Phenylalanine ammonia-lyase-mediated biosynthesis of 2-hydroxy-4-methoxybenzaldehyde in roots of Hemidesmus indicus

Journal of Plant Physiology

Volumn 165, Issue 10, 2008, Pages 1033-1040

  Chakraborty, Dipjyoti ^a   Sircar, Debabrata ^a   Mitra, Adinpunya ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY   (India)

Author keywords

2 Hydroxy 4 methoxybenzaldehyde; Hemidesmus indicus; Hydroxybenzoate; Phenolics

Indexed keywords

HEMIDESMUS INDICUS;

EID: 44649195578     PISSN: 01761617     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jplph.2007.09.002     Document Type: Article

References (40)

1. Abd-El-Mawla A.M.A., Schmidt W., and Beerhues L. Cinnamic acid is a precursor of benzoic acids in cell cultures of Hypericum androsaemum L., but not in cell cultures of Centaurium erythraea RAFN. Planta 212 (2001) 288-293
2. Agrawal G.K., Rakwal R., Tamogami S., Yonekura M., Kubo A., and Saji H. Chitosan activates defense/stress response(s) in the leaves of Oryza sativa seedlings. Plant Physiol Biochem 40 (2002) 1061-1069
3. Alam M.I., Auddy B., and Gomes A. Isolation, purification and partial characterization of viper venom inhibiting factor from the root extract of the Indian medicinal plant sarsaparilla (Hemidesmus indicus). Toxicon 32 (1994) 1551-1557
4. Amrhein N., Gödeke K.H., and Kefeli V.I. The estimation of relative intracellular phenylalanine ammonia-lyase (PAL) activities and the modulation in vivo and in vitro by competitive inhibitors. Ber Deut Bot Ges 89 (1976) 247-259
5. Beuerle T., and Pichersky E. Purification and characterization of benzoate: coenzyme A ligase from Clarkia breweri. Arch Biochem Biophys 400 (2002) 258-264
6. Boatright J., Negre F., Chen X., Kish C.M., Wood B., Peel G., et al. Understanding in vivo benzenoid metabolism in petunia petal tissue. Plant Physiol 135 (2005) 1993-2011
7. Bolwell G.P., Cramer C.L., Lamb C.J., Schuch W., and Dixon R.A. L-Phenylalanine ammonia-lyase from Phaseolus vulgaris: modulation of the levels of active enzyme by trans-cinnamic acid. Planta 169 (1986) 97-107
8. Bradford M.M. A rapid and sensitive method for the quantification of microgram quantities of protein utilizing the principle of protein dye binding. Anal Biochem 72 (1976) 248-254
9. Dixon R.A., Browne T., and Ward M. Modulation of L-phenylalanine ammonia lyase by pathway intermediates in cell suspension cultures of dwarf French bean (Phaseolus vulgaris L.). Planta 150 (1980) 279-285
10. Dixon R.A., and Paiva N.L. Stress-induced phenylpropanoid metabolism. Plant Cell 7 (1995) 1085-1097
11. Ferrarese M.L.L., Rodrigues J.D., and Ferrarese-Filho O. Phenylalanine ammonia-lyase activity in soybean roots extract measured by reverse-phase high performance liquid chromatography. Plant Biol 2 (2000) 152-153
12. Ghosh B., Mukherjee S., Jha T.B., and Jha S. Enhanced colchicines production in root cultures of Gloriosa superba by direct and indirect precursors of the biosynthetic pathway. Biotechnol Lett 24 (2002) 231-234
13. Hoagland R.E., and Duke S.O. Effects of glyphosate on metabolism of phenolic compounds VIII. Comparison of the effects of aminooxyacetate and glyphosate. Plant Cell Physiol 23 (1982) 1081-1088
14. Khan W., Prithiviraj B., and Smith D.L. Chitosan and chitin oligomers increase phenylalanine ammonia-lyase and tyrosine ammonia-lyase activities in soybean leaves. J Plant Physiol 160 (2003) 859-863
15. Kneer R., Poulev A.A., Olesinski A., and Raskin I. Characterization of the elicitor-induced biosynthesis and secretion of genistein from roots of Lupinus luteus L. J Exp Bot 50 (1999) 1553-1559
16. Misra N., Misra P., Datta S.K., and Mehrotra S. Improvement in clonal propagation of Hemidesmus indicus R. Br. through adenine sulphate. J Plant Biotechnol 54 (2003) 239-244
17. Mitra A., Mayer M.J., Mellon F.A., Michael A.J., Narbad A., Parr A.J., et al. 4-Hydroxycinnamoyl-CoA-hydratase/ lyase, an enzyme of phenylpropanoid cleavage from Pseudomonas, causes formation of C6-C1 glucose conjugates when expressed in hairy roots of Datura stramonium. Planta 15 (2002) 79-89
18. Mustafa N.R., and Verpoorte R. Chorismate derived C6C1 compounds in plants. Planta 222 (2005) 1-5
