Found 79 structures.
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1. Compound ID: 615
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b-D-Glcp-(1-2)-+
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a-D-GalpN-(1-2)-+ |
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b-L-4dthrHexp4enNA-(1-3)-b-D-QuipNAc-(1-4)-b-D-Manp-(1-4)-a-D-Manp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-D-GlcN-ol
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a-D-Glcp-(1-3)-+ |
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Structure type: oligomer
Trivial name: core lipid A part
Contained glycoepitopes: IEDB_130650,IEDB_130701,IEDB_137340,IEDB_137473,IEDB_137485,IEDB_141807,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_152206,IEDB_153219,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 179
Vinogradov E, Perry MB, Conlan JW "Structural analysis of Francisella tularensis lipopolysaccharide" -
European Journal of Biochemistry 269(24) (2002) 6112-6118
The structure of the lipid A and core region of the lipopolysaccharide (LPS) from Francisella tularensis (ATCC 29684) was analysed using NMR, mass spectrometry and chemical methods. The LPS contains a β-GlcN-(1-6)-GlcN lipid A backbone, but has a number of unusual structural features; it apparently has no substituent at O-1 of the reducing end GlcN residue in the lipid part in the major part of the population, no substituents at O-3 and O-4 of β-GlcN, and no substituent at O-4 of the Kdo residue. The largest oligosaccharide, isolated after strong alkaline deacylation of NaBH4 reduced LPS had the following structure: where ∆-GalNA-(1-3)-β-QuiNAc represents a modified fragment of the O-chain repeating unit. Two shorter oligosaccharides lacking the O-chain fragment were also identified. A minor amount of the disaccharide β-GlcN-(1-6)-α-GlcN-1-P was isolated from the same reaction mixture, indicating the presence of free lipid A, unsubstituted by Kdo and with phosphate at the reducing end. The lipid A, isolated from the products of mild acid hydrolysis, had the structure 2-N-(3-O-acyl4-acyl2)-β-GlcN-(1-6)-2-N-acyl1-3-O-acyl3-GlcN where acyl1, acyl2 and acyl3 are 3-hydroxyhexadecanoic or 3-hydroxyoctadecanoic acids, acyl4 is tetradecanoic or (minor) hexadecanoic acids. No phosphate substituents were found in this compound. OH-1 of the reducing end glucosamine, and OH-3 and OH-4 of the nonreducing end glucosamine residues were not substituted. LPS of F. tularensis exhibits unusual biological properties, including low endoxicity, which may be related to its unusual lipid A structure.
Lipopolysaccharide, NMR, LPS, oligosaccharide, structure, core, structural, repeating unit, analysis, structural analysis, chain, Kdo, lipid, lipid A, Oligosaccharides, spectrometry, chemical, core region, region, mass spectrometry, reduced, modified, method, alkaline, backbone, O-chain, fragment, population, methods, deacylation, disaccharide, Francisella tularensis, reducing, reducing end
NCBI PubMed ID: 12473106Journal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: evguenii.vinogradov@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Canada
Methods: NMR-2D, NMR, chemical methods, MS
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2. Compound ID: 616
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b-D-Glcp-(1-2)-+
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a-D-GalpN-(1-2)-b-D-Manp-(1-4)-a-D-Manp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-D-GlcN-ol |
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Structure type: oligomer
Trivial name: core lipid A part
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_130701,IEDB_137340,IEDB_137473,IEDB_137485,IEDB_141807,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_151531,IEDB_152206,IEDB_153219,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 179
Vinogradov E, Perry MB, Conlan JW "Structural analysis of Francisella tularensis lipopolysaccharide" -
European Journal of Biochemistry 269(24) (2002) 6112-6118
The structure of the lipid A and core region of the lipopolysaccharide (LPS) from Francisella tularensis (ATCC 29684) was analysed using NMR, mass spectrometry and chemical methods. The LPS contains a β-GlcN-(1-6)-GlcN lipid A backbone, but has a number of unusual structural features; it apparently has no substituent at O-1 of the reducing end GlcN residue in the lipid part in the major part of the population, no substituents at O-3 and O-4 of β-GlcN, and no substituent at O-4 of the Kdo residue. The largest oligosaccharide, isolated after strong alkaline deacylation of NaBH4 reduced LPS had the following structure: where ∆-GalNA-(1-3)-β-QuiNAc represents a modified fragment of the O-chain repeating unit. Two shorter oligosaccharides lacking the O-chain fragment were also identified. A minor amount of the disaccharide β-GlcN-(1-6)-α-GlcN-1-P was isolated from the same reaction mixture, indicating the presence of free lipid A, unsubstituted by Kdo and with phosphate at the reducing end. The lipid A, isolated from the products of mild acid hydrolysis, had the structure 2-N-(3-O-acyl4-acyl2)-β-GlcN-(1-6)-2-N-acyl1-3-O-acyl3-GlcN where acyl1, acyl2 and acyl3 are 3-hydroxyhexadecanoic or 3-hydroxyoctadecanoic acids, acyl4 is tetradecanoic or (minor) hexadecanoic acids. No phosphate substituents were found in this compound. OH-1 of the reducing end glucosamine, and OH-3 and OH-4 of the nonreducing end glucosamine residues were not substituted. LPS of F. tularensis exhibits unusual biological properties, including low endoxicity, which may be related to its unusual lipid A structure.
