BIOSYNTHESIS OF TRICHOTHECENE MYCOTOXINS - IDENTIFICATION OF ISOTRICHODIOL AS A POST-TRICHODIENE INTERMEDIATE

被引:28
作者
HESKETH, AR [1 ]
GLEDHILL, L [1 ]
MARSH, DC [1 ]
BYCROFT, BW [1 ]
DEWICK, PM [1 ]
GILBERT, J [1 ]
机构
[1] MAFF, FOOD SCI LAB, NORWICH NR4 7UQ, ENGLAND
关键词
FUSARIUM-CULMORUM; MYCOTOXIN; TRICHOTHECENE; BIOSYNTHESIS; ISOTRICHODIOL;
D O I
10.1016/0031-9422(91)83621-Q
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
When cultures of Fusarium culmorum CMI 14764 were treated with the furanocoumarin xanthotoxin, trichothecene biosynthesis was suppressed, and large amounts of trichodiene accumulated, along with smaller amounts of 12,13-epoxytrichothec-9-ene (EPT) and isotrichodermin. Trichodiene was shown to be a precursor of the trichothecene mycotoxins in F. culmorum, and when large amounts of trichodiene were supplied, a new trichodiene metabolite isotrichodiol was found to accumulate. This compound, 12,13-epoxy-2-alpha,11-alpha-dihydroxytrichodiene, was shown to be a biosynthetic precursor of the trichothecenes, and represents the first demonstrated post-trichodiene intermediate in the pathway to trichothecenes. Slow, acid-catalysed cyclization of isotrichodiol to EPT was demonstrated, but the rapid in vivo incorporation into EPT points to an enzyme-catalysed process in the fungus. The biosynthesis of oxygenated trichothecenes such as 3-acetyldeoxynivalenol in F. culmorum appears to require further 3-hydroxylation to isotrichotriol prior to cyclization.
引用
收藏
页码:2237 / 2243
页数:7
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