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The Structure of the O-Specific Polysaccharide and Lipid A of the Type Strain Azospirillum rugosum DSM-19657

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Abstract

The paper reports the structural study of the lipopolysaccharide from the type strain of the soil nitrogen-fixing bacterium Azospirillum rugosum isolated from oil-polluted soils. Based on the chemical analysis and 1D- and 2D 1H and 13С NMR spectroscopy data it has been demonstrated that the O-specific polysaccharide consists of the two types of repeating units identical to those previously described for the O-specific polysaccharide of the Azospirillum brasilense strain Jm125A2. Structural analysis of the lipid A using gas-liquid chromatography (GLC) and MALDI mass spectrometry revealed the presence of penta-, tetra-, and triacylated species. The primary fatty acids in the lipid A are the N-linked 16:0(3-OH) and О-linked 14:0(3-OH). Microheterogeneity within each species arises from the presence of different secondary fatty acids (16:0, 18:1, or 19:0) acylating the 16:0(3-OH) acid of the distal GlcN ring.

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REFERENCES

  1. Steenhoudt, O. and Vanderleyden, J., FEMS Microbiol. Rev., 2000, vol. 24, pp. 487–506.

    Article  CAS  Google Scholar 

  2. Bashan, Y. and Bashan, L.E., Adv. Agron., 2010, vol. 108, pp. 77–136.

    Article  CAS  Google Scholar 

  3. Fukami, J., Cerezini, P., and Hungria, M., AMB Express, 2018, vol. 8, p. 73.

    Article  Google Scholar 

  4. Fibach-Paldi, S., Burdman, S., and Okon, Y., FEMS Microbiol. Lett., 2012, vol. 326, pp. 99–108.

    Article  CAS  Google Scholar 

  5. Skvortsov, I.M. and Ignatov, V.V., FEMS Microbiol. Lett., 1998, vol. 165, pp. 223–229.

    Article  CAS  Google Scholar 

  6. Knirel, Y.A., in Bacterial Lipopolysaccharides, Knirel, Y.A. and Valvano, M.A., Eds., Wien: Springer, 2011, pp. 41–115.

    Book  Google Scholar 

  7. Molinaro, A., Holst, O., Di Lorenzo, F., Callaghan, M., Nurisso, A., D’Errico, G., Zamyatina, A., Peri, F., Berisio, R., Jerala, R., Jiménez-Barbero, J., Silipo, A., and Martín-Santamaría, S., Chemistry, 2015, vol. 21, pp. 500–519.

    Article  CAS  Google Scholar 

  8. Pereg, L., Luz, E., and Bashan, Y., Plant Soil, 2016, vol. 399, pp. 389–414.

    Article  CAS  Google Scholar 

  9. Lin, S.Y., Young, C.C., Hupfer, H., Siering, C., Arun, A.B., Chen, W.M., Lai, W.A., Shen, F.T., Rekha, P.D., and Yassin, A.F., Int. J. Syst. Evol. Microbiol., 2009, vol. 59, pp. 761–765.

    Article  CAS  Google Scholar 

  10. Lavrinenko, K., Chernousova, E., Gridneva, E., Dubinina, G., Akimov, V., Kuever, J., Lysenko, A., and Grabovich, M., Int. J. Syst. Evol. Microbiol., 2010, vol. 60, pp. 2832–2837.

    Article  CAS  Google Scholar 

  11. Yang, Y., Zhang, R., Feng, J., Wang, C., and Chen, J., Int. J. Syst. Evol. Microbiol., 2019 (in press).

  12. Anandham, R., Heo, J., Krishnamoorthy, R., SenthilKumar, M., Gopal, N.O., Kim, S.J., and Kwon, S.W., Int. J. Syst. Evol. Microbiol., 2019, vol. 69, pp. 1369–1375.

    Article  CAS  Google Scholar 

  13. Zhou, S., Han, L., Wang, Y., Yang, G., Zhuang, L., and Hu, P., Int. J. Syst. Evol. Microbiol., 2013, vol. 63, pp. 2618–2624.

    Article  CAS  Google Scholar 

  14. Young, C.C., Hupfer, H., Siering, C., Ho, M.J., Arun, A.B., Lai, W.A., Rekha, P.D., Shen, F.T., Hung, M.H., Chen, W.M., and Yassin, A.F., Int. J. Syst. Evol. Microbiol., 2008, vol. 58, pp. 959–963.

    Article  CAS  Google Scholar 

  15. Muratova, A.Yu., Turkovskaya, O.V., Antonyuk, L.P., Makarov, O.E., Pozdnyakova, L.I., and Ignatov, V.V., Microbiology (Moscow), 2005, vol. 74, no. 2, pp. 210–215.

    Article  CAS  Google Scholar 

  16. Fedonenko, Yu.P., Sigida, E.N., Konnova, S.A., and Ignatov, V.V., Izv. Akad. Nauk,Ser. Khim., 2015, vol. 64, no. 5, pp. 1024–1031.

    CAS  Google Scholar 

  17. Sigida, E.N., Fedonenko, Y.P., Shashkov, A.S., Arbatsky, N.P., Zdorovenko, E.L., Konnova, S.A., Ignatov, V.V., and Knirel, Y., A, Beilstein J. Org. Chem., 2016, vol. 12, pp. 636–642.

    Article  CAS  Google Scholar 

  18. Sigida, E.N., Fedonenko, Y.P., Shashkov, A.S., Zdorovenko, E.L., Konnova, S.A., and Knirel, Y.A., Carbohydr. Res., 2019, vol. 478, pp. 54–57.

