Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_115013,IEDB_130645,IEDB_133754,IEDB_136044,IEDB_136105,IEDB_136906,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_144983,IEDB_149558,IEDB_151528,IEDB_152206,IEDB_190606,IEDB_225177,IEDB_885823,IEDB_918314,IEDB_983930,SB_165,SB_166,SB_187,SB_195,SB_44,SB_7,SB_72,SB_87,SB_88

• Article ID: 1506
  Fedonenko YP, Konnova ON, Zatonsky GV, Konnova SA, Kocharova NA, Zdorovenko EL, Ignatov VV "Structure of the O-polysaccharide from the Azospirillum lipoferum Sp59b lipopolysaccharide" - Carbohydrate Research 340(6) (2005) 1259-1263
  

  A neutral O-specific polysaccharide was obtained by mild acid hydrolysis of the lipopolysaccharide of the plant-growth-promoting bacterium Azospirillum lipoferum Sp59b. On the basis of sugar and methylation analyses along with 1D and 2D (1)H and (13)C NMR spectroscopy, including a NOESY experiment, the following structure of the branched hexasaccharide repeating unit of the O-polysaccharide was established: [carbohydrate structure: see text].

  Lipopolysaccharide, structure, O-polysaccharide, O polysaccharide, PDF, Azospirillum, Azospirillum lipoferum

  NCBI PubMed ID: 15797145
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Institute of Biochemistry and Physiology of Plants and Microorganisms, Russian Academy of Sciences, Prospekt Entuziastov 13, 410049 Saratov, Russia
  Methods: methylation, NMR-2D, NMR, sugar analysis
  
   
  
  Azospirillum lipoferum Sp59b
  CSDB ID 10032 (all data & tools)
• Article ID: 3744
  Molinaro A, Newman M, Lanzetta R, Parrilli M "The structures of lipopolysaccharides from plant-associated Gram-negative bacteria" - European Journal of Organic Chemistry 2009(34) (2009) 5887-5896
  

  Gram-negative bacterial lipopolysaccharides (LPSs) have multiple roles in plant-microbe interactions. LPSs contribute to the low permeabilities of bacterial outer membranes, which act as barriers to protect bacteria from plant-derived antimicrobial substances. Conversely, perception of LPSs by plant cells can lead to the triggering of defence responses or to the priming of the plant to respond more rapidly and/or to a greater degree to subsequent pathogen challenge. LPSs are thus key molecules in the interactions between bacteria and plants, either in symbiosis or pathogenesis. Since LPSs are glycoconjugates genetically and chemically consisting of three different molecular regions, their detailed structure elucidation is a very topical and major scientific task for chemists, and is achieved by a combination of state-of-art chemical and spectroscopic techniques. Knowledge of LPSs' chemical structures is an important prerequisite for any further understanding of the biological processes in plant-microbe interactions. Moreover, the LPSs from Gram-negative bacteria - especially those originating from plant-associated bacteria - are a great source of novel monosaccharides with unusual and occasionally astounding chemical structures, never found in the eukaryotic world. This review presents the structures of LPSs from plant-associated bacteria isolated and identified from 2001 onwards.

  lipopolysaccharides, structure elucidation, glycolipids, innate immunity, immunochemistry, plant-associated bacteria

  Publication DOI: 10.1002/ejoc.200900682
  Journal NLM ID: 9805750
  Publisher: Wiley-VCH
  Correspondence: molinaro@unina.it
  Institutions: Dipartimento di Chimica Organica e Biochimica, Università degli Studi di Napoli “Federico II”, via Cinthia 4, 80126 Napoli, Italy, Fax: +39-081-674393, Faculty of Life Sciences, Department of Plant Biology & Biotechnology, University of Copenhagen, 1871 Frederiksberg, Denmark
  
   
  
  Azospirillum lipoferum Sp59B
  CSDB ID 24125 (all data & tools)
• Article ID: 3948
  Smol'kina ON, Kachala VV, Fedonenko YP, Burygin GL, Zdorovenko EL, Matora LY, Konnova SA, Ignatov VV "Capsular polysaccharide of the bacterium Azospirillum lipoferum Sp59b: Structure and antigenic specificity" - Biochemistry (Moscow) 75(5) (2010) 606-613
  

