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Information on EC 1.1.1.252 - tetrahydroxynaphthalene reductase

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EC Tree
IUBMB Comments
Reduces 1,3,6,8-tetrahydroxynaphthalene to scytalone and also reduces 1,3,8-trihydroxynaphthalene to vermelone. Involved with EC 4.2.1.94 scytalone dehydratase in the biosynthesis of melanin in pathogenic fungi.
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This record set is specific for:
UNIPROT: Q9HFV6
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Word Map
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Synonyms
thnr, trihydroxynaphthalene reductase, 1,3,8-trihydroxynaphthalene reductase, tetrahydroxynaphthalene reductase, naphthol reductase, t4hnr, hydroxynaphthalene reductase, t4hn reductase, 1,3,6,8-tetrahydroxynaphthalene reductase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
1,3,6,8-tetrahydroxynaphthalene reductase
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1,3,8-trihydroxynaphthalene reductase
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3HNR
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hydroxynaphthalene reductase
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NADPH-dependent naphthol reductase
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naphthol reductase
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reductase, naphthol
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reductase, naphthol (Magnaporthe grisea clone pAV501 precursor reduced)
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T4HN reductase
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tetrahydroxynaphthalene reductase (Magnaporthe grisea clone pAV501)
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THNR
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trihydroxynaphthalene reductase
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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reduction
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SYSTEMATIC NAME
IUBMB Comments
scytalone:NADP+ DELTA5-oxidoreductase
Reduces 1,3,6,8-tetrahydroxynaphthalene to scytalone and also reduces 1,3,8-trihydroxynaphthalene to vermelone. Involved with EC 4.2.1.94 scytalone dehydratase in the biosynthesis of melanin in pathogenic fungi.
CAS REGISTRY NUMBER
COMMENTARY hide
141350-13-2
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153702-05-7
reductase, naphthol (Magnaporthe grisea clone pAV501 precursor reduced) /tetrahydroxynaphthalene reductase (Magnaporthe grisea clone pAV501)
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2S)-2,8-dihydroxy-2,3-dihydronaphthalene-1,4-dione + NADPH + H+
(2S,4R)-2,4,8-trihydroxy-3,4-dihydronaphthalen-1(2H)-one + NADP+
show the reaction diagram
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?
1-(1,6,8-trihydroxy-3-methylnaphthalen-2-yl)ethan-1-one + NADPH + H+
? + NADP+
show the reaction diagram
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?
1-(1,8-dihydroxy-3-methylnaphthalen-2-yl)ethan-1-one + NADPH + H+
? + NADP+
show the reaction diagram
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?
1-(3,6,8-trihydroxy-1-methylnaphthalen-2-yl)ethan-1-one + NADPH + H+
? + NADP+
show the reaction diagram
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?
2,8-dihydroxynaphthalene-1,4-dione + NADPH + H+
(2S)-2,8-dihydroxy-2,3-dihydronaphthalene-1,4-dione + NADP+
show the reaction diagram
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?
2-hydroxyjuglone + NADPH + H+
(3S,4R)-3,4,8-trihydroxy-1-tetralone + NADP+
show the reaction diagram
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?
6-acetyl-2,5-dihydroxy-7-methylnaphthalene-1,4-dione + 2 NADPH + 2 H+
(3S,4R)-7-acetyl-3,4,8-trihydroxy-6-methyl-3,4-dihydronaphthalen-1(2H)-one + 2 NADP+
show the reaction diagram
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?
6-acetyl-2-hydroxy-5,7-dimethyl-4a,8a-dihydronaphthalene-1,4-dione + NADPH + H+
? + NADP+
show the reaction diagram
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?
lawsone + 2 NADPH + 2 H+
(3S,4R)-3,4-dihydroxy-1-tetralone + 2 NADP+
show the reaction diagram
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?
additional information
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Tricyclazole
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
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
Q9HFV6_MAGGR
274
0
28638
TrEMBL
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
agriculture
loss of efficacy of tricyclazole for the control of rice blast disease in the field is not due to resistance to tricyclazole
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Zhang, C.; Huang, X.; Wang, J.; Zhou, M.
Resistance development in rice blast disease caused by Magnaporthe grisea to tricyclazole
Pestic. Biochem. Physiol.
94
43-47
2009
Pyricularia grisea (Q9HFV6)
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Manually annotated by BRENDA team
Saha, N.; Mueller, M.; Husain, S.M.
Asymmetric synthesis of natural cis-dihydroarenediols using tetrahydroxynaphthalene reductase and its biosynthetic implications
Org. Lett.
21
2204-2208
2019
Pyricularia grisea (Q9HFV6), Pyricularia grisea
Manually annotated by BRENDA team