Purdue University Logo
Department of Horticulture and Landscape Architecture
 
Horticulture Home Page
Agriculture Home Page
Purdue Home Page
Blackboard
HORT640 Home Page
N Use By Plants
Nitrate Assimilation
Ammonia Assimilation
Glu, Gln, Asn, Gly, Ser
Aminotransferases
Asp, Ala, GABA
Val, Leu, Ileu, Thr, Lys
Pro, Arg, Orn
Polyamines
Non-protein AAs
Alkaloids
Sulfate Assimilation
Cys, Met, AdoMet, ACC
His, Phe, Tyr, Tryp
Secondary Products
Onium Compounds
Enzymes
Methods
Simulation
References
HORT640 - Metabolic Plant Physiology

References, prephenate or arogenate

Ahmad S, Jensen RA. The prephenate dehydrogenase component of the bifunctional T-protein in enteric bacteria can utilize L-arogenate. FEBS Lett. 216: 133-139 (1987).

Ahmad S, Jensen RA. A simple spectrophotometric assay for arogenate dehydratase. Anal. Biochem. 163: 107-111 (1987).

Ahmad S, Jensen RA. The phylogenetic origin of the bifunctional tyrosine-pathway protein in the enteric lineage of bacteria. Mol. Biol. Evol. 5: 282-297 (1988).

Berry A, Ahmad S, Liss A, Jensen RA. Enzymological features of aromatic amino acid biosynthesis reflect the phylogeny of mycoplasmas. J. Gen. Microbiol. 133: 2147-2154 (1987).

Berry A, Bhatnagar RK, Jensen RA. Enzymic basis for leakiness of auxotrophs for phenylalanine in Pseudomonas aeruginosa. J. Gen. Microbiol. 133: 3257-3263 (1987).

Berry A, Jensen RA, Hendry AT. Enzymic arrangement and allosteric regulation of the aromatic amino acid pathway in Neisseria gonorrhoeae. Arch. Microbiol. 149: 87-94 (1987).

Blumenstock E, Salcher O, Lingens F. Regulation of phenylalanine and tyrosine biosynthesis in Pseudomonas aureofaciens ATCC 15926. J. Gen. Microbiol. 117: 81-87 (1980).

Bode R, Melo C, Birnbaum D. Absolute dependence of phenylalanine and tyrosine biosynthetic enzyme on tryptophan in Candida maltosa. Hoppe Seylers Z. Physiol. Chem. 365: 799-803 (1984).

Bonner C, Jensen R. Prephenate aminotransferase. Methods Enzymol. 142: 479-487 (1987).

Bonner C, Jensen R. Arogenate dehydrogenase. Methods Enzymol. 142: 488-494 (1987).

Bonner CA, Fischer RS, Ahmad S, Jensen RA. Remnants of an ancient pathway to L-phenylalanine and L-tyrosine in enteric bacteria: evolutionary implications and biotechnological impact. Appl. Environ. Microbiol. 56: 3741-3747 (1990).

Bonner CA, Jensen RA. Novel features of prephenate aminotransferase from cell cultures of Nicotiana silvestris. Arch. Biochem. Biophys. 238: 237-246 (1985).

Byng GS, Berry A, Jensen RA. Evolutionary implications of features of aromatic amino acid biosynthesis in the genus Acinetobacter. Arch. Microbiol. 143: 122-129 (1985).

Byng GS, Whitaker RJ, Gherna RL, Jensen RA. Variable enzymological patterning in tyrosine biosynthesis as a means of determining natural relatedness among the Pseudomonadaceae. J. Bacteriol. 144: 247-257 (1980).

Byng GS, Whitaker RJ, Jensen RA. Evolution of L-phenylalanine biosynthesis in rRNA homology group I of Pseudomonas. Arch. Microbiol. 136: 163-168 (1983).

Byng GS, Whitaker RJ, Shapiro CL, Jensen RA. The aromatic amino acid pathway branches at L-arogenate in Euglena gracilis. Mol. Cell Biol. 1: 426-438 (1981).

