Advertisement

Biochemistry (Moscow)

, Volume 83, Issue 6, pp 717–726 | Cite as

Rhamnose-Containing Cell Wall Glycopolymers from Rathayibacter toxicus VKM Ac-1600 and “Rathayibacter tanaceti” VKM Ac-2596

  • A. S. Shashkov
  • E. M. Tul’skaya
  • A. S. Dmitrenok
  • G. M. Streshinskaya
  • N. V. Potekhina
  • S. N. Senchenkova
  • N. F. Piskunkova
  • L. V. Dorofeeva
  • L. I. Evtushenko
Article

Abstract

Structures of the cell wall glycopolymers from two representatives of the genus Rathayibacter were investigated using chemical, NMR spectroscopy, and optical methods. The R. toxicus VKM Ac-1600 strain contains two neutral glycopolymers–a linear rhamnomannan →2)-α-D-Rhap-(1→3)-α-D-Manp-(1→ and a branched polysaccharide containing in the repeating unit the residues of D-Manp, D-Glcp, and L-Rhap in the ratios of 2: 4: 1, respectively (the structure is presented in the text). The “Rathayibacter tanaceti” VKM Ac-2596 contains a rhamnomannan that is different from the above-described one by localization of glycosidic bonds on the residues of α-Rhap and α-Manp, i.e. →3)-α-D-Rhap (1→2)-α-D-Manp-(1→. The structures of all identified glycopolymers are described for the first time in actinobacteria. The data obtained make it possible to characterize representatives of the studied actinobacteria more fully and can be used to differentiate Rathayibacter species at the phenotype level.

Keywords

Rathayibacter cell wall rhamnomannan neutral glycopolymers D-rhamnose NMR spectroscopy 

Abbreviations

δC and δH

chemical shifts of 13C and 1H atomsrespectively

COSY

correlation spectroscopy

HMBC

heteronuclear multiple-bond correlation

HSQC

heteronuclear single quantum coherence

J

spin-spin interaction constant

ROE

one-dimensional rotating frame Overhauser effect spectroscopy

ROESY

two-dimensional rotating frame Overhauser effect spectroscopy

TOCSY

total correlation spectroscopy

TSP

sodium salt of 3-(trimethylsilyl)-3,3,2,2-tetradeuteropropionic acid

VKM

All-Russian Collection of Microorganisms

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Supplementary material

10541_2018_626_MOESM1_ESM.pdf (96 kb)
A. S. Shashkov, E. M. Tul’skaya, A. S. Dmitrenok, G. M. Streshinskaya, N. V. Potekhina, S. N. Senchenkova, N. F. Piskunkova, L. V. Dorofeeva, and L. I. Evtushenko, Rhamnose-Containing Cell Wall Glycopolymers from Rathayibacter toxicus VKM Ac-1600 and “Rathayibacter tanaceti” VKM Ac-2596 (ISSN 0006-2979, Biochemistry (Moscow), 2018, Vol. 83, No. 6, pp. 717–726)

