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Information on EC 1.3.3.11 - pyrroloquinoline-quinone synthase and Organism(s) Methylorubrum extorquens and UniProt Accession Q49150

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IUBMB Comments
So far only a single turnover of the enzyme has been observed, and the pyrroloquinoline quinone remains bound to it. It is not yet known what releases the product in the bacterium.
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Methylorubrum extorquens
UNIPROT: Q49150
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The taxonomic range for the selected organisms is: Methylorubrum extorquens
The expected taxonomic range for this enzyme is: Bacteria, Archaea
Synonyms
pqqc/d, quinoprotein dehydrogenase, pyrroloquinoline-quinone synthase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pyrroloquinoline-quinone synthase
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
PATHWAY SOURCE
PATHWAYS
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SYSTEMATIC NAME
IUBMB Comments
6-(2-amino-2-carboxyethyl)-7,8-dioxo-1,2,3,4,7,8-hexahydroquinoline-2,4-dicarboxylate:oxygen oxidoreductase (cyclizing)
So far only a single turnover of the enzyme has been observed, and the pyrroloquinoline quinone remains bound to it. It is not yet known what releases the product in the bacterium.
CAS REGISTRY NUMBER
COMMENTARY hide
353484-42-1
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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
3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid + O2
4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate + H2O2 + H2O
show the reaction diagram
3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid + O2
4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate + H2O2 + H2O
show the reaction diagram
6-(2-amino-2-carboxyethyl)-7,8-dioxo-1,2,3,4,5,6,7,8,-octahydroquinoline-2,4-dicarboxylate + O2
4,5-dioxo-3a,4,5,6,7,8,9,9b-octahydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate + H2O2 + H2O
show the reaction diagram
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?
additional information
?
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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
3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid + O2
4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate + H2O2 + H2O
show the reaction diagram
synthesis of the pyrroloquinoline quinone (PQQ), that serves as prosthetic group for many bacterial enzymes
the product is pyrroloquinoline quinone (PQQ)
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?
3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid + O2
4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate + H2O2 + H2O
show the reaction diagram
-
synthesis of the pyrroloquinoline quinone (PQQ), that serves as prosthetic group for many bacterial enzymes
the product is pyrroloquinoline quinone (PQQ)
-
?
6-(2-amino-2-carboxyethyl)-7,8-dioxo-1,2,3,4,5,6,7,8,-octahydroquinoline-2,4-dicarboxylate + O2
4,5-dioxo-3a,4,5,6,7,8,9,9b-octahydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate + H2O2 + H2O
show the reaction diagram
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?
additional information
?
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PqqC/D produces the reduced pyrroloquinoline quinone from the intermediate in vivo
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?
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
oxidized pyrroloquinoline quinone
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in vitro pyrroloquinoline quinone is oxidized by molecular oxygen and then the oxidized pyrroloquinoline quinone is trapped in PqqC/D to show product inhibition
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pyrroloquinoline quinone
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NAD(P)H
activating in the presence of EDTA
activating factor ActF
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consists of a cytosolic fraction, activating factor ActF enhances pyrroloquinoline quinone synthesis in the presence of NAD(P)H
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dithioerythritol
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dithiothreitol
NAD(P)H
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NAD(P)H enhances pyrroloquinoline quinone production in the presence of activating factor ActF
additional information
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no dependence on NADH or NADPH in purified enzyme preparation
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8.3
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activity assay
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25
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activity assay
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.73
calculated from the deduced amino acid sequence
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
enzyme appears to be a fusion protein of PqqC and PqqD
Swissprot
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
41577
x * 41577, calculated from the deduced amino acid sequence
42000
x * 42000, SDS-PAGE, recombinant protein from Escherichia coli
113000
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gel filtration
150000
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determined by gel filtration, with DTT
29000
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2 * 29000, SDS-PAGE
300000
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determined by gel filtration, without DTT
42000
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3 * 42000, SDS-PAGE
58000
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SDS-PAGE
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
homodimer
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2 * 29000, SDS-PAGE
trimer
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3 * 42000, SDS-PAGE
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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N60I mutation detected in PqqC deficiency mutant
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
partial purification of recombinant protein
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Superdex S-200 gel filtration
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli DH alpha, complementation studies with PqqC deficient Methylobacterium extorquens and Methylobacterium organophilum
expressed in Escherichia coli DHalpha
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Toyama, H.; Fukumoto, H.; Saeki, M.; Matsushita, K.; Adachi, O.; Lidstrom, M.E.
PqqC/D, which converts a biosynthetic intermediate to pyrroloquinoline quinone
Biochem. Biophys. Res. Commun.
299
268-272
2002
Methylorubrum extorquens, Methylorubrum extorquens ATCC 14718 / DSM 1338 / JCM 2805 / NCIMB 9133 / AM1
Manually annotated by BRENDA team
Magnusson, O.T.; Toyama, H.; Saeki, M.; Schwarzenbacher, R.; Klinman, J.P.
The structure of a biosynthetic intermediate of pyrroloquinoline quinone (PQQ) and elucidation of the final step of PQQ biosynthesis
J. Am. Chem. Soc.
126
5342-5343
2004
Methylorubrum extorquens, Methylorubrum extorquens ATCC 14718 / DSM 1338 / JCM 2805 / NCIMB 9133 / AM1
Manually annotated by BRENDA team
Toyama, H.; Chistoserdova, L.; Lidstrom, M.E.
Sequence analysis of pqq genes required for biosynthesis of pyrroloquinoline quinone in Methylobacterium extorquens AM1 and the purification of a biosynthetic intermediate
Microbiology
143
595-602
1997
Methylorubrum extorquens (Q49150), Methylorubrum extorquens ATCC 14718 / DSM 1338 / JCM 2805 / NCIMB 9133 / AM1 (Q49150)
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Manually annotated by BRENDA team
Toyama, H.; Nishibayashi, E.; Saeki, M.; Adachi, O.; Matsushita, K.
Factors required for the catalytic reaction of PqqC/D which produces pyrroloquinoline quinone
Biochem. Biophys. Res. Commun.
354
290-295
2007
Escherichia coli, Klebsiella pneumoniae, Methylorubrum extorquens, Methylorubrum extorquens ATCC 14718 / DSM 1338 / JCM 2805 / NCIMB 9133 / AM1
Manually annotated by BRENDA team