1.1.1.252: tetrahydroxynaphthalene reductase
This is an abbreviated version!
For detailed information about tetrahydroxynaphthalene reductase, go to the full flat file.
Word Map on EC 1.1.1.252
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1.1.1.252
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melanin
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lunata
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curvularia
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tetralin
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cochliobolus
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tricyclazole
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1,8-dihydroxynaphthalene
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lysr-type
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teleomorph
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homology-built
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17beta-hydroxysteroid
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17beta-hsdcl
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drug development
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lagenarium
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flaviolin
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pentaketide
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agriculture
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medicine
- 1.1.1.252
- melanin
- lunata
- curvularia
- tetralin
- cochliobolus
- tricyclazole
- 1,8-dihydroxynaphthalene
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lysr-type
-
teleomorph
-
homology-built
-
17beta-hydroxysteroid
- 17beta-hsdcl
- drug development
- lagenarium
- flaviolin
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pentaketide
- agriculture
- medicine
Reaction
Synonyms
1,3,6,8-tetrahydroxynaphthalene reductase, 1,3,8-trihydroxynaphthalene reductase, 3HNR, 4HN, BdsA, EC 1.3.1.50, hydroxynaphthalene reductase, MGG_02252, NADPH-dependent naphthol reductase, naphthol reductase, reductase, naphthol, reductase, naphthol (Magnaporthe grisea clone pAV501 precursor reduced), T4HN reductase, T4HNR, tetrahydroxynaphthalene reductase (Magnaporthe grisea clone pAV501), THNR, trihydroxynaphthalene reductase
ECTree
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Inhibitors
Inhibitors on EC 1.1.1.252 - tetrahydroxynaphthalene reductase
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1,3,8-Trihydroxynaphthalene
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competitive to 1,3,6,8-tetrahydroxynaphthalene
1-[(Z)-2-bromo-2-nitroethenyl]-3-fluorobenzene
high in vivo activities against Magnaporthe oryzae, EC50 9.5 ppm
1-[(Z)-2-bromo-2-nitroethenyl]-4-ethylbenzene
beta-nitrostyrene compound highest inhibitory activity among compounds analyzed
5-methyl-(1,2,4)-triazolo[3,4-b]benzothiazole
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tricyclazole, specific inhibitor of 3HNR
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DDBO, an artificial substrate, chemical synthesis method development, overview
2,3-Dihydro-2,5-dihydroxy-4H-benzopyran-4-one
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activity of the holoenzyme is inhibited by high substrate concentrations. Apigenin prevents the substrate inhibition at high substrate concentrations
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acts as competititive inhibitor of 3HNR, inhibits by 90%. The inhibitor is stacked between the phenol ring of Tyr208 and the coenzyme nicotinamide moiety, forming two Hbonds with Ser149 and Ser228, and Ser149 and Tyr163, respectively. It affects fungal pigmentation and growth
apigenin
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strong inhibition of 3HNR by apigenin at low 2,3-dihydro-2,5-dihydroxy-4H-benzopyran-4-one concentrations and a steep increase of the activity at higher 2,3-dihydro-2,5-dihydroxy-4H-benzopyran-4-one concentrations
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acts as competititive inhibitor of 3HNR. The inhibitor is stacked between the phenol ring of Tyr208 and the coenzyme nicotinamide moiety, forming two Hbonds with Ser149 and Ser228, and Ser149 and Tyr163, respectively
determination of sensitivity to tricyclazole of 129 single-conidial isolates of rice blast fungus Magnaporthe grisea. Sensitivities of GY-6 and DY-2, the most sensitive isolates, to tricyclazole are both unstable in sub-cultured single-conidial offspring isolates, with respective mean EC50 values of 5.40 and 4.50 mg/l calculated from seedling tests. There is no amino acid difference between them in the coding sequences of 1,3,6,8-tetrahydroxynaphthalene reductase and 1,3,8-trihydroxynaphthalene reductase among the isolates
Tricyclazole
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binds at the active site in the vicinity of the NADPH nicotinamide ring
Tricyclazole
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noncompetitive with respect to 1,3,6,8-tetrahydroxynaphthalene, uncompetitive with respect to 1,3,8-trihydroxynaphthalene
additional information
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the effect of melanin inhibitors on the enzyme activity can be used to predict their effect in preventing rice blast disease
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