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Gilvocarcin V

BVT-0256-C100 100 µg $75.00
BVT-0256-C250 250 µg $120.00
BVT-0256-M001 1 mg $360.00
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Additional Information

Product Data
Synonyms Anandimycin A; Toromycin A; NSC 338943; DC-38-V; Antibiotic 1072B
Properties
Formula C27H26O9
MW 494.5
CAS 77879-90-4
RTECS DI2240000
Source/Host Chemicals Isolated from Streptomyces sp. Gö 3592.
Purity ≥98% (HPLC)
Appearance Yellow solid.
Solubility Soluble in DMSO.
Identity Determined by 1H-NMR.
Origin Manufactured by BioViotica.
InChi Key XCWHINLKQMCRON-UCDARZNSSA-N
Product Type Chemical
Shipping and Handling
Shipping BLUE ICE
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light when in solution.
Use/Stability Stable for at least 1 year after receipt when stored at -20°C. Stock solutions are stable for at least 3 months when stored at -20°C.
Documents
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Product Description

  • Antibiotic.
  • Antitumor compound.
  • Weakly active against Gram-positive bacteria and fungi.
  • Mediates a unique cross-linking reaction between DNA and histone H3 by light.
  • Single strand scission and covalent binding to DNA after photoactivation.

Product References

  1. Gilvocarcins, new antitumor antibiotics. 1. Taxonomy, fermentation, isolation and biological activities: H. Nakano, et al.; J. Antibiot. (Tokyo) 34, 266 (1981)
  2. Activation of antitumor agent gilvocarcins by visible light: R.K. Elespuru and S.K. Gonda; Science 223, 69 (1984)
  3. Photosensitized DNA breaks and DNA-to-protein crosslinks induced in human cells by antitumor agent gilvocarcin V: M.J. Peak, et al.; Chem. Biol. Interact. 67, 267 (1988)
  4. Biochemical characterisation of elsamicin and other coumarin-related antitumour agents as potent inhibitors of human topoisomerase II: A. Lorico & B. H. Long; Eur. J. Cancer 29A, 1985 (1993)
  5. Photophysical properties of gilvocarcins V and M and their binding constant to calf thymus DNA: R. Oyola, et al.; Photochem. Photobiol. 65, 802 (1997)
  6. Histone H3 and heat shock protein GRP78 are selectively cross-linked to DNA by photoactivatedgilvocarcin V in human fibroblasts: A. Matsumoto and P.C. Hanawalt; Cancer Res. 60, 3921 (2000)
  7. The complete gene cluster of the antitumor agent gilvocarcin V and its implication for the biosynthesis of the gilvocarcins: C. Fischer, et al.; J. Am. Chem. Soc. 125, 7818-7819 (2003)
  8. Multi-oxygenase complexes of the gilvocarcin and jadomycin biosyntheses: M. K. Kharel, et al.; J. Am. Chem. Soc. 129, 3780-3781 (2007)
  9. Inactivation of the ketoreductase gilU gene of the gilvocarcin biosynthetic gene cluster yields new analogues with partly improved biological activity: T. Liu, et al.; Chem Bio Chem 10, 278-286 (2009)
  10. Total synthesis of the antitumor natural product polycarcin V and evaluation of its DNA binding profile: X. Cai, et al.; Org. Lett. 16, 2962 (2014) 
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