KEGG   ORTHOLOGY: K19818Help
Entry
K19818                      KO                                     

Name
ndhA
Definition
nicotine dehydrogenase subunit A [EC:1.5.99.4]
Pathway
ko00760  Nicotinate and nicotinamide metabolism
ko01100  Metabolic pathways
ko01120  Microbial metabolism in diverse environments
Module
M00810  Nicotine degradation, pyridine pathway, nicotine => 2,6-dihydroxypyridine/succinate semialdehyde
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09108 Metabolism of cofactors and vitamins
   00760 Nicotinate and nicotinamide metabolism
    K19818  ndhA; nicotine dehydrogenase subunit A
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.5  Acting on the CH-NH group of donors
   1.5.99  With unknown physiological acceptors
    1.5.99.4  nicotine dehydrogenase
     K19818  ndhA; nicotine dehydrogenase subunit A
BRITE hierarchy
Other DBs
RN: R02860 R07946
GO: 0018535
Genes
ROP: ROP_27570(ndhA)
ROA: Pd630_LPD07483
ARX: ARZXY2_4539
NCA: Noca_0594
AG: CAA53086(ndhA)
TaxonomyKoalaUniProt
Reference
PMID:7815950
  Authors
Grether-Beck S, Igloi GL, Pust S, Schilz E, Decker K, Brandsch R
  Title
Structural analysis and molybdenum-dependent expression of the pAO1-encoded nicotine dehydrogenase genes of Arthrobacter nicotinovorans.
  Journal
Mol Microbiol 13:929-36 (1994)
DOI:10.1111/j.1365-2958.1994.tb00484.x
  Sequence

KEGG   ORTHOLOGY: K19819Help
Entry
K19819                      KO                                     

Name
ndhB
Definition
nicotine dehydrogenase subunit B [EC:1.5.99.4]
Pathway
ko00760  Nicotinate and nicotinamide metabolism
ko01100  Metabolic pathways
ko01120  Microbial metabolism in diverse environments
Module
M00810  Nicotine degradation, pyridine pathway, nicotine => 2,6-dihydroxypyridine/succinate semialdehyde
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09108 Metabolism of cofactors and vitamins
   00760 Nicotinate and nicotinamide metabolism
    K19819  ndhB; nicotine dehydrogenase subunit B
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.5  Acting on the CH-NH group of donors
   1.5.99  With unknown physiological acceptors
    1.5.99.4  nicotine dehydrogenase
     K19819  ndhB; nicotine dehydrogenase subunit B
BRITE hierarchy
Other DBs
RN: R02860 R07946
GO: 0018535
Genes
ROP: ROP_27560(ndhB)
ROA: Pd630_LPD07482
NCA: Noca_0595
AG: CAA53087(ndhB)
TaxonomyKoalaUniProt
Reference
PMID:7815950
  Authors
Grether-Beck S, Igloi GL, Pust S, Schilz E, Decker K, Brandsch R
  Title
Structural analysis and molybdenum-dependent expression of the pAO1-encoded nicotine dehydrogenase genes of Arthrobacter nicotinovorans.
  Journal
Mol Microbiol 13:929-36 (1994)
DOI:10.1111/j.1365-2958.1994.tb00484.x
  Sequence

KEGG   ORTHOLOGY: K19820Help
Entry
K19820                      KO                                     

Name
ndhC
Definition
nicotine dehydrogenase subunit C [EC:1.5.99.4]
Pathway
ko00760  Nicotinate and nicotinamide metabolism
ko01100  Metabolic pathways
ko01120  Microbial metabolism in diverse environments
Module
M00810  Nicotine degradation, pyridine pathway, nicotine => 2,6-dihydroxypyridine/succinate semialdehyde
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09108 Metabolism of cofactors and vitamins
   00760 Nicotinate and nicotinamide metabolism
    K19820  ndhC; nicotine dehydrogenase subunit C
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.5  Acting on the CH-NH group of donors
   1.5.99  With unknown physiological acceptors
    1.5.99.4  nicotine dehydrogenase
     K19820  ndhC; nicotine dehydrogenase subunit C
BRITE hierarchy
Other DBs
RN: R02860 R07946
GO: 0018535
Genes
ROP: ROP_27550(ndhC)
ROA: Pd630_LPD07481
ARX: ARZXY2_4541(coxL)
NCA: Noca_0596
AG: CAA53088(ndhC)
TaxonomyKoalaUniProt
Reference
PMID:7815950
  Authors
Grether-Beck S, Igloi GL, Pust S, Schilz E, Decker K, Brandsch R
  Title
Structural analysis and molybdenum-dependent expression of the pAO1-encoded nicotine dehydrogenase genes of Arthrobacter nicotinovorans.
  Journal
Mol Microbiol 13:929-36 (1994)
DOI:10.1111/j.1365-2958.1994.tb00484.x
  Sequence

