Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: CPS, O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137473,IEDB_141794,IEDB_141807,IEDB_151528,IEDB_151531,IEDB_190606,SB_7

• Article ID: 91
  Galbraith L, Sharples JL, Wilkinson SG "Structure of the O-specific polysaccharide for Acinetobacter baumannii serogroup O1" - Carbohydrate Research 319(1-4) (1999) 204-208
  

  A polymeric fraction containing D-galactose, N-acetyl-D-galactosamine, and N-acetyl-D-glucosamine was isolated from the lipopolysaccharide produced by the reference strain for Acinetobacter baumannii serogroup O1. By means of NMR spectroscopy, methylation analysis, and chemical degradation, the repeating unit of the polymer was identified as a branched trisaccharide of the following structure. [formula: see text]

  structure, polysaccharide, Acinetobacter, Acinetobacter baumannii, O-specific, O-specific polysaccharide, serogroup

  NCBI PubMed ID: 10520267
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: S.G.Wilkison@chem.hull.ac.uk
  Institutions: Department of Chemistry, University of Hull, UK
  Methods: methylation, NMR-2D, NMR, sugar analysis
  
   
  
  Acinetobacter baumannii O1
  CSDB ID 2091 (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
  
   
  
  Acinetobacter baumannii O1
  CSDB ID 27742 (all data & tools)
• Article ID: 4534
  Hu D, Liu B, Dijkshoorn L, Wang L, Reeves PR "Diversity in the major polysaccharide antigen of Acinetobacter baumannii assessed by DNA sequencing, and development of a molecular serotyping scheme" - PLoS One 8(7) (2013) e70329
  

  We have sequenced the gene clusters for type strains of the Acinetobacter baumannii serotyping scheme developed in the 1990s, and used the sequences to better understand diversity in surface polysaccharides of the genus. We obtained genome sequences for 27 available serovar type strains, and identified 25 polysaccharide gene cluster sequences. There are structures for 12 of these polysaccharides, and in general the genes present are appropriate to the structure where known. This greatly facilitates interpretation. We also find 53 different glycosyltransferase genes, and for 7 strains can provisionally allocate specific genes to all linkages. We identified primers that will distinguish the 25 sequence forms by PCR or microarray, or alternatively the genes can be used to determine serotype by 'molecular serology'. We applied the latter to 190 Acinetobacter genome-derived gene-clusters, and found 76 that have one of the 25 gene-cluster forms. We also found novel gene clusters and added 52 new gene-cluster sequence forms with different wzy genes and different gene contents. Altogether, the strains that have one of the original 25 sequence forms include 98 A. baumannii (24 from our strains) and 5 A. nosocomialis (3 from our strains), whereas 32 genomes from 12 species other than A. baumannii or A. nosocomialis, all have new sequence forms. One of the 25 serovar type sequences is found to be in European clone I (EC I), 2 are in EC II but none in EC III. The public genome strains add an additional 52 new sequence forms, and also bring the number found in EC I to 5, in EC II to 9 and in EC III to 2.

  antigen, structure, Acinetobacter baumannii, gene cluster, glycosyltransferase, serotyping, genome, surface polysaccharide, polysaccharide antigen

  NCBI PubMed ID: 23922982
  Publication DOI: 10.1371/journal.pone.0070329
  Journal NLM ID: 101285081
  Publisher: San Francisco, CA: Public Library of Science
  Correspondence: Peter R. Reeves
  Institutions: TEDA School of Biological Sciences and Biotechnology, Nankai University, Tianjin, China, Department of Infectious Diseases, Leiden University Medical Center, Leiden, The Netherlands, School of Molecular Bioscience, University of Sydney, Sydney, Australia
  Methods: PCR, DNA sequencing, DNA techniques, genetic methods
  
   
  
  Acinetobacter baumannii Sv1
  CSDB ID 29551 (all data & tools)
• Article ID: 4798
  Shashkov AS, Senchenkova SN, Popova AV, Mei Z, Shneider MM, Liu B, Miroshnikov KA, Volozhantsev NV, Knirel YA "Revised structure of the capsular polysaccharide of Acinetobacter baumannii LUH5533 (serogroup O1), containing di-N-acetyllegionaminic acid" - Russian Chemical Bulletin = Izvestiia Akademii nauk. Seriia khimicheskaia (5) (2015) 1196-1199
  

  A glycopolymer classified as an O-specific polysaccharide had earlier been isolated from the multi-drug resistant nosocomial pathogen Acinetobacter baumannii LUH5533 (serogroup O1) and its chemical structure had been established. In the present work, we found that the glycopolymer was a capsular polysaccharide (CPS), its structure was revised, and 5,7-diacetamido-3,5,7,9-tetradeoxy-D-glycero-D-galacto-non-2-ulosonic acid (di-N-acetyllegionaminic acid) was identified as its component, which had been overlooked earlier. The revised structure is consistent with predicted functions of genes in the CPS biosynthesis cluster classified into the KL7 or PSgc1 group, which is present in the LUH 5533 genome.

