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Echinomycin

BVT-0267-M001 1 mg $85.00
BVT-0267-M005 5 mg $340.00
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Additional Information

Product Data
Synonyms Quinomycin A
Properties
Formula C51H64N12O12S2
MW 1101.3
Merck Index 14: 3497
CAS 512-64-1
RTECS JW5250000
Source/Host Chemicals Isolated from Streptomyces echinatus (DSM 40013).
Purity ≥98% (HPLC)
Appearance White to off-white solid.
Solubility Soluble in acetone, DMSO, methanol, dichloromethane or ethyl acetate.
Identity Determined by 1H-NMR.
Origin Manufactured by BioViotica.
Other Product Data Contains traces of water.
InChi Key AUJXLBOHYWTPFV-UHFFFAOYSA-N
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Hygroscopic.
Use/Stability Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.
Documents
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Product Description

  • Antibiotic.
  • Antitumor compound.
  • Powerful, selective inhibitor of nucleic acid synthesis in vitro.
  • Potent hypoxia-inducible factor 1 (HIF-1) DNA binding activity inhibitor.
  • Apoptosis inducer.
  • Antibacterial, antifungal and antiviral.

Product References

  1. A "quinoxaline antibiotic" similar to the triostins, q.v.: I. Kuroya, et al.; J. Antibiot. 14A, 324 (1961)
  2. Identity of levomycin and quinomycin A (echimomycin): K. Katagiri, et al.; J. Antibiot. 15, 273 (1962)
  3. The mode of action of quinoxaline antibiotics. Interaction of quinomycin A with deoxyribonucleic acid: K. Sato, et al.; J. Antibiot. 20, 270 (1967)
  4. Echinomycin binding sites on DNA: M.M. Van Dyke & P.B. Dervan; Science 225, 1122 (1984)
  5. Sequence-specific binding of echinomycin to DNA: evidence for conformational changes affecting flanking sequences: C.M. Low, et al.; Nucl. Acids Res. 12, 4865 (1984)
  6. Kinetic evidence that echinomycin migrates between potential DNA binding sites: K.R. Fox & M.J. Waring; Nucl. Acids Res. 13, 595 (1985)
  7. Effect of echinomycin on DNA methylation: R.L. Adams & A. Rinaldi; FEBS Lett. 215, 266 (1987)
  8. Echinomycin and a novel analogue induce apoptosis of HT-29 cells via the activation of MAP kinases pathway: J.Y. Park, et al.; Pharmacol. Res. 50, 201 (2004)
  9. Echinomycin inhibits chromosomal DNA replication and embryonic development in vertebrates: L.G. May et al.; Nucl. Acids Res. 32, 65 (2004)
  10. Echinomycin, a small-molecule inhibitor of hypoxia-inducible factor-1 DNA-binding activity: D. Kong, et al.; Cancer Res. 65, 9047 (2005)
  11. Molecular signaling cascade in DNA bisintercalator, echinomycin-induced apoptosis of HT-29 cells: evidence of the apoptotic process via activation of the cytochrome c-ERK-caspase-3 pathway: J.Y. Park, et al.; Int. J. Biochem. Cell Biol. 38, 244 (2006)
  12. Synergistic effects of CoCl(2) and ROCK inhibition on mesenchymal stem cell differentiation into neuron-like cells: E. Pacary, et al.; J. Cell Sci. 119, 2667 (2006)
  13. Interaction of an echinomycin-DNA complex with manganese ions: R. Pfoh, et al.; Acta Cryst. F65, 660 (2009)
  14. Recent developments in bisintercalator natural products: O.E. Zolova, et al.; Biopolymers 93, 777 (2010)
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