1.1.1.218: morphine 6-dehydrogenase
This is an abbreviated version!
For detailed information about morphine 6-dehydrogenase, go to the full flat file.
Word Map on EC 1.1.1.218
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1.1.1.218
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morphinone
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dehydrogenation
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aldo-keto
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alicyclic
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normorphine
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ethylmorphine
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codeine
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steroid
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nadp
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hamster
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congener
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barbital
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lithocholic
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indomethacin
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pyrazole
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2-mercaptoethanol
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dihydrocodeine
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diethyl
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nonenzymatically
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phenylarsine
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phe
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maleate
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ketones
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biliary
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17beta-hydroxysteroids
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o-quinones
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dihydromorphine
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analgesia
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nad+-dependent
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3alpha-hydroxysteroids
- 1.1.1.218
- morphinone
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dehydrogenation
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aldo-keto
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alicyclic
- normorphine
- ethylmorphine
- codeine
- steroid
- nadp
- hamster
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congener
- barbital
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lithocholic
- indomethacin
- pyrazole
- 2-mercaptoethanol
- dihydrocodeine
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diethyl
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nonenzymatically
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phenylarsine
- phe
- maleate
- ketones
- biliary
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17beta-hydroxysteroids
- o-quinones
- dihydromorphine
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analgesia
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nad+-dependent
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3alpha-hydroxysteroids
Reaction
Synonyms
AKR1C34, M6DH, More, morphine 6-dehydrogenase, morphine-6-dehydrogenase, naloxone reductase
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Substrates Products
Substrates Products on EC 1.1.1.218 - morphine 6-dehydrogenase
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REACTION DIAGRAM
3-hydroxyhexobarbital + NADP+
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does not serve as a substrate for guinea pig enzyme
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-
?
nalorphine + NAD(P)+
(5alpha)-3-hydroxy-17-(prop-2-en-1-yl)-7,8-didehydro-4,5-epoxymorphinan-6-one + NAD(P)H + H+
trans-1,4-decalindiol + NADP+
?
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about 30% of the activity observed with morphine
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-
?
codeinone + NAD(P)H
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oxidation at 80% the rate of morphine oxidation
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-
?
codeine + NAD(P)+
codeinone + NAD(P)H
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oxidation at 80% the rate of morphine oxidation
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-
?
codeine + NAD(P)+
codeinone + NAD(P)H
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only weak enzyme activity for codeine
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-
?
codeine + NAD(P)+
codeinone + NAD(P)H
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oxidation at 120% the rate of morphine oxidation
at pH 6.5, + NADPH, reduction of codeinone to codeine
r
codeine + NAD(P)+
codeinone + NAD(P)H
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non-Theorell-Chance sequential ordered mechanism for codeine oxidation at pH 9.5
morphine dehydrogenase follows a Theorell-Chance mechanism for codeinone reduction at pH 7.0
?
codeine + NAD(P)+
codeinone + NAD(P)H
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oxidation at 120% the rate of morphine oxidation
at pH 6.5, + NADPH, reduction of codeinone to codeine
r
codeine + NAD(P)+
codeinone + NAD(P)H
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non-Theorell-Chance sequential ordered mechanism for codeine oxidation at pH 9.5
morphine dehydrogenase follows a Theorell-Chance mechanism for codeinone reduction at pH 7.0
?
codeinone + NADPH
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codeine as the sole carbon and energy source
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?
codeine + NADP+
codeinone + NADPH
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codeine as the sole carbon and energy source
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?
?
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oxidation at 51% the rate of morphine oxidation
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-
?
morphinone + NADPH
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highly specific alkaloid dehydrogenase, oxidizing only the C-6 hydroxy group of morphine and codeine, morphine as the sole carbon and energy source
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?
morphine + NADP+
morphinone + NADPH
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highly specific alkaloid dehydrogenase, oxidizing only the C-6 hydroxy group of morphine and codeine, morphine as the sole carbon and energy source
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-
?
morphine + NADP+
morphinone + NADPH
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highly specific alkaloid dehydrogenase, oxidizing only the C-6 hydroxy group of morphine and codeine, morphine as the sole carbon and energy source
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?
morphine + NADP+
morphinone + NADPH
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highly specific alkaloid dehydrogenase, oxidizing only the C-6 hydroxy group of morphine and codeine, morphine as the sole carbon and energy source
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-
?
morphine + NADP+
morphinone + NADPH + H+
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production of morphinone demonstrated in vitro experiments
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morphine + NADP+
morphinone + NADPH + H+
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production of morphinone demonstrated in vitro experiments
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morphine + NADP+
morphinone + NADPH + H+
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enzyme activity only with NAD+
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-
?
morphine + NADP+
morphinone + NADPH + H+
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enzyme acitivity with NAD+ four times that with NADP+
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-
?
morphine + NADP+
morphinone + NADPH + H+
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enzyme activity only with NADP+
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?
morphine + NADP+
morphinone + NADPH + H+
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enzyme activity only with NADP+
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-
?
morphine + NADP+
morphinone + NADPH + H+
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enzyme activity only with NADP+
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?
morphine + NADP+
morphinone + NADPH + H+
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enzyme activity only with NADP+
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-
?
morphine + NADP+
morphinone + NADPH + H+
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+ NAD+: enzyme activity ten times that with NADP+
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?
morphine + NADP+
morphinone + NADPH + H+
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+ NAD+: enzyme activity ten times that with NADP+
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?
(5alpha)-3-hydroxy-17-(prop-2-en-1-yl)-7,8-didehydro-4,5-epoxymorphinan-6-one + NAD(P)H + H+
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best substrate, oxidation at 120% the rate of morphine oxidation
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-
?
nalorphine + NAD(P)+
(5alpha)-3-hydroxy-17-(prop-2-en-1-yl)-7,8-didehydro-4,5-epoxymorphinan-6-one + NAD(P)H + H+
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best substrate, oxidation at 120% the rate of morphine oxidation
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-
?
6alpha-naloxol + NADP+
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stereospecific reduction
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naloxone + NAD(P)H
6alpha-naloxol + NADP+
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stereospecific reduction
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normorphine + NAD(P)+
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about 3 times better substrate than morphine
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?
normorphine + NAD(P)+
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best substrate, oxidation at 139% the rate of morphine oxidation
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?
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the enzyme AKR1C34 shows 3alpha/17beta/20alpha-hydroxysteroid dehydrogenase activities, EC 1.1.1.239, detailed overview. Ala54 plays a critical role in non-/recognition of the steroidal substrates. Reaction products identification by thin-layer chromatography (TLC) and liquid chromatography/mass spectrometry (LC/MS)
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?
additional information
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the enzyme AKR1C34 shows 3alpha/17beta/20alpha-hydroxysteroid dehydrogenase activities, EC 1.1.1.239, detailed overview. Ala54 plays a critical role in non-/recognition of the steroidal substrates. Reaction products identification by thin-layer chromatography (TLC) and liquid chromatography/mass spectrometry (LC/MS)
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?
additional information
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J7M9D0
the enzyme shows NAD+-dependent dehydrogenase activity towards other nonsteroidal alicyclic alcohols and 3alpha/17beta-hydroxy-C18/C19/C21-steroids, detailed overview
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additional information
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the enzyme shows NAD+-dependent dehydrogenase activity towards other nonsteroidal alicyclic alcohols and 3alpha/17beta-hydroxy-C18/C19/C21-steroids, detailed overview
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