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discounted EARLY registration ends Dec 31, 2014
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
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MetaCyc Enzyme: bifunctional 2-octaprenyl-6-methoxy-1,4-benzoquinone methylase and S-adenosylmethionine:2-DMK methyltransferase

Gene: ubiE Accession Numbers: EG11473 (MetaCyc), b3833, ECK3827

Synonyms: yigO

Species: Escherichia coli K-12 substr. MG1655

Summary:
The ubiE gene product, a C-methyltransferase, catalyzes reactions in both ubiquinone (Q) and menaquinone (MK) biosynthesis. Q biosynthesis and MK biosynthesis diverge after the formation of chorismate and the pathways proceed independently except for the C methylation step. In Q biosynthesis, UbiE catalyzes the conversion of 2-octaprenyl-6-methoxy-1,4-benzoquinone to 2-octaprenyl-3-methyl-6-methoxy-1,4-benzoquinone. In MK biosynthesis, UbiE catalyzes the conversion of demethylmenaquinone to menaquinone [Lee97c].

A ubiE mutant accumulates 2-octaprenyl-6-methoxy-1,4-benzoquinone, an intermediate in ubiquinone (Q) biosynthesis [Young71a, Lee97c], and is unable to convert demethylmenaquinone (DMK) to menaquinone (MK), accumulating DMK [Wissenbach92, Lee97c]. A ubiE mutant strain thus does not contain Q and MK, but does contain DMK, and is able to grow on non-fermentable substrates like glucose, as well as grow by respiration using fumarate, TMAO and DMSO, but not nitrate [Wissenbach92].

The ubiE, yigP, and ubiB genes appear to form an operon [Poon00].

ubiE, ubiF, ubiX, ubiG, and ubiH mutants from the Keio K-12 mutant collection showed elevated resistance to the broad-spectrum antibiotic D-cycloserine (DCS) when grown in complex media, suggesting that they may be involved in DCS sensitivity [Baisa13].

Reviews: [Meganathan01a, Meganathan01]

Map Position: [4,016,878 -> 4,017,633]

Molecular Weight of Polypeptide: 28.073 kD (from nucleotide sequence)

Unification Links: ASAP:ABE-0012534 , DIP:DIP-31831N , EchoBASE:EB1441 , EcoGene:EG11473 , EcoliWiki:b3833 , Mint:MINT-1243319 , ModBase:P0A887 , OU-Microarray:b3833 , PortEco:ubiE , PR:PRO_000024157 , Pride:P0A887 , Protein Model Portal:P0A887 , RefSeq:YP_026269 , RegulonDB:EG11473 , SMR:P0A887 , String:511145.b3833 , UniProt:P0A887

Relationship Links: InterPro:IN-FAMILY:IPR004033 , InterPro:IN-FAMILY:IPR023576 , InterPro:IN-FAMILY:IPR025765 , Panther:IN-FAMILY:PTHR10108:SF24 , Pfam:IN-FAMILY:PF01209 , Prosite:IN-FAMILY:PS01183 , Prosite:IN-FAMILY:PS01184 , Prosite:IN-FAMILY:PS51608

Gene-Reaction Schematic: ?

GO Terms:

Biological Process: GO:0006744 - ubiquinone biosynthetic process Inferred from experiment Inferred by computational analysis [UniProtGOA12, UniProtGOA11, Young71a]
GO:0009234 - menaquinone biosynthetic process Inferred from experiment Inferred by computational analysis [UniProtGOA12, UniProtGOA11, Wissenbach92]
GO:0032259 - methylation Inferred by computational analysis [UniProtGOA11]
Molecular Function: GO:0043333 - 2-octaprenyl-6-methoxy-1,4-benzoquinone methyltransferase activity Inferred from experiment [Wissenbach92]
GO:0008168 - methyltransferase activity Inferred by computational analysis [UniProtGOA11, GOA01a]
GO:0008757 - S-adenosylmethionine-dependent methyltransferase activity Inferred by computational analysis [Lee97c]
GO:0016740 - transferase activity Inferred by computational analysis [UniProtGOA11]

MultiFun Terms: metabolism biosynthesis of building blocks cofactors, small molecule carriers menaquinone, ubiquinone
metabolism energy metabolism, carbon aerobic respiration
metabolism energy metabolism, carbon anaerobic respiration

Credits:
Imported from EcoCyc 16-Sep-2014 by Paley S , SRI International


Enzymatic reaction of: S-adenosylmethionine:2-demethylquinol-8 methyltransferase (bifunctional 2-octaprenyl-6-methoxy-1,4-benzoquinone methylase and S-adenosylmethionine:2-DMK methyltransferase)

Synonyms: S-adenosylmethionine:2-demethylmenaquinone methyltransferase

S-adenosyl-L-methionine + demethylmenaquinol-8 <=> S-adenosyl-L-homocysteine + menaquinol-8 + H+

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the Enzyme Commission system.

