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Submit ReviewMitomycin C
Description: DNA cross-linking antitumor agent
Alternative Names: Ametycine
Chemical Name: [1aS-(1aα,8β,8aα,8bα)]-6-Amino-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-methoxy-5-methylazirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione
Purity: ≥98% (HPLC)
Biological Activity for Mitomycin C
Mitomycin C is an antibiotic and antitumor agent. Covalently binds DNA forming intra- and interstrand crosslinks. Inhibits DNA synthesis. Also used for MEF/STO feeder layer preparation in stem cell culture.
Technical Data for Mitomycin C
| M. Wt | 334.33 |
| Formula | C15H18N4O5 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 50-07-7 |
| PubChem ID | 5746 |
| InChI Key | NWIBSHFKIJFRCO-WUDYKRTCSA-N |
| Smiles | O=C(C(N)=C1C)C2=C(N(C[C@H]4[C@@H]3N4)[C@@]3(OC)[C@@H]2COC(N)=O)C1=O |
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 Mitomycin C
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 0.33 | 1 | |
| DMSO | 33.43 | 100 |
Preparing Stock Solutions for Mitomycin C
The following data is based on the product molecular weight 334.33. 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 | 2.99 mL | 14.96 mL | 29.91 mL |
| 5 mM | 0.6 mL | 2.99 mL | 5.98 mL |
| 10 mM | 0.3 mL | 1.5 mL | 2.99 mL |
| 50 mM | 0.06 mL | 0.3 mL | 0.6 mL |
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Product Datasheets for Mitomycin C
References for Mitomycin C
References are publications that support the biological activity of the product.
Tomasz et al (1987) Isolation and structure of a covalent cross-link adduct between mito. C and DNA. Science 235 1204 PMID: 3103215
Bizanek et al (1992) Isolation and structure of an intrastrand cross-link adduct of mito. C and DNA. Biochemistry 31 3084 PMID: 1554696
Bryja et al (2006) Derivation of mouse embryonic stem cells. Nat.Protoc. 1 2082 PMID: 17487198
Park et al (2016) Modeling and correction of structural variations in patient-derived iPSCs using CRISPR/Cas9. Nat.Protoc. 11 2154 PMID: 27711053
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⚠ WARNING: This product can expose you to chemicals including Mitomycin C, which is known to the State of California to cause cancer. For more information, go to www.P65Warnings.ca.gov
5 Citations for Mitomycin C
Citations are publications that use Tocris products. Selected citations for Mitomycin C include:
Stepp et al (2018) Molecular basis of MMC enhanced corneal sensory nerve repair after debridement wounding. Sci Rep 8 16960 PMID: 30446696
Kishinevsky et al (2018) HSP90-incorporating chaperome networks as biosensor for disease-related pathways in patient-specific midbrain DA neurons. Nat Commun 9 4345 PMID: 30341316
Woo et al (2015) Elucidating Compound Mechanism of Action by Network Perturbation Analysis. Cell 162 441 PMID: 26186195
Reinhardt et al (2013) Derivation and expansion using only small molecules of human neural progenitors for neurodegenerative disease modeling. PLoS One 8 e59252 PMID: 23533608
Mayanagi et al (2008) Glucocorticoid receptor-mediated expression of caldesmon regulates cell migration via the reorganization of the actin cytoskeleton. J Biol Chem 283 31183 PMID: 18772142
Do you know of a great paper that uses Mitomycin C from Tocris? Please let us know.
Reviews for Mitomycin C
Average Rating: 4 (Based on 1 Review.)
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itotically inactivates mouse embryonic fibroblasts (MEFs) inactivated by Mitomycin treatment.
By
Harry Clarke on 02/03/2019
Species: Human
For studying cell cycle arrest Mitomycin has been used. MEFs have been inactivated with Mitomycin treatment.
Literature in this Area
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Programmed Cell Death Poster
There are two currently recognized forms of programmed cell death: apoptosis and necroptosis. This poster summarizes the signaling pathways involved in apoptosis, necroptosis and cell survival following death receptor activation, and highlights the influence of the molecular switch, cFLIP, on cell fate.
Pathways for Mitomycin C
