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Submit ReviewMithramycin A
Description: Inhibitor of DNA and RNA polymerase
Chemical Name: (1S)-5-Deoxy-1-C-[(2S,3S)-7-[[2,6-dideoxy-3-O-(2,6-dideoxy-β-D-arabino-hexopyranosyl)-β-D-arabino-hexopyranosyl]oxy]-3-[(O-2,6-dideoxy-3-C-methyl-β-D-ribo-hexopyranosyl-(1.fwdarw.3)-O-2,6-dideoxy-β-D-lyxo-hexopyranosyl-(1.fwdarw.3)-2,6-dideoxy-β-D-arabino-hexopyranosyl)oxy]-1,2,3,4-tetrahydro-5,10-dihydroxy-6-methyl-4-oxo-2-anthracenyl]-1-O-methyl-D-threo-2-pentulose
Purity: ≥95% (HPLC)
Biological Activity for Mithramycin A
Mithramycin A is an anticancer antibiotic that selectively binds to G-C-rich DNA in the presence of Mg2+ or Zn2+, inhibiting RNA and DNA polymerase action. Inhibits c-myc expression and induces myeloid differentiation of HL-60 promyelocytic leukemia cells.
Technical Data for Mithramycin A
| M. Wt | 1085.16 |
| Formula | C52H76O24 |
| Storage | Store at -20°C |
| Purity | ≥95% (HPLC) |
| CAS Number | 18378-89-7 |
| PubChem ID | 90479798 |
| InChI Key | CFCUWKMKBJTWLW-YZCDWGPJSA-N |
| Smiles | OC1=C2C(C=C3C(C([C@@H](OC5OC(C)C(O)C(OC6OC(C)C(O)C(OC7OC(C)C(O)C(O)(C)C7)C6)C5)[C@@]([C@H](OC)C([C@@H](O)[C@H](O)C)=O)([H])C3)=O)=C2O)=CC(O[C@@H]4OC(C)C(O)C(OC8OC(C)C(O)C(O)C8)C4)=C1C |
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 Mithramycin A
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 54.26 | 50 |
Preparing Stock Solutions for Mithramycin A
The following data is based on the product molecular weight 1085.16. 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 |
|---|---|---|---|
| 0.5 mM | 1.84 mL | 9.22 mL | 18.43 mL |
| 2.5 mM | 0.37 mL | 1.84 mL | 3.69 mL |
| 5 mM | 0.18 mL | 0.92 mL | 1.84 mL |
| 25 mM | 0.04 mL | 0.18 mL | 0.37 mL |
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Product Datasheets for Mithramycin A
References for Mithramycin A
References are publications that support the biological activity of the product.
Demicheli and Garnier-Suillerot (1991) Mithramycin cannot bind to left-handed poly(dG-m5dC) in the presence of Mg2+ ion. Biochem.Biophys.Res.Commun. 177 511 PMID: 1828342
Miller et al (1987) Mithramycin selectively inhibits transcription of G-C containing DNA. Am.J.Med.Sci. 294 388 PMID: 2962490
Ray et al (1990) Mithramycin selectively inhibits the transcriptional activity of a transfected human c-myc gene. Am.J.Med.Sci. 300 203 PMID: 2147360
If you know of a relevant reference for Mithramycin A, please let us know.
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Keywords: Mithramycin A, Mithramycin A supplier, inhibitors, inhibits, DNA, RNA, polymerases, MithramycinA, antibiotics, DNA,, and, Protein, Synthesis, Polymerase, Antibiotics, 1489, Tocris Bioscience
⚠ WARNING: This product can expose you to chemicals including Plicamycin, which is known to the State of California to cause reproductive toxicity with developmental effects. For more information, go to www.P65Warnings.ca.gov
6 Citations for Mithramycin A
Citations are publications that use Tocris products. Selected citations for Mithramycin A include:
Oh et al (2015) Arachidonic acid promotes skin wound healing through induction of human MSC migration by MT3-MMP-mediated fibronectin degradation. J Neurosci 6 e1750 PMID: 25950480
Huang et al (2012) Prostaglandin E2 increases fibroblast gene-specific and global DNA methylation via increased DNA methyltransferase expression. FASEB J 26 3703 PMID: 22645246
Siddesha et al (2014) Acetylsalicylic acid inhibits IL-18-induced cardiac fibroblast migration through the induction of RECK. J Cell Physiol 229 845 PMID: 24265116
Huang et al (2016) Hepatocellular carcinoma redirects to ketolysis for progression under nutrition deprivation stress. Cell Res 26 1112 PMID: 27644987
Corsini et al (2007) Role of SP-1 in SDS-induced adipose differentiation related protein synthesis in human keratinocytes. Gene Regul Syst Bio 1 207 PMID: 19936089
Duverger et al (2004) The anticancer drug mithramycin A sensitises tumour cells to apoptosis induced by tumour necrosis factor (TNF). Cell Death Dis 90 2025 PMID: 15138489
Do you know of a great paper that uses Mithramycin A from Tocris? Please let us know.
Reviews for Mithramycin A
Average Rating: 5 (Based on 1 Review.)
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Mithramycin A completely kills melanoma cell line at micromolar concentrations.
By
Anonymous on 02/07/2019
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: SK-MEL-28
Used for killing assay for in vitro cell culture. Cells were cultured for 24 hours before the addition of the compound into the media at low micromolar concentrations (indicated by the arrow).
