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Submit Review(+)-JQ1 carboxylic acid
Description: Carboxylic acid-functionalized BET bromodomain inhibitor; target ligand for PROTACs
Chemical Name: (6S)-4-(4-Chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine-6-acetic acid
Purity: ≥98% (HPLC)
Biological Activity for (+)-JQ1 carboxylic acid
(+)-JQ1 carboxylic acid is a BET bromodomain inhibitor (+)-JQ1 (Cat. No. 4499) with a carboxylic acid functional group for conjugation reactions. Can be used as a precursor to PROTAC® Degraders that targets BET bromodomains after conjugation to a linker and E3 ligase ligand.
PROTAC® is a registered trademark of Arvinas Operations, Inc., and is used under license.
Technical Data for (+)-JQ1 carboxylic acid
| M. Wt | 400.88 |
| Formula | C19H17ClN4O2S |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 202592-23-2 |
| PubChem ID | 66828107 |
| InChI Key | LJOSBOOJFIRCSO-AWEZNQCLSA-N |
| Smiles | OC(C[C@@H]1N=C(C2=CC=C(Cl)C=C2)C3=C(SC(C)=C3C)N4C1=NN=C4C)=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 for (+)-JQ1 carboxylic acid
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 40.09 | 100 | |
| ethanol | 40.09 | 100 |
Preparing Stock Solutions for (+)-JQ1 carboxylic acid
The following data is based on the product molecular weight 400.88. 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.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.49 mL | 12.47 mL | 24.95 mL |
| 5 mM | 0.5 mL | 2.49 mL | 4.99 mL |
| 10 mM | 0.25 mL | 1.25 mL | 2.49 mL |
| 50 mM | 0.05 mL | 0.25 mL | 0.5 mL |
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Product Datasheets for (+)-JQ1 carboxylic acid
References for (+)-JQ1 carboxylic acid
References are publications that support the biological activity of the product.
Winter et al (2015) DRUG DEVELOPMENT. Phthalimide conjugation as a strategy for in vivo target protein degradation. Science 348 1376 PMID: 25999370
Zengerle et al (2015) Selective small molecule induced degradation of the BET bromodomain protein BRD4. ACS Chem Biol. 10 1770 PMID: 26035625
Gadd et al (2017) Structural basis of PROTAC cooperative recognition for selective protein degradation. Nat.Chem.Biol. 13 514 PMID: 28288108
If you know of a relevant reference for (+)-JQ1 carboxylic acid, please let us know.
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Citations for (+)-JQ1 carboxylic acid
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Targeted Protein Degradation Research Product Guide
This brochure highlights the tools and services available from Bio-Techne to support Targeted Protein Degradation research, including:
- Active Degraders
- TAG Degradation Platform
- Degrader Building Blocks
- Ubiquitin-Proteasome System Proteins
- Assays for Protein Degradation
Developing Degraders Poster
This poster describes the generation of a database of Degraders (PROTACs®) from the literature. The Degraders were profiled according to the constituent ligands, linker type, linker length and physicochemical properties and this information was used to establish a set of guidelines for the design and synthesis of cell-permeable Degrader molecules. Presented at the 20th SCI/RSC Medicinal Chemistry Symposium 2019, Cambridge, UK.PROTAC® is a registered trademark of Arvinas Operations, Inc., and is used under license.
Targeted Protein Degradation Poster
Degraders (e.g. PROTACs) are bifunctional small molecules, that harness the Ubiquitin Proteasome System (UPS) to selectively degrade target proteins within cells. They consist of three covalently linked components: an E3 ubiquitin ligase ligand, a linker and a ligand for the target protein of interest. Authored in-house, this poster outlines the generation of a toolbox of building blocks for the development of Degraders. The characteristics and selection of each of these components are discussed. Presented at EFMC 2018, Ljubljana, Slovenia