Hydrophobic metabolites of 2,4-dichlorophenoxyacetic acid (2,4-D) in cultured coconut tissue

Phytochemistry

Volumn 65, Issue 20, 2004, Pages 2763-2774

  López Villalobos, Arturo ^a   Hornung, Roland ^a   Dodds, Peter F ^a  

^a IMPERIAL COLLEGE LONDON   (United Kingdom)

Author keywords

2,4 Dichlorophenoxyacetic acid; Chain elongation; Coconut; Cocos nucifera L; Tissue culture; Triacylglycerol; Xenobiotic lipid; Xenobiotic metabolism

Indexed keywords

2,4 DICHLOROPHENOXYACETIC ACID; AUXIN; CARBON; FATTY ACID; METHANOL; SUCROSE; SUGAR; TRIACYLGLYCEROL;

ARTICLE; COCONUT; EXPLANT; HYDROPHOBICITY; INFLORESCENCE; THIN LAYER CHROMATOGRAPHY; TISSUE CULTURE;

2,4-DICHLOROPHENOXYACETIC ACID; COCOS; CULTURE MEDIA; HERBICIDES; TISSUE CULTURE TECHNIQUES;

COCOS NUCIFERA;

EID: 4944245393     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2004.08.034     Document Type: Article

References (42)