KEGG   ENZYME: 1.5.99.4Help
Entry
EC 1.5.99.4                 Enzyme                                 

Name
nicotine dehydrogenase;
nicotine oxidase;
D-nicotine oxidase;
nicotine:(acceptor) 6-oxidoreductase (hydroxylating);
L-nicotine oxidase
Class
Oxidoreductases;
Acting on the CH-NH group of donors;
With unknown physiological acceptors
BRITE hierarchy
Sysname
nicotine:acceptor 6-oxidoreductase (hydroxylating)
Reaction(IUBMB)
(S)-nicotine + acceptor + H2O = (S)-6-hydroxynicotine + reduced acceptor [RN:R02860]
Reaction(KEGG)
Substrate
(S)-nicotine [CPD:C00745];
acceptor [CPD:C00028];
H2O [CPD:C00001]
Product
(S)-6-hydroxynicotine [CPD:C01056];
reduced acceptor [CPD:C00030]
Comment
A metalloprotein (FMN). The enzyme can act on both the naturally found (S)-enantiomer and the synthetic (R)-enantiomer of nicotine, with retention of configuration in both cases [4].
History
EC 1.5.99.4 created 1972
Pathway
ec00760  Nicotinate and nicotinamide metabolism
ec01100  Metabolic pathways
ec01120  Microbial metabolism in diverse environments
Orthology
K19818  nicotine dehydrogenase subunit A
K19819  nicotine dehydrogenase subunit B
K19820  nicotine dehydrogenase subunit C
Genes
ROP: ROP_27550(ndhC) ROP_27560(ndhB) ROP_27570(ndhA)
ROA: Pd630_LPD07481 Pd630_LPD07482 Pd630_LPD07483
ARX: ARZXY2_4539 ARZXY2_4541(coxL)
NCA: Noca_0594 Noca_0595 Noca_0596
Taxonomy
Reference
1  [PMID:13475371]
  Authors
BEHRMAN EJ, STANIER RY.
  Title
The bacterial oxidation of nicotinic acid.
  Journal
J Biol Chem 228:923-45 (1957)
Reference
2  [PMID:5849820]
  Authors
Decker K, Bleeg H.
  Title
Induction and purification of stereospecific nicotine oxidizing enzymes from Arthrobacter oxidans.
  Journal
Biochim Biophys Acta 105:313-24 (1965)
Reference
3  [PMID:4962139]
  Authors
Hochstein LI, Dalton BP.
  Title
The purification and properties of nicotine oxidase.
  Journal
Biochim Biophys Acta 139:56-68 (1967)
DOI:10.1016/0005-2744(67)90113-1
Reference
4  [PMID:13610912]
  Authors
HOCHSTEIN LI, RITTENBERG SC.
  Title
The bacterial oxidation of nicotine. II. The isolation of the first oxidative product and its identification as (1)-6-hydroxynicotine.
  Journal
J Biol Chem 234:156-60 (1959)
Other DBs
ExplorEnz - The Enzyme Database: 1.5.99.4
IUBMB Enzyme Nomenclature: 1.5.99.4
ExPASy - ENZYME nomenclature database: 1.5.99.4
UM-BBD (Biocatalysis/Biodegradation Database): 1.5.99.4
BRENDA, the Enzyme Database: 1.5.99.4
CAS: 37256-31-8

KEGG   REACTION: R07946Help
Entry
R07946                      Reaction                               

Definition
(R,S)-Nicotine + Acceptor + H2O <=> (R)-6-Hydroxynicotine + Reduced acceptor
Equation
Reaction class
RC00589  C03043_C16150
Enzyme
Pathway
rn00760  Nicotinate and nicotinamide metabolism
rn01100  Metabolic pathways
rn01120  Microbial metabolism in diverse environments
Module
M00810  Nicotine degradation, pyridine pathway, nicotine => 2,6-dihydroxypyridine/succinate semialdehyde
Orthology
K19818  nicotine dehydrogenase subunit A [EC:1.5.99.4]
K19819  nicotine dehydrogenase subunit B [EC:1.5.99.4]
K19820  nicotine dehydrogenase subunit C [EC:1.5.99.4]
Other DBs
RHEA: 42355

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