  Antigenic differences were revealed between the cell wall outer membrane lipopolysaccharides and the capsular high molecular weight bioglycans for a typical strain of the nitrogen-fixing rhizobacterium Azospirillum lipoferum Sp59b using antibodies prepared against the homologous lipopolysaccharide and lipopolysaccharide-protein complex. From the capsular lipopolysaccharide-protein and polysaccharide-lipid complexes of A. lipoferum Sp59b, polysaccharides were isolated and their structure was for the first time established in Azospirillum by monosaccharide analysis which included determination of the absolute configurations, methylation, O-deacetylation, and one- and two-dimensional NMR spectroscopy. The polysaccharides of the capsular complexes were shown to have identical structure of the branched tetrasaccharide repeating unit, which differs from the structure of the O-specific polysaccharide within the outer membrane lipopolysaccharide of this strain.

  polysaccharide structure, Azospirillum, capsular antigens

  NCBI PubMed ID: 20632940
  Journal NLM ID: 0376536
  Publisher: Nauka/Interperiodica
  Correspondence: evelina@ioc.ac.ru; room308@ibppm.sgu.ru
  Institutions: Institute of Biochemistry and Physiology of Plants and Microorganisms, Russian Academy of Sciences, Saratov, 410049, Russia
  Methods: 13C NMR, 1H NMR, methylation, NMR-2D, sugar analysis, de-O-acetylation, NMR-1D
  
   
  
  Azospirillum lipoferum Sp59b
  CSDB ID 25863 (all data & tools)
• Article ID: 4016
  Fedonenko YP, Boyko AS, Zdorovenko EL, Konnova SA, Shashkov AS, Ignatov VV, Knirel YA "Structural pecularities of the O-specific polysaccharides of Azospirillum bacteria of serogroup III" - Biochemistry (Moscow) 76(7) (2011) 797-802
  

  Azospirillum brasilense SR55, isolated from the rhizosphere of Triticum durum, was classified as serogroup II on the basis of serological tests. Such serogroup affiliation is uncharacteristic of wheat-associated Azospirillum species. The lipid A of A. brasilense SR55 lipopolysaccharide contained 3-hydroxytetradecanoic, 3-hydroxyhexadecanoic, hexadecanoic and octadecenoic fatty acids. The structure of the lipopolysaccharide's O polysaccharide was established, with the branched octasaccharide repeating unit being represented by l-rhamnose, l-3-O-Me-rhamnose, d-galactose and d-glucuronic acid. The SR55 lipopolysaccharide induced deformations of wheat root hairs. The lipopolysaccharide was not involved in bacterial cell aggregation, but its use to pretreat wheat roots was conducive to cell adsorption. This study shows that Azospirillum bacteria can utilise their own lipopolysaccharide as a carbon source, which may give them an advantage in competitive natural environments.

  Lipopolysaccharide, O-antigen, O-Polysaccharide structure, serological characterization, Azospirillum

  NCBI PubMed ID: 21999541
  Publication DOI: 10.1134/S0006297911070108
  Journal NLM ID: 0376536
  Publisher: Nauka/Interperiodica
  Correspondence: room308@ibppm.sgu.ru
  Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Laboratory of Biochemistry, Institute of Biochemistry and Physiology of Plants and Microorganisms, Russian Academy of Sciences, 13 Prospekt Entuziastov, Saratov 410049, Russia, Saratov State University, ul. Astrakhanskaya 83, 410012 Saratov, Russia
  Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, SDS-PAGE, sugar analysis, acid hydrolysis, GLC
  
   
  
  Azospirillum lipoferum Sp59b
  CSDB ID 26192 (all data & tools)
• Article ID: 4329
  Knirel YA "Structure of O-antigens" - Book: Bacterial lipopolysaccharides: Structure, chemical synthesis, biogenesis and interaction with host cells (2011) Chapter 3, 41-115
  

  The lipopolysaccharide (LPS) is the major constituent of the outer leaflet of the outer membrane of Gram-negative bacteria. Its lipid A moiety is embedded in the membrane and serves as an anchor for the rest of the LPS molecule. The outermost repetitive glycan region of the LPS is linked to the lipid A through a core oligosaccharide (OS), and is designated as the O-specific polysaccharide (O-polysaccharide, OPS) or O-antigen. The O-antigen is the most variable portion of the LPS and provides serological specificity, which is used for bacterial serotyping. The OPS also provides protection to the microorganisms from host defenses such as complement mediated killing and phagocytosis, and is involved in interactions of bacteria with plants and bacteriophages. Studies of the OPSs ranging from the elucidation of their chemical structures and conformations to their biological and physico-chemical properties help improving classification schemes of Gram-negative bacteria. Furthermore, these studies contributed to a better understanding of the mechanisms of pathogenesis of infectious diseases, as well as provided information to develop novel vaccines and diagnostic reagents.

