A DNA-interacting transcription blocker with anti-cancer activity
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Actinomycin D

Item No. 11421

Technical Information
Formal Name
2-amino-N,N'-bis(hexadecahydro-6,13-diisopropyl-2,5,9-trimethyl-1,4,7,11,14-pentaoxo-1H-pyrrolo[2,1-i][1,4,7,10,13]oxatetraazacyclohexadecin-10-yl)-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxamide
CAS Number
50-76-0
Synonyms
  • Cosmegen
  • Dactinomycin
  • Meractinomycin
  • NCI C04682
  • NSC 3053
  • Oncostatin K
Molecular Formula
C62H86N12O16
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 20 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 10 mg/ml
λmax
204, 240, 444 nm
SMILES
CC1=C2C(C(C(N[C@H](C(N[C@@H](C(C)C)C(N3[C@@](C(N(C)CC4=O)=O)([H])CCC3)=O)=O)[C@@H](C)OC([C@H](C(C)C)N4C)=O)=O)=C(N)C1=O)=NC5=C(C(N[C@@H]([C@@H](C)OC([C@H](C(C)C)N(C)C(CN(C([C@]6([H])CCCN6C([C@H](C(C)C)N7)=O)=O)C)=O)=O)C7=O)=O)C=CC(C)=C5O2
InChi Code
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(
InChi Key
RJURFGZVJUQBHK-DCUCITLNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Actinomycin D is a cyclic polypeptide-containing antibiotic that binds to DNA and blocks transcription. It binds to pre-melted double-stranded DNA in transcription bubbles and once bound is slow to dissociate.1,2 DNA in transcriptionally hyperactive cancer cells efficiently and rapidly bind actinomycin D at low concentrations (~10 nM), which interferes with RNA synthesis and ultimately leads to cell death.1,3 Actinomycin D is widely used as an anticancer agent for treating a variety of tumors and along with its fluorescent derivative, 7-aminoactinomycin D (Item No. 11397) has become a useful tool in biochemistry and molecular biology research as a marker for DNA.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Paramanathan, T., Vladescu, I., McCauley, M.J., et alForce spectroscopy reveals the DNA structural dynamics that govern the slow binding of Actinomycin D. Nucleic Acids Res. 40(11), 4925-4932 (2012).

    2. Sobell, H.M. Actinomycin and DNA transcription. Proc. Natl. Acad. Sci. USA 82, 5328-5331 (1985).

    3. Choong, M.L., Yang, H., Lee, M.A., et alSpecific activation of the p53 pathway by low dose actinomycin D: A new route to p53 based cyclotherapy. Cell Cycle 8(17), 2810-2818 (2009).

    Product Citations

    Price, A.M., Steinbock, R.T., Di, C., et alAdenovirus prevents dsRNA formation by promoting efficient splicing of viral RNA. Nucleic Acids Res. 50(3), 1201-1220 (2022).

    Liu, J., Song, Y., Wang, Y., et alCyclodextrin-Functionalized Gold Nanorods Loaded with Meclofenamic Acid for Improving N6-Methyladenosine-Mediated Second Near-Infrared Photothermal Immunotherapy. ACS Appl. Mater. Interfaces 14(36), 40612-40623 (2022).

    Du, Y., Han, M., Cao, K., et alGold nanorods exhibit intrinsic therapeutic activity via controlling N6-methyladenosine-based epitranscriptomics in acute myeloid leukemia. ACS Nano 15(11), 17689-17704 (2021).

    Sun, K., Du, Y., Hou, Y., et alSaikosaponin D exhibits anti-leukemic activity by targeting FTO/m6A signaling. Theranostics 11(12), 5831-5846 (2021).

    Yan, F., Al-Kali, A., Zhang, Z., et alA dynamic N6-methyladenosine methylome regulates intrinsic and acquired resistance to tyrosine kinase inhibitors. Cell Res. 28(11), 1062-1076 (2018).