1.1.1.B57: 1-tetralone reductase [NADPH]

This is an abbreviated version, for detailed information about 1-tetralone reductase [NADPH], go to the full flat file.

Reaction

1-tetralone
+
NADPH
+
H+
=
1-tetralol
+
NADP+

Synonyms

ADHII, BG04_163, CYP102A1, MGG_02252, P450-BM3, PAE2687, PyAeADHII, T4HNR, tetrahydroxynaphthalene reductase

ECTree

     1 Oxidoreductases
         1.1 Acting on the CH-OH group of donors
             1.1.1 With NAD+ or NADP+ as acceptor
                1.1.1.B57 1-tetralone reductase [NADPH]

Substrates Products

Substrates Products on EC 1.1.1.B57 - 1-tetralone reductase [NADPH]

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1,3,6,8-tetrahydroxynaphthalene + NADPH + H+
(R)-scytalone + NADP+
show the reaction diagram
1,3,8-trihydroxynaphthalene + NADPH + H+
(R)-vermelone + NADP+
show the reaction diagram
1-indanone + NADPH + H
3-hydroxy-1-indanone + NADP+
show the reaction diagram
1-tetralone + NADPH + H
(S)-4-hydroxy-1-tetralone + NADP+
show the reaction diagram
1-tetralone + NADPH + H+
1-tetralol + NADP+
show the reaction diagram
2,3-dihydronaphthalene-14-dione + NADPH + H+
(S)-4-hydroxy-1-tetralone + NADP+
show the reaction diagram
2,3-epoxy-1,4-naphthoquinone + NADPH + H+
(1aS,7R,7aS)-7-hydroxy-7,7a-dihydronaphtho[2,3-b]oxiren-2(1aH)-one + NADP+
show the reaction diagram
2-hydroxy-1,4-naphthoquinone + 2 NADPH + H+
(3S,4R)-3,4-dihydroxy-1-tetralone + 2 NADP+
show the reaction diagram
i.e. lawsone, enzyme T4HNR exhibits high diastereoselectivity (cis/trans99:1), high enantiomeric excess (over 99% ee), and 90% yield. The putative two-step enzymatic formation of cis-ketodiol from 2-hydroxyquinone lawsone does not involve the hydroquinone. Stable 1,4-diketo tautomer intermediate
-
-
?
2-hydroxy-1,4-naphthoquinone + NADPH + H+
cis-3,4-dihydroxy-1-tetralone + NADP+
show the reaction diagram
-
-
-
?
3,4-dihydro-1(2H)-naphthalenone + NADPH + H+
1,2,3,4-tetrahydronaphthalen-1-ol + NADP+
show the reaction diagram
5-hydroxy-2,3-dihydronaphthalene-1,4-dione + NADPH + H+
(S)-4,8-dihydroxy-1-tetralone + NADP+
show the reaction diagram
-
-
-
?
5-methoxy-1-tetralone + NADPH + H
(S)-4-hydroxy-5-methoxy-1-tetralone + NADP+
show the reaction diagram
6-methoxy-1-tetralone + NADPH + H
(S)-4-hydroxy-6-methoxy-1-tetralone + NADP+
show the reaction diagram
-
-
-
?
flaviolin + NADPH + H+
cis-(3S,4R)-4-hydroxyscytalone + NADP+
show the reaction diagram
-
-
-
?
indane + NADPH + H+
(S)-4-hydroxy-indan + NADP+
show the reaction diagram
tetralin + NADPH + H+
(S)-4-hydroxy-tetralin + NADP+
show the reaction diagram
additional information
?
-