R- and S-Pyruvate-Containing Polysaccharide from the Cell Wall of Rathayibacter sp. VKM Ac-2927

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Resumo

The structures of two cell wall glycopolymers from the strain Rathayibacter sp. VKM Ac-2927 (family Microbacteriaceae, class Actinomycetes), isolated from linden leaves affected by leaf miner, were established using chemical and NMR spectroscopy methods. The first polymer, rhamnomannan, is a heterogeneous chain polymer composed of regularly alternating α-D-rhamnose and α-D-mannose residues linked by (1→3)- and (1→2)-glycosidic bonds and contains a minor amount of lateral β-D-xylopyranose residues (the structure is presented in the text). The second polymer, acetalized with R- and S-pyruvic acid, consists of branched tetrasaccharide units, →3)-α-D-Galp4,6-(R-Pyr)-(1→3)-β-D-Glcp-(1→6)-[β-D-Galp3,4-(S-Pyr)-(1→4)]-α-D-Manp-(1→. The structure of this polysaccharide is new for representatives of the genus Rathayibacter and prokaryotes in general. The results of the present study indicate the structural diversity of microbial glycopolymers and are consistent with previously obtained data on the specificity of their composition for species of the genus Rathayibacter.

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Sobre autores

M. Kokoulin

Elyakov Pacific Institute of Bioorganic Chemistry of the Far Eastern Branch of the Russian Academy of Sciences

Email: potekhina56@mail.ru
Rússia, Vladivostok

N. Potekhina

Lomonosov Moscow State University

Email: potekhina56@mail.ru
Rússia, Moscow

E. Tulskaya

Lomonosov Moscow State University

Email: potekhina56@mail.ru
Rússia, Moscow

Yu. Ospennikov

Skryabin Institute of Biochemistry and Physiology of Microorganisms

Email: potekhina56@mail.ru
Rússia, Pushchino

L. Evtushenko

Pushchino Scientific Center for Biological Research of the Russian Academy of Sciences, All-Russian Collection of Microorganisms (VKM)

Autor responsável pela correspondência
Email: potekhina56@mail.ru
Rússia, Pushchino, Moscow Region

Bibliografia

  1. Evtushenko, L. I., and Dorofeeva, L. V. (2012) Genus XXII. Rathayibacter Zgurskaya, Evtushenko, Akimov and Kalakoutskii 1993, 147VP in Bergey’s manual of systematic bacteriology (Goodfellow, M., Kämpfer, P., Busse, H-J., Trujillo, M. E., Suzuki, K.-I., Ludwig, W., Whitman, W. B., eds) 2nd Edn, vol. 5. Springer, New York, Dordrecht, Heidelberg, London, pp. 953-964.
  2. Potekhina, N. V., Tul’skaya, E. M., Ospennikov, Y. V., and Evtushenko, L. I. (2023) Cell wall glycopolymers as chemotaxonomic characteristics of the genus and species Rathayibacter, Microbiology, 92, S2-S6, https://doi.org/10.1134/S0026261723603822.
  3. Shashkov, A. S., Potekhina, N. V., Tul’skaya, E. M, Dmitrenok, A. S., Senchenkova, S. N., Torgov, V. I., Dorofeeva, L. V., and Evtushenko, L. I. (2024) New lactate- and pyruvate-containing polysaccharide and rhamnomannan with xylose residues from the cell wall of Rathayibacter oskolensis VKM Ac-2121T, Carbohydr. Res., 540, 109145, https://doi.org/10.1016/j.carres.2024.109145.
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  7. 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 glycopolymers of Promicromonospora citrea VKM Ac-665T and Promicromonospora sp. VKM Ac-1028, Carbohydr. Res., 449, 34-142, https://doi.org/10.1016/j.carres.2017.07.008.
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2. Fig. 1. 13C NMR spectra of glycopolymers from the cell wall of Rathayibacter sp. VKM Ac-2927: initial preparation (a); neutral fraction (b); acidic fraction (c)

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3. Fig. 2. 1H,13C HSQC NMR spectrum of the neutral fraction of the cell wall glycopolymers of Rathayibacter sp. VKM Ac-2927. The corresponding parts of the 1H and 13C NMR spectra are shown above and to the left of the two-dimensional spectrum, respectively. Arabic numerals refer to the numbers of carbon atoms in residues labelled with capital Latin letters according to Table 1

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4. Fig. 3. Parts of two-dimensional 1H,1H ROESY (a) and 1H,13C HMBC (b) spectra of the neutral fraction of the cell wall glycopolymers of Rathayibacter sp. VKM Ac-2927. The corresponding parts of the 1H and 13C NMR spectra are shown above and to the left of the two-dimensional spectrum, respectively. Arabic numerals refer to the numbers of carbon atoms in residues labelled with capital Latin letters according to Table 1

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5. Formula 1. Structure of the repeating units of a neutral polysaccharide

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6. Fig. 4. 1H,13C HSQC NMR spectrum of the acidic fraction of glycopolymers from the cell wall of Rathayibacter sp. VKM Ac-2927. The corresponding parts of the 1H and 13C NMR spectra are shown above and to the left of the two-dimensional spectrum, respectively. Arabic numerals refer to the numbers of carbon atoms in residues labelled with capital Latin letters according to Table 1

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7. Fig. 5. Parts of the two-dimensional 1H,1H ROESY spectrum of the acidic fraction of glycopolymers from the cell wall of Rathayibacter sp. VKM Ac-2927. The corresponding parts of the 1H and 13C NMR spectra are shown above and to the left of the two-dimensional spectrum, respectively. Arabic numerals refer to the numbers of carbon atoms in residues labelled with capital Latin letters according to Table 1

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8. Formula 2. Structure of the repeating link of an acidic polysaccharide

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