Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_141794,IEDB_144989,IEDB_151528,IEDB_190606,IEDB_885822,SB_7

• Article ID: 3817
  Arbatsky NP, Kondakova AN, Shashkov AS, Drutskaya MS, Belousov PV, Nedospasov SA, Petrova MA, Knirel YA "Structure of the O-antigen of Acinetobacter lwoffii EK30A; identification of D-homoserine, a novel non-sugar component of bacterial polysaccharides" - Organic and Biomolecular Chemistry 8(15) (2010) 3571-3577
  

  We established a peculiar structure of the O-specific polysaccharide (O-antigen) of a psychrotrophic strain of Acinetobacter lwoffii, EK30A, isolated from a 1.6-1.8 million-year-old Siberian permafrost subsoil sediment sample. The polysaccharide was released by mild acid degradation of the lipopolysaccharide and studied using chemical analyses, Smith degradation, (1)H and (13)C NMR spectroscopy and mass spectrometry. It was found to contain d-homoserine, which is N-linked to 4-amino-4,6-dideoxy-d-glucose (Qui4N) and is N-acylated itself with acetyl in about half of the repeating units or (S)-3-hydroxybutanoyl group in the other half. The following is the structure of the tetrasaccharide repeating unit of the polysaccharide: →3)-β-D-Quip4NAcyl-(1→6)-α-D-Galp-(1→4)-α-D-GalpNAc-(1→3)-α-D-FucpNAc-(1→ where Acyl stands for either N-acetyl- or N-[(S)-3-hydroxybutanoyl]-d-homoseryl.

  structure, O-antigen, identification, Acinetobacter lwoffii, D-homoserine

  NCBI PubMed ID: 20539880
  Publication DOI: 10.1039/c004090h
  Journal NLM ID: 101154995
  Publisher: The Royal Society of Chemistry
  Correspondence: annakond@gmail.com
  Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, Russian Federation, Belozersky Institute of Physico-Chemical Biology, Lomonosov Moscow State University, Moscow, Russia, Institute of Molecular Genetics, Russian Academy of Sciences, Russian Federation
  Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, ESI-MS, Smith degradation, mild acid degradation
  
   
  
  Acinetobacter lwoffii EK30A
  CSDB ID 25179 (all data & tools)

Show legend Show as text

Structure type: oligomer
Contained glycoepitopes: IEDB_130648,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_885822

• Article ID: 3817
  Arbatsky NP, Kondakova AN, Shashkov AS, Drutskaya MS, Belousov PV, Nedospasov SA, Petrova MA, Knirel YA "Structure of the O-antigen of Acinetobacter lwoffii EK30A; identification of D-homoserine, a novel non-sugar component of bacterial polysaccharides" - Organic and Biomolecular Chemistry 8(15) (2010) 3571-3577
  

  We established a peculiar structure of the O-specific polysaccharide (O-antigen) of a psychrotrophic strain of Acinetobacter lwoffii, EK30A, isolated from a 1.6-1.8 million-year-old Siberian permafrost subsoil sediment sample. The polysaccharide was released by mild acid degradation of the lipopolysaccharide and studied using chemical analyses, Smith degradation, (1)H and (13)C NMR spectroscopy and mass spectrometry. It was found to contain d-homoserine, which is N-linked to 4-amino-4,6-dideoxy-d-glucose (Qui4N) and is N-acylated itself with acetyl in about half of the repeating units or (S)-3-hydroxybutanoyl group in the other half. The following is the structure of the tetrasaccharide repeating unit of the polysaccharide: →3)-β-D-Quip4NAcyl-(1→6)-α-D-Galp-(1→4)-α-D-GalpNAc-(1→3)-α-D-FucpNAc-(1→ where Acyl stands for either N-acetyl- or N-[(S)-3-hydroxybutanoyl]-d-homoseryl.

  structure, O-antigen, identification, Acinetobacter lwoffii, D-homoserine

  NCBI PubMed ID: 20539880
  Publication DOI: 10.1039/c004090h
  Journal NLM ID: 101154995
  Publisher: The Royal Society of Chemistry
  Correspondence: annakond@gmail.com
  Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, Russian Federation, Belozersky Institute of Physico-Chemical Biology, Lomonosov Moscow State University, Moscow, Russia, Institute of Molecular Genetics, Russian Academy of Sciences, Russian Federation
  Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, ESI-MS, Smith degradation, mild acid degradation
  
   
  
  Acinetobacter lwoffii EK30A
  CSDB ID 25507 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
Contained glycoepitopes: IEDB_130648,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_141794,IEDB_144989,IEDB_151528,IEDB_190606,IEDB_885822,SB_7

• 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
  
   
  
  Acinetobacter lwoffii EK30
  CSDB ID 27761 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_141794,IEDB_144989,IEDB_151528,IEDB_190606,IEDB_885822,SB_7

• Article ID: 5411
  Casillo A, Parrilli E, Tutino ML, Corsaro MM "The outer membrane glycolipids of bacteria from cold environments: isolation, characterization, and biological activity" - FEMS Microbiology Ecology 95(7) (2019) fiz094
  

  Lipopolysaccharides (LPSs) are the main components of the external leaflet of the outer membrane of Gram-negative bacteria. Microorganisms that colonize permanently or transiently cold habitats have evolved an array of structural adaptations, some of which involve components of bacterial membranes. These adaptations assure the perfect functionality of the membrane even at freezing or sub-freezing growth temperatures. This review summarizes the state-of-the-art information concerning the structural features of the LPSs produced by cold-adapted bacteria. The LPS structure has recently been elucidated from species mainly belonging to Gammaproteobacteria and Flavobacteriaceae. Although the reported structural heterogeneity may arise from the phylogenetic diversity of the analyzed source strains, some generalized trends can be deduced. For instance, it is clear that only a small portion of LPSs displays the O-chain. In addition, the biological activity of the lipid A portion from several cold-adapted strains is reported.

  structure, lipid A, outer membrane, Cold adaptation, isolation and characterization, Rough-LPS, smooth-LPS

  NCBI PubMed ID: 31210256
  Publication DOI: 10.1093/femsec/fiz094
  Journal NLM ID: 8901229
  Publisher: Oxford University Press
  Correspondence: corsaro@unina.it
  Institutions: Department of Chemical Sciences, Universitá degli Studi di Napoli Federico II, Complesso Universitario Monte S. Angelo, via Cintia, 80126 Naples, Italy
  
   
  
  Acinetobacter lwoffii EK30A
  CSDB ID 1196 (all data & tools)