Aurofusarin CAS 13191-64-5

CAS Number

13191-64-5

Grade

Highly Purified

Molecular Formula

C₃₀H₁₈O₁₂

Molecular Weight

570.5

EU Commodity Code

38220090

Shipping Temp

Storage Temp

-20°C

4H-Naphtho[2,3-b]pyran, bimol. deriv.; 5,5’-Dihydroxy-8,8’-dimethoxy-2,2’-dimethyl[7,7’-bi-4H-naphtho[2,3-b]pyran]-4,4’,6,6’,9,9’-hexone; Aurofusarin; NSC 244432

Dimeric naphthoquinone. Antibiotic activity. Mycotoxin. Toxic against mammalians and avian species. Analytical standard in food industry.

Synonyms

4H-Naphtho[2,3-b]pyran, bimol. deriv.; 5,5’-Dihydroxy-8,8’-dimethoxy-2,2’-dimethyl[7,7’-bi-4H-naphtho[2,3-b]pyran]-4,4’,6,6’,9,9’-hexone; Aurofusarin; NSC 244432

CAS Number

13191-64-5

Source

Fusarium graminearum

Formula

C₃₀H₁₈O₁₂

Method for Determining Identity

Proton NMR and UV

Solubility

Soluble in DMSO. Sparingly soluble in usual organic solvents. Dissolving the compound in 100% DMSO will result in a intesive dark-brown suspension. To be sure that the compound is completely dissolved, gentle warming and sonication might be necessary.

Molecular Weight

570.5

Appearance

Supplied as a yellow-brown solid.

Purity

≥97% (HPLC)

Storage and Stability

May be stored at 4°C for short-term only. Long-term storage is recommended at -20°C. Stable for 1 year after receipt. Protect from light when in solution. For maximum recovery of product, centrifuge the original vial prior to removing the cap.

References

1. The chemistry of fungi. Part LVI. Aurofusarin: G.R. Birchall, et al.; J. Chem. Soc. (C) 1966: 2237 (1966). 2. Metabolic products of fungi. XXIX. The structure of aurofusarin (2): E. Morishita, et al.; Chem. Pharm. Bull. (Tokyo) 16: 411 (1968) 3. Effect of the mycotoxin aurofusarin on the antioxidant composition and fatty acid profile of quail eggs: J.E. Dvorska, et al.; Br. Poultry Sci. 42: 643 (2001). 4. Identification of a gene cluster responsible for the biosynthesis of aurofusarin in the Fusarium graminearum species complex: S. Malz, et al.; Fungal. Genet. Biol. 42: 420 (2005). 5. Letter: High-performance liquid chromatography/ electrospray mass spectrometry analysis of the mycotoxin aurofusarin: T. Neuhof, et al.; Eur. J. Mass Spectrom. 14: 329 (2008). 6. Analysis of Fusarium avenaceum metabolites produced during wet apple core rot: J.L. Sorensen, et al.; J. Agric. Food Chem. 57: 1632 (2009). 7. Two novel classes of enzymes are required for the biosynthesis of aurofusarin in Fusarium graminearum: R.J.N. Frandsen, et al; J. Biol. Chem. 286: 10419 (2011)

USBio References

No references available

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207079 Aurofusarin CAS: 13191-64-5

CAS Number

Grade

Molecular Formula

Molecular Weight

EU Commodity Code

Shipping Temp

Storage Temp

4H-Naphtho[2,3-b]pyran, bimol. deriv.; 5,5’-Dihydroxy-8,8’-dimethoxy-2,2’-dimethyl[7,7’-bi-4H-naphtho[2,3-b]pyran]-4,4’,6,6’,9,9’-hexone; Aurofusarin; NSC 244432

References

USBio References

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