Chavez-Bejar MI, Lara AR, Lopez H, Hernandez-Chavez G, Martinez A, Ramirez OT, Bolívar F, Gosset G. Metabolic engineering of Escherichia coli for L-tyrosine production by expression of genes coding for the chorismate mutase domain of the native chorismate mutase-prephenate dehydratase and a cyclohexadienyl dehydrogenase from Zymomonas mobilis. Appl. Environ. Microbiol. 74: 3284-3290 (2008).

Chen S, Vincent S, Wilson DB, Ganem B. Mapping of chorismate mutase and prephenate dehydrogenase domains in the Escherichia coli T-protein. Eur. J. Biochem. 270: 757-763 (2003).

Cho MH, Corea OR, Yang H, Bedgar DL, Laskar DD, Anterola AM, Moog-Anterola FA, Hood RL, Kohalmi SE, Bernards MA, Kang C, Davin LB, Lewis NG. Phenylalanine biosynthesis in Arabidopsis thaliana: identification and characterization of arogenate dehydratases. J. Biol. Chem. 282: 30827-30835 (2007).

Christendat D, Turnbull JL. Identifying groups involved in the binding of prephenate to prephenate dehydrogenase from Escherichia coli. Biochemistry 38: 4782-4793 (1999).

Christopherson RI. Partial inactivation of chorismate mutase-prephenate dehydrogenase from Escherichia coli in the presence of analogues of chorismate. Int. J. Biochem. Cell Biol. 29: 589-594 (1997).

Connelly JA, Conn EE. Tyrosine biosynthesis in Sorghum bicolor: isolation and regulatory properties of arogenate dehydrogenase. Z. Naturforsch. [C] 41: 69-78 (1986).

Connelly JA, Siehl DL. Purification of chorismate, prephenate, and arogenate by HPLC. Methods Enzymol. 142: 422-431 (1987).

Eberhard J, Ehrler TT, Epple P, Felix G, Raesecke HR, Amrhein N, Schmid J. Cytosolic and plastidic chorismate mutase isozymes from Arabidopsis thaliana: molecular characterization and enzymatic properties. Plant J. 10: 815-821 (1996).

Ehlting J, Mattheus N, Aeschliman DS, Li E, Hamberger B, Cullis IF, Zhuang J, Kaneda M, Mansfield SD, Samuels L, Ritland K, Ellis BE, Bohlmann J, Douglas CJ. Global transcript profiling of primary stems from Arabidopsis thaliana identifies candidate genes for missing links in lignin biosynthesis and transcriptional regulators of fiber differentiation. Plant J. 42: 618-640 (2005).

Fazel AM, Bowen JR, Jensen RA. Arogenate (pretyrosine) is an obligatory intermediate of L-tyrosine biosynthesis: confirmation in a microbial mutant. Proc. Natl. Acad. Sci. U.S.A. 77: 1270-1273 (1980).

Fischer R, Jensen R. Arogenate dehydratase. Methods Enzymol. 142: 495-502 (1987).

Fiske MJ, Kane JF. Regulation of phenylalanine biosynthesis in Rhodotorula glutinis. J. Bacteriol. 160: 676-681 (1984).

Fiske MJ, Whitaker RJ, Jensen RA. Hidden overflow pathway to L-phenylalanine in Pseudomonas aeruginosa. J. Bacteriol. 154: 623-631 (1983).

Gaille C, Kast P, Haas D. Salicylate biosynthesis in Pseudomonas aeruginosa. Purification and characterization of PchB, a novel bifunctional enzyme displaying isochorismate pyruvate-lyase and chorismate mutase activities. J. Biol. Chem. 277: 21768-21775 (2002).

Gething MJ, Davidson BE. Chorismate mutase/prephenate dehydratase from Escherichia coli K12. 2. Evidence for identical subunits catalysing the two activities. Eur. J. Biochem. 71: 327-336 (1976).