  Acinetobacter baumannii, capsular polysaccharide structure, legionaminic acid, polysaccharide biosynthesis gene claster

  Publication DOI: 10.1007/s11172-015-1000-9
  Journal NLM ID: 100912060
  Publisher: New York: Consultants Bureau
  Correspondence: yknirel@gmail.com; nikvol@obolensk.org; popova_nastya86@mail.ru; striker198126@aliyun.com; mm_shn@mail.ru
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, State Research Center for Applied Microbiology and Biotechnology, Obolensk, 142279, Moscow Region, Russian Federation, Moscow Institute of Physics and Technology, 9 Institutskii per., Dolgoprudny, 141700, Moscow Region, Russian Federation, TEDA Institute of Biological Sciences and Biotechnology, Nankai University, Economic-Technological Development Area, Tianjin, 300457, People´s Republic of China, M. M. Shemyakin and Yu. A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 ul. Miklikho-Maklaya, 117997, Moscow, Russian
  Methods: 13C NMR, 1H NMR, NMR-2D, de-O-acylation, sugar analysis, GLC, mild acid hydrolysis, Smith degradation, NMR-1D, GPC, bioinformatic analysis
  
   
  
  Acinetobacter baumannii LUH5533
  CSDB ID 30866 (all data & tools)
• Article ID: 4819
  Giguere D "Surface polysaccharides from Acinetobacter baumannii: Structures and syntheses" - Carbohydrate Research 418 (2015) 29-43
  

  The emergence of multidrug-resistance Acinetobacter baumannii requires novel approaches for prevention, treatment and diagnosis. The structures of surface polysaccharides from A. baumannii are valuable tools to understand pathogenesis, virulence and immunogenicity. The synthesis of bacterial mono- or polysaccharides may result in novel probes to become important therapeutic options in the fight against A. baumannii. This report exemplifies the relevance of glycochemistry for the development of new antibiotics.

  lipopolysaccharides, capsular polysaccharides, Acinetobacter, Acinetobacter baumannii, polysaccharide synthesis, surface polysaccharides

  NCBI PubMed ID: 26531136
  Publication DOI: 10.1016/j.carres.2015.10.001
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: denis.giguere@chm.ulaval.ca
  Institutions: Département de Chimie, Université Laval, Québec City, Québec, Canada G1V 0A6
  
   
  
  Acinetobacter baumannii O1
  CSDB ID 30712 (all data & tools)

Show legend Show as text

Structure type: polymer chemical repeating unit
Compound class: CPS
Contained glycoepitopes: IEDB_130648,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137473,IEDB_141794,IEDB_141807,IEDB_151528,IEDB_151531,IEDB_190606,SB_7

• Article ID: 4798
  Shashkov AS, Senchenkova SN, Popova AV, Mei Z, Shneider MM, Liu B, Miroshnikov KA, Volozhantsev NV, Knirel YA "Revised structure of the capsular polysaccharide of Acinetobacter baumannii LUH5533 (serogroup O1), containing di-N-acetyllegionaminic acid" - Russian Chemical Bulletin = Izvestiia Akademii nauk. Seriia khimicheskaia (5) (2015) 1196-1199
  

  A glycopolymer classified as an O-specific polysaccharide had earlier been isolated from the multi-drug resistant nosocomial pathogen Acinetobacter baumannii LUH5533 (serogroup O1) and its chemical structure had been established. In the present work, we found that the glycopolymer was a capsular polysaccharide (CPS), its structure was revised, and 5,7-diacetamido-3,5,7,9-tetradeoxy-D-glycero-D-galacto-non-2-ulosonic acid (di-N-acetyllegionaminic acid) was identified as its component, which had been overlooked earlier. The revised structure is consistent with predicted functions of genes in the CPS biosynthesis cluster classified into the KL7 or PSgc1 group, which is present in the LUH 5533 genome.

