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M7949 Sigma-Aldrich

Mitomycin C from Streptomyces caespitosus

≥98% (HPLC), potency: ≥970 μg per mg (USP XXIV), γ-irradiated, suitable for cell culture

  • CAS Number 50-07-7

  • Empirical Formula (Hill Notation) C15H18N4O5

  • Molecular Weight 334.33

  •  Beilstein/REAXYS Number 7231816

  •  EC Number 200-008-6

  •  MDL number MFCD00078109

  •  PubChem Substance ID 329818045

  •  NACRES NA.85

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Properties

Quality Level   200
biological source   Streptomyces caespitosus
sterility   γ-irradiated
assay   ≥98% (HPLC)
form   powder or crystals
potency   ≥970 μg per mg (USP XXIV)
application(s)   cell culture | mammalian: suitable
color   dark blue
mp   >360 °C
solubility   DMSO: 1.0 mg/mL
Mode of action   DNA synthesis | interferes
antibiotic activity spectrum   Gram-negative bacteria
  Gram-positive bacteria
  neoplastics
storage temp.   2-8°C
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
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

Description

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.

Caution

This vial contains 2 mg Mitomycin C and 48 mg NaCl. 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

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN 3462 6.1 / PGII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Antibiotic Kill Curve

Antibiotic kill curve is a dose response experiment in which mammalian cells are subjected to increasing amounts of selection antibiotic to determine the minimum concentration of an antibiotic that c...
Keywords: Antibiotics, Cell culture, Evaporation, Transfection

Peer-Reviewed Papers
15

References

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