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Mitomycin C from Streptomyces caespitosus

SIGMA/M0503 - powder, contains NaCl as solubilizer

CAS Number: 50-07-7
Empirical Formula (Hill Notation): C15H18N4O5
Molecular Weight: 334.33
MDL Number: MFCD00078109
Linear Formula: C15H18N4O5
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-M0503-2MG 2 mg
$163.00
1/EA
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45-M0503-5X2MG 2 mg
$645.00
5/EA
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45-M0503-10X2MG 2 mg
$1090.00
10/EA
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45-M0503-50X2MG 2 mg
$4160.00
50/EA
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  (1) 3.2, (2) 6.5
antibiotic activity spectrum Gram-negative bacteria
  Gram-positive bacteria
biological source Streptomyces caespitosus
color gray
  purple/blue
contains NaCl as solubilizer
form powder
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: 1 vial + 4 mL, clear to slightly hazy, blue to purple
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: 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.
General description: Chemical structure: aziridine
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 12352207

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