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Mitomycin C from Streptomyces caespitosus

SIGMA/M7949 - ≥98% (HPLC), γ-irradiated, suitable for cell culture

CAS Number: 50-07-7
Empirical Formula (Hill Notation): C15H18N4O5
Molecular Weight: 334.33
EC Number: 200-008-6
MDL Number: MFCD00078109
Linear Formula: C15H18N4O5
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-M7949-2MG 2 mg
 $172.00
1/EA		 Add To Favorites

 

antibiotic activity spectrum Gram-negative bacteria
  Gram-positive bacteria
  neoplastics
assay ≥98% (HPLC)
biological source Streptomyces caespitosus
color dark blue
form powder or crystals
InChI 1S/C15H18N4O5/c1-5-9(16)12(21)8-6(4-24-14(17)22)15(23-2)13-7(18-13)3-19(15)10(8)11(5)20/h6-7,13,18H,3-4,16H2,1-2H3,(H2,17,22)/t6-,7+,13+,15-/m1/s1
InChI key NWIBSHFKIJFRCO-WUDYKRTCSA-N
mode of action DNA synthesis | interferes
mp >360 °C
Quality Level 200 
SMILES string [H][C@]12CN3C4=C([C@@H](COC(N)=O)[C@@]3(OC)[C@@]1([H])N2)C(=O)C(N)=C(C)C4=O
solubility DMSO: 1.0 mg/mL
sterility γ-irradiated
storage temp. 2-8°C
technique(s) cell culture | mammalian: suitable
Application: Mitomycin C is produced by a strain of actinomyces, Streptomyces caespitosus. It contains three anticancer moieties, quinine, urethane, and aziridine groups. It is used to generate mitotically inactive feeder cells in cell culture systems, such as the mitotically inactive fibroblasts used in embryonic stem cell systems.
Biochem/physiol Actions: Mode of Action: This product is an alkylating agent that specifically targets the guanine nucleoside sequence 5′-CpG-3′. It inhibits DNA synthesis by covalently reacting with DNA, forming crosslinks between complementary strands of DNA. This interaction prevents separation of complementary DNA strands, inhibiting DNA replication.

Antimicrobial Spectrum: Mitomycin C has strong antitumor activity, especially against Ehrlich ascites tumor cells, and strong bactericidal action against gram-positive and gram-negative bacteria.
Disclaimer: Stock solutions should be filter sterilized and stored at 2-8°C in the dark. Solutions at pH 6-9 can be stored at 0-5°C for up to a week, but if a precipitate forms, a fresh solution should be prepared - the precipitated solution has been proven toxic to cells.
Preparation Note: Mitomycin C is soluble in DMSO at 1.0 mg/mL
Purity ≥98% (HPLC)
mp >360 °C
Storage Temp. 2-8°C
UNSPSC 51102829

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