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

• Article ID: 889
  Kondakova AN, Perepelov AV, Bartodziejska B, Shashkov AS, Senchenkova SN, Wykrota M, Knirel YA, Rozalski A "Structure of the acidic O-specific polysaccharide from Proteus vulgaris O39 containing 5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-L-manno-non-2-ulosonic acid" - Carbohydrate Research 333(3) (2001) 241-249
  

  Lipopolysaccharide, NMR, LPS, structure, polysaccharide, O-antigen, acidic, acidic polysaccharide, acid, phosphate, bacteria, O-specific, O-specific polysaccharide, pseudaminic acid, Proteus, serogroup, Proteus penneri, 2-aminoethyl phosphate, Proteus vulgaris, 5, 7, solvolysis, 7diacetamido-3, 9-tetradeoxy-L-glycero-L-manno-nonulosonic acid, triflic acid, selective cleavage

  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: knirel@ioc.ac.ru
  Institutions: N.D.Zelinsky Institute of Ogranic Chemistry, Russian Academy of Sciences, Moscow, Russia
  Methods: NMR, ESI-MS, triflic acid solvolysis, borohydride reduction
  
   
  
  Proteus vulgaris O39
  CSDB ID 3078 (all data & tools)

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Structure type: oligomer

• Article ID: 889
  Kondakova AN, Perepelov AV, Bartodziejska B, Shashkov AS, Senchenkova SN, Wykrota M, Knirel YA, Rozalski A "Structure of the acidic O-specific polysaccharide from Proteus vulgaris O39 containing 5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-L-manno-non-2-ulosonic acid" - Carbohydrate Research 333(3) (2001) 241-249
  

  Lipopolysaccharide, NMR, LPS, structure, polysaccharide, O-antigen, acidic, acidic polysaccharide, acid, phosphate, bacteria, O-specific, O-specific polysaccharide, pseudaminic acid, Proteus, serogroup, Proteus penneri, 2-aminoethyl phosphate, Proteus vulgaris, 5, 7, solvolysis, 7diacetamido-3, 9-tetradeoxy-L-glycero-L-manno-nonulosonic acid, triflic acid, selective cleavage

  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: knirel@ioc.ac.ru
  Institutions: N.D.Zelinsky Institute of Ogranic Chemistry, Russian Academy of Sciences, Moscow, Russia
  Methods: NMR, ESI-MS, triflic acid solvolysis, borohydride reduction
  
   
  
  Proteus vulgaris O39
  CSDB ID 3079 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: O-polysaccharide, O-antigen

• Article ID: 1832
  Knirel YA, Paramonov NA, Vinogradov EV, Shashkov AS, Kochetkov NK "Identification of 3-acetamidino-2-acetamido-2,3-dideoxy-L-guluronic acid in Pseudomonas aeruginosa immunotype 7 lipopolysaccharide" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 12 (1986) 992-994
  

  O-Specific polysaccharide chain of Pseudomonas aeruginosa immunotype 7 lipopolysaccharide is composed of 3-acetamidino-2-acetamido-2,3-dideoxy-L-guluronic acid (GulNAcAmA), 2,3-diacetamido-2,3-dideoxy-D-mannuronic acid (ManN2Ac2A), and N-acetyl-D-fucosamine (FucNAc). On solvolysis with anhydrous hydrogen fluoride, the polysaccharide afforded a trisaccharide containing all its components. Borohydride reduction of the trisaccharide in boric acid solution resulted in conversion of reducing fucosamine into fucosaminitol, whereas in water the reduction was accompanied by reductive deamination of acetamidino function into ethylamino group. On hydrolysis with aqueous triethylamine, acetamidino group gave acetamido group. Analysis of the trisaccharides thus obtained by 1H NMR spectroscopy (including nuclear Overhauser effect), 13C NMR spectroscopy, and fast-atom bombardment mass spectrometry allowed the determination of the structure of the unusual uronic acid derivative and the following structure of the polysaccharide repeating unit: -4)-α-L-GulNAcAmA-(1-4)-β-D-ManN2Ac2A-(1-3)-α-D-FucNAc-(1-.