References

  1. 1.
    Zgurskaya, H. I., Evtushenko, L. I., Akimov, V. N., and Kalakoutskii, L. V. (1993) Rathayibacter gen, nov., includ-ing the species Rathayibacter rathayi comb. nov., Rathayibacter tritici comb. nov., Rathayibacter iranicus comb., nov., and six strains from annual grasses, Int. J. Sys. Bacteriol., 43, 143–149.Google Scholar
  2. 2.
    Evtushenko, L. I., and Dorofeeva, L. V. (2012) Genus XXII. Rathayibacter, in Bergey’s Manual of Systematic Bacteriology (Whitman, W., Goodfellow, M., Kampfer, P., Busse, H. J., Trujillo, M., Ludwig, W., Suzuki, K., and Parte, A., eds.) Vol. 5, Springer, New-York, pp. 953–964.Google Scholar
  3. 3.
    Riley, I. T., and Ophel, K. M. (1992) Clavibacter toxicus sp. nov. the bacterium responsible for annual ryegrass toxicity in Australia, Int. J. Syst. Bacteriol., 42, 64–68.CrossRefGoogle Scholar
  4. 4.
    Dorofeeva, L. V., Evtushenko, L. I., Krausova, V. I., Karpov, A. V., Subbotin, S. A., and Tiedje, J. M. (2002) Rathayibacter caricis sp. nov. and Rathayibacter festucae sp. nov., isolated from the phyllosphere of Carex sp. and the leaf gall induced by the nematode Anguina graminis on Festuca rubra L., respectively, Int. J. Syst. Evol. Microbiol., 52, 1917–1923.PubMedGoogle Scholar
  5. 5.
    Vasilenko, O. V., Starodumova, I. P., Tarlachkov, S. V., Dorofeeva, L. V., Avtukh, A. N., and Evtushenko, L. I. (2016) Draft genome sequence of “Rathayibacter tanaceti” strain VKM Ac-2596 isolated from Tanacetum vulgare infested by a foliar nematode, Genome Announc., 4, e00512–16.PubMedPubMedCentralGoogle Scholar
  6. 6.
    Starodumova, I. P., Tarlachkov, S. V., Prisyazhnaya, N. V., Dorofeeva, L. V., Ariskina, E. V., Chizhov, V. N., Subbotin, S. A., Evtushenko, L. I., and Vasilenko, O. V. (2017) Draft genome sequence of Rathayibacter sp. strain VKM Ac-2630 isolated from leaf gall induced by the knapweed nematode Mesoanguina picridis on Acroptilon repens, Genome Announc., 5, e00650–17.CrossRefPubMedPubMedCentralGoogle Scholar
  7. 7.
    Murray, T. D., Schroeder, B. K., Schneider, W. L., Luster, D. G., Sechler, A., Rogers, E. E., and Subbotin, S. A. (2017) Rathayibacter toxicus, other Rathayibacter species inducing bacterial head blight of grasses, and the potential for livestock poisonings, Phytopathology, 107, 804–815.CrossRefPubMedGoogle Scholar
  8. 8.
    Riley, I. T., and McKay, A. C. (1990) Specificity of the adhesion of some plant pathogenic microorganisms to the cuticle of nematodes in the genus Anguina (Nematoda: Anguinidae), Nematologica, 36, 90–103.CrossRefGoogle Scholar
  9. 9.
    Gnilozub, V. A., Streshinskaya, G. M., Naumova, I. B., Evtushenko, L. I., and Shashkov, A. S. (1994) 1,5-Poly(ribitol phosphate) with tetrasaccharide substituent in the cell wall of Agromyces fucosus ssp. hippuratus, Biochemistry (Moscow), 59, 1419–1424.Google Scholar
  10. 10.
    Shashkov, A. S., Streshinskaya, G. M., Gnilozub, V. A., Evtushenko, L. I., and Naumova, I. B. (1995) Poly(arabitol phosphate) teichoic acid in the cell wall of Agromyces ceri-nus subsp. cerinus VKM Ac-1340T, FEBS Lett., 371, 163–166.CrossRefPubMedGoogle Scholar
  11. 11.
    Shashkov, A. S., Potekhina, N. V., Kachala, V. V., Senchenkova, S. N., Dorofeeva, L. V., and Evtushenko, L. I. (2012) A novel galactofuranan from the cell wall of Arthrobacter sp. VKM Ac-2576, Carbohydr. Res., 352, 215–218.CrossRefPubMedGoogle Scholar
  12. 12.
    Potekhina, N. V., Shashkov, A. S., Senchenkova, S. N., Dorofeeva, L. V., and Evtushenko, L. I. (2012) Structure of hexasaccharide 1-phosphate polymer from Arthrobacter uratoxydans VKM Ac-1979T cell wall, Biochemistry (Moscow), 77, 1294–1302.CrossRefPubMedGoogle Scholar
  13. 13.
    Dmitrenok, A. S., Streshinskaya, G. M., Tul’skaya, E. M., Potekhina, N. V., Senchenkova, S. N., Shashkov, A. S., Bilan, M. I., Starodumova, I. P., Bueva, O. V., and Evtushenko, L. I. (2017) Pyruvylated cell wall glycopoly-mers of Promicromonospora citrea VKM Ac-665T and Promicromonospora sp. VKM Ac-1028, Carbohydr. Res., 449, 134–142.CrossRefPubMedGoogle Scholar
  14. 14.
    Potekhina, N. V., Streshinskaya, G. M., Tul’skaya, E. M., and Shashkov, A. S. (2011) Methods in Microbiology (Rainey, F. A., and Oren, A., eds.) Vol. 38, Chap. 6, Academic Press, Elsevier, pp. 132–164.Google Scholar
