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Literature summary for 4.2.3.6 extracted from

  • Maeda, K.; Nakajima, Y.; Motoyama, T.; Kondoh, Y.; Kawamura, T.; Kanamaru, K.; Ohsato, S.; Nishiuchi, T.; Yoshida, M.; Osada, H.; Kobayashi, T.; Kimura, M.
    Identification of a trichothecene production inhibitor by chemical array and library screening using trichodiene synthase as a target protein (2017), Pestic. Biochem. Physiol., 138, 1-7 .
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli BL21(DE3) cells Fusarium graminearum

Inhibitors

Inhibitors Comment Organism Structure
1-[([(Z)-[(3Z)-20-oxopregn-4-en-3-ylidene]amino]oxy)acetyl]proline 40.3% inhibition at 0.0187 mM Fusarium graminearum
2-([(Z)-[(3Z)-17-hydroxy-20-oxopregn-4-en-3-ylidene]amino]oxy)-N-[2-(4-hydroxyphenyl)ethyl]acetamide 45% inhibition at 0.0187 mM Fusarium graminearum
3-(1H-indol-2-yl)-N-[([(Z)-[(3Z)-20-oxopregn-4-en-3-ylidene]amino]oxy)acetyl]alanine 67.8% inhibition at 0.0187 mM Fusarium graminearum
3-phenyl-4-[2-([(Z)-[(3Z)-11,17,21-trihydroxy-20-oxopregn-4-en-3-ylidene]amino]oxy)acetamido]butanoic acid 26.7% inhibition at 0.0187 mM Fusarium graminearum
4-[2-([(Z)-[(3Z)-17-hydroxy-20-oxopregn-4-en-3-ylidene]amino]oxy)acetamido]-3-phenylbutanoic acid 12.2% inhibition at 0.0187 mM Fusarium graminearum
beta-hydroxy-N-[([(Z)-[(3Z,17alpha)-17-hydroxypregn-4-en-20-yn-3-ylidene]amino]oxy)acetyl]phenylalanine 21.1% inhibition at 0.0187 mM Fusarium graminearum
ethyl beta-hydroxy-N-[([(Z)-[(3Z)-17-hydroxy-20-oxopregn-4-en-3-ylidene]amino]oxy)acetyl]phenylalaninate 25.3% inhibition at 0.0187 mM Fusarium graminearum
methyl 1-[([(Z)-[(3Z)-20-oxopregn-4-en-3-ylidene]amino]oxy)acetyl]prolinate 70.5% inhibition at 0.0187 mM Fusarium graminearum
methyl N-[([(Z)-[(3Z)-11,17,21-trihydroxy-20-oxopregn-4-en-3-ylidene]amino]oxy)acetyl]phenylalaninate 21.6% inhibition at 0.0187 mM Fusarium graminearum
methyl N-[([(Z)-[(3Z)-11,17,21-trihydroxy-20-oxopregn-4-en-3-ylidene]amino]oxy)acetyl]tyrosinate 22.6% inhibition at 0.0187 mM Fusarium graminearum
methyl N-[([(Z)-[(3Z)-17-hydroxyandrost-4-en-3-ylidene]amino]oxy)acetyl]phenylalaninate 53.2% inhibition at 0.0187 mM Fusarium graminearum
methyl N-[([(Z)-[(3Z)-17-hydroxypregn-4-en-20-yn-3-ylidene]amino]oxy)acetyl]phenylalaninate 66.3% inhibition at 0.0187 mM Fusarium graminearum
N-[(3,4-dihydroxyphenyl)methyl]-2-([(Z)-[(3Z)-20-oxopregn-4-en-3-ylidene]amino]oxy)acetamide 70.6% inhibition at 0.0187 mM Fusarium graminearum
N-[([(Z)-[(3Z)-17-hydroxy-20-oxopregn-4-en-3-ylidene]amino]oxy)acetyl]-3-(1H-indol-2-yl)alanine 61.8% inhibition at 0.0187 mM Fusarium graminearum
N-[([(Z)-[(3Z)-17-hydroxy-20-oxopregn-4-en-3-ylidene]amino]oxy)acetyl]glycine 59.5% inhibition at 0.0187 mM Fusarium graminearum
N-[([(Z)-[(3Z)-17-hydroxy-20-oxopregn-4-en-3-ylidene]amino]oxy)acetyl]valine 49% inhibition at 0.0187 mM Fusarium graminearum
N-[([(Z)-[(3Z)-20-oxopregn-4-en-3-ylidene]amino]oxy)acetyl]isoleucine 54.8% inhibition at 0.0187 mM Fusarium graminearum
N-[([(Z)-[(3Z)-20-oxopregn-4-en-3-ylidene]amino]oxy)acetyl]phenylalanine 39% inhibition at 0.0187 mM Fusarium graminearum
N-[([(Z)-[(3Z)-20-oxopregn-4-en-3-ylidene]amino]oxy)acetyl]serine 44.5% inhibition at 0.0187 mM Fusarium graminearum
N-[2-(4-hydroxyphenyl)ethyl]-2-([(Z)-[(3Z)-20-oxopregn-4-en-3-ylidene]amino]oxy)acetamide 58.4% inhibition at 0.0187 mM Fusarium graminearum
N2-[([(Z)-[(3Z)-17-hydroxy-20-oxopregn-4-en-3-ylidene]amino]oxy)acetyl]asparagine 54.3% inhibition at 0.0187 mM Fusarium graminearum
NPD10133
-
Fusarium graminearum
NPD10137
-
Fusarium graminearum
NPD10138
-
Fusarium graminearum
NPD10465
-
Fusarium graminearum
NPD10467
-
Fusarium graminearum
NPD10474
-
Fusarium graminearum
NPD10852
-
Fusarium graminearum
NPD11144
-
Fusarium graminearum
NPD1260
-
Fusarium graminearum
NPD13120
-
Fusarium graminearum
NPD1356
-
Fusarium graminearum
NPD2161
-
Fusarium graminearum
NPD2246
-
Fusarium graminearum
NPD2364
-
Fusarium graminearum
NPD3
-
Fusarium graminearum
NPD3187
-
Fusarium graminearum
NPD352
-
Fusarium graminearum
NPD520
-
Fusarium graminearum
NPD553
-
Fusarium graminearum

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0056
-
(2E,6E)-farnesyl diphosphate at pH 8.0 and 30°C Fusarium graminearum

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
46000
-
gel filtration Fusarium graminearum

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(2E,6E)-farnesyl diphosphate Fusarium graminearum
-
trichodiene + diphosphate
-
?
(2E,6E)-farnesyl diphosphate Fusarium graminearum JCM9873
-
trichodiene + diphosphate
-
?

Organism

Organism UniProt Comment Textmining
Fusarium graminearum
-
-
-
Fusarium graminearum JCM9873
-
-
-

Purification (Commentary)

Purification (Comment) Organism
cobalt ion-charged HisTALON column chromatography, Mono Q column chromatography, and Superdex 75 gel filtration Fusarium graminearum

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E,6E)-farnesyl diphosphate
-
Fusarium graminearum trichodiene + diphosphate
-
?
(2E,6E)-farnesyl diphosphate
-
Fusarium graminearum JCM9873 trichodiene + diphosphate
-
?

Subunits

Subunits Comment Organism
monomer 1 * 44000, SDS-PAGE Fusarium graminearum

Synonyms

Synonyms Comment Organism
TDN synthase
-
Fusarium graminearum
tri5
-
Fusarium graminearum

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.16
-
(2E,6E)-farnesyl diphosphate at pH 8.0 and 30°C Fusarium graminearum