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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

Reaction

(R)-nicotine
+
O2
+
[reduced NADPH-hemoprotein reductase]
+
O2
=
(R)-nornicotine
+
formaldehyde
+
[oxidized NADPH-hemoprotein reductase]
+
H2O

Synonyms

CYP82E, CYP82E1, CYP82E10, CYP82E2, CYP82E21, CYP82E3, CYP82E4, CYP82E4v1, CYP82E5v2, nicotine N-demethylase, NND

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.14 With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.14.B11 nicotine demethylase

Substrates Products

Substrates Products on EC 1.14.14.B11 - nicotine demethylase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(R)-nicotine + O2 + [reduced NADPH-hemoprotein reductase] + O2
(R)-nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
isoforms CYP82E4, CYP82E5v2, and CYP82E10 demethylate (R)-nicotine 3, 10, and 10fold faster than (S)-nicotine, respectively
-
-
?
(S)-nicotine + [reduced NADPH-hemoprotein reductase] + O2
(S)-nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
nicotine + NADPH + H+
nornicotine + NADP+
show the reaction diagram
nicotine + NADPH + O2 + H+
nornicotine + formaldehyde + NADP+ + H2O
show the reaction diagram
nicotine + O2 + [reduced NADPH-hemoprotein reductase] + O2
nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
-
?
nicotine + [reduced NADPH-hemoprotein reductase] + O2
nornicotine + formaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
additional information
?
-
-
isoforms CYP2A6 and CYP2B6 significantly contribute to the nicotine N-demethylation at low and high substrate concentrations, respectively
-
-
?