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4-hydroxybenzoate + solanesyl-diphosphate
4-hydroxy-3-nonaprenylbenzoate + diphosphate
i.e.all-trans nonaprenyl diphosphate
-
-
?
a polyprenyl diphosphate + 4-hydroxybenzoate
diphosphate + a 4-hydroxy-3-polyprenylbenzoate
decaprenyl diphosphate + 4-hydroxybenzoate
diphosphate + decaprenyl-4-hydroxybenzoate
farnesyl diphosphate + 4-hydroxybenzoate
3-farnesyl-4-hydroxybenzoate + diphosphate
-
-
-
-
?
farnesyl diphosphate + 4-hydroxybenzoate
farnesyl-4-hydroxybenzoate + diphosphate
geranyl diphosphate + 4-hydroxybenzoate
3-geranyl-4-hydroxybenzoate + diphosphate
geranyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-geranyl-4-hydroxybenzoate
geranylgeranyl diphosphate + 4-hydroxybenzoate
3-geranylgeranyl-4-hydroxybenzoate + diphosphate
-
-
-
-
?
geranylgeranyl diphosphate + 4-hydroxybenzoate
geranylgeranyl-4-hydroxybenzoate + diphosphate
hexaprenyl diphosphate + 4-hydroxybenzoate
hexaprenyl-4-hydroxybenzoate + diphosphate
-
at 68% of the activity with nonaprenyl diphosphate
-
-
?
octaprenyl diphosphate + 4-hydroxybenzoate
4-hydroxy-3-octaprenylbenzoate + diphosphate
-
-
-
-
?
pentaprenyl diphosphate + 4-hydroxybenzoate
pentaprenyl-4-hydroxybenzoate + diphosphate
-
86% of the activity with nonaprenyl diphosphate
-
-
?
phytyl diphosphate + 4-hydroxybenzoate
phytyl-4-hydroxybenzoate + diphosphate
-
at 1% of the activity with nonaprenyl diphosphate
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 4-hydroxy-3-nonaprenylbenzoate
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + nonaprenyl-4-hydroxybenzoate
tetraprenyl diphosphate + 4-hydroxybenzoate
tetraprenyl-4-hydroxybenzoate + diphosphate
-
6% of the activity with nonaprenyl diphosphate
-
-
?
additional information
?
-
a polyprenyl diphosphate + 4-hydroxybenzoate
diphosphate + a 4-hydroxy-3-polyprenylbenzoate
-
-
-
-
?
a polyprenyl diphosphate + 4-hydroxybenzoate
diphosphate + a 4-hydroxy-3-polyprenylbenzoate
-
Coq2 is quite unspecific with regard to its substrates
-
-
?
decaprenyl diphosphate + 4-hydroxybenzoate
diphosphate + decaprenyl-4-hydroxybenzoate
-
-
-
?
decaprenyl diphosphate + 4-hydroxybenzoate
diphosphate + decaprenyl-4-hydroxybenzoate
preferred substrate
-
-
?
decaprenyl diphosphate + 4-hydroxybenzoate
diphosphate + decaprenyl-4-hydroxybenzoate
-
-
-
-
?
farnesyl diphosphate + 4-hydroxybenzoate
farnesyl-4-hydroxybenzoate + diphosphate
-
-
-
?
farnesyl diphosphate + 4-hydroxybenzoate
farnesyl-4-hydroxybenzoate + diphosphate
-
at 1% of the activity with nonaprenyl diphosphate
-
-
?
geranyl diphosphate + 4-hydroxybenzoate
3-geranyl-4-hydroxybenzoate + diphosphate
-
-
-
-
?
geranyl diphosphate + 4-hydroxybenzoate
3-geranyl-4-hydroxybenzoate + diphosphate
-
-
-
?
geranyl diphosphate + 4-hydroxybenzoate
3-geranyl-4-hydroxybenzoate + diphosphate
-
-
-
-
?
geranyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-geranyl-4-hydroxybenzoate
-
-
-
?
geranyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-geranyl-4-hydroxybenzoate
-
-
-
-
?
geranyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-geranyl-4-hydroxybenzoate
-
-
-
-
?
