Mitomycin C is a quinone-based antitumor antibiotic that crosslinks the complementary strands of the DNA double helix with exquisite base- and regioselectivity for the N2 of guanine. (1) It first entered clinical trials in 1958 has been employed since 1974 in combination chemotherapy treatments (2)
Mitomycin C has been shown to induce apoptosis through caspase processing. In MCF-7 breast cancer cell lines, mitomycin C treatment led to active caspase-7, -8, and -9 processing, with minimal effect to caspase-3. (3)
More recently, mitomycin C was observed to act irreversibly upon thioredoxin reductase (TrxR) in a time- and concentration-dependent manner. In DTNB and insulin assays, mitomycin C inhibited TrxR at IC50s of 3 uM and 1 uM, respectively. (4)
Technical information:
| Chemical Formula: | C15H18N4O5 | |
| CAS #: | 50-07-7 | |
| Molecular Weight: | 334.33 | |
| Purity: | > 98% | |
| Appearance: | purple solid | |
| Chemical Name: | [6-Amino-8a-methoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate | |
| Solubility: | Up to 20 mM in DMSO | |
| Synonyms: |
Shipping Condition: The product is shipped in a glass vial at ambient temperature.
Storage condition: For longer shelf life, store solid powder at 4oC desiccated, or store DMSO solution at -20oC.
Reference:
| 1. | Tomasz, M., Mitomycin C: small, fast, and deadly (but very selective). Chem. Biol. 1995, 2, 575-579. Pubmed ID: 9383461 |
| 2. | Crooke et al., Mitomycin C: a review. Cancer Treatment Rev. 1976, 3, 121-139. Pubmed ID: 786455 |
| 3. | Pirnia et al., Mitomycin C induces apoptosis and caspase-8 and -9 processing through a caspase-3 and Fas-independent pathway. Cell Death Differentiation, 2002, 9, 905-914. Pubmed ID: 12181741 |
| 4. | Paz et al., A New Mechanism of Action for the Anticancer Drug Mitomycin C: Mechanism-Based Inhibition of Thioredoxin Reductase. Chem. Res. Toxicol. 2012, 25, 1502-1511. Pubmed ID: 786455 |
Other Information:
Product Specification (pdf)
MSDS (pdf)
Certificate of Analysis is available upon request.
