Ch 55

Name: Ch 55
Brand: Tocris Bioscience
SKU: 2020
Rating: 4 (1 reviews)

Tocris Bioscience, part of Bio-Techne | Catalog # 2020

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Citations (363)

COA / SDS

Potent RAR agonist

Key Product Details

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)
Molecular Weight:	364.47

View Full Technical Details for Ch 55

Technical Data
Citations / Reviews (1)

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). Enables generation of Chemically Induced Pluripotent Stem Cells (CiPSCs) from mouse embryonic fibroblasts (MEFs) (see our protocol below).

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 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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Reconstitution Calculator

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References for Ch 55

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

Sato Functional studies of newly sythesized benzoic acid derivatives: identification of highly potent retinoid-like activity. J.Cell.Physiol. 1988 PMID: 2836439
Hashimoto Expression of retinoic acid receptor genes and the ligand-binding selectivity of retinoic acid receptors (RAR's). Biochem.Biophys.Res.Comm.
Jetten New benzoic acid derivatives with retinoid activity: lack of direct correlation between biological activity and binding to cellular retinoic acid binding protein. Cancer Res. 1987 PMID: 2884032