geranylgeranyl diphosphate + 4-hydroxybenzoate
geranylgeranyl-4-hydroxybenzoate + diphosphate
-
-
-
-
?
geranylgeranyl diphosphate + 4-hydroxybenzoate
geranylgeranyl-4-hydroxybenzoate + diphosphate
-
various derivatives of 4-hydroxybenzoate can be used as substrate
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
i.e. nonaprenyl diphosphate
3-nonaprenyl-4-hydroxybenzoate
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
involved in the biosynthesis of ubiquinone
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
involved in biosynthesis of ubiquinone and vitamin E
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
-
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
-
-
-
ir
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
i.e. nonaprenyl diphosphate
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
i.e. nonaprenyl diphosphate
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
i.e. nonaprenyl diphosphate
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
i.e. nonaprenyl diphosphate
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
i.e. nonaprenyl diphosphate
3-nonaprenyl-4-hydroxybenzoate
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
i.e. nonaprenyl diphosphate
small amounts of decaprenyl-4-hydroxybenzoate and octaprenylhydroxybenzoate can be found, depending on source of enzyme and substrate used to provide polyprenyl side chains
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
key enzyme in ubiquinone synthesis, it catalyzes the step which brings together the precursor of the benzoquinone ring and the polyisoprenoid side chain, in rat liver the major product is 3-nonaprenyl-4-hydroxybenzoate, in human and guinea pig it is 3-decaprenyl-4-hydroxybenzoate
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
involved in the biosynthesis of ubiquinone
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
-
-
-
ir
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
involved in the biosynthesis of ubiquinone
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
-
-
-
ir
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 4-hydroxy-3-nonaprenylbenzoate
-
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 4-hydroxy-3-nonaprenylbenzoate
-
i.e. all-trans nonaprenyl diphosphate
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + nonaprenyl-4-hydroxybenzoate
-
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + nonaprenyl-4-hydroxybenzoate
-
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + nonaprenyl-4-hydroxybenzoate
-
-
-
-
?
additional information
?
-
key enzyme in biosynthesis of ubiquinone, the enzyme is required for embryo development
-
-
?
additional information
?
-
-
key enzyme in biosynthesis of ubiquinone, the enzyme is required for embryo development
-
-
?
additional information
?
-
enzyme shows broad substrate specificity in terms of prenyl substrates
-
-
?
additional information
?
-
-
enzyme shows broad substrate specificity in terms of prenyl substrates
-
-
?
additional information
?
-
-
detergents can affect the specificity of the mitochondrial system synthesizing polyprenyl diphosphates
-
-
?
additional information
?
-
-
no substrate: nonaprenyl monophosphate
-
-
?
additional information
?
-
-
no substrate: geranyl monophosphate
-
-
?
additional information
?
-
-
in the presence of Mg2+ the enzyme is also able to hydrolyze geranyl diphosphate without forming geranylgeranyl-4-hydroxybenzoate
-
-
?
additional information
?
-
-
one active site selected to be the most likely one for the docking of oligoprenyl diphosphate and 4-hydroxybenzoic acid is located near the N-terminus of the enzyme. An additional highly conserved region in the amino acid sequence of the ubiA enzyme is detected, which can be considered a putative active site
-
-
?
additional information
?
-
the enzyme is required for biosynthesis of CoQ2, i.e. ubiquinone
-
-
?
additional information
?
-
the enzyme catalyzes the prenylation of 4-hydroxybenzoate with an all-trans polyprenyl group
-
-
?
additional information
?
-
-
decaprenyl diphosphate and 4-hydroxybenzoate are condensed in a reaction catalyzed by 4-hydroxybenzoate:polyprenyl transferase, i.e. COQ2
-
-
?
additional information
?
-
-
detergents can affect the specificity of the mitochondrial system synthesizing polyprenyl diphosphates
-
-
?
additional information
?
-
-
no substrate: nonaprenyl monophosphate
-
-
?
additional information
?
-
-
no substrate: nonaprenyl monophosphate
-
-
?
additional information
?
-
-
the enzyme is required for biosynthesis of CoQ2, i.e. ubiquinone
-
-
?
additional information
?
-
-
the enzyme catalyzes the prenylation of 4-hydroxybenzoate with an all-trans polyprenyl group
-
-
?