  Acinetobacter baumannii, capsular polysaccharide structure, legionaminic acid, polysaccharide biosynthesis gene claster

  Publication DOI: 10.1007/s11172-015-1000-9
  Journal NLM ID: 100912060
  Publisher: New York: Consultants Bureau
  Correspondence: yknirel@gmail.com; nikvol@obolensk.org; popova_nastya86@mail.ru; striker198126@aliyun.com; mm_shn@mail.ru
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, State Research Center for Applied Microbiology and Biotechnology, Obolensk, 142279, Moscow Region, Russian Federation, Moscow Institute of Physics and Technology, 9 Institutskii per., Dolgoprudny, 141700, Moscow Region, Russian Federation, TEDA Institute of Biological Sciences and Biotechnology, Nankai University, Economic-Technological Development Area, Tianjin, 300457, People´s Republic of China, M. M. Shemyakin and Yu. A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 ul. Miklikho-Maklaya, 117997, Moscow, Russian
  Methods: 13C NMR, 1H NMR, NMR-2D, de-O-acylation, sugar analysis, GLC, mild acid hydrolysis, Smith degradation, NMR-1D, GPC, bioinformatic analysis
  
   
  
  Acinetobacter baumannii LUH5533
  CSDB ID 30673 (all data & tools)
• Article ID: 5398
  Arbatsky NP, Kenyon JJ, Shashkov AS, Shneider MM, Popova AV, Kalinchuk NA, Hall RM, Knirel YA "The K5 capsular polysaccharide of the bacterium Acinetobacter baumannii SDF with the same K unit containing Leg5Ac7Ac as the K7 capsular polysaccharide but a different linkage between the K units" - Russian Chemical Bulletin = Izvestiia Akademii nauk. Seriia khimicheskaia 68(1) (2019) 163-167
  

  The K5 capsular polysaccharide (CPS) was isolated from the bacterium Acinetobacter baumannii (A. baumannii) SDF and studied by 1D and 2D 1H and 13C NMR spectroscopy before and after O-deacetylation and partial acid hydrolysis. The CPS was found to be composed of branched tetrasaccharide repeats (K units) containing 5,7-diacetamido-3,5,7,9-tetradeoxy-d-glycero-d-galacto-non-2-ulosonic acid (Leg5Ac7Ac). The KL5 capsule biosynthesis gene cluster at the K locus is consistent with the composition and structure of the CPS. KL5 is almost identical to the KL7 gene ulosonic acid (Leg5Ac7Ac A. baumannii LUH5533 that has been characterized earlier, and differs only in the gene for Wzy polymerase that is responsible for the formation of the linkage between the K units. The K5 CPS from strain SDF and the K7 CPS from strain LUH5533 have the same K-unit structure but a different linkage between the K units, which is formed by distinct Wzy polymerases. As opposite to Leg5Ac7Ac in the K7 CPS, this monosaccharide is O-acetylated at position 4 in the K5 CPS. No acetyltransferase for this modification of the K5 CPS is present in the KL5 gene cluster, and hence it is encoded by a gene located elsewhere in the genome.

  Acinetobacter baumannii, capsular polysaccharide, legionaminic acid, Wzy polymerase, gene polymorphism, KL gene locus

  Publication DOI: 10.1007/s11172-019-2432-4
  Journal NLM ID: 100912060
  Publisher: New York: Consultants Bureau
  Correspondence: YA Knirel
  Institutions: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, School of Life and Environmental Sciences, The University of Sydney, Sydney, Australia, Institute of Health and Biomedical Innovation, School of Biomedical Sciences, Faculty of Health Queensland University of Technology, Brisbane, Australia, M. M. Shemyakin-Yu. A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russia, Moscow Institute of Physics and Technology, 9 Institutskii per., Russian Federation, State Research Center for Applied Microbiology and Biotechnology, Obolensk, Russian Federation
  Methods: 13C NMR, 1H NMR, NMR-2D, partial acid hydrolysis, sugar analysis, GLC, de-O-acetylation, bioinformatic analysis
  
   
  
  Acinetobacter baumannii K7 LUH5533
  CSDB ID 963 (all data & tools)
• Article ID: 5459
  Kenyon JJ, Arbatsky NP, Shneider MM, Popova AV, Dmitrenok AS, Kasimova AA, Shashkov AS, Hall RM, Knirel YA "The K46 and K5 capsular polysaccharides produced by Acinetobacter baumannii NIPH 329 and SDF have related structures and the side-chain non-ulosonic acids are acetylated by phage-encoded acetyltransferases" - PLoS One 14(6) (2019) 0218461
  

