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Submit ReviewBMS 493
Description: Pan-RAR inverse agonist
Chemical Name: 4-[(1E)-2-[5,6-Dihydro-5,5-dimethyl-8-(2-phenylethynyl)-2-naphthalenyl]ethenyl]benzoic acid
Purity: ≥98% (HPLC)
Biological Activity for BMS 493
BMS 493 is a pan-retinoic acid receptor (pan-RAR) inverse agonist. Enhances nuclear corepressor (NCoR) interaction with RARs. Binding induces analogous conformational changes in all RAR types (RARα, RARβ and RARγ).
Technical Data for BMS 493
| M. Wt | 404.5 |
| Formula | C29H24O2 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 215030-90-3 |
| PubChem ID | 9909190 |
| InChI Key | YCADIXLLWMXYKW-CMDGGOBGSA-N |
| Smiles | CC1(C)CC=C(C#CC3=CC=CC=C3)C2=C1C=CC(/C=C/C4=CC=C(C(O)=O)C=C4)=C2 |
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 BMS 493
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 40.45 | 100 |
Preparing Stock Solutions for BMS 493
The following data is based on the product molecular weight 404.5. 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 | 2.47 mL | 12.36 mL | 24.72 mL |
| 5 mM | 0.49 mL | 2.47 mL | 4.94 mL |
| 10 mM | 0.25 mL | 1.24 mL | 2.47 mL |
| 50 mM | 0.05 mL | 0.25 mL | 0.49 mL |
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Product Datasheets for BMS 493
References for BMS 493
References are publications that support the biological activity of the product.
Rinkevich et al (2007) Systemic bud induction and retinioic acid signaling underlie whole body regeneration in the urochordate Botrylloides leachi. PLoS Biology. 5 e71 PMID: 17341137
Germain et al (2009) Differential action on coregulator interaction defines retinoid agonists and neutral antagonists. Chem.Biol. 16 479 PMID: 19477412
If you know of a relevant reference for BMS 493, please let us know.
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Keywords: BMS 493, BMS 493 supplier, BMS493, retinoic, acid, receptors, agonists, RAR, inverse, pan-RAR, Retinoic, Acid, Receptors, 3509, Tocris Bioscience
29 Citations for BMS 493
Citations are publications that use Tocris products. Selected citations for BMS 493 include:
Comai et al (2020) Local retinoic acid signaling directs emergence of the extraocular muscle functional unit. PLoS Biol. 18 e3000902 PMID: 33201874
Abashev et al (2017) Retinoic acid signaling regulates Krt5 and Krt14 independently of stem cell markers in submandibular salivary gland epithelium. Dev Dyn 246 135 PMID: 27884045
Cordeiro et al (2019) Interplay of Protein Disorder in Retinoic Acid Receptor Heterodimer and Its Corepressor Regulates Gene Expression. Structure PMID: 31178221
Wang et al (2017) Retinoic acid induces white adipose tissue browning by increasing adipose vascularity and inducing beige adipogenesis of PDGFRα+adipose progenitors. Cell Discov 3 17036 PMID: 29021914
Wang et al (2017) Maternal Retinoids Increase PDGFRα+ Progenitor Population and Beige Adipogenesis in Progeny by Stimulating Vascular Development. EBioMedicine 18 288 PMID: 28408241
Pei et al (2017) Chemical-defined and albumin-free generation of human atrial and ventricular myocytes from human pluripotent stem cells. Stem Cell Res 19 94 PMID: 28110125
Bohnenpoll (2017) Retinoic acid signaling maintains epithelial and mesenchymal progenitors in the developing mouse ureter. Sci Rep 7 14803 PMID: 29093497
Lisa L et al (2015) Retinoic acid regulates embryonic development of mammalian submandibular salivary glands. Dev Biol 407 57-67 PMID: 26278034
Johansson et al (2013) Retinoic acid receptor alpha is associated with tamox. resistance in breast cancer. Nat Commun 4 2175 PMID: 23868472
