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Submit ReviewCh 55
Description: Potent RAR agonist
Chemical Name: 4-[(1E)-3-[3,5-bis(1,1-Dimethylethyl)phenyl]-3-oxo-1-propenyl]benzoic acid
Purity: ≥98% (HPLC)
Biological Activity for Ch 55
Ch 55 is a highly potent synthetic retinoid that has high affinity for RAR-α and RAR-β receptors and low affinity for cellular retinoic acid binding protein (CRABP). Inhibits rabbit tracheal epithelial cell differentiation by inhibiting transglutaminase and increasing cholesterol sulfate (EC50 values are 0.02 and 0.03 nM respectively). Induces differentiation of embryonic carcinoma F9 and melanoma S91 cells (EC50 values are 0.26 and 0.5 nM respectively) and inhibits the induction of ornithine decarboxylase activity in 3T6 fibroblasts (EC50 = 1 nM).
For more information about how Ch 55 may be used, see our protocol: Highly Efficient Generation of CiPSCs from MEFs
Compound Libraries for Ch 55
Ch 55 is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data for Ch 55
| M. Wt | 364.47 |
| Formula | C24H28O3 |
| Storage | Store at RT |
| Purity | ≥98% (HPLC) |
| CAS Number | 110368-33-7 |
| PubChem ID | 6184667 |
| InChI Key | FOUVTBKPJRMLPE-FMIVXFBMSA-N |
| Smiles | CC(C)(C)C1=CC(=CC(=C1)C(=O)\C=C\C1=CC=C(C=C1)C(O)=O)C(C)(C)C |
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 Ch 55
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| ethanol | 18.22 | 50 | |
| DMSO | 36.45 | 100 |
Preparing Stock Solutions for Ch 55
The following data is based on the product molecular weight 364.47. 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 | 2.74 mL | 13.72 mL | 27.44 mL |
| 5 mM | 0.55 mL | 2.74 mL | 5.49 mL |
| 10 mM | 0.27 mL | 1.37 mL | 2.74 mL |
| 50 mM | 0.05 mL | 0.27 mL | 0.55 mL |
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Product Datasheets for Ch 55
References for Ch 55
References are publications that support the biological activity of the product.
Jetten et al (1987) New benzoic acid derivatives with retinoid activity: lack of direct correlation between biological activity and binding to cellular retinoic acid binding protein. Cancer Res. 47 3523 PMID: 2884032
Sato et al (1988) Functional studies of newly sythesized benzoic acid derivatives: identification of highly potent retinoid-like activity. J.Cell.Physiol. 135 179 PMID: 2836439
Hashimoto et al (1990) Expression of retinoic acid receptor genes and the ligand-binding selectivity of retinoic acid receptors (RAR's). Biochem.Biophys.Res.Comm. 166 1300
If you know of a relevant reference for Ch 55, please let us know.
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Keywords: Ch 55, Ch 55 supplier, Potent, retinoic, acid, receptors, RAR, agonists, Ch55, Retinoic, Acid, Receptors, 2020, Tocris Bioscience
1 Citation for Ch 55
Citations are publications that use Tocris products. Selected citations for Ch 55 include:
Dhandapani et al (2011) Retinoic acid enhances TRAIL-induced apoptosis in cancer cells by upregulating TRAIL receptor 1 expression. PLoS One 71 5245 PMID: 21685476
Do you know of a great paper that uses Ch 55 from Tocris? Please let us know.
Reviews for Ch 55
Average Rating: 4 (Based on 1 Review.)
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42 perturbagens used the zebrafish DASPEI screen.
By
Anonymous on 12/17/2019
Assay Type: In Vivo
Species: Other
Cell Line/Tissue: larvae
Zebrafish larvae were placed into 48-well plates and used the DASPEI screen by 42 perturbagens drugs, including this compound
Protocols for Ch 55
The following protocol features additional information for the use of Ch 55 (Cat. No. 2020).
Literature in this Area
Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!
*Please note that Tocris will only send literature to established scientific business / institute addresses.
Retinoid Receptors Scientific Review
Written by Alexander Moise, this review summarizes the nature of retinoid receptors, their isotype and isoform variants and modulation of retinoid signaling. Compounds available from Tocris are listed.