• Title/Summary/Keyword: enniatin I

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Analysis of Beauvericin and Unusual Enniatins Co-Produced by Fusarium oxysporum FB1501 (KFCC 11363P)

  • Song Hyuk-Hwan;Ahn Joong-Hoon;Lim Yoong-Ho;Lee Chan
    • Journal of Microbiology and Biotechnology
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    • v.16 no.7
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    • pp.1111-1119
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    • 2006
  • Beauvericins and enniatins are cyclohexadepsipeptides exhibiting various biological activities on animal systems, including humans. Fusarium oxysporum FB1501 (KFCC 11363P) that produces four different cyclohexadepsipeptides was isolated from soil in Korea and the structures of the four cyclohexadepsipeptides elucidated by HPLC, MS, IR, and NMR analyses. The molecular weights for compounds 1,2,3, and 4 were determined to be 654.5, 784.5, 668.6, and 682.5, respectively, on the basis of ESI-MS measurements. The IR spectra for all the compounds exhibited absorptions for ester $(1,733-1,743\;cm^{-1})$ and amide $(1,649-1,655\;cm^{-1})$ bonds that were very similar to those for beauvericin and enniatins with ester and amide absorptions. The results of the NMR analysis $(^{1}H,\;^{13}C,\;135-DEPT,\;COSY,\;HMQC,\;and\;HMBC;\;in\;COCl_{3})$ revealed that compounds 1,3, and 4 consisted of $_{L}-N-methyl\;valine$ (N-MeVal), $_{D}-{\alpha}-hydroxyisovaleic\;acid$ (Hiv), and 2-hydroxy-3-methylpentanoic acid (Hmp) residues (compound 1: three N-MeVal residues, two Hiv residues, and one Hmp residue; compound 3: three N-MeVal residues, one Hiv, and two Hmp residues; compound 4: three N-MeVal residues and three Hmp residues). Therefore, the compounds were identified as enniatin H (compound 1), enniatin I (compound 3), and enniatin MK1688 (compound 4). Compound 2 was analyzed as beauvericin according to 1D and 2D NMR analyses. This study is the first report related to the co-production of beauvericin with other unusual enniatins, such as enniatin H, enniatin I, and enniatin MK1688, by Fusarium oxysporum.

Survey of Beauvericin Contamination in Korean Grains by HPLC and the Production of Beauvericin and Enniatin Derivatives by Fusarium oxysporum KFCC 11363P (한국산 곡류의 Becuvericin의 오염도 조사 및 Becuvericin과 Enniatin 유도체 생성조건)

  • Song, Hyuk_hwan;Lee, Hee-Seok;Lee, Chan
    • Journal of Food Hygiene and Safety
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    • v.23 no.1
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    • pp.73-79
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    • 2008
  • The productions of beauvericin and enniatins H, I, and MK1688 by Fusarium oxysporum KFCC 11363P were investigated on rice substrate at four temperatures (15, 20, 25, and $30^{\circ}C$) and three moisture contents (10, 20, and 40%). The largest amount of beauvericin ($718.0\;{\mu}g/g$) was produced at $25^{\circ}C$, and maximum levels of enniatin H ($781.9\;{\mu}g/g$), I ($725.8\;{\mu}g/g$), and MK1688 ($425.8\;{\mu}g/g$) were measured by high pressure liquid chromatography (HPLC) at the same temperature. The optimal moisture content for the production of beauvericin and enniatins H, I, and MK1688 was 40%, and the trace amounts of these toxins were observed at 10% moisture content. Sixty five grain samples (n=65) were tested for the monitoring of beauvericin. This mycotoxin was detected in six grain samples including three maize, two barley, and one wheat samples. The highest contamination level of beauvericin was observed in maize sample ($0.23\;{\mu}g/g$).