Differential effects of dimethylsulfoniopropionate, dimethylsulfonioacetate, and other S-methylated compounds on the growth of Sinorhizobium meliloti at low and high osmolarities

Applied and Environmental Microbiology

Volumn 64, Issue 4, 1998, Pages 1420-1429

  Pichereau, Vianney ^a   Pocard, Jean Alain ^a,c   Hamelin, Jack ^b   Blanco, Carlos ^a   Bernard, Théophile ^a  

^a UPRES A CNRS 6026   (France)

^b Chimie et Photonique Moleculaires Rennes   (France)

^c UNIVERSITÉ DE RENNES 1   (France)

Author keywords

[No Author keywords available]

Indexed keywords

SULFONE DERIVATIVE;

ARTICLE; BACTERIAL GROWTH; BACTERIUM CULTURE; CONTROLLED STUDY; CULTURE MEDIUM; NONHUMAN; OSMOLARITY; OSMOREGULATION; SINORHIZOBIUM MELILOTI; TOXICITY TESTING;

ALGAE; BACTERIA (MICROORGANISMS); LACTUCA; RHIZOBIUM; SINORHIZOBIUM MELILOTI; ULVA LACTUCA;

EID: 0031977259     PISSN: 00992240     EISSN: None     Source Type: Journal    
DOI: 10.1128/aem.64.4.1420-1429.1998     Document Type: Article

References (52)