19. Orlova I., Marshall-Colon A., Schnepp J., Wood B., Varbanova M., Fridman E., et al. Reduction of benzenoid synthesis in petunia flowers reveals multiple pathways to benzoic acid and enhancement in auxin transport. Plant Cell 18 (2006) 3458-3475
20. Pak F.E., Gropper S., Dai W.D., Havkin-Frenkel D., and Belanger F.C. Characterization of a multifunctional methyltransferase from the orchid Vanilla planifolia. Plant Cell Rep 22 (2004) 959-966
21. Parr A.J., Waldron K.W., Ng A., and Parker M.L. The wall bound phenolics of Chinese water chestnut (Eleocharis duleis). J Sci Food Agric 71 (1996) 501-507
22. Prabakan M., Anandan R., and Devaki T. Protective effect of Hemidesmus indicus against rifampicin and isoniazid-induced hepatotoxicity in rats. Fitoterapia 71 (2000) 55-59
23. Rhodes M.J.C., Parr A.J., Giulietti A., and Arid E.L.H. Influence of exogenous hormones on the growth and secondary metabolite formation in transformed root cultures. Plant Cell Tissue Organ Cult 28 (1994) 143-151
24. Saha S., Mukhopadhyay M.J., and Mukhopadhyay S. In vitro clonal propagation through bud culture of Hemidesmus indicus (L) R Br: an important medicinal herb. J Plant Biochem Biotechnol 12 (2003) 61-64
25. Schmidt A., Scheel D., and Strack D. Elicitor-stimulated biosynthesis of hydroxycinnamoyltyramines in cell suspension cultures of Solanum tuberosum. Planta 205 (1998) 51-55
26. Schnitzler J.P., Madlung J.P.J., Rose A., and Seitz H.U. Biosynthesis of p-hydroxybenzoic acid in elicitor treated carrot cell cultures. Planta 188 (1992) 594-600
27. Singleton V.L., Orthofer R., and Lamuela-Raventos R.M. Analysis of total phenol and other oxidation substrates and antioxidants by means of Folin-Ciocalteu reagent. Methods Enzymol 299 (1999) 152-178
28. Sircar D, Mitra A. Evidence for p-hydroxybenzoate formation involving enzymatic phenylpropanoid side-chain cleavage in hairy roots of Daucus carota. J Plant Physiol 2007; in press, doi:10.1016/j.jplph.2007.05.005.
29. Sircar D., Dey G., and Mitra A. A validated HPLC method for simultaneous determination of 2-hydroxy-4-methoxybenzaldehyde and 2-hydroxy-4-methoxybenzoic acid in root organs of Hemidesmus indicus. Chromatographia 65 (2007) 349-353
30. Sircar D., Roychowdhury A., and Mitra A. Accumulation of p-hydroxybenzoic acid in hairy roots of Daucus carota. J Plant Physiol 164 (2007) 1358-1366
31. Sreekumar S., Seeni S., and Pushpangadan P. Production of 2-hydroxy-4-methoxy-benzaldehyde using root cultures of Hemidesmus indicus. Biotechnol Lett 20 (1998) 631-635
32. Sreekumar S., Seeni S., and Pushpangadan P. Micropropagation of Hemidesmus indicus for cultivation and production of 2-hydroxy-4-methoxy-benzaldehyde. Plant Cell Tissue Organ Cult 62 (2000) 211-218
33. Trotel-Aziz P., Couderchet M., Vernet G., and Aziz A. Chitosan stimulates defense reactions in grapevine leaves and inhibits development of Botrytis cinerea. Eur J Plant Pathol 114 (2006) 405-413
34. Villegas M., and Brodelius P.E. Elicitor-induced hydroxycinnamoyl-CoA: tyramine hydroxycinnamoyltransferase in plant cell suspension cultures. Physiol Plant 78 (1990) 414-420
35. Walton NJ, Altermenn AW, Rhodes MJC. Production of secondary metabolites in cell and differentiated organ cultures. In: M. Wink (Ed), Function of plant secondary metabolites and their exploitation in biotechnology. Sheffield: Sheffield Academic Press; Annu Plant Rev 1999; 63:311-346.
36. Walton N.J., Mayer M.J., and Narbad A. Vanillin. Phytochemistry 63 (2003) 505-515
37. Wildermuth M.C. Variations on a theme: synthesis and modification of plant benzoic acids. Curr Opin Plant Biol 9 (2006) 288-296
38. Wronka M., Kuras M., Tykarska T., Podstolski A., and Zobel A.M. Inhibition of the production of phenolic compounds in Brassica napus: 2-aminooxyacetic acid. Ann Bot 75 (1995) 319-324
39. Xaio Hua D., Yu Y., and Bin J. Effects of aminoxyacetic acid (AOA) and 2-aminoindan-2-phosphonic acid (AIP) on the activities of some enzymes induced by methyl jasmonate in tobacco calli. J Trop Subtrop Bot 12 (2004) 345-350
40. Zon J., and Amrhein N. Inhibitors of phenylalanine ammonia-lyase: 2-aminoindan-2-phosphonic acid and related compounds. Liebigs Anal Chem 6 (1992) 625-628