scholarly journals Comment on “Substrate Folding Modes in Trichodiene Synthase: A Determinant of Chemo- and Stereoselectivity”

ACS Catalysis ◽  
2018 ◽  
Vol 8 (2) ◽  
pp. 1371-1375 ◽  
Author(s):  
Mudit Dixit ◽  
Michal Weitman ◽  
Jiali Gao ◽  
Dan T. Major
Keyword(s):  
Trichodiene Synthase

scholarly journals Nanoscale enrichment of the cytosolic enzyme trichodiene synthase near reorganized endoplasmic reticulum in Fusarium graminearum

2019 ◽  
Vol 124 ◽  
pp. 73-77 ◽  
Author(s):  
Marike J. Boenisch ◽  
Ailisa Blum ◽  
Karen L. Broz ◽  
Donald M. Gardiner ◽  
H. Corby Kistler
Keyword(s):  
Endoplasmic Reticulum ◽  
Fusarium Graminearum ◽  
Trichodiene Synthase

Studies of the cryptic allylic pyrophosphate isomerase activity of trichodiene synthase using the anomalous substrate 6,7-dihydrofarnesyl pyrophosphate

Biochemistry ◽  
1990 ◽  
Vol 29 (23) ◽  
pp. 5476-5490 ◽  
Author(s):  
David E. Cane ◽  
John L. Pawlak ◽  
R. Marthinus Horak ◽  
Thomas M. Hohn
Keyword(s):  
Isomerase Activity ◽  
Trichodiene Synthase

scholarly journals Synthesis of Trichodermin Derivatives and Their Antimicrobial and Cytotoxic Activities

Molecules ◽  
2019 ◽  
Vol 24 (20) ◽  
pp. 3811
Author(s):  
Javier E. Barúa ◽  
Mercedes de la Cruz ◽  
Nuria de Pedro ◽  
Bastien Cautain ◽  
Rosa Hermosa ◽  
...  
Keyword(s):  
Human Hepatocytes ◽  
Bioactive Molecules ◽  
Cytotoxic Activities ◽  
Terpene Cyclase ◽  
Trichodiene Synthase ◽  
Specific Step ◽  
Ic50 Values ◽  
Selective Antimicrobial Activity ◽  
Tumorigenic Cell Line ◽  
Mcf 7

Trichothecene mycotoxins are recognized as highly bioactive compounds that can be used in the design of new useful bioactive molecules. In Trichoderma brevicompactum, the first specific step in trichothecene biosynthesis is carried out by a terpene cyclase, trichodiene synthase, that catalyzes the conversion of farnesyl diphosphate to trichodiene and is encoded by the tri5 gene. Overexpression of tri5 resulted in increased levels of trichodermin, a trichothecene-type toxin, which is a valuable tool in preparing new molecules with a trichothecene skeleton. In this work, we developed the hemisynthesis of trichodermin and trichodermol derivatives in order to evaluate their antimicrobial and cytotoxic activities and to study the chemo-modulation of their bioactivity. Some derivatives with a short chain at the C-4 position displayed selective antimicrobial activity against Candida albicans and they showed MIC values similar to those displayed by trichodermin. It is important to highlight the cytotoxic selectivity observed for compounds 9, 13, and 15, which presented average IC50 values of 2 μg/mL and were cytotoxic against tumorigenic cell line MCF-7 (breast carcinoma) and not against Fa2N4 (non-tumoral immortalized human hepatocytes).

X-ray Crystal Structures of D100E Trichodiene Synthase and Its Pyrophosphate Complex Reveal the Basis for Terpene Product Diversity†,‡

Biochemistry ◽  
2002 ◽  
Vol 41 (6) ◽  
pp. 1732-1741 ◽  
Author(s):  
Michael J. Rynkiewicz ◽  
David E. Cane ◽  
David W. Christianson
Keyword(s):  
Crystal Structures ◽  
Product Diversity ◽  
X Ray ◽  
Trichodiene Synthase

scholarly journals Infection patterns in barley and wheat spikes inoculated with wild-type and trichodiene synthase gene disrupted Fusarium graminearum

2005 ◽  
Vol 102 (46) ◽  
pp. 16892-16897 ◽  
Author(s):  
C. Jansen ◽  
D. von Wettstein ◽  
W. Schafer ◽  
K.-H. Kogel ◽  
A. Felk ◽  
...  
Keyword(s):  
Fusarium Graminearum ◽  
Wild Type ◽  
Trichodiene Synthase

Trichodiene synthase. Synergistic inhibition by inorganic pyrophosphate and aza analogs of the bisabolyl cation.