  Acinetobacter baumannii isolate NIPH 329 carries a novel capsular polysaccharide (CPS) gene cluster, designated KL46, that is closely related to the KL5 locus in A. baumannii isolate SDF but includes genes for synthesis of 5,7-diacetamido-3,5,7,9-tetradeoxy-l-glycero-l-manno-non-2-ulosonic (di-N-acetylpseudaminic) acid (Pse5Ac7Ac) instead of the corresponding D-glycero-D-galacto isomer (di-N-acetyllegionaminic acid) (Leg5Ac7Ac). In agreement with the genetic content of KL46, chemical studies of the K46 CPS produced by NIPH 329 revealed a branched tetrasaccharide repeat (K unit) with an overall structure the same as K5 from SDF but with β-Pse5Ac7Ac replacing α-Leg5Ac7Ac. As for K5, the K46 unit begins with d-GalpNAc and includes α-d-GlcpNAc-(1→3)-d-GalpNAc and α-d-Galp-(1→6)-d-GlcpNAc linkages, formed by Gtr14 and Gtr15 glycosyltransferases, respectively. The Gtr94K46 glycosyltransferase, which is related to Gtr13K5, links Pse5Ac7Ac to d-Galp in the growing K unit via a β-(2→6) linkage. Nearly identical Wzy enzymes connect the K46 and K5 units via a α-D-GalpNAc-(1→3)-α-D-Galp linkage to form closely related CPSs. Both Pse5Ac7Ac in K46 and Leg5Ac7Ac in K5 are acetylated at O4 but no acetyltransferase gene is present in KL46 or KL5. Related acetyltransferases were found encoded in the NIPH 329 and SDF genomes, but not in other strains carrying an unacetylated Pse or Leg derivative in the CPS. The genes encoding the acetyltransferases were in different putative phage genomes. However, related acetyltransferases were rare among the >3000 publically available genome sequences.

  biosynthesis, locus, Acinetobacter baumannii, capsular polysaccharide, gene cluster, nonulosonic acid, glycosyltransferase

  NCBI PubMed ID: 31220143
  Publication DOI: 10.1371/journal.pone.0218461
  Journal NLM ID: 101285081
  Publisher: San Francisco, CA: Public Library of Science
  Correspondence: J.J. Kenyon
  Institutions: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, State Research Center for Applied Microbiology and Biotechnology, Obolensk, Moscow Region, Russia, Institute of Health and Biomedical Innovation, School of Biomedical Sciences, Faculty of Health, Queensland University of Technology, Brisbane, Australia, School of Life and Environmental Sciences, The University of Sydney, Sydney, Australia, Higher Chemical College of the Russian Academy of Sciences, D. I. Mendeleev University of Chemical Technology of Russia, Moscow, Russia, M. M. Shemyakin & Y. A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russia.4 Moscow Institute of Physics and Technology, Dolgoprudny, Moscow Region, Russia
  Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, GLC, mild acid hydrolysis, Smith degradation, GPC, bioinformatic analysis
  
   
  
  Acinetobacter baumannii K7 LUH5533
  CSDB ID 1367 (all data & tools)
• Article ID: 5493
  Senchenkova SN, Kenyon JJ, Jia TY, Popova AV, Shneider MM, Kasimova AA, Shashkov AS, Liu B, Hall RM, Knirel YA "The K90 capsular polysaccharide produced by Acinetobacter baumannii LUH5553 contains di-N-acetylpseudaminic acid and is structurally related to the K7 polysaccharide from A. baumannii LUH5533" - Carbohydrate Research 479(1) (2019) 1-5
  