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a polyprenyl diphosphate + 4-hydroxybenzoate
diphosphate + a 4-hydroxy-3-polyprenylbenzoate
-
-
-
-
?
decaprenyl diphosphate + 4-hydroxybenzoate
diphosphate + decaprenyl-4-hydroxybenzoate
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + nonaprenyl-4-hydroxybenzoate
additional information
?
-
decaprenyl diphosphate + 4-hydroxybenzoate
diphosphate + decaprenyl-4-hydroxybenzoate
-
-
-
?
decaprenyl diphosphate + 4-hydroxybenzoate
diphosphate + decaprenyl-4-hydroxybenzoate
-
-
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
involved in the biosynthesis of ubiquinone
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
involved in biosynthesis of ubiquinone and vitamin E
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
key enzyme in ubiquinone synthesis, it catalyzes the step which brings together the precursor of the benzoquinone ring and the polyisoprenoid side chain, in rat liver the major product is 3-nonaprenyl-4-hydroxybenzoate, in human and guinea pig it is 3-decaprenyl-4-hydroxybenzoate
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
involved in the biosynthesis of ubiquinone
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + 3-solanesyl-4-hydroxybenzoate
-
involved in the biosynthesis of ubiquinone
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + nonaprenyl-4-hydroxybenzoate
-
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + nonaprenyl-4-hydroxybenzoate
-
-
-
?
solanesyl diphosphate + 4-hydroxybenzoate
diphosphate + nonaprenyl-4-hydroxybenzoate
-
-
-
-
?
additional information
?
-
key enzyme in biosynthesis of ubiquinone, the enzyme is required for embryo development
-
-
?
additional information
?
-
-
key enzyme in biosynthesis of ubiquinone, the enzyme is required for embryo development
-
-
?
additional information
?
-
the enzyme is required for biosynthesis of CoQ2, i.e. ubiquinone
-
-
?
additional information
?
-
-
the enzyme is required for biosynthesis of CoQ2, i.e. ubiquinone
-
-
?
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D198A
WP_026149280
mutation enhances the expression of 1,4-dihydroxy-2-naphthoic acid octaprenyltransferase (MenA), which increases menaquinone production by 130.0%
D76A
WP_026149280
mutation enhances the expression of 1,4-dihydroxy-2-naphthoic acid octaprenyltransferase (MenA), which increases menaquinone production by 87.9%
G68A
WP_026149280
mutation has no influence on expression of 1,4-dihydroxy-2-naphthoic acid octaprenyltransferase (MenA)
K81A
WP_026149280
mutation enhances the expression of 1,4-dihydroxy-2-naphthoic acid octaprenyltransferase (MenA), which increases menaquinone production by 96.2%
L139A
WP_026149280
mutation enhances the expression of 1,4-dihydroxy-2-naphthoic acid octaprenyltransferase (MenA), which increases menaquinone production by 109.7%
N72A
WP_026149280
mutation enhances the expression of 1,4-dihydroxy-2-naphthoic acid octaprenyltransferase (MenA), which increases menaquinone production by 127.1%
S61A
WP_026149280
mutation has no influence on expression of 1,4-dihydroxy-2-naphthoic acid octaprenyltransferase (MenA)
D191A
-
mutant shows no 3-geranylgeranyl-4-hydroxybenzoate formation, mutant shows some residual hydrolysis activity
D195A
-
mutant shows no 3-geranylgeranyl-4-hydroxybenzoate formation, mutant shows some residual hydrolysis activity
D71A
-
mutant shows no 3-geranylgeranyl-4-hydroxybenzoate formation, mutant shows some residual hydrolysis activity
D75A
-
mutant shows no 3-geranylgeranyl-4-hydroxybenzoate formation, mutant shows some residual hydrolysis activity
R137A
-
mutant shows a strongly reduced formation of 3-geranylgeranyl-4-hydroxybenzoate, mutant shows some residual hydrolysis activity
R197H/N228S
naturally occurring lethal enzyme mutation, renal phenotype including collapsing glomerulonepritis and steroid-resistant nephrotic syndome
