Any feedback?
Please rate this page
(all_enzymes.php)
(0/150)

BRENDA support

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

Reference

topprint

Reference on EC 1.14.14.B11 - nicotine demethylase

Please use the Reference Search for a specific query.
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Siminszky, B.; Gavilano, L.; Bowen, S.W.; Dewey, R.E.
Conversion of nicotine to nornicotine in Nicotiana tabacum is mediated by CYP82E4, a cytochrome P450 monooxygenase
Proc. Natl. Acad. Sci. USA
102
14919-14924
2005
Nicotiana tabacum (Q38Q86), Nicotiana tabacum
Manually annotated by BRENDA team
Yamanaka, H.; Nakajima, M.; Fukami, T.; Sakai, H.; Nakamura, A.; Katoh, M.; Takamiya, M.; Aoki, Y.; Yokoi, T.
CYP2A6 AND CYP2B6 are involved in nornicotine formation from nicotine in humans: interindividual differences in these contributions
Drug Metab. Dispos.
33
1811-1818
2005
Homo sapiens
Manually annotated by BRENDA team
Gavilano, L.B.; Coleman, N.P.; Burnley, L.E.; Bowman, M.L.; Kalengamaliro, N.E.; Hayes, A.; Bush, L.; Siminszky, B.
Genetic engineering of Nicotiana tabacum for reduced nornicotine content
J. Agric. Food Chem.
54
9071-9078
2006
Nicotiana tabacum
Manually annotated by BRENDA team
Gavilano, L.B.; Coleman, N.P.; Bowen, S.W.; Siminszky, B.
Functional analysis of nicotine demethylase genes reveals insights into the evolution of modern tobacco
J. Biol. Chem.
282
249-256
2007
Nicotiana tabacum, Nicotiana tomentosiformis (A1YJE2), Nicotiana tomentosiformis (A1YJE3), Nicotiana tomentosiformis
Manually annotated by BRENDA team
Hao, D.; Yeoman, M.M.
Evidence in favor of an oxidative N-demethylation of nicotine to nornicotine in tobacco cell cultures
J. Plant Physiol.
152
420-426
1998
Nicotiana tabacum
-
Manually annotated by BRENDA team
Chakrabarti, M.; Meekins, K.M.; Gavilano, L.B.; Siminszky, B.
Inactivation of the cytochrome P450 gene CYP82E2 by degenerative mutations was a key event in the evolution of the alkaloid profile of modern tobacco
New Phytol.
175
565-574
2007
Nicotiana sylvestris (A7KMF3), Nicotiana sylvestris
Manually annotated by BRENDA team
Lewis, R.S.; Jack, A.M.; Morris, J.W.; Robert, V.J.; Gavilano, L.B.; Siminszky, B.; Bush, L.P.; Hayes, A.J.; Dewey, R.E.
RNA interference (RNAi)-induced suppression of nicotine demethylase activity reduces levels of a key carcinogen in cured tobacco leaves
Plant Biotechnol. J.
6
346-354
2008
Nicotiana tabacum
Manually annotated by BRENDA team
Gavilano, L.B.; Siminszky, B.
Isolation and characterization of the cytochrome P450 gene CYP82E5v2 that mediates nicotine to nornicotine conversion in the green leaves of tobacco
Plant Cell Physiol.
48
1567-1574
2007
Nicotiana tabacum (A9QNE6), Nicotiana tabacum
Manually annotated by BRENDA team
Xu, D.; Shen, Y.; Chappell, J.; Cui, M.; Nielsen, M.T.
Biochemical and molecular characterizations of nicotine demethylase in tobacco
Physiol. Plant.
129
307-319
2007
Nicotiana tabacum (Q38Q87)
Manually annotated by BRENDA team
Lian, J.; Wang, D.; Xie, J.
Data mining of nicotine demethylase genes in modern tobacoo
Adv. Mater. Res.
787
356-360
2013
Nicotiana tabacum
-
Manually annotated by BRENDA team
Cai, B.; Bush, L.
Variable nornicotine enantiomeric composition caused by nicotine demethylase CYP82E4 in tobacco leaf
J. Agric. Food Chem.
60
11586-11591
2012
Nicotiana tabacum
Manually annotated by BRENDA team
Cai, B.; Siminszky, B.; Chappell, J.; Dewey, R.; Bush, L.
Enantioselective demethylation of nicotine as a mechanism for variable nornicotine composition in tobacco leaf
J. Biol. Chem.
287
42804-42811
2012
Nicotiana tabacum
Manually annotated by BRENDA team
Pakdeechanuan, P.; Teoh, S.; Shoji, T.; Hashimoto, T.
Non-functionalization of two CYP82E nicotine N-demethylase genes abolishes nornicotine formation in nicotiana langsdorffii
Plant Cell Physiol.
53
2038-2046
2012
Nicotiana alata (J7M2E3), Nicotiana alata (J7M5N9), Nicotiana alata (J7MB22), Nicotiana alata (J7MDR0), Nicotiana alata, Nicotiana langsdorffii (J7M8Q0), Nicotiana langsdorffii
Manually annotated by BRENDA team
Wang, S.; Yang, S.; An, B.; Wang, S.; Yin, Y.; Lu, Y.; Xu, Y.; Hao, D.
Molecular dynamics analysis reveals structural insights into mechanism of nicotine N-demethylation catalyzed by tobacco cytochrome P450 mono-oxygenase
PLoS ONE
6
e23342
2011
Nicotiana tabacum
Manually annotated by BRENDA team
Liedschulte, V.; Schwaar, J.D.; Laparra, H.; Vuarnoz, A.; Philippon, B.; Bakaher, N.; Sierro, N.; Bovet, L.; Lang, G.; Goepfert, S.
Identification of CYP82E21 as a functional nicotine N-demethylase in tobacco flowers
Phytochemistry
131
9-16
2016
Nicotiana tabacum
Manually annotated by BRENDA team
Zhao, D.; Qin, L.J.; Zhao, D.G.
RNA interference of the nicotine demethylase gene CYP82E4v1 reduces nornicotine content and enhances Myzus persicae resistance in Nicotiana tabacum L
Plant Physiol. Biochem.
107
214-221
2016
Nicotiana tabacum (Q38Q86), Nicotiana tabacum
Manually annotated by BRENDA team