Mitomycin C

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Cat.No. 3258 - Mitomycin C | C15H18N4O5 | CAS No. 50-07-7
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)
Datasheet
Citations (2)
Literature
Pathways

Biological Activity

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

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.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 33.43 100
ethanol 1.67 5
water 1.67 5

Preparing Stock Solutions

The following data is based on the product molecular weight 334.33. Batch specific molecular weights may vary from batch to batch due to solvent 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 2.99 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

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Tomasz et al (1987) Isolation and structure of a covalent cross-link adduct between mitomycin C and DNA. Science 235 1204 PMID: 3103215

Bizanek et al (1992) Isolation and structure of an intrastrand cross-link adduct of mitomycin 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


If you know of a relevant reference for Mitomycin C, please let us know.

Keywords: inhibitors inhibits DNA synthesis cross-linking antitumor agents Apoptosis Inducer MitomycinC antibiotics chemotherapeutics stem cells feeder layers preparation culture Ametycine Apoptosis Inducers

2 Citations for Mitomycin C

Citations are publications that use Tocris products. Selected citations for Mitomycin C include:

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


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Literature in this Area

Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
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Programmed Cell Death

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

Apoptosis

Apoptosis Signaling Pathway

Apoptosis is a physiological process for cell death that is critical during aging and development. It may also be referred to as cell 'suicide'. Apoptosis can be triggered by events both inside and outside of the cell.

Protocols

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