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A0850 Actinomycin D (Dactinomycin) CAS: 50-76-0

Specifications
References
CAS Number
50-76-0
Grade
Cell Culture Grade
MDL Number
MFCD00005033
Molecular Formula
C62H86N12O16
Molecular Weight
1255.43
EU Commodity Code
38220090
UN DOT Shipping
UN3462 PGII
Shipping Temp
Blue Ice
Storage Temp
4°C
Streptomyces antibioticus; 2-Amino-(N,N)-1-bis(hexadecahydro-6­,13-diisopropyl-2,5,9-trimethyl-1,4,7,11,14-pentao­xo-1H-pyrrolo[2,1]-[1,4,7,10,13]oxatetraazacyclohexadecin-10-yl)-4,6-dimethyl-3-ox­o-3H-phenoxazine-1,9-dicarboxamide; Dactinomycin, Actinomycin IV, Actinomycin C1; Actactinomycin A IV; Actinomycin 7; Dilactone Actinomycindioic D Acid; Lyovac Cosmegen; Cosmogen; Meractinomycin

Suitable for use in nucleic acid inhibition. Actinomycin D inhibits the proliferation of cells in a cell-cycle nonspecific way by forming a stable complex with DNA (via deoxyguanosine residues), thus inhibiting DNA-primed RNA synthesis. It is used in cell culture as a selection agent. Antibiotic. Antitumor compound. Cytotoxic. Apoptosis inducer. RNA synthesis inhibitor. DNA intercalating agent. Mcl-1 expression inhibitor. p53 pathway activator.

Source
Streptomyces sp.
Synonyms
Streptomyces antibioticus; 2-Amino-(N,N)-1-bis(hexadecahydro-6­,13-diisopropyl-2,5,9-trimethyl-1,4,7,11,14-pentao­xo-1H-pyrrolo[2,1]-[1,4,7,10,13]oxatetraazacyclohexadecin-10-yl)-4,6-dimethyl-3-ox­o-3H-phenoxazine-1,9-dicarboxamide; Dactinomycin, Actinomycin IV, Actinomycin C1; Actactinomycin A IV; Actinomycin 7; Dilactone Actinomycindioic D Acid; Lyovac Cosmegen; Cosmogen; Meractinomycin
CAS No
50-76-0
Molecular Formula
C62H86N12O16
Molecular Weight
1255.43
Appearance
Orange to bright red crystaline powder
Purity
≥98%
Solublility (DMSO, 50mg/ml)
Clear orange solution
Specific Rotation
-293°~-329°
Melting Point
243~248ºC (lit)
Crystallinity
Conforms
Loss on Drying
≤5%
DNase
None Detected
RNase
None Detected
Protease
None Detected
Endotoxin
≤0.5EU/mg
Total Impurities (HPLC)
≤2%
Storage and Stability
May be stored at 4°C. Stable for 12 months after receipt.
References
1. Apoptosis induced by Actinomycin D, Camptothecin or Aphidicolin can occur in all phases of the cell cycle: J.M. Glynn, et al.; Biochem. Soc. Trans. 20: 84S (1992). 2. Actinomycin D induces apoptosis and inhibits growth of pancreatic cancer cells: J. Kleeff, et al.; Int. J. Cancer 86: 399 (2000). 3. Influence of DNA base sequence on the binding energetics of actinomycin D :S.A.Bailey,etal.;Biochemistry 32: 5881 (1993). 4. Effect of actinomycin on RNA synthesis and antibody formation in the anamnestic response in vitro: J.D. Smiley, et al.; J. Exp. Med. 119: 881 (1964). 5. NMR Solution Structure of a DNA-Actinomycin D Complex Containing a Non-Hydrogen-Bonding Pair in the Binding Site: S.L. Cravens, et al.; J. Am. Chem. Soc. Epub ahead of print (2010). 6. Actinomycin D upregulates proapoptotic protein Puma and downregulates Bcl-2 mRNA in normal peripheral blood lymphocytes: I. Kalousek, et al.; Anticancer Drugs 18: 763 (2007). 7. Actinomycin D enhances TRAIL-induced caspase-dependent and independent apoptosis in SH-SY5Y neuroblastoma cells: M.J. Wang, et al.; Neurosci. Res. 59: 40 (2007). 8. Actinomycin D synergistically enhances the efficacy of the BH3 mimetic ABT-737 by downregulating Mcl-1 expression: K.E. Olberding, et al.; Cancer Biol. Ther. 10: 930 (2010). 9. Specific activation of the p53 pathway by low dose actinomycin D: M. L. Choong, et al.; Cell Cycle 8: 2810 (2009)|9. Nelson, S.A. et al., (2000) Gene 253:87-93. 10. Merck Index, 11:441, #2804 (1989). 11. Meienhofer, J., J. Amer. Chem Soc., 92:3771 (1970). 12. United States Pharmacopoeia, XXII:379 (1990). 13. Singh, A.P.,et al., Can. J. Microbiol.,18 (6), 909 (1972).|14. Manaker, et al.: Antibiot. Ann., 55, 853 (1954). 15. Jain, S., et al.: J. Mol. Biol., 114, 317 (1977)
USBio References
US Biological application reference: Nelson, S.A. et al., (2000) Gene 253:87-93.
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