1887

Abstract

This paper describes the metabolism, transport and growth inhibition effects of 2-aminoethylarsonic acid (AEA) and 3-aminopropylarsonic acid (APrA). The former compound supported growth of , as sole nitrogen source. The two arsonates inhibited the growth of this bacterium when 2-aminoethylphosphonic acid (AEP) but not alanine or NHCl, was supplied as the only other nitrogen source. The analogy between AEA and the natural compound AEP led us to examine the and interaction of AEA with the enzymes of AEP metabolism. The uptake system for AEP ( 6 μM) was found to be competitively inhibited by AEA and APrA ( 18 μM for each). AEP-aminotransferase was found to act on AEA with a of 4 mM (3.85 mM for AEP). Alanine and 2-arsonoacetaldehyde were generated concomitantly, in a stoichiometric reaction. , AEA was catabolized by the AEP-aminotransferase since it was able to first induce this enzyme, then to be an efficient substrate. The lower growth observed may have been due to the slowness with which the permease and the aminotransferase were induced, and hence to a poor supply of alanine by transamination.

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1992-06-01
2024-04-25
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References

  1. Ambler R. P. 1963; The amino acid sequence of Pseudomonas cytochrome C-551. Biochemical Journal 89:349–378
    [Google Scholar]
  2. Cassaigne Δ., Lacoste A. M., Neuzil E. 1976; Recherches sur le catabolisme des acides phosphoniques : biodégradation de la liaison C-P par Pseudomonas aeruginosa . Comptes Rendus Académie des Sciences Paris 282:1637–1639
    [Google Scholar]
  3. Dixon H. B. F, Sparkes M. J. 1974; Phosphonomethyl analogues of phosphate ester glycolytic intermediates. Biochemical Journal 141:715–719
    [Google Scholar]
  4. Dumora C, Lacoste A. M., Cassaigne A. 1983; Purification and properties of 2-aminoethylphosphonate : pyruvate aminotransferase from Pseudomonas aeruginosa . European Journal of Biochemistry 133:119–125
    [Google Scholar]
  5. Dumora C, Lacoste A. M., Cassaigne A. 1989; Phosphono-acetaldehyde hydrolase from Pseudomonas aeruginosa : purification, properties and comparison with Bacillus cereus enzyme. Biochimica et Biophysica Acta 997:193–198
    [Google Scholar]
  6. Geoghegan K. F., Dixon H. B. F. 1989; Synthesis of 2-aminoethylarsonic acid. A new synthesis of primary amines. Biochemical Journal 260:295–297
    [Google Scholar]
  7. Gough G. A. C, King H. 1928; Trypanocidal action and chemical constitution. VIII. Derivatives of β-aminoethyl- and y-aminopropylarsinic acids. Journal of the Chemical Society2426–2447
    [Google Scholar]
  8. Isbell A. F., Englert L. F., Rosenberg H. 1969; Phosphono-acetaldehyde. Journal of Organic Chemistry 34:755–756
    [Google Scholar]
  9. Kosolapoff G. M. 1947; The synthesis of amino-substituted phosphonic acids. Journal of the American Chemical Society 69:2112–2113
    [Google Scholar]
  10. Lacoste A. M., Cassaigne Δ., Tamari M., Neuzil E. 1976; Transport de l’ acide amino-2-éthylphosphonique chez Pseudomonas aeruginosa . Biochimie 58:703–712
    [Google Scholar]
  11. Neuzil E., Cassaigne Δ. 1980; Composés naturels à liaison P-C et phosphonates d’ intérêt biologique. Exposés Annuels de Biochimie Médicale165–210
    [Google Scholar]
  12. Payne J. W. 1973; Peptide utilization in Escherichia coli: studies with peptides containing β-aIanyl residues. Biochimica et Biophysica Acta 298:469–478
    [Google Scholar]
  13. Tamari M., Maget-Dana R., Marmouyet J., Douste-Blazy L. 1973; CMP-aminoéthylphosphonate: intermédiaire de la biosynthèse des phosphonolipides dans le foie de rat. Biochimie 55:1311–1312
    [Google Scholar]
  14. Tsivgoulis G. M., Sotiropoulos D. N., Ioannou P. V. 1991; 1,2-Dihydroxypropyl-3-arsonic acid: a key intermediate for arsono-lipids. Phosphorus, Sulfur, and Silicon 57:189–193
    [Google Scholar]
  15. Visedo-Gonzalez E., Dixon H. B. F. 1989; 2-Aminoethylarsonic acid as an analogue of ethanolamine phosphate. Endowment of ethanolamine-phosphate cytidylyltransferase with CTP pyrophosphatase activity. Biochemical Journal 260:299–301
    [Google Scholar]
  16. Wade H. E., Morgan D. M. 1953; Detection of phosphate esters on paper chromatograms. Nature, London 171:529–530
    [Google Scholar]
  17. Yonaha Κ., Toyama S., Yasuda M., Soda Κ. 1976; Purification and crystallization of bacterial ω-aminoacid-pyruvate aminotransferase. FEBS Letters 71:21–24
    [Google Scholar]
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