Hall GC, Flick MB, Gherna RL, Jensen RA. Biochemical diversity for biosynthesis of aromatic amino acids among the cyanobacteria. J. Bacteriol. 149: 65-78 (1982).

Hund HK, Bar G, Lingens F. Purification and properties of arogenate dehydrogenase from Actinoplanes missouriensis. Z. Naturforsch. [C] 44: 797-801 (1989).

Jensen R, Fischer R. The postprephenate biochemical pathways to phenylalanine and tyrosine: an overview. Methods Enzymol. 142: 472-478 (1987).

Jung E, Zamir LO, Jensen RA. Chloroplasts of higher plants synthesize L-phenylalanine via L-arogenate. Proc. Natl. Acad. Sci. U.S.A. 83: 7231-7235 (1986).

Kast P, Asif-Ullah M, Jiang N, Hilvert D. Exploring the active site of chorismate mutase by combinatorial mutagenesis and selection: the importance of electrostatic catalysis. Proc. Natl. Acad. Sci. U.S.A. 93: 5043-5048 (1996).

Keller B, Keller E, Gorisch H, Lingens F. Biosynthesis of phenylalanine and tyrosine in Streptomycetes. Hoppe Seylers Z. Physiol. Chem. 364: 455-459 (1983).

Keller B, Keller E, Lingens F. Arogenate dehydrogenase from Streptomyces phaeochromogenes. Purification and properties. Biol. Chem. Hoppe Seyler 366: 1063-1066 (1985).

Keller B, Keller E, Salcher O, Lingens F. Arogenate (pretyrosine) pathway of tyrosine and phenylalanine biosynthesis in Pseudomonas aureofaciens ATCC 15926. J. Gen. Microbiol. 128: 1199-1202 (1982).

Koll P, Bode R, Birnbaum D. Regulation of metabolic branch points of aromatic amino acid biosynthesis in Pichia guilliermondii. J. Basic Microbiol. 28: 619-627 (1988).

Kuroki GW, Conn EE. Purification and characterization of an inducible aromatic amino acid-sensitive form of chorismate mutase from Solanum tuberosum L. tubers. Arch. Biochem. Biophys. 260: 616-621 (1988).

Lambert KN, Allen KD, Sussex IM. Cloning and characterization of an esophageal-gland-specific chorismate mutase from the phytoparasitic nematode Meloidogyne javanica. Mol. Plant Microbe Interact. 12: 328-336 (1999).

Lingens F, Keller E. Biosynthesis of phenylalanine and tyrosine: arogenic acid, a new intermediate product. Naturwissenschaften 70: 115-118 (1983).

Marti S, Roca M, Andres J, Moliner V, Silla E, Tunon I, Bertran J. Theoretical insights in enzyme catalysis. Chem. Soc. Rev. 33: 98-107 (2004).

Mattei P, Kast P, Hilvert D. Bacillus subtilis chorismate mutase is partially diffusion-controlled. Eur. J. Biochem. 261: 25-32 (1999).

Mayer E, Waldner-Sander S, Keller B, Keller E, Lingens F. Purification of arogenate dehydrogenase from Phenylobacterium immobile. FEBS Lett. 179: 208-212 (1985).

Nelms J, Edwards RM, Warwick J, Fotheringham I. Novel mutations in the pheA gene of Escherichia coli K-12 which result in highly feedback inhibition-resistant variants of chorismate mutase/prephenate dehydratase. Appl. Environ. Microbiol. 58: 2592-2598 (1992).

Pohnert G, Zhang S, Husain A, Wilson DB, Ganem B. Regulation of phenylalanine biosynthesis. Studies on the mechanism of phenylalanine binding and feedback inhibition in the Escherichia coli P-protein. Biochemistry 38: 12212-12217 (1999).

Powell JT, Morrison JF. Enzyme-enzyme interaction and the biosynthesis of aromatic amino acids in Escherichia coli. Biochim. Biophys. Acta 568: 467-474 (1979).

