1.14.14.B11: nicotine demethylase
This is an abbreviated version!
For detailed information about nicotine demethylase, go to the full flat file.
Word Map on EC 1.14.14.B11
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1.14.14.B11
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nornicotine
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nicotiana
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tabacum
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n-demethylation
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n'-nitrosonornicotine
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tobacco-specific
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nitrosamine
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burley
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demethylases
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tomentosiformis
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curing
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sylvestris
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s-nicotine
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nonconverter
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nutrition
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rnai-induced
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elicitor-induced
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agriculture
- 1.14.14.B11
- nornicotine
- nicotiana
- tabacum
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n-demethylation
- n'-nitrosonornicotine
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tobacco-specific
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nitrosamine
-
burley
- demethylases
- tomentosiformis
-
curing
- sylvestris
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s-nicotine
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nonconverter
- nutrition
-
rnai-induced
-
elicitor-induced
- agriculture
Reaction
Synonyms
CYP82E, CYP82E1, CYP82E10, CYP82E2, CYP82E21, CYP82E3, CYP82E4, CYP82E4v1, CYP82E5v2, nicotine N-demethylase, NND
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REACTION DIAGRAM
(R)-nicotine + O2 + [reduced NADPH-hemoprotein reductase] + O2
(R)-nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
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isoforms CYP82E4, CYP82E5v2, and CYP82E10 demethylate (R)-nicotine 3, 10, and 10fold faster than (S)-nicotine, respectively
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(S)-nicotine + [reduced NADPH-hemoprotein reductase] + O2
(S)-nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
nicotine + NADPH + O2 + H+
nornicotine + formaldehyde + NADP+ + H2O
demethylates nicotine to form nornicotine, a precursor to the nitrosamine N'-nitrosonornicotine
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nicotine + O2 + [reduced NADPH-hemoprotein reductase] + O2
nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
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nicotine + [reduced NADPH-hemoprotein reductase] + O2
nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
(S)-nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
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(S)-nicotine + [reduced NADPH-hemoprotein reductase] + O2
(S)-nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
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(S)-nicotine + [reduced NADPH-hemoprotein reductase] + O2
(S)-nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
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CYP82E4 selectively demethylates (S)-nicotine
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(S)-nicotine + [reduced NADPH-hemoprotein reductase] + O2
(S)-nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
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only isoform CYP82E4 can significantly convert (S)-nicotine to (S)-nornicotine
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nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
Q38Q86
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nicotine + [reduced NADPH-hemoprotein reductase] + O2
nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
Q38Q86
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isoform CYP82E4v1 is responsible for the conversion of nicotine to nornicotine
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nicotine + [reduced NADPH-hemoprotein reductase] + O2
nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
Q38Q86
nornicotine is a secondary tobacco alkaloid that is produced by the N-demethylation of nicotine. Nornicotine production and accumulation in tobacco are undesirable because nornicotine serves as the precursor in the synthesis of the carcinogen N-nitrosonornicotine during the curing and processing of tobacco
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