Mitomycin C

Name: Mitomycin C
SKU: M3377
Availability: InStock

Product ID M3377

Cas No. 50-07-7

Purity ≥98%

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Description

Mitomycin C is an alkaloid initially produced by Streptomyces that exhibits antibiotic, immunomodulatory, and anticancer chemotherapeutic activities. Mitomycin C increases heart allograft transplant survival rates by decreasing activation of CD4+ T cells and lymph nodes and increasing the number of circulating Treg cells. Mitomycin C inhibits thioredoxin reductase and induces DNA cross-linking at CpG sequences. Clinically, mitomycin C is used as a combination therapy to treat cancers; it suppresses cell growth by preventing DNA strand break repair.

Product Info

Cas No.	50-07-7
Purity	≥98%
Formula	C₁₅H₁₈N₄O₅
Formula Wt.	334.33
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
IUPAC Name	[(4S,6S,7R,8S)-11-amino-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate
Synonym	MMC, Ametycine, Mitocin-C, Mutamycin
Melting Point	>360°C
Solubility	Soluble in water (25 oC - 0.9 mg/mL), acetone, methanol, or ethanol (1 mg/mL), DMSO (15 mg/mL).
Appearance	Blue Violet Crystals

Shipping and Storage

Store Temp	-20°C
Ship Temp	Ambient

Downloads

MSDS	M3377 MSDS PDF
Info Sheet	M3377 Info Sheet PDF

References

Liu L, Wang F, Zheng Y, et al. Pretreatment of transfused donor splenocytes and allografts with mitomycin C attenuates acute rejection in heart transplantation in mice. Transplant Proc. 2014 May;46(4):1169-74. PMID: 24815153.

Paz MM, Zhang X, Lu J, et al. A new mechanism of action for the anticancer drug mitomycin C: mechanism-based inhibition of thioredoxin reductase. Chem Res Toxicol. 2012 Jul 16;25(7):1502-11. PMID: 22694104.

Kang YH, Lee KA, Kim JH, et al. Mitomycin C modulates DNA-double strand break repair genes in cervical carcinoma cells. Amino Acids. 2010 Nov;39(5):1291-8. PMID: 20352460.

Tomasz M. Mitomycin C: small, fast and deadly (but very selective). Chem Biol. 1995 Sep;2(9):575-9. PMID: 9383461.

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Mitomycin C

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