Razal RA, Ellis S, Singh S, Lewis NG, Towers GHN. Nitrogen recycling in phenylpropanoid metabolism. Phytochemistry 41: 31-35 (1996).

Rippert P, Matringe M. Molecular and biochemical characterization of an Arabidopsis thaliana arogenate dehydrogenase with two highly similar and active protein domains. Plant Mol. Biol. 48: 361-368 (2002).

Rippert P, Matringe M. Purification and kinetic analysis of the two recombinant arogenate dehydrogenase isoforms of Arabidopsis thaliana. Eur. J. Biochem. 269: 4753-4761 (2002).

Rippert P, Puyaubert J, Grisollet D, Derrier L, Matringe M. Tyrosine and phenylalanine are synthesized within the plastids in Arabidopsis. Plant Physiol. 149: 1251-1260 (2009).

Rippert P, Scimemi C, Dubald M, Matringe M. Engineering plant shikimate pathway for production of tocotrienol and improving herbicide resistance. Plant Physiol. 134: 92-100 (2004).

Roisch U, Lingens F. The mechanism of action of the herbicide N-(phosphonomethyl)glycine: its effect on the growth and the enzymes of aromatic amino acid biosynthesis in Escherichia coli. Hoppe Seylers Z. Physiol. Chem. 361: 1049-1058 (1980).

Schmidheini T, Mosch HU, Evans JN, Braus G. Yeast allosteric chorismate mutase is locked in the activated state by a single amino acid substitution. Biochemistry 29: 3660-3668 (1990).

Schnappauf G, Strater N, Lipscomb WN, Braus GH. A glutamate residue in the catalytic center of the yeast chorismate mutase restricts enzyme activity to acidic conditions. Proc. Natl. Acad. Sci. U.S.A. 94: 8491-8496 (1997).

Shapiro CL, Jensen RA, Wilson KA, Bowen JR. An assay for activity of arogenate dehydratase base upon the selective oxidation of arogenate. Anal. Biochem. 110: 27-30 (1981).

Shiio I, Sugimoto S. Altered prephenate dehydratase in phenylalanine-excreting mutants of Brevibacterium flavum. J. Biochem. (Tokyo) 79: 173-183 (1976).

Siehl DL, Conn EE. Kinetic and regulatory properties of arogenate dehydratase in seedlings of Sorghum bicolor (L.) Moench. Arch. Biochem. Biophys. 260: 822-829 (1988).

Siehl DL, Connelly JA, Conn EE. Tyrosine biosynthesis in Sorghum bicolor: characteristics of prephenate aminotransferase. Z. Naturforsch. [C] 41: 79-86 (1986).

Speth AR, Hund HK, Lingens F. Terminal phenylalanine and tyrosine biosynthesis of Microtetraspora glauca. Biol. Chem. Hoppe Seyler 370: 591-599 (1989).

Strater N, Schnappauf G, Braus G, Lipscomb WN. Mechanisms of catalysis and allosteric regulation of yeast chorismate mutase from crystal structures. Structure 5: 1437-1452 (1997).

Subramaniam P, Bhatnagar R, Hooper A, Jensen RA. The dynamic progression of evolved character states for aromatic amino acid biosynthesis in gram-negative bacteria. Microbiology 140: 3431-3440 (1994).

Sun W, Shahinas D, Bonvin J, Hou W, Kimber MS, Turnbull J, Christendat D. The crystal structure of Aquifex aeolicus prephenate dehydrogenase reveals the mode of tyrosine inhibition. J. Biol. Chem. 284: 13223-13232 (2009).

Turnbull J, Cleland WW, Morrison JF. Chorismate mutase-prephenate dehydrogenase from Escherichia coli. 1. Kinetic characterization of the dehydrogenase reaction by use of alternative substrates. Biochemistry 29: 10245-10254 (1990).

Tzin V, Malitsky S, Aharoni A, Galili G. Expression of a bacterial bi-functional chorismate mutase/prephenate dehydratase modulates primary and secondary metabolism associated with aromatic amino acids in Arabidopsis. Plant J. Jun 6 [Epub ahead of print] (2009).

