Abstract
Some O-polysaccharides (O-antigens) of the lipopolysaccharides of bacteria of the genus Cronobacter contain 3-deoxy-d-manno-oct-2-ulosonic acid. O-Polysaccharides of Cronobacter turicensis G3874 and Cronobacter muytjensii G3886 containing this unit were found to be structurally related to each other and to those of Cronobacter dublinensis HPB 3169 and Cronobacter sakazakii G2706 (serotype O5) studied earlier. The O-polysaccharides differ in the N-acyl group on a 3-amino-3,6-dideoxy-d-glucose residue [(R)-3-hydroxybutanoyl vs. acetyl] or in the presence or absence of the O-acetyl group on an l-rhamnose residue only. Structures of the new O-antigens were established by chemical methods and by 1D and 2D 1H and 13C NMR spectroscopy applied to polysaccharides and pentasaccharides obtained by mild alkaline O-deacylation and mild acid hydrolysis of the isolated lipopolysaccharides, respectively.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Y. Sun, M. Wang, H. Liu, J. Wang, X. He, J. Zeng, X. Guo, K. Li, B. Cao, L. Wang, Appl. Environ. Microbiol., 2011, 77, 2209–2214.
N. P. Arbatsky, Y. Sun, A. S. Shashkov, M. Wang, B. Liu, E. D. Daeva, L. Wang, Y. A. Knirel, Carbohydr. Res., 2012, 355, 50–55.
Q. Yan, K. G. Yarris, H. R. Chase, K. Hebert, L. H. Trach, C. Lee, J. Sadowski, B. Lee, S. Hwang, V. Sathyamoorthy, N. Mullane, M. Pava-Ripoll, C. Iversen, F. Pagotto, S. Fanning, B. D. Tall, Food Microbiol., 2015, 50, 38–43.
N. P. Arbatsky, M. Wang, E. M. Turdymuradov, A. N. Kondakova, A. S. Shashkov, Yu. A. Knirel, Russ. Chem. Bull., 2015, 64, 1192.
N. P. Arbatsky, M. Wang, E. M. Turdymuratov, S. Hu, A. S. Shashkov, L. Wang, Y. A. Knirel, Carbohydr. Res., 2015, 404, 132–137.
A. S. Shashkov, M. Wang, E. M. Turdymuratov, S. Hu, N. P. Arbatsky, L. Wang, X. Guo, Yu. A. Knirel, Carbohydr. Res., 2015, 404, 124–131.
L. L. MacLean, F. Pagotto, J. M. Farber, M. B. Perry, Biochem. Cell Biol., 2009, 87, 927–932.
A. S. Shashkov, N. P. Arbatsky, Yu. A. Knirel, Carbohydr. Res., 2011, 346, 1924–1929
L. L. MacLean, E. Vinogradov, F. Pagotto, M. B. Perry, Can. J. Microbiol., 2012, 58, 540–546.
J. Ø. Duus, C. H. Gotfredsen, K. Bock, Chem. Rev., 2000, 100, 4589–4614.
G. M. Lipkind, A. S. Shaskov, Yu. A. Knirel, E. V. Vinogradov, N. K. Kochetkov, Carbohydr. Res., 1988, 175, 59–75.
R. Christian, G. Schulz, F. M. Unger, Tetrahedron Lett., 1985, 26, 3951–3954.
P. W. Robbins, T. Uchida, Biochemistry, 1962, 1, 323–335.
O. Westphal, K. Jann, Methods Carbohydr. Chem., 1965, 5, 83–91.
N. P. Arbatsky, M. Wang, A. S. Shashkov, L. Feng, Yu. A. Knirel, L. Wang, Carbohydr. Res., 2010, 345, 2095–2098.
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1763–1768, September, 2019.
Rights and permissions
About this article
Cite this article
Arbatsky, N.P., Shashkov, A.S., Kalinchuk, N.A. et al. Close structural relationship of the O-antigens of various Cronobacter species containing 3-deoxy-d-manno-oct-2-ulosonic acid. Russ Chem Bull 68, 1763–1768 (2019). https://doi.org/10.1007/s11172-019-2622-0
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11172-019-2622-0