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Merck

A9415

Actinomycin D

from Streptomyces sp., suitable for cell culture, ≥95%

Synonym(s):

Cosmegen, Meractinomycin, Actinomycin C1, Actinomycin IV, Dactinomycin

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2 MG

€72.20

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€111.00

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€213.00

25 MG

€466.00

€72.20

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About This Item

Empirical Formula (Hill Notation):
C62H86N12O16
CAS Number:
50-76-0
Molecular Weight:
1255.42
Beilstein/REAXYS Number:
605235
MDL number:
MFCD00005033
UNSPSC Code:
51282001
NACRES:
NA.76
PubChem Substance ID:
24891447
EC Number:
200-063-6

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Product Name

Actinomycin D, from Streptomyces sp., suitable for cell culture, ≥95%

InChI key

RJURFGZVJUQBHK-IIXSONLDSA-N

InChI

1S/C62H86N12O16/c1-27(2)42-59(84)73-23-17-19-36(73)57(82)69(13)25-38(75)71(15)48(29(5)6)61(86)88-33(11)44(55(80)65-42)67-53(78)35-22-21-31(9)51-46(35)64-47-40(41(63)50(77)32(10)52(47)90-51)54(79)68-45-34(12)89-62(87)49(30(7)8)72(16)39(76)26-70(14)58(83)37-20-18-24-74(37)60(85)43(28(3)4)66-56(45)81/h21-22,27-30,33-34,36-37,42-45,48-49H,17-20,23-26,63H2,1-16H3,(H,65,80)(H,66,81)(H,67,78)(H,68,79)/t33-,34-,36+,37+,42-,43-,44+,45+,48+,49+/m1/s1

SMILES string

CC(C)[C@H]1NC(=O)[C@@H](NC(=O)c2ccc(C)c3OC4=C(C)C(=O)C(N)=C(C(=O)N[C@H]5[C@@H](C)OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]6CCCN6C(=O)[C@H](NC5=O)C(C)C)C4=Nc23)[C@@H](C)OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]7CCCN7C1=O

biological source

Streptomyces sp.

assay

≥95%

form

powder

technique(s)

cell culture | mammalian: suitable

mp

251-253

solubility

ethanol, DMSO: soluble (Stable in aqueous solutions at 2-8 °C.)

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes

storage temp.

2-8°C

Quality Level

300

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Show Differences

1 of 4

This Item
A4262A14101162400
Actinomycin D from Streptomyces sp., suitable for cell culture, ≥95%

Sigma-Aldrich

A9415

Actinomycin D

Actinomycin D from Streptomyces sp., ≥95% (HPLC)

Sigma-Aldrich

A4262

Actinomycin D

Actinomycin D from Streptomyces sp., ~98% (HPLC)

Sigma-Aldrich

A1410

Actinomycin D

Dactinomycin United States Pharmacopeia (USP) Reference Standard

USP

1162400

Dactinomycin

antibiotic activity spectrum

neoplastics

antibiotic activity spectrum

neoplastics

antibiotic activity spectrum

neoplastics

antibiotic activity spectrum

-

mode of action

DNA synthesis | interferes

mode of action

DNA synthesis | interferes

mode of action

DNA synthesis | interferes

mode of action

-

technique(s)

cell culture | mammalian: suitable

technique(s)

-

technique(s)

-

technique(s)

-

Quality Level

300

Quality Level

200

Quality Level

300

Quality Level

-

form

powder

form

powder

form

powder

form

-

assay

≥95%

assay

≥95% (HPLC)

assay

~98% (HPLC)

assay

-

Application

Actinomycin D is an antineoplastic antibiotic that inhibits cell proliferation with wide-ranging applications ranging from a selection agent in cell culture, use in studies of suppressing HIV-replication and programmed cell death of PC12 cells.. Recommended for us in cell culture applications at 1μg/mL.

Biochem/physiol Actions

Actinomycin D inhibits the proliferation of cells by forming a stable complex with double-stranded DNA, inhibiting DNA-primed RNA synthesis and causing single-stranded breaks in DNA. It has been shown to be an inhibitor of the minus-strand transfer step in reverse transcriptase.

Disclaimer

This product is hygroscopic and light-sensitive. If stored protected from light and moisture at 2-8°C, it remains unchanged, by HPLC testing, for at least 15 months. Unused dilute solutions of Actinomycin D are extremely sensitive to light and tend to adsorb to plastic and glass and should be discarded. However, frozen aliquots of concentrated stock solution are stable for at least a month.