  NCBI PubMed ID: 2429670
  Journal NLM ID: 7804941
  Publisher: Moskva: Nauka
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow, Russia
  Methods: 13C NMR
  
   
  
  Pseudomonas aeruginosa 7 Fisher
  CSDB ID 110532 (all data & tools)
• Article ID: 1842
  Knirel YA, Paramonov NA, Vinogradov EV, Shashkov AS, Dmitriev BA, Kochetkov NK, Stanislavsky ES "Antigenic polysaccharides of bacteria. 20. Structure of the O-specific polysaccharide chain of P. aeruginosa O3(a),3d,3f (Lányi) lipopolysaccharide" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 12 (1986) 1649-1657
  

  Mild acid degradation of lipopolysaccharide from Pseudomonas aeruginosa O(3a), 3d, 3f (Lányi classification) afforded O-specific polysaccharide containing N-acetyl-D-fucosamine, 2,3-diacetamido-2,3-dideoxy-D-mannuronic acid, 3-acetamidino-2-acetamido-2,3-dideoxy-L-guluronic and D-mannuronic acid as well as O-acetyl groups. On the basis of O-deacetylation, selective cleavage with anhydrous fluoride, chemical transformation of the oligosaccharides obtained (hydrolysis or reductive deamination of the acetamidino group into acetamido or ethylamino group, respectively) and analysis by 13C NMR spectroscopy, it was concluded that the polysaccharide is built up mainly by trisaccharide repeating units of types A and B in the ratio approximately 2:1: (Formula: see text). The units of both types most probably enter the same polymeric chain. If so, such a hybrid structure can be accounted for by incompleteness of epimerization at C5 of the acetamidino derivative of mannuronic acid at the polymer level in the course of biosynthesis of this polysaccharide.

  NCBI PubMed ID: 2434103
  Journal NLM ID: 7804941
  Publisher: Moskva: Nauka
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow, Russia
  Methods: 13C NMR, 1H NMR
  
   
  
  Pseudomonas aeruginosa O(3a),3d,3f
  CSDB ID 110570 (all data & tools)
• Article ID: 1843
  Elkin YN, Knirel YA, Vinogradov EV, Paramonov NA, Troshkov ML, Aminev "Fast-atom-bombardment mass-spectra of aminooligosaccharides" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 12 (1986) 1658-1661
  
  Journal NLM ID: 7804941
  Publisher: Moskva: Nauka
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow, Russia
  Methods: FAB-MS
  
   
  
  Pseudomonas aeruginosa
  CSDB ID 110586 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: O-polysaccharide, O-antigen

• Article ID: 1832
  Knirel YA, Paramonov NA, Vinogradov EV, Shashkov AS, Kochetkov NK "Identification of 3-acetamidino-2-acetamido-2,3-dideoxy-L-guluronic acid in Pseudomonas aeruginosa immunotype 7 lipopolysaccharide" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 12 (1986) 992-994
  

  O-Specific polysaccharide chain of Pseudomonas aeruginosa immunotype 7 lipopolysaccharide is composed of 3-acetamidino-2-acetamido-2,3-dideoxy-L-guluronic acid (GulNAcAmA), 2,3-diacetamido-2,3-dideoxy-D-mannuronic acid (ManN2Ac2A), and N-acetyl-D-fucosamine (FucNAc). On solvolysis with anhydrous hydrogen fluoride, the polysaccharide afforded a trisaccharide containing all its components. Borohydride reduction of the trisaccharide in boric acid solution resulted in conversion of reducing fucosamine into fucosaminitol, whereas in water the reduction was accompanied by reductive deamination of acetamidino function into ethylamino group. On hydrolysis with aqueous triethylamine, acetamidino group gave acetamido group. Analysis of the trisaccharides thus obtained by 1H NMR spectroscopy (including nuclear Overhauser effect), 13C NMR spectroscopy, and fast-atom bombardment mass spectrometry allowed the determination of the structure of the unusual uronic acid derivative and the following structure of the polysaccharide repeating unit: -4)-α-L-GulNAcAmA-(1-4)-β-D-ManN2Ac2A-(1-3)-α-D-FucNAc-(1-.

  NCBI PubMed ID: 2429670
  Journal NLM ID: 7804941
  Publisher: Moskva: Nauka
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow, Russia
  Methods: 13C NMR
  
   
  
  Pseudomonas aeruginosa 7 Fisher
  CSDB ID 110533 (all data & tools)
• Article ID: 1842
  Knirel YA, Paramonov NA, Vinogradov EV, Shashkov AS, Dmitriev BA, Kochetkov NK, Stanislavsky ES "Antigenic polysaccharides of bacteria. 20. Structure of the O-specific polysaccharide chain of P. aeruginosa O3(a),3d,3f (Lányi) lipopolysaccharide" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 12 (1986) 1649-1657
  