Jennifer et al (2021) Capture of Mouse and Human Stem Cells with Features of Formative Pluripotency. Cell Stem Cell 28 453-471.e8 PMID: 33271069
Norbert B et al (2021) Retinoic acid signaling is directly activated in cardiomyocytes and protects mouse hearts from apoptosis after myocardial infarction. Elife 10 PMID: 34623260
Ryuichi et al (2017) Higher-Order Kidney Organogenesis from Pluripotent Stem Cells. Cell Stem Cell 21 730-746.e6 PMID: 29129523
James et al (2017) A Gene Regulatory Network Balances Neural and Mesoderm Specification during Vertebrate Trunk Development. Dev Cell 41 243-261.e7 PMID: 28457792
Raverdeau et al (2012) Retinoic acid induces Sertoli cell paracrine signals for spermatogonia differentiation but cell autonomously drives spermatocyte meiosis. Proc Natl Acad Sci U S A 109 16582 PMID: 23012458
Richard H et al (2022) Retinoic acid inhibitors mitigate vision loss in a mouse model of retinal degeneration. Sci Adv 8 eabm4643 PMID: 35302843
Yasuyuki et al (2022) Tenogenic Induction From Induced Pluripotent Stem Cells Unveils the Trajectory Towards Tenocyte Differentiation. Front Cell Dev Biol 10 780038 PMID: 35372337
Bhattacharya et al (2016) Normalizing Microbiota-Induced Retinoic Acid Deficiency Stimulates Protective CD8+ T Cell- Mediated Immunity in Colorectal Cancer Immunity 45 1 PMID: 27590114
M Celeste et al (2020) Tumor-Derived Retinoic Acid Regulates Intratumoral Monocyte Differentiation to Promote Immune Suppression. Cell 180 1098-1114.e16 PMID: 32169218
Jinsong et al (2020) Retinoic Acid Signal Negatively Regulates Osteo/Odontogenic Differentiation of Dental Pulp Stem Cells. Stem Cells Int 2020 5891783 PMID: 32676119
Min et al (2020) Retinoic acid signalling in fibro/adipogenic progenitors robustly enhances muscle regeneration. EBioMedicine 60 103020 PMID: 32980698
Tim et al (2019) A Weaning Reaction to Microbiota Is Required for Resistance to Immunopathologies in the Adult. Immunity 50 1276-1288.e5 PMID: 30902637
Wendy et al (2019) A Stromal Niche Defined by Expression of the Transcription Factor WT1 Mediates Programming and Homeostasis of Cavity-Resident Macrophages. Immunity 51 119-130.e5 PMID: 31231034
Rannar et al (2019) Delayed onset of smooth muscle cell differentiation leads to hydroureter formation in mice with conditional loss of the zinc finger transcription factor gene Gata2 in the ureteric mesenchyme. J Pathol 248 452-463 PMID: 30916783
Kelly A et al (2019) Resistin-like Molecule α Provides Vitamin-A-Dependent Antimicrobial Protection in the Skin. Cell Host Microbe 25 777-788.e8 PMID: 31101494
Metzler et al (2018) RDH10-mediated retinol metabolism and RARα-mediated retinoic acid signaling are required for submandibular salivary gland initiation. Development 145 PMID: 29986869
Pavert et al (2014) Maternal retinoids control type 3 innate lymphoid cells and set the offspring immunity. Nature 508 123 PMID: 24670648
Thiede et al (2014) Retinoic acid signalling regulates the development of tonotopically patterned hair cells in the chicken cochlea. Nat Commun 5 3840 PMID: 24845860
Rankin et al (2012) Suppression of Bmp4 signaling by the zinc-finger repressors Osr1 and Osr2 is required for Wnt/β-catenin-mediated lung specification in Xenopus. J Biol Chem 139 3010 PMID: 22791896
Ng-Blichfeldt et al (2018) Retinoic acid signaling balances adult distal lung epithelial progenitor cell growth and differentiation. EBioMedicine 36 461 PMID: 30236449
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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!
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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.