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discounted EARLY registration ends Dec 31, 2014
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discounted EARLY registration ends Dec 31, 2014
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discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Pathway: 3-phenylpropionate and 3-(3-hydroxyphenyl)propionate degradation

If an enzyme name is shown in bold, there is experimental evidence for this enzymatic activity.

Superclasses: Degradation/Utilization/Assimilation Aromatic Compounds Degradation
Superpathways

Some taxa known to possess this pathway include ? : Escherichia coli K-12 substr. MG1655

Expected Taxonomic Range: Proteobacteria

Summary:
This is one of only two aromatic-ring-cleavage pathways found in Escherichia coli (for the second one, see phenylacetate degradation I (aerobic)). That Escherichia coli can degrade aromatic acids suggests a wider natural distribution for Escherichia coli than the anaerobic environment of the animal gut. [Burlingame83] In the utilization of aromatic acids as a carbon and energy source, Escherichia coli employs a branched meta-cleavage pathway for the degradation of 3-phenylpropionate and 3-(3-hydroxyphenyl)propionate. Degradation of these two compounds ultimately yields succinate, acetaldehyde and pyruvate. Acetaldehyde is further metabolized to yield acetyl-CoA. The pathway has eight known steps, which makes it among the longest catabolic sequences in Escherichia coli. [Burlingame86, Bugg93, Ferrandez97]

Subpathways: 2-oxopentenoate degradation , 3-phenylpropanoate and 3-(3-hydroxyphenyl)propanoate degradation to 2-oxopent-4-enoate

Unification Links: EcoCyc:PWY0-1277

Credits:
Created 10-Jul-2006 by Caspi R , SRI International


References

Bugg93: Bugg TD (1993). "Overproduction, purification and properties of 2,3-dihydroxyphenylpropionate 1,2-dioxygenase from Escherichia coli." Biochim Biophys Acta 1993;1202(2);258-64. PMID: 8399388

Burlingame83: Burlingame R, Chapman PJ (1983). "Catabolism of phenylpropionic acid and its 3-hydroxy derivative by Escherichia coli." J Bacteriol 1983;155(1);113-21. PMID: 6345502

Burlingame86: Burlingame RP, Wyman L, Chapman PJ (1986). "Isolation and characterization of Escherichia coli mutants defective for phenylpropionate degradation." J Bacteriol 1986;168(1);55-64. PMID: 3531186

Ferrandez97: Ferrandez A, Garcia JL, Diaz E (1997). "Genetic characterization and expression in heterologous hosts of the 3-(3-hydroxyphenyl)propionate catabolic pathway of Escherichia coli K-12." J Bacteriol 1997;179(8);2573-81. PMID: 9098055

Other References Related to Enzymes, Genes, Subpathways, and Substrates of this Pathway

Acebron09: Acebron SP, Martin I, del Castillo U, Moro F, Muga A (2009). "DnaK-mediated association of ClpB to protein aggregates. A bichaperone network at the aggregate surface." FEBS Lett 583(18);2991-6. PMID: 19698713

Aemprapa98: Aemprapa S, Williams PA (1998). "Implications of the xylQ gene of TOL plasmid pWW102 for the evolution of aromatic catabolic pathways." Microbiology 144 ( Pt 5);1387-96. PMID: 9611813

Aristarkhov96: Aristarkhov A, Mikulskis A, Belasco JG, Lin EC (1996). "Translation of the adhE transcript to produce ethanol dehydrogenase requires RNase III cleavage in Escherichia coli." J Bacteriol 178(14);4327-32. PMID: 8763968

Boxhammer08: Boxhammer S, Glaser S, Kuhl A, Wagner AK, Schmidt CL (2008). "Characterization of the recombinant Rieske [2Fe-2S] proteins HcaC and YeaW from E. coli." Biometals 21(4):459-67. PMID: 18286376

BRENDA14: BRENDA team (2014). "Imported from BRENDA version existing on Aug 2014." http://www.brenda-enzymes.org.

Burlingame83a: Burlingame R, Chapman PJ (1983). "Stereospecificity in meta-fission catabolic pathways." J Bacteriol 155(1);424-6. PMID: 6345511

Cavin97: Cavin JF, Barthelmebs L, Divies C (1997). "Molecular characterization of an inducible p-coumaric acid decarboxylase from Lactobacillus plantarum: gene cloning, transcriptional analysis, overexpression in Escherichia coli, purification, and characterization." Appl Environ Microbiol 63(5);1939-44. PMID: 9143125

Chen91c: Chen YM, Lin EC (1991). "Regulation of the adhE gene, which encodes ethanol dehydrogenase in Escherichia coli." J Bacteriol 173(24);8009-13. PMID: 1744060

Clark80: Clark DP, Cronan JE (1980). "Acetaldehyde coenzyme A dehydrogenase of Escherichia coli." J Bacteriol 144(1);179-84. PMID: 6998946

Clark89: Clark DP (1989). "The fermentation pathways of Escherichia coli." FEMS Microbiol Rev 1989;5(3);223-34. PMID: 2698228

Dailly00: Dailly YP, Bunch P, Clark DP (2000). "Comparison of the fermentative alcohol dehydrogenases of Salmonella typhimurium and Escherichia coli." Microbios 103(406);179-96. PMID: 11131810

Dellomonaco11: Dellomonaco C, Clomburg JM, Miller EN, Gonzalez R (2011). "Engineered reversal of the β-oxidation cycle for the synthesis of fuels and chemicals." Nature 476(7360);355-9. PMID: 21832992

Diaz98: Diaz E, Ferrandez A, Garcia JL (1998). "Characterization of the hca cluster encoding the dioxygenolytic pathway for initial catabolism of 3-phenylpropionic acid in Escherichia coli K-12." J Bacteriol 1998;180(11);2915-23. PMID: 9603882

DiazMejia09: Diaz-Mejia JJ, Babu M, Emili A (2009). "Computational and experimental approaches to chart the Escherichia coli cell-envelope-associated proteome and interactome." FEMS Microbiol Rev 33(1);66-97. PMID: 19054114

Dunn05: Dunn G, Montgomery MG, Mohammed F, Coker A, Cooper JB, Robertson T, Garcia JL, Bugg TD, Wood SP (2005). "The structure of the C-C bond hydrolase MhpC provides insights into its catalytic mechanism." J Mol Biol 346(1);253-65. PMID: 15663942

Eaton96: Eaton RW (1996). "p-Cumate catabolic pathway in Pseudomonas putida Fl: cloning and characterization of DNA carrying the cmt operon." J Bacteriol 1996;178(5);1351-62. PMID: 8631713

Echave03: Echave P, Tamarit J, Cabiscol E, Ros J (2003). "Novel antioxidant role of alcohol dehydrogenase E from Escherichia coli." J Biol Chem 278(32);30193-8. PMID: 12783863

Fischer13: Fischer B, Boutserin S, Mazon H, Collin S, Branlant G, Gruez A, Talfournier F (2013). "Catalytic properties of a bacterial acylating acetaldehyde dehydrogenase: evidence for several active oligomeric states and coenzyme A activation upon binding." Chem Biol Interact 202(1-3);70-7. PMID: 23237860

Fleming00: Fleming SM, Robertson TA, Langley GJ, Bugg TD (2000). "Catalytic mechanism of a C-C hydrolase enzyme: evidence for a gem-diol intermediate, not an acyl enzyme." Biochemistry 39(6);1522-31. PMID: 10684634

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

Showing only 20 references. To show more, press the button "Show all references".


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 Wed Nov 26, 2014, biocyc13.