    Article  CAS  Google Scholar 

  19. Sigida, E.N., Fedonenko, Y.P., Shashkov, A.S., Konnova, S.A., and Ignatov, V.V., Carbohydr. Res., 2018, vol. 465, pp. 40–43.

    Article  CAS  Google Scholar 

  20. Choma, A. and Komaniecka, I., Carbohydr. Res., 2008, vol. 343, pp. 799–804.

    Article  CAS  Google Scholar 

  21. Sigida, E.N., Fedonenko, Y.P., Shashkov, A.S., Zdorovenko, E.L., Konnova, S.A., Ignatov, V.V., and Knirel, Y.A., Carbohydr. Res., 2015, vol. 416, pp. 37–40.

    Article  CAS  Google Scholar 

  22. Silipo, A., Lanzetta, R., Amoresano, A., Parrilli, M., and Molinaro, A., J. Lipid Res., 2002, vol. 43, pp. 2188–2195.

    Article  CAS  Google Scholar 

  23. Murphy, R.C. and Axelsen, P.H., Mass Spectrom. Rev., 2011, vol. 30, pp. 579–599.

    Article  CAS  Google Scholar 

  24. Phillips, N.J., Schilling, B., McLendon, M.K., Apicella, M.A., and Gibson, B.W., Infect. Immun., 2004, vol. 72, pp. 5340–5348.

    Article  CAS  Google Scholar 

  25. Schilling, B., McLendon, M.K., Phillips, N.J., Apicella, M.A., and Gibson, B.W., Anal. Chem., 2007, vol. 79, pp. 1034–1042.

    Article  CAS  Google Scholar 

  26. Shaffer, S.A., Harvey, M.D., Goodlett, D.R., and Ernst, R.K., J. Am. Soc. Mass Spectrom., 2007, vol. 18, pp. 1080–1092.

    Article  CAS  Google Scholar 

  27. Domon, B. and Costello, C., Glycoconjugate J., 1988, vol. 5, pp. 397–409.

  28. Konnova, S.A., Makarov, O.E., Skvortsov, I.M., and Ignatov, V.V., FEMS Microbiol. Lett., 1994, vol. 118, pp. 93–99.

    Article  CAS  Google Scholar 

  29. Westphal, O. and Jann, K., MethodsCarbohydr. Chem., 1965, vol. 5, pp. 83–91.

    CAS  Google Scholar 

  30. Que, N.L.S., Ribeiro, A.A., and Raetz, C.R.H., J. Biol. Chem., 2000, vol. 275, pp. 28017–28027.

    CAS  PubMed  PubMed Central  Google Scholar 

  31. Sawardeker, J.S., Sloneker, J.H., and Jeanes, A., Anal. Chem., 1965, vol. 37, pp. 1602–1603.

    Article  CAS  Google Scholar 

  32. Leontein, K., Lindberg, B., and Lönngren, J., Carbohydr. Res., 1978, vol. 62, pp. 359–362.

    Article  CAS  Google Scholar 

  33. Mayer, H., Merkofer, T., Warth, C., and Weckesser, J., J. Endotox. Res., 1996, vol. 3, pp. 345–352.

  34. Shevchenko, N.M., Anastyuk, S.D., Gerasimenko, N.I., Dmitrenok, P.S., Isakov, V.V., and Zvyagintseva, T.N., Russ. J. Bioorg. Chem., 2007, vol. 33, no. 1, pp. 88–98.

    Article  CAS  Google Scholar 

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ACKNOWLEDGMENTS

We are grateful to the Symbiosis Center for Collective Use of the Institute of Biochemistry and Physiology of Plants and Microorganisms of the Russian Academy of Sciences for carrying out GLC.

Funding

The work was supported by the Russian Science Foundation (grant no. 18-74-00060).

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Authors and Affiliations

  1. Institute of Biochemistry and Physiology of Plants and Microorganisms, Russian Academy of Sciences, 410049, Saratov, Russia

    E. N. Sigida, V. S. Grinev, Y. P. Fedonenko & S. A. Konnova

  2. Elyakov Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch, Russian Academy of Sciences, 690022, Vladivostok, Russia

    M. S. Kokoulin & P. S. Dmitrenok

  3. Chernyshevskii Saratov National Research State University, 410012, Saratov, Saratov oblast, Russia

    V. S. Grinev, Y. P. Fedonenko & S. A. Konnova

Authors
  1. E. N. Sigida
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  2. M. S. Kokoulin
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  3. P. S. Dmitrenok
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  4. V. S. Grinev
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  5. Y. P. Fedonenko
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  6. S. A. Konnova
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Corresponding author

Correspondence to E. N. Sigida.

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The article does not contain any studies involving animals or human performed by any of the authors.

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The authors declare that they have no conflict of interest.

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Translated by E. Martynova

Abbreviations: LPS, lipopolysaccharide; FAs, fatty acids; MALDI, matrix-activated laser desorption/ionization; MS, mass-spectrometry; OPS, O-specific polysaccharide; NMR, nuclear magnetic resonance.

Corresponding author: phone: +7 (8452) 97-04-44; fax: +7 (8452) 97-04-03; e-mail: si_elena@mail.ru.

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Sigida, E.N., Kokoulin, M.S., Dmitrenok, P.S. et al. The Structure of the O-Specific Polysaccharide and Lipid A of the Type Strain Azospirillum rugosum DSM-19657. Russ J Bioorg Chem 46, 60–70 (2020). https://doi.org/10.1134/S1068162020010112

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  • DOI: https://doi.org/10.1134/S1068162020010112

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