Skip to main content
Log in

Chorismate derived C6C1 compounds in plants

  • Progress Report
  • Published:
Planta Aims and scope Submit manuscript

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1

References

  • Bartholomew DM, Van Dyk DE, Lau S-MC, O‘Keefe DP, Rea PA, Viitanen PV (2002) Alternate energy-dependent pathways for the vacuolar uptake of glucose and glutathione conjugates. Plant Physiol 130:1562–1572

    Article  PubMed  CAS  Google Scholar 

  • Bohlmann J, De Luca V, Eilert U, Martin W (1995) Purification and cDNA cloning of anthranilate synthase from Ruta graveolens: modes of expression and properties of native and recombinant enzymes. Plant J 7:491–501

    Article  PubMed  CAS  Google Scholar 

  • Bohlmann J, Lins T, Martin W, Eilert U (1996) Anthranilate synthase from Ruta graveolens: duplicated ASα genes encode tryptophan-sensitive and tryptophan-insensitive isoenzymes specific to amino acid and alkaloid biosynthesis. Plant Physiol 111:507–514

    Article  PubMed  CAS  Google Scholar 

  • Budi Muljono RA, Scheffer JJC, Verpoorte R (2002) Isochorismate is an intermediate in 2,3-dihydroxybenzoic acid biosynthesis in Catharanthus roseus cell cultures. Plant Physiol Biochem 40:231–234

    Article  CAS  Google Scholar 

  • Cho H-J, Brotherton JE, Song H-S, Widholm JM (2000) Increasing tryptophan synthesis in a forage legume Astragalus sinicus by expressing the tobacco feedback-insensitive anthranilate synthase (ASA2) gene. Plant Physiol 123:1069–1076

    Article  PubMed  CAS  Google Scholar 

  • Chong J, Pierrel M-A, Atanassova R, Werck-Reichhart D, Fritig B, Saindrenan P (2001) Free and conjugated benzoic acid in tobacco plants and cell cultures. Induced accumulation upon elicitation of defense responses and role as salicylic acid precursors. Plant Physiol 125:318–328

    Article  PubMed  CAS  Google Scholar 

  • Dean JV, Mills JD (2004) Uptake of salicylic acid 2- O-β-D-glucose into soybean tonoplast vesicles by an ATP-binding cassette transporter-type mechanism. Physiol Plantarum 120:603–612

    Article  CAS  Google Scholar 

  • Dewick PM (2002) Medicinal natural products: a biosynthetic approach, 2nd edn. Wiley, England, pp 7–34

    Google Scholar 

  • Hatayama T, Takeno K (2003) The metabolic pathway of salicylic acid rather than of chlorogenic acid is involved in the stress-induced flowering of Pharbitis nil. J Plant Physiol 160:461–467

    Article  PubMed  CAS  Google Scholar 

  • Herrmann KM, Weaver LM (1999) The shikimate pathway. Annu Rev Plant Physiol Plant Mol Biol 50:473–503

    Article  PubMed  CAS  Google Scholar 

  • Hughes EH, Hong S-B, Gibson SI, Shanks JV, San K-Y (2004) Expression of a feedback-resistant anthranilate synthase in Catharanthus roseus hairy roots provides evidence for tight regulation of terpenoid indole alkaloid levels. Biotechnol Bioeng 86:718–727

    Article  PubMed  CAS  Google Scholar 

  • Ishikawa Y, Park J-H, Kisaka H, Lee H-Y, Kanno A, Kameya T (2003) A 5-methyltryptophan resistant mutant of rice has an altered regulation of anthranilate synthase gene expression. Plant Sci 164:1037–1045

    Article  CAS  Google Scholar 

  • Jarvis AP, Schaaf O, Oldham NJ (2000) 3-Hydroxy-3-phenylpropanoic acid is an intermediate in the biosynthesis of benzoic acid and salicylic acid but benzaldehyde is not. Planta 212:119–126

    Article  PubMed  CAS  Google Scholar 

  • Kanno T, Kasai K, Ikejiri-Kanno Y, Wakasa K, Tozawa Y (2004) In vitro reconstitution of rice anthranilate synthase: distinct functional properties of the α subunits OASA1 and OASA2. Plant Mol Biol 54:11–23

