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1.1.1.422: pseudoephedrine dehydrogenase

This is an abbreviated version!
For detailed information about pseudoephedrine dehydrogenase, go to the full flat file.

Reaction

(+)-(1S,2S)-pseudoephedrine
+
NAD+
=
(S)-2-methylamino-1-phenylpropan-1-one
+
NADH
+
H+

Synonyms

PseDH

ECTree

     1 Oxidoreductases
         1.1 Acting on the CH-OH group of donors
             1.1.1 With NAD+ or NADP+ as acceptor
                1.1.1.422 pseudoephedrine dehydrogenase

General Information

General Information on EC 1.1.1.422 - pseudoephedrine dehydrogenase

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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
metabolism
the enzyme is involved in the ephedrine metabolism, overview
physiological function
Arthrobacter sp. TS-15 is capable of metabolizing all isomers of ephedrine as a sole source of carbon and energy. Enantioselective oxidation of (-)-(R,N)-(pseudo)ephedrine and (+)-(S,N)-(pseudo)ephedrine catalyzed by PseDH and EDH, respectively, overview
additional information
a model of the active site in complex with NAD+ and 1-phenyl-1,2-propanedione suggests key roles for S143 and W152 in recognition of the substrate and positioning for the reduction reaction. The typical catalytic tetrad of the superfamily SDR consisting of N113, S141, Y155, and K159 residues. K159 interacts with the nicotinamide ribose of the cofactor and decreases the pKa of the -OH group of Y155 initiating the hydrogen transfer. Y155 acts as catalytic base, and S141 stabilizes the substrate. N113 interacts with K159 via a water molecule to create a network of hydrogen bonds between cofactor, catalytic side chains, and water molecules