General description

Chemical structure: peptide

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Preparation Note

Actinomycin D is sold as red, shiny crystals and is soluble in acetonitrilie or acetone at 10 mg/mL and in DMSO at a minimum of 1 mg/mL. Some references also show slight solubility in water of 0.5 mg/mL.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Carc. 1B - Repr. 1B

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000508208
0000508209
0000508206
0000508207
0000508207

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Antonio Rescifina et al.
Journal of medicinal chemistry, 49(2), 709-715 (2006-01-20)
Isoxazolidinyl polycyclic aromatic hydrocarbons (isoxazolidinyl-PAHs) have been synthesized in good yields by 1,3-dipolar cycloaddition methodology promoted by microwave irradiation. The structures of the obtained cycloadducts have been determined by NOE experiments and supported by computational studies at the AM1 level.
Thomas Schwarzl et al.
Journal of molecular biology, 427(21), 3368-3374 (2015-09-13)
Identifying changes in the transcriptional regulation of target genes from high-throughput studies is important for unravelling molecular mechanisms controlled by a given perturbation. When measuring global transcript levels only, the effect of the perturbation [e.g., transcription factor (TF) overexpression or
Rolf Schreckenberg et al.
Antioxidants & redox signaling, 23(15), 1220-1232 (2015-05-16)
Research into right ventricular (RV) physiology and identification of pathomechanisms underlying RV failure have been neglected for many years, because function of the RV is often considered less important for overall hemodynamics and maintenance of blood circulation. In view of
Arkady Khoutorsky et al.
Neuron, 78(2), 298-311 (2013-04-30)
Control of protein synthesis is critical for synaptic plasticity and memory formation. However, the molecular mechanisms linking neuronal activity to activation of mRNA translation are not fully understood. Here, we report that the translational repressor poly(A)-binding protein (PABP)-interacting protein 2A
Angela Zarama et al.
PLoS pathogens, 10(3), e1004000-e1004000 (2014-03-15)
Receptors of the signalling lymphocyte-activation molecules (SLAM) family are involved in the functional regulation of a variety of immune cells upon engagement through homotypic or heterotypic interactions amongst them. Here we show that murine cytomegalovirus (MCMV) dampens the surface expression
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Protocols

Protocole de test de viabilité et de prolifération cellulaires au MTT

Protocole du test au MTT pour la mesure de la viabilité, de la prolifération et de la toxicité cellulaires. Instructions de préparation du réactif au MTT et exemples d'applications.

Guide technique : test de viabilité et de prolifération cellulaires au XTT

Le dosage colorimétrique au service de la quantification non radioactive de la prolifération, de la viabilité et de la toxicité cellulaires sur cellules adhérentes ou en suspension cultivées sur des microplaques de 96 puits.

Guide technique : test de prolifération et de viabilité cellulaires au WST-1

Protocole du test au WST-1 pour la mesure de la viabilité, de la prolifération, de l'activation et de la toxicité cellulaires. Instructions de préparation du réactif WST-1 et exemples d'applications. Foire aux questions et guide de résolution des problèmes liés au test au WST-1.

MTT Assay Protocol for Cell Viability and Proliferation

MTT assay protocol for measuring cell viability, proliferation and cytotoxicity. Instructions for MTT reagent preparation and examples of applications.

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Questions

1–6 of 6 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

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  3. 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.

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  4. How long are stock solutions of Actinomycin D (Product No. A9415) stable?

    1 answer

    1. Stock solutions of this product in DMSO or ethanol should be stored in foil-wrapped vials at -20 °C. In DMSO, solution can be stored for up to 1 month at -20 °C. Do not store in glass vials.

      Helpful?

  5. How do you recommend dissolving Product No. A9415 (Actinomycin D)?

    1 answer

    1. Stock solutions of this product may be prepared at 10 mg/mL in either ethanol (EtOH) or dimethyl sulfoxide (DMSO).

      Helpful?

  6. What is the working concentration for Actinomycin D (Product No. A9415)?

    1 answer

    1. For cell culture applications, actinomycin D is used as a selection agent and is used in banding techniques to differentiate between different regions of chromosomes. Suggested working concentrations is 1 μg/mL.

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