    Article  PubMed  CAS  Google Scholar 

  • Kohle A, Sommer S, Yazaki K, Ferrer A, Boronat A, Li S-M, Heide L (2002) High level expression of chorismate pyruvate-lyase (ubiC) and HMG-CoA reductase in hairy root cultures of Lithospermum erythrorhizon. Plant Cell Physiol 43:894–902

    Article  PubMed  CAS  Google Scholar 

  • Kohle A, Sommer S, Li S-M, Schilde-Rentschler L, Ninnemann H, Heide L (2003) Secondary metabolites in transgenic tobacco and potato: high accumulation of 4-hydroxybenzoic acid glucosides results from high expression of the bacterial gene ubiC. Mol Breeding 11:15–24

    Article  Google Scholar 

  • Leon J, Shulaev V, Yalpani N, Lawton MA, Raskin I (1995b) Benzoic acid 2-hydroxylase, a soluble oxygenase from tobacco, catalyzes salicylic acid biosynthesis. Proc Natl Acad Sci USA 92:10413–10417

    Article  PubMed  CAS  Google Scholar 

  • Li J, Last RL (1996) The Arabidopsis thaliana trp5 mutant has a feedback-resistant anthranilate synthase and elevated soluble tryptophan. Plant Physiol 110:51–59

    Article  PubMed  CAS  Google Scholar 

  • Loscher R, Heide L (1994) Biosynthesis of p-hydroxybenzoate from p-coumarate and p-coumaroyl-coenzyme A in cell-free extracts of Lithospermum erythrorhizon cell cultures. Plant Physiol 106:271–279

    PubMed  Google Scholar 

  • Matsukawa T, Ishihara A, Iwamura H (2002) Induction of anthranilate synthase activity by elicitors in oats. Z Naturforsch 57c:121–128

    CAS  Google Scholar 

  • Meganathan R (2001) Ubiquinone biosynthesis in microorganisms. FEMS Microbiol Lett 203:131–139

    Article  PubMed  CAS  Google Scholar 

  • Moreno PRH, Van der Heijden R, Verpoorte R (1994) Elicitor-mediated induction of isochorismate synthase and accumulation of 2,3-dihydroxybenzoic acid in Catharanthus roseus cell suspension and shoot cultures. Plant Cell Rep 14:188–191

    Article  CAS  Google Scholar 

  • Mouillon J-M, Ravanel S, Douce R, Rebeille F (2002) Folate synthesis in higher-plant mitochondria: coupling between the dihydropterin pyrophosphokinase and the dihydropteroate synthase activities. Biochem J 363:313–319

    Article  PubMed  CAS  Google Scholar 

  • Niyogi KK, Fink GR (1992) Two anthranilate synthase genes in Arabidopsis: defense-related regulation of the tryptophan pathway. Plant Cell 4:721–733

    Article  PubMed  CAS  Google Scholar 

  • Ossipov V, Salminen J-P, Ossipova S, Haukioja E, Pihlaja K (2003) Gallic acid and hydrolysable tannins are formed in birch leaves from an intermediate compound of the shikimate pathway. Biochem System Ecol 31:3–16

    Article  CAS  Google Scholar 

  • Raskin I (1992a) Role of salicylic acid in plants. Annu Rev Plant Physiol Plant Mol Biol 43:439–463

    Article  CAS  Google Scholar 

  • Rebeille F, Macherel D, Mouillon J-M, Garin J, Douce R (1997) Folate biosynthesis in higher plants: purification and molecular cloning of a bifunctional 6-hydroxymethyl-7,8-dihydropterin pyrophosphokinase/7,8-dihydropteroate synthase localized in mitochondria. EMBO J 16:947–957

    Article  PubMed  CAS  Google Scholar 

  • Ryals JA, Neuenschwander UH, Willits MG, Molina A, Steiner H-Y, Hunt MD (1996) Systemic acquired resistance. Plant Cell 8:1809–1819

    Article  PubMed  CAS  Google Scholar 

  • Scott J, Rebeille F, Fletcher J (2000) Folic acid and folates: the feasibility for nutritional enhancement in plant foods. J Sci Food Agric 80:795–824

    Article  CAS  Google Scholar 

  • Shimoda K, Kubota N, Sano T, Hirakawa H, Hirata T (2004) A novel hydroxylase from Catharanthus roseus participating in the hydroxylation of 2-hydroxybenzoic acid. J Biosci Bioeng 98:67–70