1992 ◽  
Vol 57 (12) ◽  
pp. 3454-3462 ◽  
Author(s):  
David E. Cane ◽  
Guohan Yang ◽  
Robert M. Coates ◽  
Hyung Jung Pyun ◽  
Thomas M. Hohn
Keyword(s):  
Inorganic Pyrophosphate ◽  
Synergistic Inhibition ◽  
Trichodiene Synthase

scholarly journals Possible Role of Trichothecene Mycotoxins in Virulence of Fusarium graminearum on Maize

Plant Disease ◽  
1999 ◽  
Vol 83 (10) ◽  
pp. 954-960 ◽  
Author(s):  
L. J. Harris ◽  
A. E. Desjardins ◽  
R. D. Plattner ◽  
P. Nicholson ◽  
G. Butler ◽  
...  
Keyword(s):  
Fusarium Graminearum ◽  
Fungal Biomass ◽  
Biosynthetic Pathway ◽  
Quantitative Polymerase Chain Reaction ◽  
Field Trials ◽  
Ear Rot ◽  
Inoculation Method ◽  
Trichodiene Synthase ◽  
Polymerase Chain

Trichothecene-producing and -nonproducing Fusarium graminearum strains were tested for their ability to cause Gibberella ear rot in field trials at two locations—Ottawa, Ontario, and Peoria, Illinois—in 1996. Maize ears were inoculated with wild-type or transgenic F. graminearum strains in which the trichothecene biosynthetic pathway had been disabled by the specific disruption of the trichodiene synthase gene and with a derivative revertant strain in which trichothecene production had been restored through recombination. A silk channel inoculation method was employed at both locations. In addition, a kernel puncture inoculation method was used at the Ontario location. Harvested maize ears were analyzed for visual disease severity, grain yield, deoxynivalenol (DON) concentration, and fungal biomass by quantitative polymerase chain reaction (PCR) and/or ergosterol quantitation. There was a significant correlation (r= 0.86) between data obtained from the two different methods of quantifying fungal biomass. The trichothecene-nonproducing strains were still pathogenic but appeared less virulent on maize than the trichothecene-producing progenitor and revertant strains, as assayed by most parameters. This suggests that the trichothecenes may act as virulence factors to enhance the spread of F. graminearum on maize.

scholarly journals Real-time PCR Quantification and Mycotoxin Production of Fusarium graminearum in Wheat Inoculated with Isolates Collected from Potato, Sugar Beet, and Wheat

2007 ◽  
Vol 97 (7) ◽  
pp. 835-841 ◽  
Author(s):  
Rishi R. Burlakoti ◽  
Rolando Estrada ◽  
Viviana V. Rivera ◽  
Anuradha Boddeda ◽  
Gary A. Secor ◽  
...  
Keyword(s):  
Sugar Beet ◽  
Real Time ◽  
Fusarium Graminearum ◽  
Real Time Pcr ◽  
The United States ◽  
Taqman Probe ◽  
Head Blight ◽  
Dry Rot ◽  
Trichodiene Synthase ◽  
Intergenic Sequences

Fusarium graminearum causes Fusarium head blight (FHB) in small grains worldwide. Although primarily a pathogen of cereals, it also can infect noncereal crops such as potato and sugar beet in the United States. We used a real-time polymerase chain reaction (PCR) method based on intergenic sequences specific to the trichodiene synthase gene (Tri5) from F. graminearum. TaqMan probe and primers were designed and used to estimate DNA content of the pathogen (FgDNA) in the susceptible wheat cv. Grandin after inoculation with the 21 isolates of F. graminearum collected from potato, sugar beet, and wheat. The presence of nine mycotoxins was analyzed in the inoculated wheat heads by gas chromatography and mass spectrometry. All isolates contained the Tri5 gene and were virulent to cv. Grandin. Isolates of F. graminearum differed significantly in virulence (expressed as disease severity), FgDNA content, and mycotoxin accumulation. Potato isolates showed greater variability in producing different mycotoxins than sugar beet and wheat isolates. Correlation analysis showed a significant (P < 0.001) positive relationship between FgDNA content and FHB severity or deoxynivalenol (DON) production. Moreover, a significant (P < 0.001) positive correlation between FHB severity and DON content was observed. Our findings revealed that F. graminearum causing potato dry rot and sugar beet decay could be potential sources of inoculum for FHB epidemics in wheat. Real-time PCR assay provides sensitive and accurate quantification of F. graminearum in wheat and can be useful for monitoring the colonization of wheat grains by F. graminearum in controlled environments, and evaluating wheat germplasms for resistance to FHB.

scholarly journals Identification by PCR of Fusarium culmorum Strains Producing Large and Small Amounts of Deoxynivalenol

2002 ◽  
Vol 68 (11) ◽  
pp. 5472-5479 ◽  
Author(s):  
B. Bakan ◽  
C. Giraud-Delville ◽  
L. Pinson ◽  
D. Richard-Molard ◽  
E. Fournier ◽  
...  
Keyword(s):  
Intergenic Region ◽  
Sequence Data ◽  
Fusarium Culmorum ◽  
Pcr Primers ◽  
Wheat Grains ◽  
Specific Pcr ◽  
Trichodiene Synthase

ABSTRACT Thirty deoxynivalenol-producing F. culmorum strains, isolated from wheat grains, were incubated in vitro and analyzed for trichothecene production. Seventeen strains produced more than 1 ppm of deoxynivalenol and acetyldeoxynivalenol and were considered high-deoxynivalenol-producing strains, whereas 13 F. culmorum strains produced less than 0.07 ppm of trichothecenes and were considered low-deoxynivalenol-producing strains. For all strains, a 550-base portion of the trichodiene synthase gene (tri5) was amplified and sequenced. According to the tri5 data, the F. culmorum strains tested clustered into two groups that correlated with in vitro deoxynivalenol production. For three high-producing and three low-producing F. culmorum strains, the tri5-tri6 intergenic region was then sequenced, which confirmed the two separate clusters within the F. culmorum strains. According to the tri5-tri6 sequence data, specific PCR primers were designed to allow differentiation of high-producing from low-producing F. culmorum strains.

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