Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
twitter

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 [Lee97b].

A ubiE mutant accumulates 2-octaprenyl-6-methoxy-1,4-benzoquinone, an intermediate in ubiquinone (Q) biosynthesis [Young71a, Lee97b], and is unable to convert demethylmenaquinone (DMK) to menaquinone (MK), accumulating DMK [Wissenbach92, Lee97b]. 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, GOA01]
GO:0008757 - S-adenosylmethionine-dependent methyltransferase activity Inferred by computational analysis [Lee97b]
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

GOA01: GOA, DDB, FB, MGI, ZFIN (2001). "Gene Ontology annotation through association of InterPro records with GO terms."

Lee97b: 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 Sun Nov 23, 2014, biocyc14.