Nuclear magnetic resonance tim ecourse studies of glyphosate metabolism by microbial soil isolates

References

• AVILA, L. Z., Loo, S. H. and FROST, J. W., 1987, Chemical and mutagenic analysis of amino-methylphosphonate biodegradation. Journal of the American Chemical Society, 109, 6758-6764. BALTHAZOR, T. M. and HALLAS, L. E., 1986, Glyphosate-degrading microorganisms from industrial activated sludge. Applied and Environmental Microbiology, 51, 432–434.
   Google Scholar
• BYSTROV, V. F., 1976, Spin-spin coupling and the conformational states of peptide systems. Progress in NMR Spectroscopy, 10, 41–81.
   Web of Science ®Google Scholar
• COOPER, R. A., LICHTER, R. L. and ROBERTS, J. D., 1973, pH-dependent nuclear magnetic resonance spectra of '5N-enriched glycine. Lineshape and relaxation studies. Journal of the American Chemical Society, 95, 3724–3729.
   PubMed Web of Science ®Google Scholar
• COUPLAN D., 1984, The effect of temperature on the activity and metabolism of glyphosate applied to rhizome fragments of Elymus repens ( Agropyron repens). Pesticide Science, 15, 226–234. COUPLAND, D., 1985, Metabolism of glyphosate in plants. In The Herbicide Glyphosate, edited by E. Grossbard and D. Atkinson (London: Butterworths), pp. 25–34.
   Google Scholar
• EGGERT, H. and DJERASSI, C., 1973, Carbon-13 nuclear magnetic resonance spectra of acyclic aliphatic amines. Journal of the American Chemical Society, 95, 3710–3718.
   Web of Science ®Google Scholar
• GOHRE, K., CASIDA, J. E. and Ruzo, L. 0., 1987, N-oxidation and cleavage of the amino acid derived herbicide glyphosate and anilino acid of the insecticide fluvalinate. Journal of Agricultural and Food Chemistry, 35, 388–392.
   Google Scholar
• HUTTON, W. C., LiKos, J. J., GARD, J. K. and GARBOW, J. R., 1997, Triple Resonance Isotope-Edited (TRIED) A powerful new NMR technique for studying metabolism. Journal of Labelled Compounds and Radiopharmaceuticals, (submitted).
   Google Scholar
• JACOB, G. S., GARBOW, J. R., SCHAEFER, J. and KISHORE, G. M., 1987, Solid-state NMR studies of regulation of N-(phosphonomethyl)glycine and glycine metabolism in Pseudomonas sp. strain PG2982. Journal of Biological Chemistry, 262, 1552–1557.
   PubMed Web of Science ®Google Scholar
• JACOB, G. S., GARBOW, J. R., HALLAS, L. E., KICK, N. M., KISHORE, G. M. and SCHAEFER, J., 1988, Metabolism of glyphosate in Pseudomonas sp. strain LBr. Applied and Environmental Microbiology, 54, 2953–2958.
   PubMed Web of Science ®Google Scholar
• JACOB, G. S., SCHAEFER, J., STEJSK AL, E. 0. and McKAY, R. A., 1985, Solid-state NMR determination of glyphosate metabolism in a Pseudomonas sp. Journal of Biological Chemistry, 260, 5899–5905. KESSLER, H., SCHMIEDER, P. and KURZ, M., 1989, Implementation of the DEPT sequence in inverse shift correlation; the DEPT-HMQC. Journal of Magnetic Resonance, 85, 400–405.
   Google Scholar
• KISHORE, G. and JACOB, G. S., 1987, Degradation of glyphosate by Pseudomonas sp. PG2982 via a sarcosine intermediate. Journal of Biological Chemistry, 262, 12164–12168.
   PubMed Web of Science ®Google Scholar
• KRISHNAN, V. V. and RANCE, M., 1995, Influence of chemical exchange among homonuclear spins in heteronuclear coherence-transfer experiments in liquids. Journal of Magnetic Resonance, 116, 97–106.
   Web of Science ®Google Scholar
• KUPCE, E. and FREEMAN, R., 1995, Stretched adiabatic pulses for broadband spin inversion. Journal of Magnetic Resonance, 117, 246–256.
   Web of Science ®Google Scholar
• LLINARES, J., ELGUERO, J., FAURE, R. and VINCENT, E. J., 1980, I-substituent effects of amino, acetamido, diacetamido, ammonium and trimethylammonium groups. Organic Magnetic Res-onance, 14, 20–24.
   Web of Science ®Google Scholar
• MALIK, J., BARRY, G. and KISHORE, G., 1989, The herbicide glyphosate. Biofactors, 2, 17–25.
   PubMedGoogle Scholar
• MARTIN, G. E., SPITZER, T. D. and CROUCH, R. C., 1992, Inverted and suppressed direct response HMQC-TOCSY spectra- a convenient method of spectral editing. Journal of Heterocyclic Chemistry, 29, 577–582.
   Web of Science ®Google Scholar
• MUELLER, L., LEGAULT, P. and PARDI, A., 1995, Improved RNA structure determination by detection of NOE contacts to exchange-broadened amino protons. journal of the American Chemical Society, 117, 11043–11048.
   Web of Science ®Google Scholar
• MULLER, L., 1979, Sensitivity enhanced detection of weak nuclei using heteronuclear multiple quantum coherence. Journal of the American Chemical Society, 101, 4481–4484.
   Web of Science ®Google Scholar
• NOMURA, N. S. and HILTON, H. W., 1977, The adsorption and degradation of glyphosate in five Hawaiian sugarcane soils. Weed Research, 17, 113–121.
   Web of Science ®Google Scholar
• PIPKE, R., AMRHEIN, N., JACOB, G. S., SCHAEFER, J. and KISHORE, G. M., 1987a, Metabolism of glyphosate in an Arthrobacter sp. GLP-1. European Journal of Biochemistry, 165, 267–273.
   PubMedGoogle Scholar
• PIPKE, R., ScHuLz, A. and AMRHEI N., 1987b, Uptake of glyphosate by an Arthrobacter sp. Applied and Environmental Microbiology, 53, 974–978.
   PubMed Web of Science ®Google Scholar
• PIPKE, R. and AMRHEI N., 1988, Degradation of the phosphonate herbicide glyphosate by Arthrobacter atrocyaneus ATCC 13752. Applied and Environmental Microbiology, 54, 1293–1296.
   PubMed Web of Science ®Google Scholar
• ROWLEY, G. L., GREENLEAF, A. L. and KENYON, G. L., 1971, On the specificity of creatine kinase. New glycocyamines and glycocyamine analogs related to creatine. Journal of the American Chemical Society, 93, 5542–5551.
   PubMed Web of Science ®Google Scholar
• RUEPPEL, M. L., BRIGHTWELL, B. B., SCHAEFER, J. and MARVEL, J. T., 1977, Metabolism and degradation of glyphosate in soil and water. Journal of Agricultural and Food Chemistry, 25, 517–528.
   PubMed Web of Science ®Google Scholar
• SARNFSKI, J. E., SUPRENANT, H. L., MOLEN, F. K. and REILLEY, C. N., 1975, Chemical shifts and protonation shifts in carbon-13 nuclear magnetic resonance studies of aqueous amines. Analytical Chemistry, 47, 2116–2124.
   Web of Science ®Google Scholar
• SUMMERS, M. F., MARZILLI, L. G. and BAX, A., 1986, Complete 'H and 13 C assignments of coenzyme through the use of new two-dimensional NMR experiments. Journal of the American Chemical Society, 108, 4285–4294.
   Web of Science ®Google Scholar