  Acinetobacter baumannii isolate LUH5553 carries the KL90 capsule gene cluster, which includes genes for three glycosyltransferases (Gtrs) and the ItrA3 initiating transferase, as well as a set of genes for synthesis of a higher sugar, 5,7-diacetamido-3,5,7,9-tetradeoxy-l-glycero-l-manno-non-2-ulosonic (di-N-acetylpseudaminic) acid (Pse5Ac7Ac). The K90 capsular polysaccharide (CPS) has a tetrasaccharide repeat (K90 unit), which begins with d-GlcpNAc and contains Pse5Ac7Ac. The higher sugar was cleaved by mild acid hydrolysis of the CPS, and structures of the initial and modified polysaccharides were established by 1D and 2D 1H and 13C NMR spectroscopy. K90 contains α-d-Galp-(1-6)-d-GlcpNAc and α-d-GlcpNAc-(1-3)-d-GlcpNAc fragments, and formation of these glycosidic linkages is catalysed respectively by Gtr14 and Gtr15. The gtr14 and gtr15 genes occur in several A. baumannii KL gene clusters, including KL5 and KL7 that carry itrA2 rather than itrA3. As ItrA2 introduces d-GalpNAc rather than d-GlcpNAc as the first monosaccharide, Gtr15 can transfer d-GlcpNAc to either of these amino sugars, suggesting that this enzyme has relaxed specificity. Consequently, the third, novel glycosyltransferase, Gtr163, forms the β-(2-3) linkage between Pse5Ac7Ac and d-Galp. Wzy polymerases encoded by KL90 and KL7 are 54% identical and form the same linkage between the K units to give branched polysaccharides with the same main chain but different disaccharide side chains, β-Pse5Ac7Ac-(2-3)-d-Galp in K90 and α-Leg5Ac7Ac-(2-6)-d-Galp in K7.

  Acinetobacter baumannii, capsular polysaccharide, Di-N-Acetylpseudaminic acid, KL90 gene cluster

  Publication DOI: 10.1016/j.carres.2019.04.008
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: J.J. Kenyon
  Institutions: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, State Research Center for Applied Microbiology and Biotechnology, Obolensk, Moscow Region, Russia, TEDA Institute of Biological Sciences and Biotechnology, Nankai University, TEDA, Tianjin, China, Moscow Institute of Physics and Technology, Dolgoprudny, Moscow Region, Russia, Institute of Health and Biomedical Innovation, School of Biomedical Sciences, Faculty of Health, Queensland University of Technology, Brisbane, Australia, School of Life and Environmental Sciences, The University of Sydney, Sydney, Australia, M. M. Shemyakin & Y. A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russiag Higher Chemical College of the Russian Academy of Sciences, D. I. Mendeleev University of Chemical Technology of Russia, Moscow, Russia
  Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, GLC, GPC, bioinformatic analysis, mild acid hydroysis
  
   
  
  Acinetobacter baumannii K7 LUH5553
  CSDB ID 2272 (all data & tools)
• Article ID: 5791
  Knirel YA, Van Calsteren M "Bacterial exopolysaccharides" - Book: Comprehensive Glycoscience: From Chemistry to Systems Biology. Reference Module in Chemistry, Molecular Sciences and Chemical Engineering (2021) 1-75
  

  Bacterial extracellular polysaccharides are known as a cell-bound capsule, a sheath, or a slime, which is excreted into the environment. They play an important role in virulence of medical bacteria and plant-to-symbiont interaction and are used for serotyping of bacteria and production of vaccines. Some exopolysaccharides have commercial applications in industry, and claims of health benefits have been documented for an increasing number of them. Exopolysaccharides have diverse composition and structure, and some contain sugar and non-sugar components that are found in bacterial carbohydrates only. The present article provides an updated collection of the data on exopolysaccharides of various classes of gram-negative and gram-positive bacteria reported until the end of 2019. When known, biosynthesis pathways of exopolysaccharides are treated in a summary manner. References are made to structure and biosynthesis relatedness between exopolysaccharides of different bacterial taxa as well as between bacterial polysaccharides and mammalian glycosaminoglycans.

  polysaccharide structure, Gram-negative bacteria, capsule, Biofilm, polysaccharide biosynthesis, gram-positive bacteria, Monosaccharide composition, Bacterial exopolysaccharide, non-sugar component

  Publication DOI: 10.1016/B978-0-12-819475-1.00005-5
  Publisher: Elsevier
  Correspondence: marie-rose.vancalsteren@canada.ca; yknirel@gmail.com
  Editors: Barchi J, Kamerling H
  Institutions: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Saint-Hyacinthe Research and Development Centre, Agriculture and Agri-Food Canada, Saint-Hyacinthe, QC, Canada
  
   
  
  Acinetobacter baumannii K7 LUH5553
  CSDB ID 6705 (all data & tools)
• Article ID: 6413
  Knirel YA, Kasimova AA, Arbatsky NP, Shneider MM, Popova AV, Brovko FA, Shashkov AS, Senchenkova SN, Perepelov AV, Shpirt AM "5,7-Diamino-3,5,7,9-tetradeoxynon-2-ulosonic Acids in the Capsular Polysaccharides of Acinetobacter baumannii" - Biochemistry (Moscow) 88(2) (2023) 202-210
  