    PubMed  CAS  Google Scholar 

  • Siebert M, Sommer S, Li S-M, Wang Z-X, Severin K, Heide L (1996) Genetic engineering of plant secondary metabolism1 : accumulation of 4-hydroxybenzoate glucosides as a result of the expression of the bacterial ubiC gene in tobacco. Plant Physiol 112:811–819

    Article  PubMed  CAS  Google Scholar 

  • Sommer S, Heide L (1998) Expression of bacterial chorismate pyruvate-lyase in tobacco: evidence for the presence of chorismate in the plant cytosol. Plant Cell Physiol 39:1240–1244

    PubMed  CAS  Google Scholar 

  • Sommer S, Kohle A, Yazaki K, Shimomura K, Bechthold A, Heide L (1999) Genetic engineering of shikonin biosynthesis hairy root cultures of Lithospermum erythrorhizon transformed with the bacterial ubiC gene. Plant Mol Biol 39:683–693

    Article  PubMed  CAS  Google Scholar 

  • Torssell KBG (1997) Natural product chemistry, a mechanistic, biosynthetic and ecological approach, 2nd edn. Swedish Pharmaceutical Press, Stockholm, pp 117–173

    Google Scholar 

  • Tozawa Y, Hasegawa H, Terakawa T, Wakasa K (2001) Characterization of rice anthranilate synthase α-subunit genes OASA1 and OASA2. Tryptophan accumulation in transgenic rice expressing a feedback-insensitive mutant of OASA1. Plant Physiol 126:1493–1506

    Article  PubMed  CAS  Google Scholar 

  • Van Tegelen LJP, Moreno PRH, Croes AF, Verpoorte R, Wullems GJ (1999) Purification and cDNA cloning of isochorismate synthase from elicited cell cultures of Catharanthus roseus. Plant Physiol 119:705–712

    Article  PubMed  Google Scholar 

  • Verberne MC, Budi Muljono RA, Verpoorte R (1999) Salicylic acid biosynthesis. In: Libbenga K, Hall M, Hooykaas PJJ (eds) Biochemistry and molecular biology of plant hormones, vol 33. Elsevier, London, pp 295–312

  • Verberne MC, Verpoorte R, Bol JF, Mercado-Blanco J, Linthorst HJ (2000) Overproduction of salicylic acid in plants by bacterial transgenes enhances pathogen resistance. Nat Biotechnol 18:779–783

    Article  PubMed  CAS  Google Scholar 

  • Verpoorte R, Contin A, Memelink J (2002) Biotechnology for the production of plant secondary metabolites. Phytochem Rev 1:13–25

    Article  CAS  Google Scholar 

  • Viswanathan VK, Green JM, Nichols BP (1995) Kinetic characterization of 4-amino 4-deoxychorismate synthase from Escherichia coli. J Bacteriol 177:5918–5923

    PubMed  CAS  Google Scholar 

  • Wildermuth MC, Dewdney J, Wu G, Ausubel FM (2001) Isochorismate synthase is required to synthesize salicylic acid for plant defense. Nature 414:562–565

    Article  PubMed  CAS  Google Scholar 

  • Yamane S-y, Shimoda K, Watanabe K, Hirata T (2002) Purification and characterization of gentisic acid glucosyltransferase from the cultured cells of Catharanthus roseus. J Mol Catal B Enzym 17:59–63

    Article  CAS  Google Scholar 

  • Young IG, Batterham T, Gibson F (1968) Isochorismic acid: a new intermediate in the biosynthesis of 2,3-dihydroxybenzoic acid. Biochim Biophysic Acta 165:567–568

    CAS  Google Scholar 

  • Zhang X-H, Brotherton JE, Widholm JM, Portis AR Jr (2001) Targeting a nuclear anthranilate synthase α-subunit gene to the tobacco plastid genome results in enhanced tryptophan biosynthesis. Return of a gene to its pre-endosymbiotic origin. Plant Physiol 127:131–141

    Article  PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Robert Verpoorte.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Mustafa, N.R., Verpoorte, R. Chorismate derived C6C1 compounds in plants. Planta 222, 1–5 (2005). https://doi.org/10.1007/s00425-005-1554-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00425-005-1554-0

Keywords

Navigation