1. R.S. Appleby, M.I. Gurr, and B. Nichols Factors controlling the biosynthesis of fatty acids and acyl lipids in subcellular organelles of maturing Crambe abyssinica seeds Eur. J. Biochem. 48 1974 209 216
2. G. Bärenwald, B. Schneider, and H.R. Schütte Metabolism of bis-ethylene glycol esters of 2,4-D and MCPA in excised plants and cell suspension cultures of tomato J. Plant Physiol. 144 1994 396 399
3. J. Blake A brief history of coconut tissue culture V. Oropeza F.W. Howard G.R. Ashburner Lethal Yellowing: Research and Practical Aspects vol. 5 1995 Kluwer Academic Publishers Dordrecht, The Netherlands 217 223
4. J. Blake, and R. Hornung Somatic embryogenesis in coconut (Cocos nucifera L) S.J. Mohan P.K. Gupta R.J. Newton Somatic Embryogenesis in Woody Plants vol. 2 1995 Kluwer Academic Publishers Dordrecht, The Netherlands 327 340
5. J. Buffard-Morel, J.L. Verdeil, S. Dusset, C. Magnaval, C. Huet, and F. Grosdemange Initiation of somatic embryogenesis in coconut (Cocos nucifera L.) C. Oropeza F.W. Howard G.R. Ashburner Lethal Yellowing: Research and Practical Aspects vol. 5 1995 Kluwer Academic Publishers Netherlands 217 223
6. J.L. Chan, L. Saenz, C. Talavera, R. Hornung, M. Robert, and C. Oropeza Regeneration of coconut (Cocos nucifera L.) from plumular explants through somatic embryogenesis Plant Cell Rep. 17 1998 515 521
7. D.I. Chkanikov, A.M. Makeev, N.N. Pavlova, L.V. Grygoryeva, V.P. Dubovoi, and O.V. Klimov Variety of 2,4-D metabolic pathways in plants; its significance in developing analytical methods for herbicides residues Arch. Environ. Contam. Toxicol. 5 1976 97 103
8. D.I. Chkanikov, A.M. Makeev, N.N. Pavlova, and T.A. Nazarova Metabolism of 2,4-D in cultivated cereals Sov. Plant Physiol. 29 1982 425 431
9. W.W. Christie Gas Chromatography and Lipids 1989 The Oily Press Ayr, Scoland
10. A. Delbarre, P. Muller, V. Imhoff, and J. Guern Comparison of mechanisms controlling uptake and accumulation of 2,4-dichlorophenoxyacetic acid, naphthalene-1-acetic acid, and indole-3-acetic acid in suspension-cultured tobacco cells Planta 198 1996 532 541
11. P.F. Dodds, S.-C. Chou, A. Ranasinge, and R.A. Coleman Metabolism of fenbufen by cultured 3T3-L1 adipocytes: synthesis and metabolism of xenobiotic glycerolipids J. Lipid Res. 36 1995 2493 2503
12. S. Du Plessis, W.A. Stirk, W.A. Cress, and J. Van Staden Biochemical comparisons of habituated and non-habituated callus lines of Glycine max (L.) cv. Acme Plant Growth Regul. 18 1996 223 231
13. A. Ebert, and H.F. Taylor Assessment of changes of 2,4- dichlorophenoxyacetic acid concentrations in plant tissue culture media in presence of activated charcoal Plant Cell Tiss. Organ Cult. 20 1990 165 172
14. V.T. Edwards, A.L. McMinn, and A.N. Wright Sugar conjugates of pesticides and their metabolites in plants â€" current status D.H. Hutson T.R. Roberts Progress in Pesticide Biochemistry vol. 2 1982 John Wiley and Sons Norwich 71 125
15. C.S. Feung, R.H. Hamilton, and R. Mumma Metabolism of 2,4-dichlorophenoxyacetic acid. IV. Mass spectra and chromatographic properties of amino acid conjugates J. Agric. Food Chem. 21 1973 632 637
16. V.G. Freed Preparations and reactions of 2,4-dichlorophenoxyacetic acid J. Am. Chem. Soc. 68 1946 2112
17. B. Fried Lipids J. Sherma B. Fried Handbook of Thin-Layer Chromatography 1989 Marcel Dekker Inc. New York, USA 583 623
18. R. Hornung Micropropagation of Cocos nucifera (L.) from plumular tissue excised from mature zygotic embryos Plantations Recherche Développement 2 1995 38 41
19. R. Hornung Initiation of callogenesis in coconut palm (Cocos nucifera L.) C. Oropeza F.W. Howard G.R. Ashburner Lethal Yellowing: Research and Practical Aspects vol. 5 1995 Kluwer Academic Publishers Netherlands 203 215
20. R. Hornung, and J.-L. Verdeil Somatic embryogenesis in coconut from immature inflorescence explants C. Oropeza J.L. Verdeil G.R. Ashburner R. Cardeña J.M. Santamaria Current Advances in Coconut Biotechnology 1999 Kluwer Academic Publishers Dordrecht, The Netherlands 297 309
21. 13C]-indole-3-acetic acid J. Labelled Compd. Radiopharm. 33 1993 933 939
22. K.B. Koens, F.T. Nicoloso, T.B. Van Vliet, M. Harteveld, C.J.M. Boot, F. Van Iren, P. Mulder, K.R. Libbenga, and J.W. Kijne Kinetics of 2,4-dichlorophenoxyacetic acid content in auxin-dependent suspension culture of Nicotiana tabacum cells J. Plant Physiol. 147 1995 383 390
23. D.L. Linscott, and R.D. Hagin Additions to the aliphatic moiety of chlorophenoxy compounds Weed Sci. 18 1970 197 198
24. D.L. Linscott, R.D. Hagin, and J.E. Dawson Conversion of 4-(2,4-dichlorophenoxy) butyric acid to homologs by alfalfa. Mechanism of resistance to this herbicide J. Agric. Food Chem. 16 1968 844 848
25. A. López-Villalobos, P.F. Dodds, and R. Hornung Changes in fatty acid composition during development of tissues of coconut (Cocos nucifera L.) embryos in the intact nut and in vitro J. Exp. Bot. 52 2001 1 10
26. F. LoSchiavo, L. Pitto, and G. Guliano DNA methylation of embryogenic carrot cell cultures and its variation as caused by mutation, differentiation, hormones and hypomethylating drugs Theor. Appl. Genetics 77 1989 325 331
27. N. Mikami, N. Wakabayashi, H. Yamada, and J. Miyamoto New conjugated metabolites of 3-phenoxybenzoic acid in plants Pestic. Sci. 15 1984 531 542
28. N. Mikami, N. Wakabayashi, H. Yamada, and J. Miyamoto The metabolism of fenvalerate in plants â€" the conjugation of the acid moiety Pestic. Sci. 16 1985 46 58
29. S.C. Minocha, and P. Nissen Uptake of 2,4-dichlorophenoxyacetic acid and indolacetic acid in tuber slices of Jerusalem artichoke and potato J. Plant Physiol. 120 1985 351 362
30. M. Morillo, V. Lequart, E. Grand, G. Goethals, A. Usubillaga, P. Villa, and P. Martin Synthesis of peracetylated chacotriose Carbohydr. Res. 334 2001 281 287
31. T. Murashige, and F. Skoog A revised medium for rapid growth and bioassays with tobacco tissue cultures Physiol. Plant 15 1962 473 497
32. T.A. Nazarova, N.N. Pavlova, A.M. Makeev, and D.I. Chkanikov Amino acid conjugates of 2,4-D in cereals Sov. Plant Physiol. 27 1980 557 561
33. Roberts, T.R., Hutson, D.H., Lee, P.W., Nicholls, P.H., Plimmer, J.R., 1998. Hebicides and Plant Growth Regulators, vol. 1. Royal Society of Chemistry, Cambridge.
34. P.H. Rubery Auxin transport P.J. Davies Plant Hormones and Their Role in Plant Growth and Development 1987 Martinus Nijhoff Publishers Boston 341 362
35. M. Sabater, and P.H. Rubery Auxin carriers in Cucurbita vesicles Planta 171 1987 507 513
36. D. Scheel, and H. Sandermann Metabolism of 2,4-dichlorophenoxyacetic acid in cell suspension cultures of soybean (Glycine max L.) and wheat (Triticum aestivum L.). I. General results Planta 152 1981 248 252
37. B. Schneider, H.R. Schütte, and A. Tewes Comparative investigations on the metabolism of 2-(2,4-dichlorophenoxy)isobutyric acid in plants and cell suspension cultures of Lycopersicon esculentum Plant Physiol. 76 1984 989 992
38. S.G. Shvetson, and K.Z. Gamburg Kinetic characteristics of 2,4-D conjugation in corn cell culture Sov. Plant Physiol. 31 1984 905 911
39. Stock, M., 1979. Vergleichende Untersuchungen zur Biotransformation von 2,2-diphenylssigsäure, Nitrofen and Fluorodifen in Ganzpflanzen und Zellsuspensionskulturen von Agrostema githago und Datura innoxia. Martin-Luther-Universität, Halle
40. J.L. Verdeil, C. Huet, F. Grosdemange, and J. Buffard-Morel Plant regeneration from cultured immature inflorescences of coconut (Cocos nucifera L.): evidence for somatic embryogenesis Plant Cell Rep. 13 1994 218 221
41. S. Wathana, and F.T. Corbin Metabolism of 4-(2,4-dichlorophenoxy) butyric acid in soybean and cocklebur J. Agric. Food Chem. 20 1972 23 26
42. J.W. Wood, and T.D. Fontaine Synthetic plant-growth regulators. III. 2,4-Dichlorophenoxyacetyl derivatives of amino acids J. Org. Chem. 17 1952 891 896