1.5.1.18: ephedrine dehydrogenase
This is an abbreviated version!
For detailed information about ephedrine dehydrogenase, go to the full flat file.
Reaction
Synonyms
EDH
ECTree
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REACTION DIAGRAM
(-)-ephedrine + NAD+
(R)-2-methylimino-1-phenylpropan-1-ol + NADH + H+
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-
-
?
(R,S)-(-)-ephedrine + NAD+
(R)-2-methylimino-1-phenylpropan-1-ol + NADH + H+
-
-
-
r
additional information
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ephedrine dehydrogenase (EDH) exhibits strict selectivity for the oxidation of the diastereomers (R,S)-(-)-ephedrine and (R,R)-(-)-pseudoephedrine. Conversion of all ephedrine isomers required the addition of NAD+ as an oxidant. Without a surplus oxidant or in the presence of NADP+, cell lysates do not significantly convert ephedrine
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-
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(R)-2-methylimino-1-phenylpropan-1-ol + NADH
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first step in the catabolism of (-)-ephedrine
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?
(-)-ephedrine + NAD+
(R)-2-methylimino-1-phenylpropan-1-ol + NADH
-
plays role in the metabolism of quite a number of different aromatic and aliphatic amino alcohols
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?
(R)-2-methylimino-1-phenylpropan-1-ol + NADH + H+
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-
-
?
(R,R)-(-)-pseudoephedrine + NAD+
(R)-2-methylimino-1-phenylpropan-1-ol + NADH + H+
-
-
-
r
phenylacetylcarbinol + NADH + H+
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-
-
?
1-phenylpropan-1,2-dione + NAD+
phenylacetylcarbinol + NADH + H+
EDH overcomes the stability of the conjugated molecule PPD by reducing it to alpha-hydroxyketone (R)- and (S)-PAC, respectively. Phenylacetylcarbinol (PAC) cannot be oxidized by these dehydrogenases and possibly undergoes a cleavage reaction to yield benzaldehyde and acetaldehyde
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