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S-adenosyl-L-methionine + 2-methoxy-6-(all-trans-hexaprenyl)-1,4-benzoquinol
S-adenosyl-L-homocysteine + 6-methoxy-5-methyl-2-(all-trans)-hexaprenyl-1,4-benzoquinol
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-
-
?
S-adenosyl-L-methionine + 2-methoxy-6-all-trans-polyprenyl-1,4-benzoquinol
S-adenosyl-L-homocysteine + 6-methoxy-3-methyl-2-all-trans-polyprenyl-1,4-benzoquinol
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-
-
?
S-adenosyl-L-methionine + 2-methoxy-6-octaprenyl-1,4-benzoquinol
S-adenosyl-L-homocysteine + 6-methoxy-5-methyl-2-octaprenyl-1,4-benzoquinol
S-adenosyl-L-methionine + 2-methoxy-6-polyprenyl-1,4-benzoquinol
S-adenosyl-L-homocysteine + 6-methoxy-5-methyl-2-polyprenyl-1,4-benzoquinol
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-
-
?
S-adenosyl-L-methionine + 6-((2-trans,6-trans)-farnesyl)-2-methoxy-1,4-benzoquinone
S-adenosyl-L-homocysteine + 6-((2-trans,6-trans)-farnesyl)-5-methyl-2-methoxy-1,4-benzoquinone
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product determined by reverse-phase HPLC
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?
S-adenosyl-L-methionine + 2-methoxy-6-octaprenyl-1,4-benzoquinol
S-adenosyl-L-homocysteine + 6-methoxy-5-methyl-2-octaprenyl-1,4-benzoquinol
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-
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-
?
S-adenosyl-L-methionine + 2-methoxy-6-octaprenyl-1,4-benzoquinol
S-adenosyl-L-homocysteine + 6-methoxy-5-methyl-2-octaprenyl-1,4-benzoquinol
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ubiE mutant accumulate 2-methoxy-6-octaprenyl-1,4-benzoquinone. IbuF mutant accululate 2-octaprenyl-3-methyl-6-methoxy-1,4-benzoquinone
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?
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malfunction
deletion of the chromosomal COQ5 gene results in a respiration deficiency and reduced levels of respiratory protein components
malfunction
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strains of Escherichia coli with mutations in the ubiE gene are not able to catalyze the carbon methylation reaction in the biosynthesis of ubiquinone (coenzyme Q) and menaquinone (vitamin K2), essential isoprenoid quinone components of the respiratory electron transport chain
malfunction
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ubiE mutant accumulate 2-methoxy-6-octaprenyl-1,4-benzoquinol
malfunction
in humans, mutations in several COQ genes cause primary Q deficiency, and a decrease in coenzyme Q biosynthesis is associated with mitochondrial, cardiovascular, kidney and neurodegenerative diseases
metabolism
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the broccoli BoCOQ5-2 methyltransferase gene is involved in the ubiquinone biosynthetic pathway
metabolism
Coq5 is an S-adenosyl methionine-dependent methyltransferase (SAM-MTase) that catalyzes the only C-methylation step in the coenzyme Q (CoQ) biosynthesis pathway, in which 2-methoxy-6-polyprenyl-1,4-benzoquinone (DDMQH2) is converted to 2-methoxy-5-methyl-6-polyprenyl-1,4-benzoquinone
physiological function
Coq5p catalyzes a step in ubiquinone biosynthesis and is essential for the stability and activity of other Coq polypeptides involved in Q biosynthesis (Coq3 and Coq4)
physiological function
expression of BoCOQ5-2 in bacteria or Arabidopsis increases seleniume volatilization and tolerance.
physiological function
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BoCOQ5-2 methyltransferase is a facilitator of selenium volatilization
physiological function
enzyme Coq5 catalyzes the only C-methylation involved in the biosynthesis of coenzymeQ(Q or ubiquinone) in humans
physiological function
chemical uncoupler carbonyl cyanide-p-trifluoromethoxyphenylhydrazone suppresses the COQ5 in mitochondrion and in cybrids with MERRF mutation, associated with decreased mitochondrial membrane potential and mitochondrial ATP production. Total CoQ10 levels are decreased under both conditions, but the ubiquinol-10:ubiquinone-10 ratio is increased in mutant cybrids. The expression of COQ5 is increased but COQ5 protein maturation is suppressed in the mutant cybrids
physiological function
the lack of COQ9 in Coq9Q95X middle-age mutant mice triggers the reduction of COQ7, COQ6 and COQ5, which results in an increase in life expectancy. The hepatic CoQ levels are not decreased and neither mitochondrial dysfunction or increased oxidative stress are observed in liver
additional information
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expression of BoCOQ5-2 stimulates Se volatilization in bacteria and plants
additional information
Coq5 displays a typical class I SAM-MTase structure with two minor variations beyond the core domain, both of which are considered to participate in dimerization and/or substrate recognition. Slight conformational changes at the active-site pocket are observed upon binding of SAM. Remodelling of the substrate-binding site, structure-based computational simulation, overview
additional information
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Coq5 displays a typical class I SAM-MTase structure with two minor variations beyond the core domain, both of which are considered to participate in dimerization and/or substrate recognition. Slight conformational changes at the active-site pocket are observed upon binding of SAM. Remodelling of the substrate-binding site, structure-based computational simulation, overview
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Lee, P.T.; Hsu, A.Y.; Ha, H.T.; Clarke, C.F.
