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Submit ReviewAGN 193109
Description: High affinity pan-RAR antagonist
Chemical Name: 4-[2-[5,6-Dihydro-5,5-dimethyl-8-(4-methylphenyl)-2-naphthalenyl]ethynyl]benzoic acid
Purity: ≥98% (HPLC)
Biological Activity for AGN 193109
AGN 193109 is a high affinity pan-retinoic acid receptor (RAR) antagonist (Kd values are 2, 2 and 3 nM at RARα, RARβ and RARγ, respectively). Exhibits no significant affinity for retinoic X receptors. AGN 193109 promotes the differentiation from mouse embryonic stem cells into paraxial mesoderm. AGN 193109 suppresses primary human cardiovascular smooth muscle cell calcification.
AGN 193109 synthesized to Ancillary Material Grade also available.
Compound Libraries for AGN 193109
AGN 193109 is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data for AGN 193109
| M. Wt | 392.49 |
| Formula | C28H24O2 |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 171746-21-7 |
| PubChem ID | 177238 |
| InChI Key | NCEQLLNVRRTCKJ-UHFFFAOYSA-N |
| Smiles | CC(CC=C1C2=CC=C(C)C=C2)(C)C(C1=C3)=CC=C3C#CC4=CC=C(C(O)=O)C=C4 |
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 AGN 193109
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 3.92 | 10 with gentle warming |
Preparing Stock Solutions for AGN 193109
The following data is based on the product molecular weight 392.49. 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 |
|---|---|---|---|
| 0.1 mM | 25.48 mL | 127.39 mL | 254.78 mL |
| 0.5 mM | 5.1 mL | 25.48 mL | 50.96 mL |
| 1 mM | 2.55 mL | 12.74 mL | 25.48 mL |
| 5 mM | 0.51 mL | 2.55 mL | 5.1 mL |
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Product Datasheets for AGN 193109
References for AGN 193109
References are publications that support the biological activity of the product.
Agarwal et al (1996) AGN193109 is a highly effective antagonist of retinoid action in human ectocervical epithelial cells. J.Biol.Chem. 271 12209 PMID: 8647816
Levi et al (2015) Saturated fatty acids regulate retinoic acid signalling and suppress tumorigenesis by targeting fatty acid-binding protein 5 Nat.Commun. 6 8794 PMID: 26592976
Jaurena et al (2015) Zic1 controls placode progenitor formation non-cell autonomously by regulating retinoic acid production and transport. Nat.Commun. 6 7476 PMID: 26101153
Russell et al (2018) Inverse agonism of retinoic acid receptors directs epiblast cells into the paraxial mesoderm lineage. Stem Cell Res. 30 85 PMID: 29807258
Rogers et al (2020) Retinoids repress human cardiovascular cell calcification with evidence for distinct selective retinoid modulator effects. Arterioscler.Thromb.Vasc.Biol. 40 656 PMID: 31852220
If you know of a relevant reference for AGN 193109, please let us know.
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Keywords: AGN 193109, AGN 193109 supplier, AGN193109, high, affinity, selective, retinoic, acid, receptors, RAR, antagonists, antagonisms, differentiation, stem, cells, Retinoic, Acid, Receptors, Other, Differentiation, Products, Organoids, 5758, Tocris Bioscience
7 Citations for AGN 193109
Citations are publications that use Tocris products. Selected citations for AGN 193109 include:
Marina et al (2019) ALDH3A1 Overexpression in Melanoma and Lung Tumors Drives Cancer Stem Cell Expansion, Impairing Immune Surveillance through Enhanced PD-L1 Output. Cancers (Basel) 11 PMID: 31817719
Moreau et al (2019) Timed Collinear Activation of Hox Genes during Gastrulation Controls the Avian Forelimb Position. Curr Biol 29 35 PMID: 30554902
Blixt et al (2018) Zinc finger gene nolz1 regulates the formation of retinal progenitor cells and suppresses the Lim3/Lhx3 phenotype of retinal bipolar cells in chicken retina. Dev Dyn 247 630 PMID: 29139167
Gabriel et al (2021) Regulation of prefrontal patterning and connectivity by retinoic acid. Nature 598 483-488 PMID: 34599305
Chad A et al (2020) Fattening chips: hypertrophy, feeding, and fasting of human white adipocytes in vitro. Lab Chip 20 4152-4165 PMID: 33034335
Seungwoon et al (2020) CD137 Signaling Regulates Acute Colitis via RALDH2-Expressing CD11b-CD103+ DCs. Cell Rep 30 4124-4136.e5 PMID: 32209473
Jian et al (2018) Glycemic Variability Promotes Both Local Invasion and Metastatic Colonization by Pancreatic Ductal Adenocarcinoma. Cell Mol Gastroenterol Hepatol 6 429 PMID: 30258965
Do you know of a great paper that uses AGN 193109 from Tocris? Please let us know.
Reviews for AGN 193109
Average Rating: 5 (Based on 1 Review.)
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Near complete ablation of RA-induced transcription in MCF7 cells.
By
Anonymous on 11/02/2019
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: MCF7
AGN193109 was dissolved to a concentration of 20 mM in DMSO with no solubility issues. Retinoic acid (10 uM), DMSO, or RA + AGN193109 (1 uM) was added to MCF7 cells for 5 hours following by qPCR analysis of a reporter gene normalized to GAPDH levels. There was no apoptosis in MCF7 cells at 1 uM inhibitor for up to 9 hours even though this has been reported elsewhere. 1 uM of inhibitor almost completely ablated RA induced gene transcription by qPCR. HX531 performed slightly better in our analysis, but the experiment was only performed once.
No obvious apoptosis in cell lines treated with this inhibitor.
Literature in this Area
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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.