  Lipopolysaccharide, synthesis, lipopolysaccharides, structure, Bacterial, host, O-antigen, O antigen, cell, O antigens, O-antigens, chemical, interaction, cells, PDF, chemical synthesis, biogenesis

  Publication DOI: 10.1007/978-3-7091-0733-1_3
  Publisher: Springer
  Correspondence: knirel@ioc.ac.ru
  Editors: Knirel YA, Valvano MA
  Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
  
   
  
  Azospirillum lipoferum Sp59b
  CSDB ID 27860 (all data & tools)
• Article ID: 4844
  Fedonenko YP, Sigida EN, Konnova SA, Ignatov VV "Structure and serology of O-antigens of nitrogen-fixing rhizobacteria of the genus Azospirillum" - Russian Chemical Bulletin = Izvestiia Akademii nauk. Seriia khimicheskaia 64(5) (2015) 1024-1031
  

  The review presents a discussion of the published data of 2002 to 2014 dealing with structural studies of O-specific polysaccharides, representatives of the Azospirillum diazotrophic rhizobacteria, summarizing the results of a series of authors? studies. Some general structures incorporated in O-specific polysaccharides responsible for classification of bacterial cultures into serogroups on the basis of immunochemical studies were characterized. The structures of O-specific polysaccharides of seven azospirillum strains identical to those of previously studied strains are presented in this review for the first time.

  lipopolysaccharides, O-specific polysaccharides, Structures, Azospirillum, O-antigenic determinants

  Publication DOI: 10.1007/s11172-015-0971-x
  Journal NLM ID: 100912060
  Publisher: New York: Consultants Bureau
  Correspondence: si_elena@mail.ru
  Institutions: Institute of Biochemistry and Physiology of Plants and Microorganisms Russian Academy of Sciences, 13 prosp. Entuziastov, 410049 Saratov, Russian Federation
  
   
  
  Azospirillum lipoferum Sp59b
  CSDB ID 11171 (all data & tools)
• Article ID: 4974
  Abronina PI, Burygin GL, Kononov LO "Synthesis of fragments of O-antigenic polysaccharides of nitrogen-fixing rhyzobacteria of the genus Azospirillum" - Russian Chemical Bulletin = Izvestiia Akademii nauk. Seriia khimicheskaia 65(6) (2016) 1448-1463
  

  Fragments of Oantigen polysaccharides of nitrogenfixing rhizobacteria of the genus Azospirillum isolated from natural sources may greatly vary in the monosaccharide composition, molecular weight, as well as in the presence of side chains and branching sites along the main chain. These variations, along with the differences in purity and homogeneity of the samples, hamper investigations of the role of individual components of Oantigen polysaccha rides of the rhizobacteria Azospirillum in interactions with plants, including important cereal crops. Therefore, synthetic oligosaccharides, which correspond to Oantigen polysaccharide fragments of rhizobacteria of the genus Azospirillum and have a strictly defined structure and high purity, are highly demanded. The review summarizes the data on the synthesis of these oligosaccharide fragments as promising tools for investigation of the mechanism of formation of a symbiotic association with plants.

  synthesis, O-antigens, polysaccharides, fragment, nitrogen fixing, 1, Azospirillum, 2-cisglycosylation

  Publication DOI: 10.1007/s11172-016-1472-2
  Journal NLM ID: 100912060
  Publisher: New York: Consultants Bureau
  Correspondence: polinaabronina@yandex.ru; kononov@ioc.ac.ru
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., Moscow, Russian Federation, Institute of Biochemistry and Physiology of Plants and Microorganisms, Russian Academy of Sciences, 13 prosp. Entuziastov, 410049 Saratov, Russian Federation
  Methods: 13C NMR, 1H NMR, TLC, chemical synthesis, chemical methods, MS, glycosylation
  
   
  
  Azospirillum lipoferum Sp59b (III)
  CSDB ID 11857 (all data & tools)