1. Baldwin, D. A., T. J. Egan, and H. M. Marques. 1990. The effects of anions on the kinetics of reductive elimination of iron from monoferric transferrins by thiols. Biochim. Biophys. Acta 1038:1-9.
2. Bauche, F., D. Sabourault, Y. Giudicelli, J. Nordmann, and R. Nordmann. 1983. Inhibition in vitro of acyl-CoA dehydrogenases by 2-mercaptoacetate in rat liver mitochondria. Biochem. J. 215:457-464.
3. Bernard, T., J.-A. Pocard, B. Perroud, and D. Le Rudulier. 1986. Variations in the response of salt-stressed Rhizobium strains to betaines. Arch. Microbiol. 143:359-364.
4. Blunden, G. 1992. Agricultural uses of seaweeds and seaweed extracts, p. 65-81. In M. D. Guiry and G. Blunden (ed.), Seaweed resources in Europe: uses and potential. John Wiley & Sons Ltd., Chichester, United Kingdom.
5. Blunden, G., and S. Gordon. 1986. Betaines and their sulphonio analogues in marine algae. Prog. Physiol. Res. 4:39-80.
6. Blunden, G., T. Jenkins, and Y.-W. Liu. 1997. Enhanced leaf chlorophyll levels in plants treated with seaweed extract. J. Appl. Phycol. 8:535-543.
7. Boch, J., B. Kempf, R. Schmid, and E. Bremer. 1996. Synthesis of the osmoprotectant glycine betaine in Bacillus subtilis: characterization of the gbsAB genes. J. Bacteriol. 178:5121-5129.
8. Bohnert, H. J., and R. G. Jensen. 1996. Strategies for engineering water-stress tolerance in plants. Trends Biotechnol. 14:89-97.
9. Boivin, C., S. Camut, C. A. Malpica, G. Truchet, and C. Rosenberg. 1990. Rhizobium meliloti genes encoding catabolism of trigonelline are induced under symbiotic conditions. Plant Cell 2:1157-1170.
10. Chambers, S. T., C. M. Kunin, D. Miller, and A. Hamada. 1987. Dimethylthetin can substitute for glycine betaine as an osmoprotectant molecule for Escherichia coli. J. Bacteriol. 169:4845-4847.
11. Csonka, L. N., and A. D. Hanson. 1991. Prokaryotic osmoregulation: genetics and physiology. Annu. Rev. Microbiol. 45:569-606.
12. de Souza, M. P., and D. C. Yoch. 1995. Purification and characterization of dimethylsulfoniopropionate lyase from an Alcaligenes-like dimethyl sulfide-producing marine isolate. Appl. Environ. Microbiol. 61:21-26.
13. Diaz, M. R., and B. F. Taylor. 1996. Metabolism of methylated osmolytes by aerobic bacteria from Mono Lake, a moderately hypersaline, alkaline environment. FEMS Microbiol. Ecol. 19:239-247.
14. Ferger, M. F., and V. du Vigneaud. 1950. Oxidation in vivo of the methyl groups of choline, betaine, dimethylthetin, and dimethyl-β-propiothetin. J. Biol. Chem. 185:53-57.
15. Gage, D. A., D. Rhodes, K. D. Nolte, W. A. Hicks, T. Leustek, A. J. L. Cooper, and A. D. Hanson. 1997. A new route for synthesis of dimethylsulphoniopropionate in marine algae. Nature 387:891-894.
16. Galinski, E. A. 1995. Osmoadaptation in bacteria. Adv. Microb. Physiol. 37:273-328.
17. Goldmann, A., C. Boivin, V. Fleury, B. Message, L. Lecoeur, M. Maille, and D. Tepfer. 1991. Betaine use by rhizosphere bacteria: genes essential for trigonelline, stachydrine, and carnitine catabolism in Rhizobium meliloti are located on pSym in the symbiotic region. Mol. Plant Microbe Interact. 4:571-578.
18. Goldmann, A., L. Lecoeur, B. Message, M. Delarue, E. Schoonejans, and D. Tepfer. 1994. Symbiotic plasmid genes essential to the catabolism of proline betaine, or stachydrine, are also required for efficient nodulation by Rhizobium meliloti. FEMS Microbiol. Lett. 115:305-311.
19. Gouesbet, G., M. Jebbar, R. Talibart, T. Bernard, and C. Blanco. 1994. Pipecolic acid is an osmoprotectant for Escherichia coli taken up by the general osmoporters ProU and ProP. Microbiology 140:2415-2422.
20. James, F., K. D. Nolte, and A. D. Hanson. 1995. Purification and properties of S-adenosyl-L-methionine:L-methionine S-methyltransferase from Wollastonia biflora leaves. J. Biol. Chem. 270:22344-22350.
21. Jansen, M., and T. A. Hansen. 1997. Tetrahydrofolate serves as a methyl acceptor in the demethylation of dimethylsulfoniopropionate in cell extracts of sulfate reducing bacteria. Arch. Microbiol. 169:84-87.
22. Le Berre, A., and A. Delacroix. 1973. L'addition des sels d'amines tertiaires aux composés éthyléniques électrophiles. III. Bétaïnes et sels quaternaires à partir d'acides α,β-insaturés. Bull. Soc. Chim. Fr. 7-8:2404-2408.
23. Le Rudulier, D., A. R. Strøm, A. M. Dandekar, L. T. Smith, and R. C. Valentine. 1984. Molecular biology of osmoregulation. Science 224:1064-1068.
24. Lowry, O. H., N. J. Rosebrough, A. L. Farr, and R. J. Randall. 1951. Protein measurement with the Folin phenol reagent. J. Biol. Chem. 193:265-275.
25. Maw, G. 1959. Thetin-homocysteine transmethylase. The distribution of the enzyme, studied with the aid of trimethylsulfonium chloride as substrate. Biochem. J. 72:602-608.
26. Maw, G. A. 1956. Thetin-homocysteine transmethylase. A preliminary manometric study of the enzyme from rat liver. Biochem. J. 63:116-124.
