| CAS NO: | 6833-84-7 |
| 包装 | 价格(元) |
| 5mg | 电议 |
| 10mg | 电议 |
| 25mg | 电议 |
| Cas No. | 6833-84-7 |
| 别名 | 无活菌素; Ammonium ionophore I |
| 化学名 | (1R,2R,5R,7R,10S,11S,14S,16S,19R,20R,23R,25R,28S,29S,32S,34S)-2,5,11,14,20,23,29,32-octamethyl-4,13,22,31,37,38,39,40-octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone |
| Canonical SMILES | O=C([C@H](C)[C@@H]1O[C@H]2CC1)O[C@H](C)C[C@@H]3O[C@H]([C@H](C)C(O[C@@H](C)C[C@H]4O[C@@H]([C@@H](C)C(O[C@H](C)C[C@@H]5O[C@H]([C@H](C)C(O[C@@H](C)C2)=O)CC5)=O)CC4)=O)CC3 |
| 分子式 | C40H64O12 |
| 分子量 | 736.94 |
| 溶解度 | 1mg/mL in ethanol, 0.25mg/mL in DMSO, 10mg/mL in DMF |
| 储存条件 | Desiccate at -20°C |
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while. |
| Shipping Condition | Evaluation sample solution : ship with blue ice All other available size: ship with RT , or blue ice upon request |
| 产品描述 | Nonactin, monactin, and dinactin mixture is a macrotetralide antibiotic.[1] This product is a mixture of the macrotetralide antibiotic homologs nonactin, monactin, and dinactin that all act as ionophores for monovalent cations.[2],[3],[4],[5],[6],[7] Nonactin is a mitochondrial membrane uncoupler and an inhibitor of adenine nucleotide translocase (ANT; IC50s = 4.4, 3.3, 4.7, and 3.3 μM for recombinant human ANT1-4, respectively).[8],[9] It selectively induces apoptosis in cancer cells and induces tumor regression in mouse xenograft models expressing mutant β-catenin over cancer cells and xenografts expressing wild-type β-catenin.8 Monactin induces swelling of rat liver mitochondria in medium containing either potassium or sodium, stimulates respiration, and uncouples oxidative phosphorylation.[10] It also inhibits Wnt signaling via inhibition of TCF-β-catenin transcriptional activity.[11] Dinactin inhibits T cell proliferation and cytokine production in vitro and reduces pulmonary eosinophilia in antigen-challenged mice.[12] Reference: [1]. Pampaloni, F., Mayer, B., Kabat Vel-Job, K., et al. A novel cellular spheroid-based autophagy screen applying live fluorescence microscopy identifies nonactin as a strong inducer of autophagosomal turnover. SLAS Discov. 22(5), 558-570 (2017). [2]. Hall, J.E., and Latorre, R. Nonactin-K+ complex as a probe for membrane asymmetry. Biophys.J. 16(1), 99-103 (1976). [3]. Browne, A., and O'Donnell, M.J. Ammonium secretion by Malpighian tubules of Drosophila melanogaster: Application of a novel ammonium-selective microelectrode. J.Exp.Biol. 216(Pt 20), 3818-3827 (2013). [4]. Skulskii, I.A., Saris, N.-E.L., Savina, M.V., et al. Uptake of thallous ions by mitochondria is stimulated by nonactin but not by respiration alone. Eur.J.Biochem. 120(2), 263-266 (1981). [5]. Beck, J., Gerlach, H., Prelog, V., et al. Metabolic products of actinomycetes. XXXV. Constitution of the macrotetrolides, monactin, dinactin, and trinactin. Helvetica Chimica Acta 45, 620-630 (1962). [6]. Harold, F.M., and Baarda, J.R. Effects of nigericin and monactin on cation permeability of Streptococcus faecalis and metabolic capacities of potassium-depleted cells. J. Bacteriol. 95(3), 816-823 (1968). [7]. Laprade, R., Grenier, F., Pagé-Dansereau, M., et al. Carrier-mediated ion transport in lipid bilayer membranes. Can. J. Biochem. Cell Biol. 62(8), 738-751 (1984). [8]. Shikata, Y., Kiga, M., Futamura, Y., et al. Mitochondrial uncoupler exerts a synthetic lethal effect against β-catenin mutant tumor cells. Cancer Sci. 108(4), 772-784 (2017). [9]. Zhang, Y., Tian, D., Matsuyama, H., et al. Human adenine nucleotide translocase (ANT) modulators identified by high-throughput screening of transgenic yeast. J. Biomol. Screen. 21(4), 381-390 (2016). [10]. Graven, S.N., Lardy, H.A., and Estrada-O, S. Antibiotics as tools for metabolic studies. 8. Effect of nonactin homologs on alkali metal cation transport and rate of respiration in mitochondria. Biochem. 6(2), 365-371 (1967). [11]. Tamai, Y., Toume, K., Arai, M.A., et al. Nonactin and related compounds found in a screening program for Wnt signal inhibitory activity. Heterocycles 84(2), 1245-1250 (2012). [12]. Umland, S.P., Shah, H., Jakway, J.P., et al. Effects of cyclosporin A and dinactin on T-cell proliferation, interleukin-5 production, and murine pulmonary inflammation. Am. J. Respir. Cell Mol. Biol. 20(3), 481-492 (1999). |
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