  15. 15.
    Shashkov, A. S., Streshinskaya, G. M., Kozlova, Y. I., Tul’skaya, E. M., Senchenkova, S. N., Arbatskii, N. P., and Evtushenko, L. I. (2012) Teichulosonic acid, an anionic polymer of a new class from the cell wall of Actinoplanes utahensis VKM Ac-674T, Biochemistry (Moscow), 77, 633–640.CrossRefGoogle Scholar
  16. 16.
    Klyne, W. (1950) The configuration of the anomeric carbon atoms in some cardiac glycosides, Biochem. J., 47, XLI–XLII.PubMedGoogle Scholar
  17. 17.
    Haskins, W. T., Hann, R. M., and Hudson, C. S. (1946) The preparation of D-rhamnose from methyl alpha-D-mannopyranoside, J. Am. Chem. Soc., 68, 628–632.CrossRefPubMedGoogle Scholar
  18. 18.
    Lemieux, R. U., and Levine, S. (1962) The products of the Prevost reaction on D-glucal triacetate, Can. J. Chem., 40, 1926–1932.CrossRefGoogle Scholar
  19. 19.
    Shashkov, A. S., Lipkind, G. M., Knirel, Y. A., and Kochetkov, N. K. (1988) Stereometrical factors determin-ing the effects of glycosylation on the 13C chemical shifts in carbohydrates, Magn. Reson. Chem., 26, 735–747.CrossRefGoogle Scholar
  20. 20.
    Lloyd, K. O., and Bitoon, M. A. (1971) Isolation and purification of a peptido-rhamnomannan from the yeast form of Sporothrix schenckii. Structural and immunochem-ical studies, J. Immunol., 107, 663–671.PubMedGoogle Scholar
  21. 21.
    Messner, P., Egelseer, E. M., Sleytr, U. B., and Schaffer, C. (2009) Microbial Glycobiology Structures, Relevance and Applications (Moran, A. P., Holst, O., and von Itzstein M., eds.) Pt. 7, Academic Press, Elsevier, pp. 109–128.Google Scholar
  22. 22.
    Kosma, P., Neuninger, C., Christian, R., Schulz, G., and Messner, P. (1995) Glycan structure of the S-layer glyco-protein of Bacillus sp. L420-91, Glycoconj. J., 12, 99–107.CrossRefPubMedGoogle Scholar
  23. 23.
    Schaffer, C., Muller, N., Christian, R., Graninger, M., Wugeditsch, T., Scheberl, A., and Messner, P. (1999) Complete glycan structure of the S-layer glycoprotein of Aneurinibacillus thermoaerophilus GS4-97, Glycobiology, 9, 407–414.CrossRefPubMedGoogle Scholar
  24. 24.
    Kneidinger, B., Graninger, M., Adam, G., Puchberger, M., Kosma, P., Zayni, S., and Messner, P. (2001) Identification of two GDP-6-deoxy-D-lyxo-4-hexulose reductases syn-thesizing GDP-D-rhamnose in Aneurinibacillus ther-moaerophilus L420-91, J. Biol. Chem., 276, 5577–5583.CrossRefPubMedGoogle Scholar
  25. 25.
    Sorum, U., Robertsen, B., and Kenne, L. (1998) Structural studies of the major polysaccharide in the cell wall of Renibacterium salmoninarum, Carbohydr. Res., 306, 305–314.CrossRefPubMedGoogle Scholar
  26. 26.
    Riley, I. T., Allen, J. G., and Barbetti, M. J. (2014) Manual of Security Sensitive Microbes and Toxins (Liu, D., ed.) Pt. 67, CRC-Press Taylor and Francis Group LLC, pp. 775-788.Google Scholar
  27. 27.
    Mistou, M.-Y., Sutcliffe, I. C., and van Sorge, N. M. (2016) Bacterial glycobiology: rhamnose-containing cell wall polysaccharides in Gram-positive bacteria, FEMS Microbiol. Rev., 40, 464–479.CrossRefPubMedPubMedCentralGoogle Scholar
  28. 28.
    Starodumova, I. P., Prisyazhnaya, N. V., Tarlachkov, S. V., Dorofeeva, L. V., Vasilenko, O. V., and Evtushenko, L. I. (2014) Systematics of Rathayibacter: from traditional approaches till genome analysis, in The First Pushchino School-Conference “Biochemistry, Physiology and Biospheric Role of Microorganisms”, IBPM, Russian Academy of Sciences, Pushchino, pp. 7-10.Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • A. S. Shashkov
    • 1
  • E. M. Tul’skaya
    • 2
  • A. S. Dmitrenok
    • 1
  • G. M. Streshinskaya
    • 2
  • N. V. Potekhina
    • 2
  • S. N. Senchenkova
    • 1
  • N. F. Piskunkova
    • 2
  • L. V. Dorofeeva
    • 3
  • L. I. Evtushenko
    • 3
  1. 1.Zelinsky Institute of Organic ChemistryRussian Academy of SciencesMoscowRussia
  2. 2.Lomonosov Moscow State UniversityFaculty of BiologyMoscowRussia
  3. 3.All-Russian Collection of Microorganisms (VKM), Skryabin Institute of Biochemistry and Physiology of MicroorganismsRussian Academy of SciencesPushchinoRussia

Personalised recommendations