Skip to Content
Merck

Key Documents

View All Documentation

Skip To

M0503

Mitomycin C from Streptomyces caespitosus

powder, contains NaCl as solubilizer

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View
Pack SizeSKUAvailabilityPrice

About This Item

Empirical Formula (Hill Notation):
C15H18N4O5
CAS Number:
50-07-7
Molecular Weight:
334.33
UNSPSC Code:
12352207
NACRES:
NA.76
PubChem Substance ID:
24896555
MDL number:
MFCD00078109
Beilstein/REAXYS Number:
7231816
Pricing and availability is not currently available.
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

biological source

Streptomyces caespitosus

Quality Level

200

form

powder

contains

NaCl as solubilizer

color

gray, purple/blue

 

(1) 3.2, (2) 6.5

solubility

H2O: 1 vial + 4 mL, clear to slightly hazy, blue to purple

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

DNA synthesis | interferes

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

General description

Chemical structure: aziridine

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.

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.

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.

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item
M0440101074090011444707
Mitomycin C from Streptomyces caespitosus powder, contains NaCl as solubilizer

Sigma-Aldrich

M0503

Mitomycin C from Streptomyces caespitosus

Mitomycin C from Streptomyces caespitosus meets USP testing specifications

Sigma-Aldrich

M0440

Mitomycin C from Streptomyces caespitosus

Mitomycin C crystalline powder, 98%, pkg of 2&#160;mg

Roche

10107409001

Mitomycin C

USP

USP

1444707

Mitomycin

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

-

Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

-

form

powder

form

-

form

crystalline powder

form

-

solubility

H2O: 1 vial + 4 mL, clear to slightly hazy, blue to purple

solubility

H2O: 40 mg/mL, clear to very slightly hazy, colorless, H2O: soluble

solubility

-

solubility

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

biological source

Streptomyces caespitosus

biological source

Streptomyces caespitosus

biological source

-

biological source

-

Still not finding the right product?

Explore all of our products under Mitomycin C from Streptomyces caespitosus

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H302,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000522954
0000522954
0000442143
0000438978
0000442143

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Related Content

Xin Wang et al.
Nature medicine, 19(4), 473-480 (2013-03-26)
Sorting nexin 27 (SNX27), a brain-enriched PDZ domain protein, regulates endocytic sorting and trafficking. Here we show that Snx27(-/-) mice have severe neuronal deficits in the hippocampus and cortex. Although Snx27(+/-) mice have grossly normal neuroanatomy, we found defects in
Sayuri Yamazaki et al.
Journal of immunology (Baltimore, Md. : 1950), 193(11), 5488-5497 (2014-10-29)
Accumulating evidence shows that immunological tolerance induced by Ag administration together with UVB irradiation is dependent on Foxp3(+) CD4(+) regulatory T (Treg) cells. However, the mechanisms by which UVB controls Treg cells in the skin are currently unclear. In this
Ali Fathi et al.
Proteomics, 9(21), 4859-4870 (2009-10-29)
Gene expression analyses of embryonic stem cells (ESCs) will help to uncover or further define signaling pathways and molecular mechanisms involved in the maintenance of self-renewal and pluripotency. We employed a 2-DE-based proteomics approach to analyze human ESC line, Royan
View All Related Papers

Global Trade Item Number

SKUGTIN
M0503-10X2MG04061835546602
M0503-50X2MG04061833421994
M0503-5X2MG04061833993194
M0503-2MG04061835513833

Questions

1–9 of 9 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. Is Mitomycin C, Product M0503, soluble in PBS?

    1 answer

    1. According to literature resources, the solubility of Mitomycin C in phosphate-buffered saline (PBS) is between 0.5 to 1.0 mg/mL depending on the exact ambient temperature.

      Helpful?

  4. Is Mitomycin C, Product M0503, light sensitive?

    1 answer

    1. Mitomycin C is light sensitive only when in solution and not as a powder.

      Helpful?

  5. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

      Helpful?

  6. How do I store a stock solution of Mitomycin C, Product M0503?

    1 answer

    1. Generally, solutions at pH 6-9 can be stored at 0-5 °C for up to a week, and possibly much longer. If a precipitate forms, a fresh solution should be prepared. The precipitated solution has proven to be toxic to cells. A stock solution should also be stored in the dark since mitomycin C is readily decomposed by light. Solutions should not be frozen, since a precipitate is likely to form.

      Helpful?

  7. How do I use Mitomycin C, Product M0503, to block replication?

    1 answer

    1. Cell functions that require cellular division are abolished by treatment with mitomycin C (causes DNA crosslinking). This can be used to treat cells for feeder layers, for mixed lymphocyte reactions and for removal of fibroblasts from mixed cell cultures. Mitomycin is used at 25 μg/mL to treat cells at 1 - 6 × 107 cells/mL. Cells are treated for 25 minutes at 37 °C. Selected Methods in Cellular Immunology, Michell, BB, and Shiigi, SM, Eds., WH Freeman and Co., New York, 1980, p. 240.

      Helpful?

  8. Why does Mitomycin C, Product M0503, contain  NaCl?

    1 answer

    1. Sodium chloride is added to mitomycin C to increase solubility and solution stability.

      Helpful?

  9. What is the difference between Mitomycin C Product No. M0503 and M4287?

    1 answer

    1. The difference between Product Nos. M0503 and M4287 is that Product No. M4287 has been tested on cells. A feeder layer is treated with media containing 10 μg/mL mitomycin C for 3 hours at 37°C to block replication.

      Helpful?

Reviews

No rating value

Active Filters