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
-
tetralin
-
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
-
17beta-hsdcl
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drug development
-
lagenarium
-
flaviolin
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pentaketide
-
agriculture
-
medicine
- 1.1.1.252
- melanin
- lunata
- curvularia
- tetralin
- cochliobolus
- tricyclazole
- 1,8-dihydroxynaphthalene
-
lysr-type
-
teleomorph
-
homology-built
-
17beta-hydroxysteroid
- 17beta-hsdcl
- drug development
- lagenarium
- flaviolin
-
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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Substrates Products
Substrates Products on EC 1.1.1.252 - tetrahydroxynaphthalene reductase
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REACTION DIAGRAM
(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+
-
-
-
?
1,3,6,8-tetrahydroxynaphthalene + NADPH + H+
(R)-scytalone + NADP+
-
-
-
-
?
1,3,6-trihydroxynaphthalene + NADPH + H+
(R)-8-deoxyscytalone + NADP+
-
-
-
-
?
1,3-dihydroxynaphthalene + NADPH + H+
3-hydroxy-3,4-dihydronaphthalen-1(2H)-one + NADP+
-
very low activity
-
-
?
1,4-androstadiene-3,17-dione + NADPH + H+
? + NADP+
-
poor substrate of 3HNR
-
-
?
1-(1,6,8-trihydroxy-3-methylnaphthalen-2-yl)ethan-1-one + NADPH + H+
? + NADP+
-
-
-
?
1-(1,8-dihydroxy-3-methylnaphthalen-2-yl)ethan-1-one + NADPH + H+
? + NADP+
-
-
-
?
1-(3,6,8-trihydroxy-1-methylnaphthalen-2-yl)ethan-1-one + NADPH + H+
? + NADP+
-
-
-
?
2,3-Dihydro-2,5-dihydroxy-4H-benzopyran-4-one + NADP+
4,5-Dihydroxy-2H-benzopyran-2-one + NADPH
2,3-dihydro-2,5-dihydroxy-4H-benzopyran-4-one + NADP+
4,5-dihydroxy-2H-benzopyran-2-one + NADPH + H+
-
-
-
-
?
2,3-dihydronaphthalene-1,4-dione + NADPH + H+
(4S)-4-hydroxy-3,4-dihydronaphthalen-1(2H)-one + NADP+
-
-
21% yield, 98% enantiomeric excess
-
?
2,8-dihydroxynaphthalene-1,4-dione + NADPH + H+
(2S)-2,8-dihydroxy-2,3-dihydronaphthalene-1,4-dione + NADP+
-
-
-
?
2-hydroxyjuglone + NADPH + H+
(3S,4R)-3,4,8-trihydroxy-1-tetralone + NADP+
-
-
-
?
2-methylcyclohexanone + NADPH + H+
trans-2-methylcyclohexanol + NADP+
-
-
-
-
?
2-tetralone + NADPH + H+
2-tetralol + NADP+
-
high activity, almost complete conversion
-
-
?
3,4-dihydronaphthalen-2(1H)-one + NADPH + H+
(2S)-1,2,3,4-tetrahydronaphthalen-2-ol + NADP+
-
-
77% yield, 61% enantiomeric excess
-
?
4-androstene-3,17-dione + NADPH + H+
? + NADP+
-
poor substrate of 3HNR
-
-
?
5-hydroxy-2,3-dihydronaphthalene-1,4-dione + NADPH + H+
(4S)-4,8-dihydroxy-3,4-dihydronaphthalen-1(2H)-one + NADP+
-
-
9% yield, 95% enantiomeric excess
-
?
5-methoxy-2-tetralone + NADPH + H+
5-methoxy-2-tetralol + NADP+
-
high activity, almost complete conversion
-
-
?
5alpha-androstane-3,17-dione + NADPH + H+
? + NADP+
-
best steroid substrate for 3HNR
-
-
?
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+
-
-
-
?
