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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
for maintenance.
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
for maintenance.
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MetaCyc Pathway: superpathway of phenylalanine biosynthesis

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

Superclasses: Biosynthesis Amino Acids Biosynthesis
Superpathways

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

Expected Taxonomic Range: Bacteria

Summary:
The aromatic amino acid L-phenylalanine is biosynthesized from the principal precursors D-erythrose 4-phosphate and phosphoenolpyruvate via chorismate, a common precursor of many aromatic compounds including L-tyrosine, L-tryptophan, and several other essential compunds, as shown in the superpathway of chorismate metabolism.

For more information regarding L-phenylalanine biosynthesis see phenylalanine biosynthesis I.

Subpathways: phenylalanine biosynthesis I , chorismate biosynthesis I , chorismate biosynthesis from 3-dehydroquinate , 3-dehydroquinate biosynthesis I

Credits:
Created 30-Sep-2010 by Caspi R , SRI International


References

Weigent76: Weigent DA, Nester EW (1976). "Purification and properties of two aromatic aminotransferases in Bacillus subtilis." J Biol Chem 1976;251(22);6974-80. PMID: 11213

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

AbdelMeguid85: Abdel-Meguid SS, Smith WW, Bild GS (1985). "Crystallization of 5-enolpyruvylshikimate 3-phosphate synthase from Escherichia coli." J Mol Biol 186(3);673. PMID: 3912512

Adachi08: Adachi O, Ano Y, Toyama H, Matsushita K (2008). "A novel 3-dehydroquinate dehydratase catalyzing extracellular formation of 3-dehydroshikimate by oxidative fermentation of Gluconobacter oxydans IFO 3244." Biosci Biotechnol Biochem 72(6);1475-82. PMID: 18540103

Adelberg53: Adelberg EA, Umbarger HE (1953). "Isoleucine and valine metabolism in Escherichia coli. V. alpha-Ketoisovaleric acid accumulation." J Biol Chem 205(1);475-82. PMID: 13117924

Akowski97: Akowski JP, Bauerle R (1997). "Steady-state kinetics and inhibitor binding of 3-deoxy-D-arabino-heptulosonate-7-phosphate synthase (tryptophan sensitive) from Escherichia coli." Biochemistry 1997;36(50);15817-22. PMID: 9398312

Almo94: Almo SC, Smith DL, Danishefsky AT, Ringe D (1994). "The structural basis for the altered substrate specificity of the R292D active site mutant of aspartate aminotransferase from E. coli." Protein Eng 7(3);405-12. PMID: 7909946

Anderson88: Anderson KS, Sikorski JA, Johnson KA (1988). "Evaluation of 5-enolpyruvoylshikimate-3-phosphate synthase substrate and inhibitor binding by stopped-flow and equilibrium fluorescence measurements." Biochemistry 1988;27(5);1604-10. PMID: 3284585

Anton88: Anton IA, Coggins JR (1988). "Sequencing and overexpression of the Escherichia coli aroE gene encoding shikimate dehydrogenase." Biochem J 1988;249(2);319-26. PMID: 3277621

Arifuzzaman06: Arifuzzaman M, Maeda M, Itoh A, Nishikata K, Takita C, Saito R, Ara T, Nakahigashi K, Huang HC, Hirai A, Tsuzuki K, Nakamura S, Altaf-Ul-Amin M, Oshima T, Baba T, Yamamoto N, Kawamura T, Ioka-Nakamichi T, Kitagawa M, Tomita M, Kanaya S, Wada C, Mori H (2006). "Large-scale identification of protein-protein interaction of Escherichia coli K-12." Genome Res 16(5);686-91. PMID: 16606699

Baasov89: Baasov T, Knowles JR (1989). "Is the first enzyme of the shikimate pathway, 3-deoxy-D-arabino-heptulosonate-7-phosphate synthase (tyrosine sensitive), a copper metalloenzyme?." J Bacteriol 171(11);6155-60. PMID: 2572582

BaezViveros04: Baez-Viveros JL, Osuna J, Hernandez-Chavez G, Soberon X, Bolivar F, Gosset G (2004). "Metabolic engineering and protein directed evolution increase the yield of L-phenylalanine synthesized from glucose in Escherichia coli." Biotechnol Bioeng 87(4);516-24. PMID: 15286989

Baldwin81: Baldwin GS, Davidson BE (1981). "A kinetic and structural comparison of chorismate mutase/prephenate dehydratase from mutant strains of Escherichia coli K 12 defective in the PheA gene." Arch Biochem Biophys 1981;211(1);66-75. PMID: 7030214

Baldwin83: Baldwin GS, Davidson BE (1983). "Kinetic studies on the mechanism of chorismate mutase/prephenate dehydratase from Escherichia coli K12." Biochim Biophys Acta 1983;742(2);374-83. PMID: 6337635

Benach03: Benach J, Lee I, Edstrom W, Kuzin AP, Chiang Y, Acton TB, Montelione GT, Hunt JF (2003). "The 2.3-A crystal structure of the shikimate 5-dehydrogenase orthologue YdiB from Escherichia coli suggests a novel catalytic environment for an NAD-dependent dehydrogenase." J Biol Chem 278(21);19176-82. PMID: 12624088

Bender89: Bender SL, Mehdi S, Knowles JR (1989). "Dehydroquinate synthase: the role of divalent metal cations and of nicotinamide adenine dinucleotide in catalysis." Biochemistry 28(19);7555-60. PMID: 2514789

Bentley90: Bentley R (1990). "The shikimate pathway--a metabolic tree with many branches." Crit Rev Biochem Mol Biol 25(5);307-84. PMID: 2279393

Berlyn69: Berlyn MB, Giles NH (1969). "Organization of enzymes in the polyaromatic synthetic pathway: separability in bacteria." J Bacteriol 99(1);222-30. PMID: 4979440

Berti09: Berti PJ, Chindemi P (2009). "Catalytic residues and an electrostatic sandwich that promote enolpyruvyl shikimate 3-phosphate synthase (AroA) catalysis." Biochemistry 48(17);3699-707. PMID: 19271774

Birolo95: Birolo L, Sandmeier E, Christen P, John RA (1995). "The roles of Tyr70 and Tyr225 in aspartate aminotransferase assessed by analysing the effects of mutations on the multiple reactions of the substrate analogue serine o-sulphate." Eur J Biochem 232(3);859-64. PMID: 7588727

Birolo99: Birolo L, Malashkevich VN, Capitani G, De Luca F, Moretta A, Jansonius JN, Marino G (1999). "Functional and structural analysis of cis-proline mutants of Escherichia coli aspartate aminotransferase." Biochemistry 38(3);905-13. PMID: 9893985

Bondinell71: Bondinell WE, Vnek J, Knowles PF, Sprecher M, Sprinson DB (1971). "On the mechanism of 5-enolpyruvylshikimate 3-phosphate synthetase." J Biol Chem 1971;246(20);6191-6. PMID: 4942558

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 Mon Dec 22, 2014, biocyc12.