Information on EC 1.5.1.18 - ephedrine dehydrogenase

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The expected taxonomic range for this enzyme is: Arthrobacter globiformis

EC NUMBER
COMMENTARY hide
1.5.1.18
-
RECOMMENDED NAME
GeneOntology No.
ephedrine dehydrogenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(-)-ephedrine + NAD+ = (R)-2-methylimino-1-phenylpropan-1-ol + NADH + H+
show the reaction diagram
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-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dehydrogenation
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-
-
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oxidation
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-
-
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redox reaction
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-
-
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reduction
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-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Metabolic pathways
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Phenylalanine metabolism
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SYSTEMATIC NAME
IUBMB Comments
(-)-ephedrine:NAD+ 2-oxidoreductase
The product immediately hydrolyses to methylamine and 1-hydroxy-1-phenylpropan-2-one. Acts on a number of related compounds including (-)-sympatol, (+)-pseudoephedrine and (+)-norephedrine.
CAS REGISTRY NUMBER
COMMENTARY hide
73508-06-2
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(+)-norephedrine + NAD+
2-imino-1-hydroxy-1-phenylpropane + NADH
show the reaction diagram
(+)-pseudoephedrine + NAD+
2-methylimino-1-phenylpropan-1-ol + NADH
show the reaction diagram
(-)-ephedrine + NAD+
(R)-2-methylimino-1-phenylpropan-1-ol + NADH
show the reaction diagram
(-)-sympatol + NAD+
p-hydroxy-alpha-[(methylimino)methyl]phenyl tartrate + NADH
show the reaction diagram
suprifene + NAD+
p-hydroxy-alpha-[(1-methylimino)ethyl]benzyl alcohol + NADH
show the reaction diagram
additional information
?
-
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wide range of ethanolamines as substrates, overview
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(-)-ephedrine + NAD+
(R)-2-methylimino-1-phenylpropan-1-ol + NADH
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NAD+
-
required for enzyme activity, NAD+ can not be replaced by NADP+, FAD or FMN
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(-)-ephedrine
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substrate inhibition at higher concentrations
additional information
-
EDTA causes no remarkable loss of activity
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.02
(-)-ephedrine
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
10 - 11.5
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in 0.1 M glycine/NaOH buffer
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
9.5 - 12.2
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pH 9.5: 60% of maximum activity, pH 12.2: 60% of maximum activity
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.8
-
24 h, 68% loss of activity
392100
7.2
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24 h, 53% loss of activity
392100
7.5 - 8.5
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at 4°C maximum stability, after 24 h 20% loss of activity
392100
10
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24 h, 67% loss of activity
392100
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
54
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2 min, complete loss of activity
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
enzyme is sensitive to inactivation by dilution
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, crude extract, 6 months, no appreciable loss of activity
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
ammonium sulfate precipitation, 9.1fold enrichment
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