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Literature summary for 1.14.14.B11 extracted from

  • Cai, B.; Siminszky, B.; Chappell, J.; Dewey, R.; Bush, L.
    Enantioselective demethylation of nicotine as a mechanism for variable nornicotine composition in tobacco leaf (2012), J. Biol. Chem., 287, 42804-42811.
    View publication on PubMedView publication on EuropePMC

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(R)-nicotine + O2 + [reduced NADPH-hemoprotein reductase] + O2 Nicotiana tabacum isoforms CYP82E4, CYP82E5v2, and CYP82E10 demethylate (R)-nicotine 3, 10, and 10fold faster than (S)-nicotine, respectively (R)-nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
(S)-nicotine + [reduced NADPH-hemoprotein reductase] + O2 Nicotiana tabacum only isoform CYP82E4 can significantly convert (S)-nicotine to (S)-nornicotine (S)-nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
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?

Organism

Organism UniProt Comment Textmining
Nicotiana tabacum
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
leaf
-
Nicotiana tabacum
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(R)-nicotine + O2 + [reduced NADPH-hemoprotein reductase] + O2 isoforms CYP82E4, CYP82E5v2, and CYP82E10 demethylate (R)-nicotine 3, 10, and 10fold faster than (S)-nicotine, respectively Nicotiana tabacum (R)-nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
(S)-nicotine + [reduced NADPH-hemoprotein reductase] + O2 only isoform CYP82E4 can significantly convert (S)-nicotine to (S)-nornicotine Nicotiana tabacum (S)-nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
-
?

Synonyms

Synonyms Comment Organism
CYP82E10 isoform Nicotiana tabacum
CYP82E4 isoform Nicotiana tabacum
CYP82E5v2 isoform Nicotiana tabacum

Cofactor

Cofactor Comment Organism Structure
cytochrome P450
-
Nicotiana tabacum
NADPH
-
Nicotiana tabacum