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Heliquinomycin (CAS 178182-49-5)

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Alternate Names:
Rubymycin
Application:
Heliquinomycin is a DNA helicase inhibitor
CAS Number:
178182-49-5
Molecular Weight:
698.58
Molecular Formula:
C33H30O17
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Heliquinomycin is a DNA helicase inhibitor. Heliquinomycin inhibits the DNA helicase activity of the human minichromosome maintenance (MCM) 4/6/7 complex. It is also an antibiotic and anticancer compound. Heliquinomycin is an antibacterial against Gram-positive bacteria.


Heliquinomycin (CAS 178182-49-5) References

  1. Flavones inhibit the hexameric replicative helicase RepA.  |  Xu, H., et al. 2001. Nucleic Acids Res. 29: 5058-66. PMID: 11812837
  2. The Total Synthesis of Heliquinomycinone This work was supported by the National Institutes of Health (Grant numbers: AI 16943 and HL25848). The authors thank Dr. Makoto Chino of Nippon Kayaku Co., Ltd. for kindly providing a sample of heliquinomycin, and Yashuiro Itagaki of Columbia University for high-resolution mass spectral analyses.  |  Siu, T., et al. 2001. Angew Chem Int Ed Engl. 40: 4713-4716. PMID: 12404392
  3. Synthesis of bisbenzannulated spiroketals-model studies for a modular approach to rubromycins.  |  Sörgel, S., et al. 2006. Org Lett. 8: 4875-8. PMID: 17020325
  4. Cleavage of four carbon-carbon bonds during biosynthesis of the griseorhodin a spiroketal pharmacophore.  |  Yunt, Z., et al. 2009. J Am Chem Soc. 131: 2297-305. PMID: 19175308
  5. Effect of heliquinomycin on the activity of human minichromosome maintenance 4/6/7 helicase.  |  Ishimi, Y., et al. 2009. FEBS J. 276: 3382-91. PMID: 19438708
  6. Interaction of heliquinomycin with single-stranded DNA inhibits MCM4/6/7 helicase.  |  Sugiyama, T., et al. 2012. J Biochem. 151: 129-37. PMID: 22023799
  7. Isolation, biological activity, biosynthesis and synthetic studies towards the rubromycin family of natural products.  |  Atkinson, DJ. and Brimble, MA. 2015. Nat Prod Rep. 32: 811-40. PMID: 25798711
  8. Characterization of Streptomyces piniterrae sp. nov. and Identification of the Putative Gene Cluster Encoding the Biosynthesis of Heliquinomycins.  |  Zhuang, X., et al. 2020. Microorganisms. 8: PMID: 32244447
  9. Heliquinomycin, a new inhibitor of DNA helicase, produced by Streptomyces sp. MJ929-SF2 I. Taxonomy, production, isolation, physico-chemical properties and biological activities.  |  Chino, M., et al. 1996. J Antibiot (Tokyo). 49: 752-7. PMID: 8823506
  10. Heliquinomycin, a new inhibitor of DNA helicase, produced by Streptomyces sp. MJ929-SF2 II. Structure determination of heliquinomycin.  |  Chino, M., et al. 1997. J Antibiot (Tokyo). 50: 143-6. PMID: 9099224
  11. Heliquinomycin, a new inhibitor of DNA helicase, produced by Streptomyces sp. MJ929-SF2. III. Biosynthesis.  |  Chino, M., et al. 1997. J Antibiot (Tokyo). 50: 781-4. PMID: 9360626
  12. Effect of a novel antibiotic, heliquinomycin, on DNA helicase and cell growth.  |  Chino, M., et al. 1998. J Antibiot (Tokyo). 51: 480-6. PMID: 9666176
  13. Alkoxyallene-Based De Novo Synthesis of Rare Deoxy Sugars: New Routes to L-Cymarose, L-Sarmentose, L-Diginose and L-Oleandrose  |   and Malte Brasholz, Hans-Ulrich Reißig. July 2009. European Journal of Organic Chemistry. Volume2009, Issue21: Pages 3595-3604.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Heliquinomycin, 250 µg

sc-396502
250 µg
$325.00

Heliquinomycin, 500 µg

sc-396502A
500 µg
$525.00