6-acetyl-2-hydroxy-5,7-dimethyl-4a,8a-dihydronaphthalene-1,4-dione + NADPH + H+
? + NADP+
-
-
-
?
6-methoxy-3,4-dihydronaphthalen-2(1H)-one + NADPH + H+
(2S)-6-methoxy-1,2,3,4-tetrahydronaphthalen-2-ol + NADP+
-
-
71% yield, 99% enantiomeric excess
-
?
7-hydroxy-2-tetralone + NADPH + H+
7-hydroxy-2-tetralol + NADP+
-
high activity, almost complete conversion
-
-
?
7-methoxy-2-tetralone + NADPH + H+
7-methoxy-2-tetralol + NADP+
-
high activity, almost complete conversion
-
-
?
8-hydroxy-2-tetralone + NADPH + H+
8-hydroxy-2-tetralol + NADP+
-
high activity, almost complete conversion
-
-
?
8-methoxy-2-tetralone + NADPH + H+
8-methoxy-2-tetralol + NADP+
-
high activity, almost complete conversion
-
-
?
8-methoxy-3,4-dihydronaphthalen-2(1H)-one + NADPH + H+
(2R)-8-methoxy-1,2,3,4-tetrahydronaphthalen-2-ol + NADP+
-
-
75% yield, 99% enantiomeric excess
-
?
lawsone + 2 NADPH + 2 H+
(3S,4R)-3,4-dihydroxy-1-tetralone + 2 NADP+
-
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
the enzyme is involved in melanin biosynthesis and pathogenicity
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
involved in the biosynthesis of melanin
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
the enzyme is an essential enzyme in the biosynthesis of fungal melanin, DHN type melanin biosynthetic pathway
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
the enzyme is involved in the post-aromatic deoxygenation process of fungal melanin and pigments
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
essential reaction in the biosynthesis of melanin
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
the enzyme is involved in the biosynthesis of melanin
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
spefific for NADPH
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
the enzyme is involved in the pentaketide pathway of melanin and flaviolin and 2-HJ
-
-
?
scytalone + NADP+
-
reduction reaction via the via the 3-keto tautomer of 1,3,6,8-tetrahydroxynaphthalene
-
-
?
1,3,6,8-tetrahydroxynaphthalene + NADPH + H+
scytalone + NADP+
-
with enatiomeric excess of over 95%, reduction reaction via the via the 3-oxo tautomer of 1,3,6,8-tetrahydroxynaphthalene
-
-
?
vermelone + NADP+
-
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
-
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
-
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
the enzyme is an essential enzyme in the biosynthesis of fungal melanin
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
the enzyme is an essential enzyme in the biosynthesis of fungal melanin, DHN type melanin biosynthetic pathway
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
theoretical studies on energies of 1,3,6,8-trihydroxynaphthalene conformer stability, its tautomeric forms and their rotamers, by different methods, overview
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
1,3,8-trihydroxynaphthalene rapidly autooxidizes
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
ordered sequential mechanism with nucleotide binding first and leaving last
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
specific for NADPH
-
-
?
4,5-Dihydroxy-2H-benzopyran-2-one + NADPH
-
-
-
-
?
2,3-Dihydro-2,5-dihydroxy-4H-benzopyran-4-one + NADP+
4,5-Dihydroxy-2H-benzopyran-2-one + NADPH
-
ir
-
?
2,3-Dihydro-2,5-dihydroxy-4H-benzopyran-4-one + NADP+
4,5-Dihydroxy-2H-benzopyran-2-one + NADPH
-
substrate and product are stable in aerated aqueous solution
-
?
additional information
?
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no substrates: menadione, plumbagin, 2-methoxy-1,4-naphthoquinone, 2-methoxyjuglone, 2-hydroxy-3-methyl-1,4-naphthoquinone
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-
-
additional information
?
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no substrates: menadione, plumbagin, 2-methoxy-1,4-naphthoquinone, 2-methoxyjuglone, 2-hydroxy-3-methyl-1,4-naphthoquinone
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-
-