90% (HPLC)
Literature (1)

Biological Activity

Fluorescent probe for cereblon E3 ligases. Binds with high affinity to DDB1-CRBN. Suitable for use in TR-FRET.

Optical Data for Thalidomide-Cyanine 5

λabs 650 nm
λem 665 nm

Technical Data

M. Wt 1041.2
Formula C52H60N6O13S2
Storage Store at -20°C
Purity ≥90% (HPLC)
Smiles O=C1N(C2CCC(NC2=O)=O)C(C3=CC=CC(OCC(NCCCCNC(CCCCCN(C(C=CC(S(=O)(O)=O)=C4)=C4C/5(C)C)C5=C\C=C\C=C\C6=[N+](CC)C7=C(C=C(S(=O)([O-])=O)C=C7)C6(C)C)=O)=O)=C31)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 20.82 20

Preparing Stock Solutions

The following data is based on the product molecular weight 1041.2. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.2 mM 4.8 mL 24.01 mL 48.02 mL
1 mM 0.96 mL 4.8 mL 9.6 mL
2 mM 0.48 mL 2.4 mL 4.8 mL
10 mM 0.1 mL 0.48 mL 0.96 mL

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References are publications that support the biological activity of the product.

Fischer et al (2014) Structure of the DDB1-CRBN E3 ubiquitin ligase in complex with thalidomide. Nature 512 49 PMID: 25043012

Petzold et al (2016) Structural basis of lenalidomide-induced CK1α degradation by the CRL4CRBN ubiquitin ligase. Nature 532 127 PMID: 26909574

Cavadini et al (2016) Cullin-RING ubiquitin E3 ligase regulation by the COP9 signalosome. Nature 531 598 PMID: 27029275

Chessum et al (2018) Demonstrating in-cell target engagement using a pirin protein degradation probe (CCT367766). J.Med.Chem. 61 918 PMID: 29240418

If you know of a relevant reference for Thalidomide-Cyanine 5, please let us know.

Keywords: Thalidomide-Cyanine 5, Thalidomide-Cyanine 5 supplier, thalidomide, fluorescent, probes, time-resolved, fluorescence, resonance, energy, transfer, TR-FRET, cereblon, E3, ligases, Ubiquitin, Ligases, Enzyme, Probes, and, Substrates, 7288, Tocris Bioscience

Citations for Thalidomide-Cyanine 5

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Literature in this Area

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