Catalog Number: 2020
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.
Background References
  1. New benzoic acid derivatives with retinoid activity: lack of direct correlation between biological activity and binding to cellular retinoic acid binding protein.
    Jetten et al.
    Cancer Res., 1987;47:3523
  2. Functional studies of newly sythesized benzoic acid derivatives: identification of highly potent retinoid-like activity.
    Sato et al.
    J.Cell.Physiol., 1988;135:179
  3. Expression of retinoic acid receptor genes and the ligand-binding selectivity of retinoic acid receptors (RAR's).
    Hashimoto et al.
    Biochem.Biophys.Res.Comm., 1990;166:1300
Citations:

The citations listed below are publications that use Tocris products. Selected citations for Ch 55 include:

1 Citations: Showing 1 - 1

  1. Retinoic acid enhances TRAIL-induced apoptosis in cancer cells by upregulating TRAIL receptor 1 expression.
    Authors: Dhandapani Et al.
    PLoS One 2011;71:5245

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