  Mild acid degradation of lipopolysaccharide from Pseudomonas aeruginosa O(3a), 3d, 3f (Lányi classification) afforded O-specific polysaccharide containing N-acetyl-D-fucosamine, 2,3-diacetamido-2,3-dideoxy-D-mannuronic acid, 3-acetamidino-2-acetamido-2,3-dideoxy-L-guluronic and D-mannuronic acid as well as O-acetyl groups. On the basis of O-deacetylation, selective cleavage with anhydrous fluoride, chemical transformation of the oligosaccharides obtained (hydrolysis or reductive deamination of the acetamidino group into acetamido or ethylamino group, respectively) and analysis by 13C NMR spectroscopy, it was concluded that the polysaccharide is built up mainly by trisaccharide repeating units of types A and B in the ratio approximately 2:1: (Formula: see text). The units of both types most probably enter the same polymeric chain. If so, such a hybrid structure can be accounted for by incompleteness of epimerization at C5 of the acetamidino derivative of mannuronic acid at the polymer level in the course of biosynthesis of this polysaccharide.

  NCBI PubMed ID: 2434103
  Journal NLM ID: 7804941
  Publisher: Moskva: Nauka
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow, Russia
  Methods: 13C NMR, 1H NMR
  
   
  
  Pseudomonas aeruginosa O(3a),3d,3f
  CSDB ID 110574 (all data & tools)
• Article ID: 1843
  Elkin YN, Knirel YA, Vinogradov EV, Paramonov NA, Troshkov ML, Aminev "Fast-atom-bombardment mass-spectra of aminooligosaccharides" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 12 (1986) 1658-1661
  
  Journal NLM ID: 7804941
  Publisher: Moskva: Nauka
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow, Russia
  Methods: FAB-MS
  
   
  
  Pseudomonas aeruginosa
  CSDB ID 110585 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: O-polysaccharide, O-antigen

• Article ID: 1833
  Knirel YA, Paramonov NA, Vinogradov EV, Shashkov AS, Dmitriev BA, Kochetkov NK "Structure of Pseudomonas aeruginosa immunotype 3 O-specific polysaccharide: revision of the structure of acetamidino derivative of 2,3-diamino-2,3-dideoxy-D-mannuronic acid" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 12(7) (1986) 995-997
  

  O-Specific side chain of P. aeruginosa immunotype 3 lipopolysaccharide is composed of N-acetyl-D-fucosamine (FucNAc), 2,3-diacetamido-2,3-dideoxy-L-guluronic acid (GulN2Ac2A) and 3-acetamidino = 2-acetamido = 2,3 = dideoxy = D-mannuronic acid (ManNAcAmA). The latter sugar is identified on the basis of solvolysis with anhydrous hydrogen fluoride, 13C NMR spectroscopy and fast-atom bombardment mass spectrometry analysis, as well as of reactions of acetamidino function (alkaline hydrolysis to acetamido group and reductive deamination to ethylamino group). Earlier, in the course of investigation of P. aeruginosa O3 lipopolysaccharides, the structure of 1-methyl-2-imidazoline was erroneously ascribed to the acetamidino group. The following structure was established for the repeating unit of immunotype 3 polysaccharide which is identical to P. aeruginosa O3(a),3c polysaccharide: →4)-β-D-ManNAcAmA-(1→4)-α-L-GulN2Ac2A-(1→3)-β-D-FucNac-(1→.

  NCBI PubMed ID: 2429671
  Journal NLM ID: 7804941
  Publisher: Moskva: Nauka
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow, Russia
  Methods: 13C NMR
  
   
  
  Pseudomonas aeruginosa 3
  CSDB ID 110536 (all data & tools)
• Article ID: 1843
  Elkin YN, Knirel YA, Vinogradov EV, Paramonov NA, Troshkov ML, Aminev "Fast-atom-bombardment mass-spectra of aminooligosaccharides" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 12 (1986) 1658-1661
  
  Journal NLM ID: 7804941
  Publisher: Moskva: Nauka
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow, Russia
  Methods: FAB-MS
  
   
  
  Pseudomonas aeruginosa
  CSDB ID 110584 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: O-polysaccharide, O-antigen

• Article ID: 1833
  Knirel YA, Paramonov NA, Vinogradov EV, Shashkov AS, Dmitriev BA, Kochetkov NK "Structure of Pseudomonas aeruginosa immunotype 3 O-specific polysaccharide: revision of the structure of acetamidino derivative of 2,3-diamino-2,3-dideoxy-D-mannuronic acid" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 12(7) (1986) 995-997
  