A C-methyltransferase involved in both ubiquinone and menaquinone biosynthesis: isolation and identification of the Escherichia coli ubiE gene
J. Bacteriol.
179
1748-1754
1997
Escherichia coli
brenda
Hagerman, R.A.; Willis, R.A.
The yeast gene COQ5 is differentially regulated by Mig1p, Rtg3p and Hap2p
Biochim. Biophys. Acta
1578
51-58
2002
Saccharomyces cerevisiae
brenda
Hagerman, R.A.; Trotter, P.J.; Willis, R.A.
The regulation of COQ5 gene expression by energy source
Free Radic. Res.
36
485-490
2002
Saccharomyces cerevisiae
brenda
Young, I.G.; McCann, L.M.; Stroobant, P.; Gibson, F.
Characterization and genetic analysis of mutant strains of Escherichia coli K-12 accumulating the biquinone precursors 2-octaprenyl-6-methoxy-1,4-benzoquinone and 2-octaprenyl-3-methyl-6-methoxy-1,4-benzoquinone
J. Bacteriol.
105
769-778
1971
Escherichia coli K-12
brenda
Dibrov, E.; Robinson, K.M.; Lemire, B.D.
The COQ5 gene encodes a yeast mitochondrial protein necessary for ubiquinone biosynthesis and the assembly of the respiratory chain
J. Biol. Chem.
272
9175-9181
1997
Saccharomyces cerevisiae (P49017), Saccharomyces cerevisiae
brenda
Barkovich, R.J.; Shtanko, A.; Shepherd, J.A.; Lee, P.T.; Myles, D.C.; Tzagoloff, A.; Clarke, C.F.
Characterization of the COQ5 gene from Saccharomyces cerevisiae. Evidence for a C-methyltransferase in ubiquinone biosynthesis
J. Biol. Chem.
272
9182-918
1997
Saccharomyces cerevisiae (P49017)
brenda
Baba, S.W.; Belogrudov, G.I.; Lee, J.C.; Lee, P.T.; Strahan, J.; Shepherd, J.N.; Clarke, C.F.
Yeast Coq5 C-methyltransferase is required for stability of other polypeptides involved in coenzyme Q biosynthesis
J. Biol. Chem.
279
10052-10059
2004
Saccharomyces cerevisiae (P49017), Saccharomyces cerevisiae
brenda
Zhou, X.; Yuan, Y.; Yang, Y.; Rutzke, M.; Thannhauser, T.W.; Kochian, L.V.; Li, L.
Involvement of a broccoli COQ5 methyltransferase in the production of volatile selenium compounds
Plant Physiol.
151
528-540
2009
Brassica oleracea (C6ZH71)
brenda
Zhou, X.; Li, L.
Think outside the box: selenium volatilization altered by a broccoli gene in the ubiquinone biosynthetic pathway
Plant Signal. Behav.
5
76-77
2010
Brassica oleracea
brenda
Dai, Y.N.; Zhou, K.; Cao, D.D.; Jiang, Y.L.; Meng, F.; Chi, C.B.; Ren, Y.M.; Chen, Y.; Zhou, C.Z.
Crystal structures and catalytic mechanism of the C-methyltransferase Coq5 provide insights into a key step of the yeast coenzyme Q synthesis pathway
Acta Crystallogr. Sect. D
70
2085-2092
2014
Saccharomyces cerevisiae (P49017), Saccharomyces cerevisiae
brenda
Nguyen, T.P.; Casarin, A.; Desbats, M.A.; Doimo, M.; Trevisson, E.; Santos-Ocana, C.; Navas, P.; Clarke, C.F.; Salviati, L.
Molecular characterization of the human COQ5 C-methyltransferase in coenzyme Q10 biosynthesis
Biochim. Biophys. Acta
1841
1628-1638
2014
Homo sapiens (Q5HYK3), Homo sapiens
brenda
Yen, H.C.; Liu, Y.C.; Kan, C.C.; Wei, H.J.; Lee, S.H.; Wei, Y.H.; Feng, Y.H.; Chen, C.W.; Huang, C.C.
Disruption of the human COQ5-containing protein complex is associated with diminished coenzyme Q10 levels under two different conditions of mitochondrial energy deficiency
Biochim. Biophys. Acta
1860
1864-1876
2016
Homo sapiens (Q5HYK3)
brenda
Nam, M.; Jung, Y.; Ryu, D.; Hwang, G.
A metabolomics-driven approach reveals metabolic responses and mechanisms in the rat heart following myocardial infarction
Int. J. Cardiol.
227
239-246
2017
Rattus norvegicus (Q4G064)
brenda
Rodriguez-Hidalgo, M.; Luna-Sanchez, M.; Hidalgo-Gutierrez, A.; Barriocanal-Casado, E.; Mascaraque, C.; Acuna-Castroviejo, D.; Rivera, M.; Escames, G.; Lopez, L.
Reduction in the levels of CoQ biosynthetic proteins is related to an increase in lifespan without evidence of hepatic mitohormesis
Sci. Rep.
8
14013
2018
Mus musculus (Q9CXI0)
brenda
2.1.1.201 2-methoxy-6-polyprenyl-1,4-benzoquinol methylase
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