EC |
1.1.1.415 |
Accepted name: |
noscapine synthase |
Reaction: |
narcotine hemiacetal + NAD+ = noscapine + NADH + H+ |
Glossary: |
noscapine = (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]isobenzofuran-1(3H)-one
narcotine hemiacetal = (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydroisobenzofuran-1-ol |
Other name(s): |
NOS (gene name) |
Systematic name: |
narcotine hemiacetal:NAD+ 1-oxidoreductase |
Comments: |
The enzyme, characterized from the plant Papaver somniferum (opium poppy), catalyses the last step in the biosynthesis of the isoquinoline alkaloid noscapine. |
References: |
1. |
Chen, X. and Facchini, P.J. Short-chain dehydrogenase/reductase catalyzing the final step of noscapine biosynthesis is localized to laticifers in opium poppy. Plant J. 77 (2014) 173–184. [PMID: 24708518] |
2. |
Li, Y., Li, S., Thodey, K., Trenchard, I., Cravens, A. and Smolke, C.D. Complete biosynthesis of noscapine and halogenated alkaloids in yeast. Proc. Natl. Acad. Sci. USA 115 (2018) E3922–E3931. [PMID: 29610307] |
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[EC 1.1.1.415 created 2018] |
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EC |
3.1.1.105 |
Accepted name: |
3-O-acetylpapaveroxine carboxylesterase |
Reaction: |
3-O-acetylpapaveroxine + H2O = narcotine hemiacetal + acetate |
Glossary: |
3-O-acetylpapaveroxine = 6-{(S)-acetoxy[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}-2,3-dimethoxybenzaldehyde
narcotine hemiacetal = (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydroisobenzofuran-1-ol |
Other name(s): |
CXE1 (gene name) |
Systematic name: |
3-O-acetylpapaveroxine acetatehydrolase |
Comments: |
The enzyme, characterized from the plant Papaver somniferum (opium poppy), participates in the biosynthesis of the isoquinoline alkaloid noscapine. |
References: |
1. |
Dang, T.T., Chen, X. and Facchini, P.J. Acetylation serves as a protective group in noscapine biosynthesis in opium poppy. Nat. Chem. Biol. 11 (2015) 104–106. [PMID: 25485687] |
2. |
Park, M.R., Chen, X., Lang, D.E., Ng, K.KS. and Facchini, P.J. Heterodimeric O-methyltransferases involved in the biosynthesis of noscapine in opium poppy. Plant J. 95 (2018) 252–267. [PMID: 29723437] |
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[EC 3.1.1.105 created 2019] |
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