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Mitomycin C | DNA crosslinking agent

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Price:
$89.00
Catalog #:
C6486-5
Quantity:


Product Description

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.

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