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    Mitomycin C

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      Mitomycin C

      SKU
      M0161

      Categories:

      Synonyms
      Ametycine , Mutamycin , MMC , Mitocin-C , MitoExtra , Mitonco , Mitoplus , NSC 26980
      50-07-7
      CAS-Number
      C15H18N4O5
      Molecular Formula
      334.33
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥97% (NMR)
      Appearance
      Gray, purple or blue powder
      Identity
      1H-NMR

      Properties

      Solvents
      DMSO, DMF (20 mg/ml), water (slightly)

      Documentation

      Safety Data Sheet (SDS)
      CDX M0161 SDS.pdf
      Shipping
      AMBIENT
      Short Term Storage
      +4°C
      Long Term Storage
      +4°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at +4°C.
      Hazard statements
      H302-H351
      Precautionary statements
      P280-P301 + P312 + P330
      GHS Symbol
      GHS07+GHS08
      Signal word
      Warning
      Transportation
      Not dangerous goods
      Description
      Mitomycin C (MMC) is an antitumor antibiotic. 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. Mitomycin C causes the cross-linking of double-stranded DNA, which results in mutagenesis, inhibition of DNA synthesis, initiation of DNA repair events, and activation of apoptosis. In tissue culture, this compound decreases cell viability and suppresses mitosis, and causes disorganization of nucleus and the production of giant cells. Mitomycin C has strong antitumor activity, especially against Ehrlich ascites tumor cells, and strong bactericidal action against gram-positive and gram-negative bacteria. Mitomycin C from Streptomyces caespitosus has been used for the treatment of feeder layers such as, PMEF (primary mouse embryonic fibroblasts) and CD1 mouse embryonic fibroblasts (MEFs) for the culture of hESCs (human embryonic stem cells). It has also been used for the treatment of BLC (basal-like cancer) cell line.
      Smiles
      CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)OC)N4)N
      InChi Key
      NWIBSHFKIJFRCO-BNVMVXHRSA-N
      References
      (1) F.S. Philips, et al., Cancer Res. 20, 1354 (1960) , (2) V.N. Iyer & W. Szybalski, PNAS 50, 355 (1963) , (3) M. Tomasz, et al., Science 235, 1204 (1987) , (4) M. Tomasz, et al., Biochemistry 27, 3182 (1988) , (5) M. Tomasz, Chem. Biol. 2, 575 (1995) , (6) G.R. Merlo, et al., J. Cell Biol. 128, 1185 (1995) , (7) Y. Mao, et al., Chem. Biol. 6, 251 (1999) , (8) Y. Kato, et al., In Vivo 19, 301 (2005) , (9) V. Bryja, et al., Nat. Protoc. 1, 2082 (2006) , (10) C.Y. Park, et al., Nat. Protoc. 11, 2154 (2016)

      Mitomycin C (MMC) is an antitumor antibiotic. 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. Mitomycin C causes the cross-linking of double-stranded DNA, which results in mutagenesis, inhibition of DNA synthesis, initiation of DNA repair events, and activation of apoptosis. In tissue culture, this compound decreases cell viability and suppresses mitosis, and causes disorganization of nucleus and the production of giant cells. Mitomycin C has strong antitumor activity, especially against Ehrlich ascites tumor cells, and strong bactericidal action against gram-positive and gram-negative bacteria. Mitomycin C from Streptomyces caespitosus has been used for the treatment of feeder layers such as, PMEF (primary mouse embryonic fibroblasts) and CD1 mouse embryonic fibroblasts (MEFs) for the culture of hESCs (human embryonic stem cells). It has also been used for the treatment of BLC (basal-like cancer) cell line.

      SKU: M0161
      • Additional information

      Additional information

      Synonyms

      Ametycine, Mutamycin, MMC, Mitocin-C, MitoExtra, Mitonco, Mitoplus, NSC 26980

      Purity

      ≥97% (NMR)

      Appearance

      Gray, purple or blue powder

      CAS-Number

      50-07-7

      Molecular Formula

      C15H18N4O5

      Molecular Weight

      334.33

      Identity

      1H-NMR

      Solvents

      DMSO, DMF (20 mg/ml), water (slightly)

      Smiles

      CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)OC)N4)N

      InChi Key

      NWIBSHFKIJFRCO-BNVMVXHRSA-N

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      Long Term Storage

      +4°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at +4°C.

      Hazard statements

      H302-H351

      Precautionary statements

      P280-P301 + P312 + P330

      GHS Symbol

      GHS07+GHS08

      Signal word

      Warning

      Transportation

      Not dangerous goods

      References

      (1) F.S. Philips, et al., Cancer Res. 20, 1354 (1960), (2) V.N. Iyer & W. Szybalski, PNAS 50, 355 (1963), (3) M. Tomasz, et al., Science 235, 1204 (1987), (4) M. Tomasz, et al., Biochemistry 27, 3182 (1988), (5) M. Tomasz, Chem. Biol. 2, 575 (1995), (6) G.R. Merlo, et al., J. Cell Biol. 128, 1185 (1995), (7) Y. Mao, et al., Chem. Biol. 6, 251 (1999), (8) Y. Kato, et al., In Vivo 19, 301 (2005), (9) V. Bryja, et al., Nat. Protoc. 1, 2082 (2006), (10) C.Y. Park, et al., Nat. Protoc. 11, 2154 (2016)

      Quantity

      5 mg, 10 mg, 25 mg, Bulk

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