Mitomycin CA DNA crosslinking agent that inhibits DNA synthesis, induces apoptosis in a variety of cells, and activates caspase

Mitomycin C (CAS 50-07-7)

Mitomycin C | CAS 50-07-7 is rated 5.0 out of 5 by 4.
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Synonym: Mitocin-C; Ametycine; Mutamycin
Application: A DNA crosslinking agent that inhibits DNA synthesis, induces apoptosis in a variety of cells, and activates caspase
CAS Number: 50-07-7
Purity: ≥99%
Molecular Weight: 334.33
Molecular Formula: C15H18N4O5
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Mitomycin C is part of a family of azidine natural products. It is a DNA crosslinking and damaging agent, making it a useful antibiotic and antitumor compound. When crosslinking, Mitomycin C displays absolute specificity and high efficiency for the CpG sequence. Mammalian Cells treated with Mitomycin C (0.4 mg/mL for 5 min) can undergo apoptosis through upregulation of Bad, Fas, FasL and phosphorylated p53 along with activation of caspase-3, caspase-8, and caspase-9 activating both the intrinsic and extrinsic pathway for apoptosis.


References

1. Tomasz, M., et al. 1987. Science. 235: 1204-1208. PMID: 3103215

2. Tomasz, M.,et al. 1988. Biochemistry. 27: 3182-3187. PMID: 3134045

3. Tomasz, M. 1995. Chem. Biol. 2: 575-579. PMID: 9383461

4. Merlo, G.R., et al. 1995. J. Cell Biol. 128: 1185-1196. PMID: 7896881

5. Yoon, Y.S. ,et al. 1996. J. Biol. Chem. 271: 9129-9134. PMID: 8621564

6. Seong, G.J., et al. 2005. Invest. Ophthalmol. Vis. Sci. 46: 3545-3552. PMID: 16186332

Usage :
Stable for up to 1 year after receipt when stored at -20°C. Stock solutions should be aliquoted and stored at -20°C for up to 1 month. Protect from light, moisture sensitive.
Appearance :
Powder
Physical State :
Solid
Derived From :
Streptomyces caespitosus
Solubility :
Soluble in water (0.5 mg/ml), 100% ethanol (warm) (1 mg/ml), DMSO (15 mg/ml), and methanol.
Storage :
Store at -20° C
Melting Point :
>360° C
Boiling Point :
~581.8° C at 760 mmHg (Predicted)
Density :
~1.6 g/cm3 (Predicted)
Refractive Index :
n20D 1.68 (Predicted)
IC50 :
Cytotoxicity against PC3 cells : EC5050 = 0.14 µM (human); Cytotoxicity against A549 cells: EC5050 = 0.43 µM (human); 2780/DOX ovarian cancer cell line: IC50 = 0.2 µM; promyelocytic leukemic (HL-60) cells: IC50 = 0.05 µM (human); SMMC-7721 (Hepatocellular carcinoma cells): IC50 = 2.44 µg/ml (Homo sapiens); P388 (Lymphoma cells): IC50 = 0.01 µg/ml (Mus musculus)
pK Values :
pKa: 3.2, 6.5, 13.27, pKb: 5.08
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
CN0700000
PubChem CID :
5746
Merck Index :
14: 6215
MDL Number :
MFCD00078109
EC Number :
200-008-6
Beilstein Registry :
7231816
SMILES :
CC1=C(C(=O)C2=C(C1=O)N3C[C@H]4[C@@H]([C@@]3([C@@H]2COC(=O)N)OC)N4)N

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Certificate of Analysis

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Mitomycin C  Product Citations

See how others have used Mitomycin C. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 31 total

PMID: # 31009828  Vancurova, M.|Hanzlikova, H.|Knoblochova, L.|Kosla, J.|Majera, D.|Mistrik, M.|Burdova, K.|Hodny, Z.|Bartek, J.| et al. 2019. DNA Repair (Amst.). 78: 114-127.