The reaction is physiologically favored in the direction shown.

In Pathways: superpathway of chorismate metabolism , superpathway of menaquinol-8 biosynthesis I , menaquinol-8 biosynthesis

Credits:
Imported from EcoCyc 16-Sep-2014 by Paley S , SRI International


Enzymatic reaction of: 2-octaprenyl-6-methoxy-1,4-benzoquinone methylase

2-methoxy-6-all trans-octaprenyl-2-methoxy-1,4-benzoquinol + S-adenosyl-L-methionine <=> S-adenosyl-L-homocysteine + 6-methoxy-3-methyl-2-all-trans-octaprenyl-1,4-benzoquinol + H+

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the Enzyme Commission system.

The reaction is physiologically favored in the direction shown.

In Pathways: superpathway of chorismate metabolism , superpathway of ubiquinol-8 biosynthesis (prokaryotic) , ubiquinol-8 biosynthesis (prokaryotic)

Credits:
Imported from EcoCyc 16-Sep-2014 by Paley S , SRI International


Sequence Features

Feature Class Location Citations Comment
Mutagenesis-Variant 142
[UniProt10a]
Alternate sequence: D; UniProt: In ubiE401; defective;

History:
3/2/1998 (pkarp) Merged genes G210/EG11473 and EG11473/ubiE
10/20/97 Gene b3833 from Blattner lab Genbank (v. M52) entry merged into EcoCyc gene EG11473; confirmed by SwissProt match.


References

Baisa13: Baisa G, Stabo NJ, Welch RA (2013). "Characterization of Escherichia coli D-cycloserine transport and resistant mutants." J Bacteriol 195(7);1389-99. PMID: 23316042

GOA01a: GOA, DDB, FB, MGI, ZFIN (2001). "Gene Ontology annotation through association of InterPro records with GO terms."

Lee97c: Lee PT, Hsu AY, Ha HT, Clarke CF (1997). "A C-methyltransferase involved in both ubiquinone and menaquinone biosynthesis: isolation and identification of the Escherichia coli ubiE gene." J Bacteriol 1997;179(5);1748-54. PMID: 9045837

Meganathan01: Meganathan R (2001). "Biosynthesis of menaquinone (vitamin K2) and ubiquinone (coenzyme Q): a perspective on enzymatic mechanisms." Vitam Horm 61;173-218. PMID: 11153266

Meganathan01a: Meganathan R (2001). "Ubiquinone biosynthesis in microorganisms." FEMS Microbiol Lett 203(2);131-9. PMID: 11583838

Poon00: Poon WW, Davis DE, Ha HT, Jonassen T, Rather PN, Clarke CF (2000). "Identification of Escherichia coli ubiB, a gene required for the first monooxygenase step in ubiquinone biosynthesis." J Bacteriol 2000;182(18);5139-46. PMID: 10960098

UniProt10a: UniProt Consortium (2010). "UniProt version 2010-11 released on 2010-11-02 00:00:00." Database.

UniProtGOA11: UniProt-GOA (2011). "Gene Ontology annotation based on manual assignment of UniProtKB keywords in UniProtKB/Swiss-Prot entries."

UniProtGOA12: UniProt-GOA (2012). "Gene Ontology annotation based on UniPathway vocabulary mapping."

Wissenbach92: Wissenbach U, Ternes D, Unden G (1992). "An Escherichia coli mutant containing only demethylmenaquinone, but no menaquinone: effects on fumarate, dimethylsulfoxide, trimethylamine N-oxide and nitrate respiration." Arch Microbiol 1992;158(1);68-73. PMID: 1444716

Young71a: Young IG, McCann LM, Stroobant P, Gibson F (1971). "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 1971;105(3);769-78. PMID: 4323297


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Sat Dec 20, 2014, BIOCYC14A.