S109N
naturally occurring lethal mutation causing a severe phenotype, CoQ10 synthesis is significantly decreased in cultured skin fibroblasts, a kidney sample reveals focal segmental glomerulosclerosis lesions, The affected glomeruli demonstrate mesangial hypercellularity, segmental sclerosis of glomerular capillaries, enlarged podocytes with intracytoplasmic hyaline vacuoles and adhesions to the Bowman's capsule, podocytes are enlarged and show extensive foot process effacement, overview
S146N
naturally occurring lethal enzyme mutation, the mutation causes oliguria, oligohydramnios, hypertension, and seizures
Y297C
naturally occurring lethal enzyme mutation causing a severe phenotype, with end-stage renal failure, focal segmental glomeruloslerosis, steroid-resistant nephrotic syndome, developmental delay and developmental regression, optic atrophy, seizures, myoclonic seizures, refractory seizures, status epilepticus, and nystagmoid movements, overview
additional information
gene disruption in Arabidopsis leads to arrest of embryo development at an early stage of zygotic embryogenesis
additional information
-
gene disruption in Arabidopsis leads to arrest of embryo development at an early stage of zygotic embryogenesis
additional information
-
in patients with encephalomyopathy, nephropathy and severe CoQ10 deficiency, a homozygous mutation was identified in the CoQ10 biosynthesis gene COQ2. mRNA levels of this gene are significantly increased in patients fibroblast, and its activity is significantly lower in fibroblasts of patients with mutation c.890A.G relative to controls and CoQ10-deficient fibroblasts from ataxic patient. Wild-type enzyme is able to complement Coq2 defective Sacharomyces cerevisiae
additional information
-
CoQ biosynthesis in yeast null mutant cells can be rescued with expression of the human enzyme at a lower rate compared to cells rescued with the yeast enzyme
additional information
-
introduction of mutation c.783 A>G, which is the equivalent of human mutation c.890 A>G associated with encephalomyopathy, nephropathy and severe coenzyme Q10 deficiency results in decrease of coenzyme Q6 to 59% of wild-type and decreases growth in respiratory-chain dependent medium. Level of demetoxy-Q6 increases in mutant strains
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Kalen, A.; Applekvist, E.L.; Chojnacki, T.; Dallner, G.
Nonaprenyl-4-hydroxybenzoate transferase, an enzyme involved in ubiquinone biosynthesis, in the endoplasmic reticulum-Golgi system of rat liver
J. Biol. Chem.
265
1158-1164
1990
Rattus norvegicus
brenda
Gupta, A.; Rudney, H.
4-Hydroxybenzoate polyprenyltransferase from rat liver
Methods Enzymol.
110
327-334
1985
Rattus norvegicus
brenda
Nishino, T.; Rudney, H.
Effects of detergents on the properties of 4-hydroxybenzoate. Polyprenyl transferase and the specificity of the polyprenyl pyrophosphate synthetic system in mitochondria
Biochemistry
16
605-609
1977
Cavia porcellus, Rattus norvegicus
brenda
Kawahara, K.; Koizumi, N.; Kawaji, H.; Oishi, K.; Aida, K.; Uchida, K.
Partial purification and characterization of 4-hydroxybenzoate-polyprenyltransferase in ubiquinone biosynthesis of Pseudomonas putida
Agric. Biol. Chem.
55
2307-2311
1991
Pseudomonas putida
-
brenda
Uchida, K.; Koizumi, N.; Kawaji, H.; Kawahara, K.; Aida, K.
Solubilization of 4-hydroxybenzoate-polyprenyltransferase from cell membrane of Pseudomonas putida and its properties
Agric. Biol. Chem.
55
2299-2305
1991
Pseudomonas putida, Pseudomonas putida IAM 1219
-
brenda
Boehm, R.; Sommer, S.; Severin, K.; Li, S.M.; Heide, L.
Active expression of the ubiA gene from E. coli in tobacco: influence of plant ER-specific signal peptides on the expression of a membrane-bound prenyltransferase in plant cells
Transgenic Res.
9
477-486
2000
Escherichia coli
brenda
Melzer, M.; Heide, L.