  O-Specific side chain of P. aeruginosa immunotype 3 lipopolysaccharide is composed of N-acetyl-D-fucosamine (FucNAc), 2,3-diacetamido-2,3-dideoxy-L-guluronic acid (GulN2Ac2A) and 3-acetamidino = 2-acetamido = 2,3 = dideoxy = D-mannuronic acid (ManNAcAmA). The latter sugar is identified on the basis of solvolysis with anhydrous hydrogen fluoride, 13C NMR spectroscopy and fast-atom bombardment mass spectrometry analysis, as well as of reactions of acetamidino function (alkaline hydrolysis to acetamido group and reductive deamination to ethylamino group). Earlier, in the course of investigation of P. aeruginosa O3 lipopolysaccharides, the structure of 1-methyl-2-imidazoline was erroneously ascribed to the acetamidino group. The following structure was established for the repeating unit of immunotype 3 polysaccharide which is identical to P. aeruginosa O3(a),3c polysaccharide: →4)-β-D-ManNAcAmA-(1→4)-α-L-GulN2Ac2A-(1→3)-β-D-FucNac-(1→.

  NCBI PubMed ID: 2429671
  Journal NLM ID: 7804941
  Publisher: Moskva: Nauka
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow, Russia
  Methods: 13C NMR
  
   
  
  Pseudomonas aeruginosa 3
  CSDB ID 110537 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: O-polysaccharide, O-antigen

• Article ID: 1842
  Knirel YA, Paramonov NA, Vinogradov EV, Shashkov AS, Dmitriev BA, Kochetkov NK, Stanislavsky ES "Antigenic polysaccharides of bacteria. 20. Structure of the O-specific polysaccharide chain of P. aeruginosa O3(a),3d,3f (Lányi) lipopolysaccharide" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 12 (1986) 1649-1657
  

  Mild acid degradation of lipopolysaccharide from Pseudomonas aeruginosa O(3a), 3d, 3f (Lányi classification) afforded O-specific polysaccharide containing N-acetyl-D-fucosamine, 2,3-diacetamido-2,3-dideoxy-D-mannuronic acid, 3-acetamidino-2-acetamido-2,3-dideoxy-L-guluronic and D-mannuronic acid as well as O-acetyl groups. On the basis of O-deacetylation, selective cleavage with anhydrous fluoride, chemical transformation of the oligosaccharides obtained (hydrolysis or reductive deamination of the acetamidino group into acetamido or ethylamino group, respectively) and analysis by 13C NMR spectroscopy, it was concluded that the polysaccharide is built up mainly by trisaccharide repeating units of types A and B in the ratio approximately 2:1: (Formula: see text). The units of both types most probably enter the same polymeric chain. If so, such a hybrid structure can be accounted for by incompleteness of epimerization at C5 of the acetamidino derivative of mannuronic acid at the polymer level in the course of biosynthesis of this polysaccharide.

  NCBI PubMed ID: 2434103
  Journal NLM ID: 7804941
  Publisher: Moskva: Nauka
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow, Russia
  Methods: 13C NMR, 1H NMR
  
   
  
  Pseudomonas aeruginosa O(3a),3d,3f
  CSDB ID 110571 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: O-polysaccharide, O-antigen

• Article ID: 1842
  Knirel YA, Paramonov NA, Vinogradov EV, Shashkov AS, Dmitriev BA, Kochetkov NK, Stanislavsky ES "Antigenic polysaccharides of bacteria. 20. Structure of the O-specific polysaccharide chain of P. aeruginosa O3(a),3d,3f (Lányi) lipopolysaccharide" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 12 (1986) 1649-1657
  

  Mild acid degradation of lipopolysaccharide from Pseudomonas aeruginosa O(3a), 3d, 3f (Lányi classification) afforded O-specific polysaccharide containing N-acetyl-D-fucosamine, 2,3-diacetamido-2,3-dideoxy-D-mannuronic acid, 3-acetamidino-2-acetamido-2,3-dideoxy-L-guluronic and D-mannuronic acid as well as O-acetyl groups. On the basis of O-deacetylation, selective cleavage with anhydrous fluoride, chemical transformation of the oligosaccharides obtained (hydrolysis or reductive deamination of the acetamidino group into acetamido or ethylamino group, respectively) and analysis by 13C NMR spectroscopy, it was concluded that the polysaccharide is built up mainly by trisaccharide repeating units of types A and B in the ratio approximately 2:1: (Formula: see text). The units of both types most probably enter the same polymeric chain. If so, such a hybrid structure can be accounted for by incompleteness of epimerization at C5 of the acetamidino derivative of mannuronic acid at the polymer level in the course of biosynthesis of this polysaccharide.

