BMS 493

Pricing Availability   Qty
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)
Datasheet
Citations (29)
Reviews
Literature (1)

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.

Select a batch to recalculate based on the batch molecular weight:
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

Certificate of Analysis / Product Datasheet
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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:

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

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

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

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

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

Cordeiro et al (2019) Interplay of Protein Disorder in Retinoic Acid Receptor Heterodimer and Its Corepressor Regulates Gene Expression. Structure PMID: 31178221

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

Johansson et al (2013) Retinoic acid receptor alpha is associated with tamox. resistance in breast cancer. Nat Commun 4 2175 PMID: 23868472

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

Lisa L et al (2015) Retinoic acid regulates embryonic development of mammalian submandibular salivary glands. Dev Biol 407 57-67 PMID: 26278034

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


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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!

*Please note that Tocris will only send literature to established scientific business / institute addresses.


Retinoid Receptors Scientific Review

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.