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Submit ReviewAM 580 is an analog of retinoic acid that acts as a selective RARα agonist (EC50 values are 0.3, 8.6 and 13 nM for RARα, RARβ and RARγ respectively). Significantly induces IL-4, IL-5 and IL-13 and inhibits IL-12 and IFNγ synthesis, and induces cell differentiation with over 7 times the activity of retinoic acid in vitro.
AM 580 synthesized to Ancillary Material Grade also available.
AM 580 is also offered as part of the Tocriscreen 2.0 Max and Tocriscreen Stem Cell Library. 了解 Tocris 化合物库的更多信息。
分子量 | 351.44 |
公式 | C22H25NO3 |
储存 | Store at RT |
纯度 | ≥98% (HPLC) |
CAS Number | 102121-60-8 |
PubChem ID | 2126 |
InChI Key | SZWKGOZKRMMLAJ-UHFFFAOYSA-N |
Smiles | CC1(C)CCC(C)(C)C2=CC(=CC=C12)C(=O)NC1=CC=C(C=C1)C(O)=O |
上方提供的技术数据仅供参考。批次相关数据请参见分析证书。
Tocris products are intended for laboratory research use only, unless stated otherwise.
溶剂 | 最高浓度 mg/mL | 最高浓度 mM | |
---|---|---|---|
溶解性 | |||
DMSO | 35.14 | 100 | |
ethanol | 17.57 | 50 |
以下数据基于产品分子量 351.44。 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.
浓度/溶剂体积/质量 | 1 mg | 5 mg | 10 mg |
---|---|---|---|
1 mM | 2.85 mL | 14.23 mL | 28.45 mL |
5 mM | 0.57 mL | 2.85 mL | 5.69 mL |
10 mM | 0.28 mL | 1.42 mL | 2.85 mL |
50 mM | 0.06 mL | 0.28 mL | 0.57 mL |
参考文献是支持产品生物活性的出版物。
Charton et al (2009) Novel non-carboxylic acid retinoids: 1,2,4-oxadiazol-5-one derivatives. Bioorg.Med.Chem.Lett. 19 489 PMID: 19058965
Dawson et al (2008) The retinoic acid receptor-α mediates human T-cell activation and Th2 cytokine and chemokine production. BMC Immunol. 9 16 PMID: 18416830
Kagechika et al (1988) Retinobenzoic acids. 1. Structure-activity relationships of aromatic amides with retinoidal activity. J.Med.Chem. 31 2182 PMID: 3184125
Wang et al (2011) Rapid and efficient reprogramming of somatic cells to induced pluripotent stem cells by retinoic acid receptor gamma and liver receptor homolog 1. Proc.Natl.Acad.Sci.U.S.A. 108 18283 PMID: 21990348
If you know of a relevant reference for AM 580, please let us know.
关键词: AM 580, AM 580 supplier, Retinoic, acid, alpha, agonists, RARα, RARalpha, Receptors, AM580, Acid, Organoids, 0760, Tocris Bioscience
引用文献是使用了 Tocris 产品的出版物。 AM 580 的部分引用包括:
Ping et al (2018) Genome-wide DNA methylation analysis reveals that mouse chemical iPSCs have closer epigenetic features to mESCs than OSKM-integrated iPSCs. Cell Death Dis 9 187 PMID: 29416007
Chronopoulos et al (2016) ATRA mechanically reprograms pancreatic stellate cells to suppress matrix remodelling and inhibit cancer cell invasion Nature Communications 7 12630 PMID: 27600527
Perri et al (2014) BCL-xL/MCL-1 inhibition and RARγ antagonism work cooperatively in human HL60 leukemia cells. Exp Cell Res 327 183 PMID: 25088254
Kang et al (2011) Complementary roles of retinoic acid and TGF-β1 in coordinated expression of mucosal integrins by T cells. Dev Biol 4 66 PMID: 20664575
DePaolo et al (2011) Co-adjuvant effects of retinoic acid and IL-15 induce inflammatory immunity to dietary antigens. Nature 471 220 PMID: 21307853
Lee et al (2017) Human Pluripotent Stem Cell-Derived Atrial and Ventricular Cardiomyocytes Develop from Distinct Mesoderm Populations. Cell Stem Cell 21 179 PMID: 28777944
Sarang et al (2014) Macrophages engulfing apoptotic cells produce nonclassical retinoids to enhance their phagocytic capacity. J Immunol 192 5730 PMID: 24850721
Johansson et al (2013) Retinoic acid receptor alpha is associated with tamox. resistance in breast cancer. Nat Commun 4 2175 PMID: 23868472
Wingert and Davidson (2011) Zebrafish nephrogenesis involves dynamic spatiotemporal expression changes in renal progenitors and essential signals from retinoic acid and irx3b. Dev Dyn 240 2011 PMID: 21761484
Kelley (2017) Retinoic acid receptor gamma impacts cellular adhesion, Alpha5 Beta1 integrin expression and proliferation in K562 cells. PLoS One 12 e0178116 PMID: 28552962
Centritto et al (2015) Cellular and molecular determinants of all-trans retinoic acid sensitivity in breast cancer: Luminal phenotype and RARα expression. Cell Death Dis 7 950 PMID: 25888236
Brigger et al (2015) Activation of RARα induces autophagy in SKBR3 breast cancer cells and depletion of key autophagy genes enhances ATRA toxicity. Mucosal Immunol 6 e1861 PMID: 26313912
Huk et al (2013) Increased dietary intake of vitamin A promotes aortic valve calcification in vivo. Arterioscler Thromb Vasc Biol 33 285 PMID: 23202364
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