  NCBI PubMed ID: 2434103
  Journal NLM ID: 7804941
  Publisher: Moskva: Nauka
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow, Russia
  Methods: 13C NMR, 1H NMR
  
   
  
  Pseudomonas aeruginosa O(3a),3d,3f
  CSDB ID 110575 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: O-polysaccharide, O-antigen

• Article ID: 1843
  Elkin YN, Knirel YA, Vinogradov EV, Paramonov NA, Troshkov ML, Aminev "Fast-atom-bombardment mass-spectra of aminooligosaccharides" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 12 (1986) 1658-1661
  
  Journal NLM ID: 7804941
  Publisher: Moskva: Nauka
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow, Russia
  Methods: FAB-MS
  
   
  
  Pseudomonas aeruginosa
  CSDB ID 110583 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: O-polysaccharide, O-antigen

• Article ID: 1858
  Knirel YA, Zdorovenko GM, Veremeychenko SN, Lipkind GM, Shashkov AS, Zakharova IY, Kochetkov NK "Antigenic polysaccharides of bacteria. 31. Structure of the O-specific polysaccharide chain of the Pseudomonas aurantiaca IMV 31 lipopolysaccharide" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 14(3) (1988) 352-358
  

  The O-specific polysaccharide chain of the Pseudomonas aurantiaca IMV 31 lipopolysaccharide contains N-acetyl-L-fucosamine (FucNAc) and di-N-acetyl-D-bacillosamine (2,4-diacetamido-2,4,6-trideoxyglucose, Bac(NAc)2) in the ratio 2:1. On the basis of methylation, solvolysis with anhydrous hydrogen fluoride, and computer-assisted analysis of 13C-NMR spectrum, it was concluded that the trisaccharide repeating unit of the polysaccharide possesses the following structure: structure: →3)-β-D-Bac(NAc)2-(1→3)-α-L-FucNAc-(1→3)-α-L-FucNAc-(1→.

  NCBI PubMed ID: 2454632
  Journal NLM ID: 7804941
  Publisher: Moskva: Nauka
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow, Russia
  Methods: 13C NMR, 1H NMR
  
   
  
  Pseudomonas aurantiaca IMV 31
  CSDB ID 110634 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: EPS
Contained glycoepitopes: IEDB_137340,IEDB_141807,IEDB_151531,IEDB_2275071

• Article ID: 1862
  Vinogradov EV, Shashkov AS, Knirel YA, Grigor'eva NA, Shubina LN, Khohlenko AF, Borina LE "Structure of extracellular polysaccharide from Arthrobacter globiformis" - Bioorganicheskaya Khimia = Bioorganic Chemistry [Russian] 14(8) (1988) 1040-1046
  

  An extracellular polysaccharide from Arthrobacter globiformis is composed of N-acetyl-D-glucosamine, N-acetyl-D-fucosamine, 2,3-diacetamido-2,3-dideoxy-D-mannuronic acid and O-acetyl groups in the ratio 1:1:2:1. On the basis of solvolysis with anhydrous hydrogen fluoride, which resulted in a tetrasaccharide fragment, and analysis by 1H and 13NMR spectroscopy, it was concluded that the polysaccharide has the following structure: (formula; see text).

  NCBI PubMed ID: 3219122
  Journal NLM ID: 7804941
  WWW link: http://www.rjbc.ru/arc/14/8/1040-1046.pdf
  Publisher: Moskva: Nauka
  Institutions: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow, Russia
  Methods: 13C NMR, 1H NMR
  
   
  
  Arthrobacter globiformis VKPM V-3830 (SKF-3)
  CSDB ID 110652 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: CPS

• Article ID: 2169
  Moreau M, Richards JC, Fournier JM, Byrd RA, Karakawa WW, Vann WF "Structure of the type 5 capsular polysaccharide of Staphylococcus aureus" - Carbohydrate Research 201(2) (1990) 285-297
  

  The Staphylococcus aureus type 5 capsular polysaccharide is composed of 2-acetamido-2-deoxy-l-fucose (1 part), 2-acetamido-2-deoxy-d-fucose (1 part), and 2-acetamido-2-deoxy-d-mannuronic acid (1 part). On the basis of methylation analysis, optical rotation, high-field one- and two-dimensional 1H- and 13C-n.m.r. experiments, and selective cleavage with 70% aqueous hydrogen fluoride, the polysaccharide was found to be a partially O-acetylated (50%) polymer of the repeating trisaccharide unit, [→4)-3-O-Ac-β-d-ManpNAcA-(1→4)-α-l-FucpNAc-(1→3)-β-d-FucpNAc-(1→]n.