27. Miller, K. J., and J. M. Wood. 1996. Osmoadaptation by rhizosphere bacteria. Annu. Rev. Microbiol. 50:101-136.
28. Oren, A. 1990. Formation and breakdown of glycine betaine and trimethylamine in hypersaline environments. Antonie Leeuwenhoek 58:291-298.
29. Osteras, M., E. Boncompagni, N. Vincent, M. C. Poggi, and D. Le Rudulier. 1997. Expression analysis of the bet locus encoding the glycine betaine biosynthesis pathway in Sinorhizobium meliloti, abstr. 11.37, p. 128. In Abstracts of the 11th International Congress on Nitrogen Fixation. Institut Pasteur, Paris, France.
30. Paquet, L., B. Rathinasabapathi, H. Saini, L. Zamir, D. A. Gage, Z.-H. Huang, and A. D. Hanson. 1994. Accumulation of the compatible solute 3-dimethylsulfoniopropionate in sugarcane and its relatives, but not other gramineous crops. Aust. J. Plant Physiol. 21:37-48.
31. Patti, A., R. Morrone, R. Chillemi, M. Piattelli, and S. Sciuto. 1993. Thetines and betaines of the red alga Digenea simplex. J. Nat. Prod. 56:432-435.
32. Pichereau, V., A. Cosquer, A. Gaumont, and T. Bernard. 1997. Synthesis of trimethylated phosphonium and arsonium analogues of the osmoprotectant glycine betaine; contrasted biological activities in two bacterial species. Bioorg. Med. Chem. Lett. 7:2893-2896.
33. Pichereau, V., and T. Bernard. 1997. Unpublished data.
34. Pichereau, V., P. Uguen, and T. Bernard. 1996. An extract from the marine alga Ulva lactuca improves growth of Rhizobium meliloti under hyperosmotic conditions: role of methylated sulfonium compounds. Plant Physiol. Suppl. 111:74.
35. Pocard, J.-A. 1987. La glycine betaïne, effet osmoprotecteur, transport et métabolisme chez Rhizobium meliloti cultivé in vitro et en symbiose avec Medicago sativa L. Ph. D. thesis. University of Rennes 1, Rennes, France.
36. Pocard, J.-A., T. Bernard, G. Goas, and D. Le Rudulier. 1984. Restauration partielle, par la glycine bétaïne et la proline bétaïne, de l'activité fixatrice d'azote de jeunes plantes de Medicago sativa L. soumises à un stress hydrique. C. R. Acad. Sci. 298:477-480.
37. Pocard, J.-A., N. Vincent, E. Boncompagni, L. T. Smith, M.-C. Poggi, and D. Le Rudulier. 1997. Molecular characterization of the bet genes encoding glycine betaine synthesis in Sinorhizobium meliloti 102F34. Microbiology 143:1369-1379.
38. Randall, K., M. Lever, B. A. Peddie, and S. T. Chambers. 1996. Natural and synthetic betaines counter the effects of high NaCl and urea concentrations. Biochim. Biophys. Acta 1291:189-194.
39. Reed, R. H. 1983. Measurement and osmotic significance of β-dimethylsulphoniopropionate in marine macroalgae. Mar. Biol. Lett. 34:173-181.
40. Rhodes, D., and A. D. Hanson. 1993. Quaternary ammonium and tertiary sulfonium compounds in higher plants. Annu. Rev. Plant Physiol. Plant Mol. Biol. 44:357-384.
41. Salsbury, R. L., and D. L. Merricks. 1975. Production of methanethiol and dimethyl sulfide by rumen micro-organisms. Plant Soil 43:191-209.
42. Smith, L. T., J.-A. Pocard, T. Bernard, and D. Le Rudulier. 1988. Osmotic control of betaine biosynthesis and degradation in Rhizobium meliloti. J. Bacteriol. 170:3142-3149.
43. Smith, L. T., and G. M. Smith. 1989. An osmoregulated dipeptide in stressed Rhizobium meliloti. J. Bacteriol. 171:4714-4717.
44. Stock, J. B., B. Rauch, and S. Roseman. 1977. Periplasmic space in Salmonella typhimurium and Escherichia coli. J. Biol. Chem. 252:7850-7861.
45. Talibart, R., M. Jebbar, K. Gouffi, V. Pichereau, G. Gouesbet, C. Blanco, T. Bernard, and J.-A. Pocard. 1997. Transient accumulation of glycine betaine and dynamics of endogenous osmolytes in salt-stressed cultures of Sinorhizobium meliloti. Appl. Environ. Microbiol. 63:4657-4663.
46. Talibart, R., M. Jebbar, G. Gouesbet, S. Himdi-Kabbab, H. Wroblewski, C. Blanco, and T. Bernard. 1994. Osmoadaptation in rhizobia: ectoine-induced salt tolerance. J. Bacteriol. 176:5210-5217.
47. Trossat, C., K. D. Nolte, and A. D. Hanson. 1996. Evidence that the pathway of dimethylsulfoniopropionate biosynthesis begins in the cytosol and ends in the chloroplast. Plant Physiol. 111:965-973.
48. Trossat, C., B. Rathinasabapathi, and A. D. Hanson. 1997. Transgenically expressed betaine aldehyde dehydrogenase efficiently catalyzes oxidation of dimethylsulfoniopropionaldehyde and ω-aminoaldehydes. Plant Physiol. 113:1457-1461.
49. van der Maarel, M. J. E. C., M. Jansen, R. Haanstra, W. G. Meijer, and T. A. Hansen. 1996. Demethylation of dimethylsulfoniopropionate to 3-S-methylmercaptopropionate by marine sulfate-reducing bacteria. Appl. Environ. Microbiol. 62:3978-3984.
50. Visscher, P. T., and B. F. Taylor. 1994. Demethylation of dimethylsulfoniopropionate to 3-mercaptopropionate by an aerobic marine bacterium. Appl. Environ. Microbiol. 60:4617-4619.
51. 12 overproducer. J. Bacteriol. 113:218-223.
52. Zikakis, J. P., and R. L. Salsbury. 1969. Metabolism of sulfur amino acids by rumen microorganisms. J. Dairy Sci. 52:2014-2019.