BioViotica

Fumigaclavine A

CHF 170.00
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BVT-0090-M0011 mgCHF 170.00
BVT-0090-M0055 mgCHF 505.00
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Product Details
Synonyms (6aR,9R,10S,10aR)-7,9-Dimethyl-4,6,6a,7,8,9,10,-10a-octahydroindolo[4,3-fg]quinolin-10-yl acetate
Product Type Chemical
Properties
Formula

C18H22N2O2

MW 298.4
CAS 6879-59-0
Source/Host Chemicals Isolated from Aspergillus sp.
Purity Chemicals ≥98% (HPLC)
Appearance Beige to brown solid.
Solubility Soluble in acetone, DMSO or methanol.
Identity Determined by 1H-NMR.
Declaration Manufactured by BioViotica.
InChi Key GJSSYQDXZLZOLR-ONUGHKICSA-N
Smiles [H][C@@]12CC3=CNC4=C3C(=CC=C4)[C@@]1([H])[C@@H](OC(C)=O)[C@H](C)CN2C
Shipping and Handling
Shipping BLUE ICE
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 1 year after receipt when stored at -20°C.
After reconstitution protect from light at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Ergot alkaloid.
  • Mycotoxin.
  • Fumigaclavine A is convertet into fumigaclavine C by the enzyme Reverse Prenyltransferase FgaPT1.
  • µ-opioid receptor μOR binding Ki=57μM.
Product References
  1. Nuclear magnetic resonance spectral analysis of the ergot alkaloids: N.J. Bach, et al.; J. Org. Chem. 39, 1272 (1974)
  2. Mycotoxins produced by Aspergillusfumigatus isolated from silage: R.J. Cole, et al.; Ann. Nutr. Aliment. 31, 685 (1977)
  3. Production of fumigaclavine A by Aspergillustamarii Kita: K.K. Janardhanan, et al.; Can. J. Microbiol. 30, 247 (1984)
  4. Abundant respirable ergot alkaloids from the common airborne fungus Aspergillusfumigatus: D.G. Panaccione& C.M. Coyle; Appl. Environ. Microbiol. 71, 3106 (2005)
  5. Post-genome research on the biosynthesis of ergot alkaloids: S.M. Li & I.A. Unsold; Planta Med. 72, 117 (2006)
  6. Reverse prenyltransferase in the biosynthesis of fumigaclavine C in Aspergillus fumigatus: gene expression, purification, and characterization of fumigaclavine C synthase FGAPT1: I.A. Unsöld & S.M. Li; Chembiochem. 7, 158 (2006)
  7. Clavine Alkaloid biosynthesis by the fungus Penicillium palitans: A.G. Kozlovsky et al.; Appl. Biochem. Microbiol. 45, 182 (2009)
  8. What makes Aspergillus fumigates a successful pathogen?: A. Abad et al.; Rev. Iberoam. Micol. 27, 155 (2010)
  9. Production and characterization of antibodies against fumigaclavine A: H. Latif et al.; Mycotoxin Res. 25, 155 (2010)
  10. Immunochemical analysis of fumigaclavine mycotoxins in respiratory tissues and in blood serum of birds with confirmed aspergillosis: H. Latif, et al.; Mycotoxin Res. 31, 177 (2015)
  11. Ligand and structure-based approaches for the identification of SIRT1 activators: V.K. Vyas, et al.; Chem. Biol. Interact. 228, 9 (2015)
  12. Mycotoxin Identification and In Silico Toxicity Assessment Prediction in Atlantic Salmon: J. Tolosa, et al.; Mar. Drugs 18, 629 (2020)
  13. Identification and quantification of kukoamine A and kukoamine B as novel μ-opioid receptor agonists in potato and other solanaceous plants: J. Saller, et al.; Food Chem. 427, 136637 (2023)
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