LKT Labs

Biochemicals for Life Science Research

Alternariol-9-methyl Ether

Product ID A4678
Cas No. 26894-49-5; 23452-05-3
Purity ≥98%
Product Unit SizeCostQuantityStock
0.1 mg $45.40 In stock
1 mg $275.10 Please Inquire
5 mg $1,062.70 Please Inquire
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Description

Alternariol 9-methyl ether (A9ME) is a highly toxic mutagenic phytotoxin initially produced by species of Alternaria. A9ME is present in grain and fruit used for livestock feed and human consumption. A9ME inhibits the electron transport chain, preventing photosynthesis in vitro. Additionally, A9ME may exhibit anticancer potential in a cellular model of colon carcinoma, as it decreases the mitochondrial membrane potential, increasing release of cytochrome c and activating caspases 3 and 9; this results in apoptosis and cell death.

Product Info

Cas No.

26894-49-5; 23452-05-3
Purity

≥98%
Formula

C15H12O5
Formula Wt.

272.25
Chemical Name

6H-Dibenzo(b,d)pyran-6-one, 3,7-dihydroxy-9-methoxy-1-methyl
IUPAC Name

3,7-dihydroxy-9-methoxy-1-methylbenzo[c]chromen-6-one
Synonym

AME; Djalonensone; Alternariol monomethyl ether; Alternariol methyl ether; Alternariol-9-methyl ether
Solubility

Soluble in DMSO, ethanol, methanol
Appearance

Beige Powder

Shipping and Storage

Store Temp

4°C
Ship Temp

Ambient

Downloads

MSDS

A4678 MSDS PDF
Info Sheet

A4678 Info Sheet PDF

References

Demuner AJ, Barbosa LC, Miranda AC, et al. The Fungal Phytotoxin Alternariol 9-Methyl Ether and Some of Its Synthetic Analogues Inhibit the Photosynthetic Electron Transport Chain. J Nat Prod. 2013 Nov 18. [Epub ahead of print]. PMID: 24245962.

Broggi L, Reynoso C, Resnik S, et al. Occurrence of alternariol and alternariol monomethyl ether in beverages from the Entre Rios Province market, Argentina. Mycotoxin Res. 2013 Feb;29(1):17-22. PMID: 23334721.

Scott PM, Zhao W, Feng S, et al. Alternaria toxins alternariol and alternariol monomethyl ether in grain foods in Canada. Mycotoxin Res. 2012 Nov;28(4):261-6. PMID: 23087499.

Bensassi F, Gallerne C, el Dein OS, et al. Mechanism of Alternariol monomethyl ether-induced mitochondrial apoptosis in human colon carcinoma cells. Toxicology. 2011 Dec 18;290(2-3):230-40. PMID: 22001388.

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