  NCBI PubMed ID: 2224883
  Publication DOI: 10.1016/0008-6215(90)84244-O
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Institutions: Office of Biologics Research and Review, Food and Drug Administration, Bethesda, MD, USA, U.S.A., Division of Biological Sciences, National Research Council of Canada, Ottawa K1A OR6 Canada, Unité du Cholerá et des Vibrions, Institut Pasteur, F-75724 Paris France
  Methods: 13C NMR, 1H NMR, methylation, GLC-MS, gel filtration, GLC, HF treatment
  
   
  
  Staphylococcus aureus 5
  CSDB ID 2631 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_2189046

• Article ID: 4979
  Chowdhury TA, Jansson PE, Lindberg B, Lindberg J, Gustafsson B, Holme T "Structural studies of the Vibrio cholerae O:3 O-antigen polysaccharide" - Carbohydrate Research 215(2) (1991) 303-314
  

  The structure of the Vibrio cholerae O:3 O-antigen polysaccharide has been investigated, mainly by n.m.r. spectroscopy, mass spectrometry, sugar and methylation analysis, and specific degradations, and is proposed to involve the following tetrasaccharide repeating-unit. [formula: see text]. In this structure, D-D-Hep is D-glycero-D-manno-heptose, Asc is 3,6-dideoxy-L-arabino-hexose (ascarylose), and Sug is 2,4-diamino-2,4,6-trideoxy-D-glucose (bacillosamine) in which N-2 is acetylated and N-4 is acylated with a 3,5-dihydroxyhexanoic acid. That the 2,4-diamino-2,4,6-trideoxy-D-glucose residue is linked through O-3 and not through one of the hydroxyl groups in the 3,5-dihydroxyhexanoyl group is indicated but not definitely proved. The configuration of the latter group has not been determined. The f.a.b.-mass spectrum of the methylated O-antigen indicates that the structure given above also represents the biological repeating-unit.

  NMR, O-antigen, Vibrio cholerae

  NCBI PubMed ID: 1794128
  Publication DOI: 10.1016/0008-6215(91)84029-E
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Institutions: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Stockholm, Sweden
  Methods: 13C NMR, 1H NMR, methylation, GLC-MS, gel filtration, NMR-2D, partial acid hydrolysis, sugar analysis, methanolysis
  
   
  
  Vibrio cholerae O3
  CSDB ID 330 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_2189046

• Article ID: 4979
  Chowdhury TA, Jansson PE, Lindberg B, Lindberg J, Gustafsson B, Holme T "Structural studies of the Vibrio cholerae O:3 O-antigen polysaccharide" - Carbohydrate Research 215(2) (1991) 303-314
  

  The structure of the Vibrio cholerae O:3 O-antigen polysaccharide has been investigated, mainly by n.m.r. spectroscopy, mass spectrometry, sugar and methylation analysis, and specific degradations, and is proposed to involve the following tetrasaccharide repeating-unit. [formula: see text]. In this structure, D-D-Hep is D-glycero-D-manno-heptose, Asc is 3,6-dideoxy-L-arabino-hexose (ascarylose), and Sug is 2,4-diamino-2,4,6-trideoxy-D-glucose (bacillosamine) in which N-2 is acetylated and N-4 is acylated with a 3,5-dihydroxyhexanoic acid. That the 2,4-diamino-2,4,6-trideoxy-D-glucose residue is linked through O-3 and not through one of the hydroxyl groups in the 3,5-dihydroxyhexanoyl group is indicated but not definitely proved. The configuration of the latter group has not been determined. The f.a.b.-mass spectrum of the methylated O-antigen indicates that the structure given above also represents the biological repeating-unit.

  NMR, O-antigen, Vibrio cholerae

  NCBI PubMed ID: 1794128
  Publication DOI: 10.1016/0008-6215(91)84029-E
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Institutions: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Stockholm, Sweden
  Methods: 13C NMR, 1H NMR, methylation, GLC-MS, gel filtration, NMR-2D, partial acid hydrolysis, sugar analysis, methanolysis
  
   
  
  Vibrio cholerae O3
  CSDB ID 300 (all data & tools)