  The polysaccharide capsule surrounding bacterial cell plays an important role in pathogenesis of infections caused by the opportunistic pathogen Acinetobacter baumannii by providing protection from external factors. The structures of the capsular polysaccharide (CPS) produced by A. baumannii isolates and the corresponding CPS biosynthesis gene clusters are highly diverse, although many of them are related. Many types of A. baumannii CPSs contain isomers of 5,7-diamino-3,5,7,9-tetradeoxynon-2-ulosonic acid (DTNA). Three of these isomers, namely acinetaminic acid (l-glycero-l-altro isomer), 8-epiacinetaminic acid (d-glycero-l-altro isomer), and 8-epipseudaminic acid (d-glycero-l-manno isomer), have not been found so far in naturally occurring carbohydrates from other species. In A. baumannii CPSs, DTNAs carry N-acyl substituents at positions 5 and 7; in some CPSs, both N-acetyl and N-(3-hydroxybutanoyl) groups are present. Remarkably, pseudaminic acid carries the (R)-isomer and legionaminic acid carries the (S)-isomer of the 3-hydroxybutanoyl group. The review addresses the structure and genetics of biosynthesis of A. baumannii CPSs containing di-N-acyl derivatives of DTNA.

  Acinetobacter baumannii, capsular polysaccharide, nonulosonic acid, Bacterial polysaccharide, capsule, higher monosaccharide, acyl group

  NCBI PubMed ID: 37072328
  Publication DOI: 10.1134/S0006297923020049
  Journal NLM ID: 0376536
  Publisher: Nauka/Interperiodica
  Correspondence: Y.A. Knirel
  Institutions: State Research Center for Applied Microbiology and Biotechnology, Obolensk, Moscow Region, 142279, Russia, Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 117913, Russia, Shemyakin and Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, 117997, Russia, Branch of the Shemyakin and Ovchinnikov Institute of Bioorganic Chemistry in Pushchino, Russian Academy of Sciences, Pushchino, Moscow Region, 142290, Russia
  
   
  
  Acinetobacter baumannii K7 LUH5533
  CSDB ID 22786 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: CPS

• Article ID: 4798
  Shashkov AS, Senchenkova SN, Popova AV, Mei Z, Shneider MM, Liu B, Miroshnikov KA, Volozhantsev NV, Knirel YA "Revised structure of the capsular polysaccharide of Acinetobacter baumannii LUH5533 (serogroup O1), containing di-N-acetyllegionaminic acid" - Russian Chemical Bulletin = Izvestiia Akademii nauk. Seriia khimicheskaia (5) (2015) 1196-1199
  

  A glycopolymer classified as an O-specific polysaccharide had earlier been isolated from the multi-drug resistant nosocomial pathogen Acinetobacter baumannii LUH5533 (serogroup O1) and its chemical structure had been established. In the present work, we found that the glycopolymer was a capsular polysaccharide (CPS), its structure was revised, and 5,7-diacetamido-3,5,7,9-tetradeoxy-D-glycero-D-galacto-non-2-ulosonic acid (di-N-acetyllegionaminic acid) was identified as its component, which had been overlooked earlier. The revised structure is consistent with predicted functions of genes in the CPS biosynthesis cluster classified into the KL7 or PSgc1 group, which is present in the LUH 5533 genome.

  Acinetobacter baumannii, capsular polysaccharide structure, legionaminic acid, polysaccharide biosynthesis gene claster

  Publication DOI: 10.1007/s11172-015-1000-9
  Journal NLM ID: 100912060
  Publisher: New York: Consultants Bureau
  Correspondence: yknirel@gmail.com; nikvol@obolensk.org; popova_nastya86@mail.ru; striker198126@aliyun.com; mm_shn@mail.ru
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, State Research Center for Applied Microbiology and Biotechnology, Obolensk, 142279, Moscow Region, Russian Federation, Moscow Institute of Physics and Technology, 9 Institutskii per., Dolgoprudny, 141700, Moscow Region, Russian Federation, TEDA Institute of Biological Sciences and Biotechnology, Nankai University, Economic-Technological Development Area, Tianjin, 300457, People´s Republic of China, M. M. Shemyakin and Yu. A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 ul. Miklikho-Maklaya, 117997, Moscow, Russian
  Methods: 13C NMR, 1H NMR, NMR-2D, de-O-acylation, sugar analysis, GLC, mild acid hydrolysis, Smith degradation, NMR-1D, GPC, bioinformatic analysis
  
   
  
  Acinetobacter baumannii LUH5533
  CSDB ID 30865 (all data & tools)