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Information on EC 1.5.99.4 - nicotine dehydrogenase and Organism(s) Paenarthrobacter nicotinovorans and UniProt Accession Q59128

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EC Tree
IUBMB Comments
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 .
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This record set is specific for:
Paenarthrobacter nicotinovorans
UNIPROT: Q59128
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The taxonomic range for the selected organisms is: Paenarthrobacter nicotinovorans
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Synonyms
nicotinic acid hydroxylase, nicotine dehydrogenase, ndhab, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6-hydroxy-D-nicotine oxidase
-
6-hydroxy-L-nicotine oxidase
-
D-nicotine oxidase
-
-
-
-
nicotine dehydrogenase
-
-
-
-
nicotine oxidase
-
-
-
-
nicotinic acid hydroxylase
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
redox reaction
-
-
-
-
oxidation
-
-
-
-
reduction
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
nicotine:acceptor 6-oxidoreductase (hydroxylating)
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].
CAS REGISTRY NUMBER
COMMENTARY hide
37256-31-8
-
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 + acceptor + H2O
(R)-6-hydroxynicotine + reduced acceptor
show the reaction diagram
-
-
-
?
D-nicotine + acceptor + H2O
(R)-6-hydroxynicotine + reduced acceptor
show the reaction diagram
isozyme specific for the D-isomer
-
-
?
L-nicotine + acceptor + H2O
(S)-6-hydroxynicotine + reduced acceptor
show the reaction diagram
isozyme strictly specific for the L-isomer
-
-
?
DL-nicotine + ?
6-hydroxynicotine + ?
show the reaction diagram
-
first enzyme in nicotine pathway
-
?
L-nicotine + acceptor + H2O
(S)-6-hydroxynicotine + reduced acceptor
show the reaction diagram
-
-
-
-
?
additional information
?
-
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(R)-nicotine + acceptor + H2O
(R)-6-hydroxynicotine + reduced acceptor
show the reaction diagram
-
-
-
?
D-nicotine + acceptor + H2O
(R)-6-hydroxynicotine + reduced acceptor
show the reaction diagram
isozyme specific for the D-isomer
-
-
?
L-nicotine + acceptor + H2O
(S)-6-hydroxynicotine + reduced acceptor
show the reaction diagram
isozyme strictly specific for the L-isomer
-
-
?
DL-nicotine + ?
6-hydroxynicotine + ?
show the reaction diagram
-
first enzyme in nicotine pathway
-
?
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
molybdenum dinucleotide cofactor
-
iron-sulfur centre
subunit B carries an iron-sulfur cluster
molybdopterin cytosine dinucleotide
-
-
additional information
-
flavoprotein
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Iron
subunit B carries an iron-sulfur cluster
Molybdenum
Tungsten
-
enzyme synthesis responds to the presence of this metal ion
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Tungsten
inhibitory to enzyme activity, does not inhibit enzyme synthesis
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
additional information
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
present both as soluble and membrane-associated form
Manually annotated by BRENDA team
present both as soluble and membrane-associated form
-
Manually annotated by BRENDA team
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
Q59128_PAENI
165
0
17511
TrEMBL
-
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
14924
x * 30011, subunit A, x * 14924, subunit B, x * 87677, subunit C, calculated
290000
-
native gel electrophoresis
30011
x * 30011, subunit A, x * 14924, subunit B, x * 87677, subunit C, calculated
87677
x * 30011, subunit A, x * 14924, subunit B, x * 87677, subunit C, calculated
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 30011, subunit A, x * 14924, subunit B, x * 87677, subunit C, calculated
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
gene 6hdno of pAO1, DNA and amino acid sequence determination and analysis, sequence comparisons, genetic organization
gene 6hdno of pAO1, DNA sequence analysis, genetic organization, primer extension analysis, transcriptional analysis, binding and regulatory role of repressor HdnoR, effector protein IR1 is involved, overview
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
expression of all subunits requires the presence of nicotine and molybdenum in the culture medium
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Schenk, S.; Hoelz, A.; Krauss, B.; Decker, K.
Gene structures and properties of enzymes of the plasmid-encoded nicotine catabolism of Arthrobacter nicotinovorans
J. Mol. Biol.
284
1323-1339
1998
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Grether-Beck, S.; Igloi, G.L.; Pust, S.; Schilz, E.; Decker, K.; Brandsch, R.
Structural analysis and molybdenum-dependent expression of the pAO1-encoded nicotine dehydrogenase genes of Arthrobacter nicotinovorans
Mol. Microbiol.
13
929-936
1994
Paenarthrobacter nicotinovorans (Q93NH4), Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Igloi, G.L.; Brandsch, R.
Sequence of the 165-kilobase catabolic plasmid pAO1 from Arthrobacter nicotinovorans and identification of a pAO1-dependent nicotine uptake system
J. Bacteriol.
185
1976-1986
2003
Paenarthrobacter nicotinovorans (Q59127), Paenarthrobacter nicotinovorans (Q59128), Paenarthrobacter nicotinovorans (Q59129)
Manually annotated by BRENDA team
Sandu, C.; Chiribau, C.B.; Brandsch, R.
Characterization of HdnoR, the transcriptional repressor of the 6-hydroxy-D-nicotine oxidase gene of Arthrobacter nicotinovorans pAO1, and its DNA-binding activity in response to L- and D-nicotine Derivatives
J. Biol. Chem.
278
51307-51315
2003
Paenarthrobacter nicotinovorans (Q59127), Paenarthrobacter nicotinovorans (Q59128), Paenarthrobacter nicotinovorans (Q59129)
Manually annotated by BRENDA team
Sachelaru, P.; Schiltz, E.; Brandsch, R.
A functional mobA gene for molybdopterin cytosine dinucleotide cofactor biosynthesis is required for activity and holoenzyme assembly of the heterotrimeric nicotine dehydrogenases of Arthrobacter nicotinovorans
Appl. Environ. Microbiol.
72
5126-5131
2006
Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team
Ganas, P.; Sachelaru, P.; Mihasan, M.; Igloi, G.L.; Brandsch, R.
Two closely related pathways of nicotine catabolism in Arthrobacter nicotinovorans and Nocardioides sp. strain JS614
Arch. Microbiol.
189
511-517
2008
Nocardioides sp., Paenarthrobacter nicotinovorans
Manually annotated by BRENDA team