1.5.1.27: 1,2-dehydroreticulinium reductase (NADPH)
This is an abbreviated version!
For detailed information about 1,2-dehydroreticulinium reductase (NADPH), go to the full flat file.
Word Map on EC 1.5.1.27
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1.5.1.27
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poppy
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morphinanes
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opium
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squamata
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papaver
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r-reticuline
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somniferum
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boulenger
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benzylisoquinoline
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gecko
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varanid
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s-norcoclaurine
- 1.5.1.27
- poppy
- morphinanes
-
opium
-
squamata
-
papaver
-
r-reticuline
- somniferum
- boulenger
-
benzylisoquinoline
- gecko
-
varanid
-
s-norcoclaurine
Reaction
Synonyms
1,2 dehydroreticuline reductase, 1,2-Dehydroreticuline reductase, 1,2-Dehydroreticulinium ion reductase, DRR, NADPH 1,2-dehydroreticuline reductase, PrDRR, PsDRR1, PsREPI, Reductase, 1,2-dehydroreticuline, reticuline epimerase, STORR
ECTree
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Substrates Products
Substrates Products on EC 1.5.1.27 - 1,2-dehydroreticulinium reductase (NADPH)
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REACTION DIAGRAM
N-methylcoclaurine + NADP+
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PrDRR reduces 1,2-dehydro-N-methylcoclaurine to N-methylcoclaurine, although the low product yield precludes determination of the enantiomer
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1,2-dehydro-N-methylcoclaurine + NADPH + H+
N-methylcoclaurine + NADP+
PsDRR1 reduces 1,2-dehydro-N-methylcoclaurine to N-methylcoclaurine, although the low product yield precludes determination of the enantiomer
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formation of the precursor of morphinan alkaloids
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1,2-Dehydroreticuline + NADPH
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the enzyme catalyzes the provision of (R)-reticuline for the formation of morphinian alkaloids that possess also (R)-configuration at the chiral centre
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1,2-dehydroreticulinium + NADPH + H+
(R)-reticuline + NADP+
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under conditions favoring oxidation, PrDRR converts (R)-reticuline, but not (S)-reticuline, to 1,2-dehydroreticuline
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r
1,2-dehydroreticulinium + NADPH + H+
(R)-reticuline + NADP+
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r
1,2-dehydroreticulinium + NADPH + H+
(R)-reticuline + NADP+
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1,2-dehydroreticulinium + NADPH + H+
(R)-reticuline + NADP+
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ir
1,2-dehydroreticulinium + NADPH + H+
(R)-reticuline + NADP+
no activity in the back reaction
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ir
1,2-dehydroreticulinium + NADPH + H+
(R)-reticuline + NADP+
under conditions favoring oxidation, PsDRR1 converts (R)-reticuline, but not (S)-reticuline, to 1,2-dehydroreticuline
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r
1,2-dehydroreticulinium + NADPH + H+
(R)-reticuline + NADP+
the enzyme catalyzes a stereospecific reduction of the C=N double bond in 1,2-dehydroreticuline to (R)-reticuline
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the bifunctional CYP82Y2 fusion enzyme termed reticuline epimerase (PsREPI) is a fusion between a cytochrome P450 (CYP) and an aldo-keto reductase (AKR) catalyzes the S-to-R epimerization of reticuline via 1,2-dehydroreticuline
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additional information
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the bifunctional CYP82Y2 fusion enzyme termed reticuline epimerase (PsREPI) is a fusion between a cytochrome P450 (CYP) and an aldo-keto reductase (AKR) catalyzes the S-to-R epimerization of reticuline via 1,2-dehydroreticuline
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additional information
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enzyme PsREPI also catalyzes the stereochemical inversion of (S)-N-methylcoclaurine
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additional information
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enzyme PsREPI also catalyzes the stereochemical inversion of (S)-N-methylcoclaurine
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