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Your query returned 6 entries. 
Printable version
| EC | 1.5.1.27 | ||||||
| Accepted name: | 1,2-dehydroreticulinium reductase (NADPH) | ||||||
| Reaction: | (R)-reticuline + NADP+ = 1,2-dehydroreticulinium + NADPH + H+ | ||||||
| For diagram of thebaine biosynthesis, click here | |||||||
| Other name(s): | 1,2-dehydroreticulinium ion reductase | ||||||
| Systematic name: | (R)-reticuline:NADP+ oxidoreductase | ||||||
| Comments: | Reduces the 1,2-dehydroreticulinium ion to (R)-reticuline, which is a direct precursor of morphinan alkaloids in the poppy plant. The enzyme does not catalyse the reverse reaction to any significant extent under physiological conditions. | ||||||
| Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number: 130590-58-8 | ||||||
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| EC | 1.14.19.54 | ||||||
| Accepted name: | 1,2-dehydroreticuline synthase | ||||||
| Reaction: | (S)-reticuline + [reduced NADPH—hemoprotein reductase] + O2 = 1,2-dehydroreticuline + [oxidized NADPH—hemoprotein reductase] + 2 H2O | ||||||
| For diagram of thebaine biosynthesis, click here | |||||||
| Glossary: | reticuline = 1-(3-hydroxy-4-methoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol | ||||||
| Other name(s): | STORR; CYP82Y2 (gene name); DRS (gene name) | ||||||
| Systematic name: | (S)-reticuline,[reduced NADPH—hemoprotein reductase]:oxygen 1,2-oxidoreductase | ||||||
| Comments: | A P-450 (heme-thiolate) cytochrome. The enzyme from Papaver rhoeas (field poppy) is specific for (S)-reticuline and does not act on the (R)-form. The enzyme from Papaver somniferum (opium poppy), which is involved in the biosynthesis of morphine and related alkaloids, forms a fusion protein with EC 1.5.1.27, 1,2-dehydroreticulinium reductase (NADPH), which catalyses the reduction of 1,2-dehydroreticuline to (R)-reticuline, thus forming an epimerase system that converts (S)-reticuline to (R)-reticuline. | ||||||
| Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||||||
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| EC | 1.14.19.67 | ||||||
| Accepted name: | salutaridine synthase | ||||||
| Reaction: | (R)-reticuline + [reduced NADPH—hemoprotein reductase] + O2 = salutaridine + [oxidized NADPH—hemoprotein reductase] + 2 H2O | ||||||
| For diagram of thebaine biosynthesis, click here | |||||||
| Other name(s): | (R)-reticuline oxidase (C-C phenol-coupling) | ||||||
| Systematic name: | (R)-reticuline,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (C-C phenol-coupling) | ||||||
| Comments: | A cytochrome P-450 (heme-thiolate) protein found in plants. Forms the morphinan alkaloid salutaridine by intramolecular phenol oxidation of reticuline without the incorporation of oxygen into the product. | ||||||
| Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number: 149433-84-1 | ||||||
| References: |
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| EC | 1.14.21.4 | ||||||
| Transferred entry: | salutaridine synthase. Now EC 1.14.19.67, salutaridine synthase | ||||||
| EC | 2.1.1.291 | ||||||
| Accepted name: | (R,S)-reticuline 7-O-methyltransferase | ||||||
| Reaction: | (1) S-adenosyl-L-methionine + (S)-reticuline = S-adenosyl-L-homocysteine + (S)-laudanine (2) S-adenosyl-L-methionine + (R)-reticuline = S-adenosyl-L-homocysteine + (R)-laudanine |
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| For diagram of laudanine biosynthesis, click here | |||||||
| Glossary: | (S)-reticuline = (1S)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol (R)-reticuline = (1R)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol (S)-laudanine = 5-[((1S)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-2-methoxyphenol (R)-laudanine = 5-[((1R)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-2-methoxyphenol |
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| Systematic name: | S-adenosyl-L-methionine:(R,S)-reticuline 7-O-methyltransferase | ||||||
| Comments: | The enzyme from the plant Papaver somniferum (opium poppy) methylates (S)- and (R)-reticuline with equal efficiency and is involved in the biosynthesis of tetrahydrobenzylisoquinoline alkaloids. | ||||||
| Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||||||
| References: |
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| EC | 2.1.1.337 | ||||||
| Accepted name: | reticuline N-methyltransferase | ||||||
| Reaction: | (1) S-adenosyl-L-methionine + (S)-reticuline = S-adenosyl-L-homocysteine + (S)-tembetarine (2) S-adenosyl-L-methionine + (S)-corytuberine = S-adenosyl-L-homocysteine + (S)-magnoflorine |
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| For diagram of corytuberine and magnoflorine biosynthesis, click here and for diagram of tembetarine biosynthesis, click here | |||||||
| Glossary: | (S)-reticuline = (1S)-1-(3-hydroxy-4-methoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol (S)-tembetarine = (1S)-1-(3-hydroxy-4-methoxybenzyl)-6-methoxy-2,2-dimethyl-1,2,3,4-tetrahydroisoquinolin-7-ol (S)-corytuberine = (6aS)-2,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,11-diol (S)-magnoflorine = (6aS)-1,11-dihydroxy-2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolinium |
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| Other name(s): | RNMT | ||||||
| Systematic name: | S-adenosyl-L-methionine:(S)-reticuline N-methyltransferase | ||||||
| Comments: | The enzyme from opium poppy (Papaver somniferum) can also methylate (R)-reticuline, tetrahydropapaverine, (S)-glaucine and (S)-bulbocapnine. It is involved in the biosynthesis of the quaternary benzylisoquinoline alkaloid magnoflorine. | ||||||
| Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||||||
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