Waldner-Sander S, Keller B, Keller E, Lingens F. Biosynthesis of phenylalanine and tyrosine in Flavobacteria. Hoppe Seylers Z. Physiol. Chem. 364: 1467-1473 (1983).

Warpeha KM, Lateef SS, Lapik Y, Anderson M, Lee BS, Kaufman LS. G-protein-coupled receptor 1, G-protein Galpha-subunit 1, and prephenate dehydratase 1 are required for blue light-induced production of phenylalanine in etiolated Arabidopsis. Plant Physiol. 140: 844-855 (2006).

Weigent DA, Nester EW. Regulation of histidinol phosphate aminotransferase synthesis by tryptophan in Bacillus subtilis. J. Bacteriol. 128: 202-211 (1976).

Werner I, Bacher A, Eisenreich W. Retrobiosynthetic NMR studies with 13C-labeled glucose. Formation of gallic acid in plants and fungi. J. Biol. Chem. 272: 25474-25482 (1997).

Whitaker RJ, Berry A, Byng GS, Fiske MJ, Jensen RA. Clues from Xanthomonas campestris about the evolution of aromatic biosynthesis and its regulation. J. Mol. Evol. 21: 139-149 (1984).

Wittmann C, Hans M, Bluemke W. Metabolic physiology of aroma-producing Kluyveromyces marxianus. Yeast 19: 1351-1363 (2002).

Xia T, Zhao G, Fischer RS, Jensen RA. A monofunctional prephenate dehydrogenase created by cleavage of the 5' 109 bp of the tyrA gene from Erwinia herbicola. J. Gen. Microbiol. 138: 1309-1316 (1992).

Xia TH, Ahmad S, Zhao GS, Jensen RA. A single cyclohexadienyl dehydratase specifies the prephenate dehydratase and arogenate dehydratase components of one of two independent pathways to L-phenylalanine in Erwinia herbicola. Arch. Biochem. Biophys. 286: 461-465 (1991).

Xia TH, Jensen RA. A single cyclohexadienyl dehydrogenase specifies the prephenate dehydrogenase and arogenate dehydrogenase components of the dual pathways to L-tyrosine in Pseudomonas aeruginosa. J. Biol. Chem. 265: 20033-20036 (1990).

Xie G, Bonner CA, Jensen RA. A probable mixed-function supraoperon in Pseudomonas exhibits gene organization features of both intergenomic conservation and gene shuffling. J. Mol. Evol. 49: 108-121 (1999).

Xie G, Brettin TS, Bonner CA, Jensen RA. Mixed-function supraoperons that exhibit overall conservation, albeit shuffled gene organization, across wide intergenomic distances within eubacteria. Microb. Comp. Genomics 4: 5-28 (1999).

Zamir LO, Jung E, Jensen RA. Co-accumulation of prephenate, L-arogenate, and spiro-arogenate in a mutant of Neurospora. J. Biol. Chem. 258: 6492-6496 (1983).

Zamir LO, Tiberio R, Fiske M, Berry A, Jensen RA. Enzymatic and nonenzymatic dehydration reactions of L-arogenate. Biochemistry 24: 1607-1612 (1985).

Zhao G, Xia T, Ingram LO, Jensen RA. An allosterically insensitive class of cyclohexadienyl dehydrogenase from Zymomonas mobilis. Eur. J. Biochem. 212: 157-165 (1993).

Zhao GS, Xia TH, Fischer RS, Jensen RA. Cyclohexadienyl dehydratase from Pseudomonas aeruginosa. Molecular cloning of the gene and characterization of the gene product. J. Biol. Chem. 267: 2487-2493 (1992).

Number of references = 82

| PubMed Search | Entrez Protein Search | ISI Web of Knowledge Search | Scirus Search |

David Rhodes
Department of Horticulture & Landscape Architecture
Horticulture Building
625 Agriculture Mall Drive
Purdue University
West Lafayette, IN 47907-2010
Last Update: 10/01/09