Characterization of polyprenyldiphosphate: 4-hydroxybenzoate polyprenyltransferase from Escherichia coli
Biochim. Biophys. Acta
1212
93-102
1994
Escherichia coli
brenda
Tekle, M.; Bentinger, M.; Nordman, T.; Appelkvist, E.L.; Chojnacki, T.; Olsson, J.M.
Ubiquinone biosynthesis in rat liver peroxisomes
Biochem. Biophys. Res. Commun.
291
1128-1133
2002
Rattus norvegicus
brenda
Uchida, N.; Suzuki, K.; Saiki, R.; Kainou, T.; Tanaka, K.; Matsuda, H.; Kawamukai, M.
Phenotypes of fission yeast defective in ubiquinone production due to disruption of the gene for p-hydroxybenzoate polyprenyl diphosphate transferase
J. Bacteriol.
182
6933-6939
2000
Schizosaccharomyces pombe
brenda
Wessjohann, L.; Sontag, B.
Prenylation of benzoic acid derivatives catalyzed by a transferase from Escherichia coli overproduction: method development and substrate specificity
Angew. Chem.
35
1697-1699
1996
Escherichia coli
-
brenda
Nichols, B.P.; Green, J.M.
Cloning and sequencing of Escherichia coli ubiC and purification of chorismate lyase
J. Bacteriol.
174
5309-5316
1992
Escherichia coli
brenda
Forsgren, M.; Attersand, A.; Lake, S.; Gruenler, J.; Swiezewska, E.; Dallner, G.; Climent, I.
Isolation and functional expression of human COQ2, a gene encoding a polyprenyl transferase involved in the synthesis of CoQ
Biochem. J.
382
519-526
2004
Saccharomyces cerevisiae, Homo sapiens (Q96H96)
brenda
Okada, K.; Ohara, K.; Yazaki, K.; Nozaki, K.; Uchida, N.; Kawamukai, M.; Nojiri, H.; Yamane, H.
The AtPPT1 gene encoding 4-hydroxybenzoate polyprenyl diphosphate transferase in ubiquinone biosynthesis is required for embryo development in Arabidopsis thaliana
Plant Mol. Biol.
55
567-577
2004
Arabidopsis thaliana (Q93YP7), Arabidopsis thaliana
brenda
Buron, M.I.; Herman, M.D.; Alcain, F.J.; Villalba, J.M.
Stimulation of polyprenyl 4-hydroxybenzoate transferase activity by sodium cholate and 3-[(cholamidopropyl)dimethylammonio]-1-propanesulfonate
Anal. Biochem.
353
15-21
2006
Homo sapiens
brenda
Zhang, D.; Shrestha, B.; Niu, W.; Tian, P.; Tan, T.
Phenotypes and fed-batch fermentation of ubiquinone-overproducing fission yeast using ppt1 gene
J. Biotechnol.
128
120-131
2007
Schizosaccharomyces pombe, Schizosaccharomyces pombe SPQ-01
brenda
Mollet, J.; Giurgea, I.; Schlemmer, D.; Dallner, G.; Chretien, D.; Delahodde, A.; Bacq, D.; de Lonlay, P.; Munnich, A.; Roetig, A.
Prenyldiphosphate synthase, subunit 1 (PDSS1) and OH-benzoate polyprenyltransferase (COQ2) mutations in ubiquinone deficiency and oxidative phosphorylation disorders
J. Clin. Invest.
117
765-772
2007
Homo sapiens
brenda
Ohara, K.; Yamamoto, K.; Hamamoto, M.; Sasaki, K.; Yazaki, K.
Functional characterization of OsPPT1, which encodes p-hydroxybenzoate polyprenyltransferase involved in ubiquinone biosynthesis in Oryza sativa
Plant Cell Physiol.
47
581-590
2006
Oryza sativa
brenda
Lopez-Martin, J.M.; Salviati, L.; Trevisson, E.; Montini, G.; DiMauro, S.; Quinzii, C.; Hirano, M.; Rodriguez-Hernandez, A.; Cordero, M.D.; Sanchez-Alcazar, J.A.; Santos-Ocana, C.; Navas, P.
Missense mutation of the COQ2 gene causes defects of bioenergetics and de novo pyrimidine synthesis
Hum. Mol. Genet.
16
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