PMID: # 31270152  McKinney, A.|Lindberg, OR.|Engler, JR.|Chen, KY.|Kumar, A.|Gong, H.|Lu, KV.|Simonds, EF.|Cloughesy, TF.|Liau, LM.|Prados, M.|Bollen, AW.|Berger, MS.|Shieh, JTC.|James, CD.|Nicolaides, TP.|Yong, WH.|Lai, A.|Hegi, ME.|Weiss, WA.|Phillips, JJ.| et al. 2019. Mol. Cancer Ther.

PMID: # 28238794  Mitzelfelt, KA. et al. 2017. Stem Cell Reports. 8: 491-499.

PMID: # 28777946  Yue, J.|Gou, X.|Li, Y.|Wicksteed, B.|Wu, X.| et al. 2017. Cell Stem Cell. 21: 256-263.e4.

PMID: # 28978806  Janssen, E. et al. 2017. JCI Insight. 2:

PMID: # 29074567  Gendarme, M. et al. 2017. Mol. Biol. Cell.

PMID: # 27869163  Schrock, MS. et al. 2016. Oncogene.

PMID: # 27131366  Fernández-Orgiler, A. et al. 2016. Nucleic acids research. 13: 1533-43.

PMID: # 27551016  Myagmarjav, BE. et al. 2016. J. Bacteriol. 198: 2975-2984.

PMID: # 27239483  Seehus, C.|Kaye, J.| et al. 2016. Bio Protoc. 6:

Citations 1 to 10 of 31 total

Does the vial contain sodium chloride? If yes, what ratio? Thanks :-)

Asked by: Anna87S
Thank you for your question. This product is supplied in solid form and does not contain sodium chloride. For further information, please contact our technical service directly.
Answered by: SCBT Heidelberg Support
Date published: 2019-01-12

How long it can be stored at -80 degrees in solution? Is DMSO the best solvent?

Asked by: Wtaotao
Thank you very much for your question. Mitomycin C (CAS 50-07-7) is supplied as solid and we suggest storing this at -20°C. The product is warranted for up to one year starting from the date of shipping. We have not evaluated long-term storage at -80°C for this product and we do not recommend storage at this temperature. Mitomycin C (CAS 50-07-7) is soluble in water (0.5 mg/ml), 100% ethanol (warm) (1 mg/ml), DMSO (15 mg/ml), and methanol.
Answered by: Technical Support Europe
Date published: 2018-07-18

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. The compound, sc-3514, is provided as a deep blue-purple crystalline powder. If you have any further questions or concerns, please feel free to contact our Technical Service department by calling 800-457-3801 option 2, emailing scbt@scbt.com, or using the Live Chat function on our website.
Answered by: Tech Service 8
Date published: 2017-01-17

What is the storage temperature after the compound is solubilized?

Asked by: two2igm05
Thank you for your question. After re-suspending this compound in solution, you can store it at -20 degrees Celsius for up to a month without degradation. Tightly seal the cap and wrap it in parafilm. Us it within a month of solubilizing it. Please contact Technical Service if you have further questions concerning this product.
Answered by: Tech Service 9
Date published: 2016-12-16
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Rated 5 out of 5 by from I used this product for my mesenchymal cells I used this product for my mesenchymal cells to use as a feeder layer in my experiments. It works well and easily reconstituted unlike Mitomycin C I have used from another company. Will definitely order again.
Date published: 2015-10-29
Rated 5 out of 5 by from This works great in my cell culture studies This works great in my cell culture studies and will order again.
Date published: 2015-10-08
Rated 5 out of 5 by from I have used Mitomycin C for my experiments I have used Mitomycin C for my experiments and I am very pleased with the product. I was working on a project to convert Mouse embryonic stem cells to Neurons and Glia and I needed Mitomycin C to inactivate the feeder cells for ES cell cultivation. The use of this product was smooth and it was easy to reconstitute it in Ethanol. In the past, I have used this same product from a different company and had a lot of issues to reconstitute it in Ethanol. The Santa Cruz product was fantastic. I would recommend this product to all my lab members for their future experiments.
Date published: 2015-09-22
Rated 5 out of 5 by from Howlett Howlett, et. al. (PubMed ID 19704162) used Mitomycin C as a DNA cross-linking agent in treating FA patient cells in order to study functional interaction between FANCD2 and PCNA. -SCBT Publication Review
Date published: 2015-07-01
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