1,2-dehydroreticulinium reductase (NADPH)

Class of enzymes From Wikipedia, the free encyclopedia

1,2-dehydroreticulinium reductase (NADPH) (EC 1.5.1.27) is an enzyme that catalyzes the chemical reaction

2D representation of the chemical structure of Q27103030.
reticulinylium cation
 
 
H+
 
Rightward reaction arrow with minor substrate(s) from top left
 
 
 
 

The three substrates of this enzyme are 1,2-dehydroreticulinium cation, reduced nicotinamide adenine dinucleotide phosphate (NADPH) and a proton. Its products are (R)-reticuline and oxidised NADP+. The enzyme does not catalyse the reverse (oxidation) reaction.[1][2]

This enzyme belongs to the family of oxidoreductases, specifically those acting on the CH-NH group of donors with NAD+ or NADP+ as acceptor. The systematic name of this enzyme class is (R)-reticuline:NADP+ oxidoreductase. This enzyme is also called 1,2-dehydroreticulinium ion reductase. It participates in morphinan alkaloid biosynthesis.[1]

In the opium poppy, Papaver somniferum, this enzyme forms a fusion protein with 1,2-dehydroreticuline synthase, which converts (S)-reticuline to reticulinylium cation. The overall result is that the (S) enantiomer of reticuline is converted to {R)-reticuline, which is the precursor of salutaridine, on the pathway to morphine.[3] This gene fusion event has been suggested to evolve only once, about 20 million years ago.[4][5]

 
 
 
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