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Mitomycin C from Streptomyces caespitosus

SIGMA/M0440 - meets USP testing specifications

Synonym: Mitomycin

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-M0440-5MG 5 mg
$137.00
1/EA
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45-M0440-25MG 25 mg
$531.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M0440-25MG

 

antibiotic activity spectrum Gram-negative bacteria
  Gram-positive bacteria
biological source Streptomyces caespitosus
color blue-violet
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
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 H2O: 40 mg/mL, clear to very slightly hazy, colorless
  H2O: soluble
storage temp. 2-8°C
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.
General description: Chemical structure: aziridine
Packaging: 5, 25 mg in glass bottle
Preparation Note: Mitomycin C is soluble in water at .5 mg/mL, with a pH of 6.0-7.5. It undergoes rapid degradation in acidic solutions with pH<6, and is mostly likely to retain activity in solutions with a pH between 6-9.
Storage Temp. 2-8°C
UNSPSC 12352203

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