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Verruculogen

BVT-0443-M001 1 mg $80.00
BVT-0443-M005 5 mg $240.00
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Additional Information

Product Data
Synonyms NA 209A; TR 1
Properties
Formula C27H33N3O7
MW 511.6
CAS 12771-72-1
RTECS JH4920000
Source/Host Chemicals Isolated from Aspergillus fumigatus.
Purity ≥98% (HPLC)
Appearance White to off-white solid.
Solubility Soluble in DMSO, 100% ethanol, methanol or dichloromethane.
Identity Determined by 1H-NMR and MS.
Origin Manufactured by BioViotica.
InChi Key LRXYHMMJJCTUMY-GWXUGYLUSA-N
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light when in solution.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C. Store solutions at -20°C in the dark.
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Product Description

  • Fumitremorgin-type alkaloid.
  • Tremorgenic neurotoxic mycotoxin.
  • Selective blocker of KCa1.1 (high-conductance Ca2+-activated K+; BK; maxi-K) channels.
  • Decreases GABA levels in CNS.
  • Increases spontaneous glutamate and aspartate release.
  • At toxic doses, increases the number and decreases the affinity of DHP receptors in rat cortex.
  • Cell cycle inhibitor at the M phase.
  • Inhibits calmodulin and PKC activity.
  • Has apoptotic effects on human T lymphocytes.
  • Stimulates the growth of seedling roots of buckwheat.

Product References

  1. Tremorgenic toxin from Penicillium veruculosum: R.J. Cole, et al.; Appl. Microbiol. 24, 248 (1972)
  2. The structure of verruculogen. A tremor producing epoxide from Penicillium erruculosum: J. Fayos, et al.; JACS 96, 6785 (1974)
  3. Verruculogen: a new substance for decreasing of GABA levels in CNS: L. Hotujac, et al.; Pharmacol. 14, 297 (1976)
  4. Actions of tremorgenic fungal toxins on neurotransmitter release: P.J. Norris, et al.; J. Neurochem. 34, 33 (1980)
  5. Actions of a tremorgenic mycotoxin on amino acid transmitter release in vivo: D.W. Peterson, et al.; Biochem. Pharmacol. 31, 2807 (1982)
  6. In vitro effects of tremorgenic mycotoxins: M.I. Selala, et al.; J. Nat. Prod. 54, 207 (1991)
  7. Tremorgenic indole alkaloids potently inhibit smooth muscle high-conductance calcium-activated potassium channels: H.H. Knaus, et al.; Biochemistry 33, 5819 (1994)
  8. Behavioral and biochemical effects of the tremorgenic mycotoxin verruculogen: L. Intorre, et al.; Environ. Toxicol. Chem. 46, 119 (1994)
  9. Novel mammalian cell cycle inhibitors, tryprostatins A, B and other diketopiperazines produced by Aspergillus fumigatus. II. Physico-chemical properties and structures: C.B. Cui, et al.; J. Antibiot. 49, 534 (1996)
  10. Total synthesis of fumitremorgins and verruculogens: T. Hino & M. Nakagawa; Heterocycles 46, 673 (1997)
  11. Modulation of calmodulin and protein kinase C activities by Penicillium mycotoxins: I. Pala, et al.; Int. J. Toxicol. 18, 91 (1999)
  12. Genotoxicity assessment of five tremorgenic mycotoxins (fumitremorgen B, paxilline, penitrem A, verruculogen and verrucosidin) produced by molds isolated from fermented meats: M. Sabater-Vilar, et al.; J. Food Protect. 66, 2123 (2003)
  13. Influence alkaloids from the marine-derived strain of the fungus Aspergillus fumigatus Fresen. on the growth of seedling roots of buckwheat (Fagopyrum esculentum Moench): M. Anisimov, et al.; Int. J. Res. Rev. Appl. Sci. 13, 326 (2012)
  14. Aspergillus fumigatus toxins cause cytotoxic and apoptotic effects on human T lymphocytes (Jurkat cells): H. Malekinejad, et al.; World Mycotoxin 6, 65 (2013)
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