Mitomycin C

- Overview
  - Please contact us at for specific academic pricing.
    
    Background
    
    Mitomycin C, a kind of antibiotic isolated from Streptomyces caespitosus or Streptomyces lavendulae, inhibits DNA synthesis through covalent mitomycin C-DNA adduct with EC50 values of 0.14μM in PC3 cells. Therefore, it was served as a chemotherapeutic agent that has demonstrated its antitumor activity and has been used widely in treatment of various cancers.
    
    [1] Danshiitsoodol N, de Pinho CA, Matoba Y, Kumagai T, Sugiyama M. The mitomycin C (MMC)-binding protein from MMC-producing microorganisms protects from the lethal effect of bleomycin: crystallographic analysis to elucidate the binding mode of the antibiotic to the protein. J Mol Biol (2006) 360 (2): 398–408
    [2] Hairong Cheng, Bo Hong, Lanlan Zhou, Joshua E. Allen, Guihua Tai, Robin Humphreys,David T. Dicker, Yingqiu Y. Liu & Wafik S. El-Deiry. Mitomycin C potentiates TRAIL-induced apoptosis through p53-independent upregulation of death receptors. Cell Cycle (2012) 11(17):3312-3323
    [3] Juan Luis Vásquez, Per Ibsen, Henriette Lindberg, Julie Gehl. In Vitro and In Vivo Experiments on Electrochemotherapy for Bladder Cancer. Journal of Urology (2014)
- Properties
  - Categories
    
    Inhibits DNA synthesis, antibiotic and antitumor agent
    
    Alternative Name
    
    Ametycine; ((1aS,8S,8aR,8bS)-6-amino-8a-methoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazirino[2',3':3,4]pyrrolo[1,2-a]indol-8-yl)methyl carbamate
    
    CAS Number
    
    50-07-7
    
    Molecular Formula
    
    C15H18N4O5
    
    Molecular Weight
    
    334.33
    
    Appearance
    
    A solid
    
    Purity
    
    99.00%
    
    Solubility
    
    insoluble in H2O; insoluble in EtOH; ≥16.7 mg/mL in DMSO
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    NC(C1=O)=C(C)C(C2=C1[[email protected]@H](COC(N)=O)[[email protected]]3(OC)N2C[[email protected]]4[[email protected]@H]3N4)=O
    
    * For Research Use Only
- Reference
  - 1. Betty W. Wu, Michael B. Yee, et al. "Antiviral Targeting of Varicella Zoster Virus Replication and Neuronal Reactivation Using CRISPR/Cas9 Cleavage of the Duplicated Open Reading Frames 62/71." Viruses. 2022 Feb 12;14(2):378. PMID:35215971
    2. Zhaojin Yu, Wensi Liu, et al. "HLA-A2. 1-restricted ECM1-derived epitope LA through DC cross-activation priming CD8+ T and NK cells: a novel therapeutic tumour vaccine." J Hematol Oncol. 2021 Apr 28;14(1):71. PMID:33910591
    3. Liu TP, Hsieh YY, et al. "Systematic polypharmacology and drug repurposing via an integrated L1000-based Connectivity Map database mining." R Soc Open Sci. 2018 Nov 28;5(11):181321. PMID:30564416
    4. Deng Y, Li F, et al. "Triptolide sensitizes breast cancer cells to Doxorubicin through the DNA damage response inhibition." Mol Carcinog. 2018 Jun;57(6):807-814. PMID:29500880
    5. Meng L, Wang X, et al. "BAF53a is a potential prognostic biomarker and promotes invasion and epithelial-mesenchymal transition of glioma cells." Oncol Rep. 2017 Dec;38(6):3327-3334. PMID:290395840