Ch 55

Cat. No. 2020

Ch 55 C24H28O3 [110368-33-7]

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Chemical Name: 4-[(1E)-3-[3,5-bis(1,1-Dimethylethyl)phenyl]-3-oxo-1-propenyl]benzoic acid

Biological Activity

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).

Technical Data

M.Wt:
364.47
Formula:
C24H28O3
Solubility:
Soluble to 50 mM in ethanol and to 100 mM in DMSO
Purity:
>98 %
Storage:
Store at RT
CAS No:
110368-33-7

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Data Sheet

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.

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.

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.

If you know of a relevant reference for this product please let us know.

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.

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Keywords: Ch 55, supplier, Potent, retinoic, acid, receptors, RAR, agonists, Ch55, Tocris Bioscience, Retinoic Acid Receptor Agonist products

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