Lipopolysaccharide, NMR, LPS, oligosaccharide, structure, core, structural, repeating unit, analysis, structural analysis, chain, Kdo, lipid, lipid A, Oligosaccharides, spectrometry, chemical, core region, region, mass spectrometry, reduced, modified, method, alkaline, backbone, O-chain, fragment, population, methods, deacylation, disaccharide, Francisella tularensis, reducing, reducing end
NCBI PubMed ID: 12473106Journal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: evguenii.vinogradov@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Canada
Methods: NMR-2D, NMR, chemical methods, MS
- Article ID: 4111
Shilova NV, Navakouski MJ, Huflejt M, Kuehn A, Grunow R, Blixt O, Bovin NV "Changes in the repertoire of natural antibodies caused by immunization with bacterial antigens" -
Biochemistry (Moscow) 76(7) (2011) 862-866
The repertoire of natural anti-glycan antibodies in naive chickens and in chickens immunized with bacteria Burkholderia mallei, Burkholderia pseudomallei, and Francisella tularensis as well as with peptides from an outer membrane protein of B. pseudomallei was studied. A relatively restricted pattern of natural antibodies (first of all IgY against bacterial cell wall peptidoglycan fragments, L-Rha, and core N-acetyllactosamine) shrank and, moreover, the level of detectable antibodies decreased as a result of immunization.
Burkholderia pseudomallei, Francisella tularensis, bacterial polysaccharides, Burkholderia mallei, natural antibodies
NCBI PubMed ID: 21999548Publication DOI: 10.1134/S0006297911070170Journal NLM ID: 0376536Publisher: Nauka/Interperiodica
Correspondence: bovin@carbohydrate.ru
Institutions: Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, ul. MiklukhoMaklaya 16/10, 117997 Moscow, Russia
Methods: serological methods, immunization
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3. Compound ID: 617
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b-D-Glcp-(1-2)-+
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a-D-Glcp-(1-3)-+ |
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a-D-GalpN-(1-2)-b-D-Manp-(1-4)-a-D-Manp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-D-GlcN-ol |
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Structure type: oligomer
Trivial name: core lipid A part
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_130701,IEDB_137340,IEDB_137473,IEDB_137485,IEDB_141807,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_152206,IEDB_153219,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 179
Vinogradov E, Perry MB, Conlan JW "Structural analysis of Francisella tularensis lipopolysaccharide" -
European Journal of Biochemistry 269(24) (2002) 6112-6118
The structure of the lipid A and core region of the lipopolysaccharide (LPS) from Francisella tularensis (ATCC 29684) was analysed using NMR, mass spectrometry and chemical methods. The LPS contains a β-GlcN-(1-6)-GlcN lipid A backbone, but has a number of unusual structural features; it apparently has no substituent at O-1 of the reducing end GlcN residue in the lipid part in the major part of the population, no substituents at O-3 and O-4 of β-GlcN, and no substituent at O-4 of the Kdo residue. The largest oligosaccharide, isolated after strong alkaline deacylation of NaBH4 reduced LPS had the following structure: where ∆-GalNA-(1-3)-β-QuiNAc represents a modified fragment of the O-chain repeating unit. Two shorter oligosaccharides lacking the O-chain fragment were also identified. A minor amount of the disaccharide β-GlcN-(1-6)-α-GlcN-1-P was isolated from the same reaction mixture, indicating the presence of free lipid A, unsubstituted by Kdo and with phosphate at the reducing end. The lipid A, isolated from the products of mild acid hydrolysis, had the structure 2-N-(3-O-acyl4-acyl2)-β-GlcN-(1-6)-2-N-acyl1-3-O-acyl3-GlcN where acyl1, acyl2 and acyl3 are 3-hydroxyhexadecanoic or 3-hydroxyoctadecanoic acids, acyl4 is tetradecanoic or (minor) hexadecanoic acids. No phosphate substituents were found in this compound. OH-1 of the reducing end glucosamine, and OH-3 and OH-4 of the nonreducing end glucosamine residues were not substituted. LPS of F. tularensis exhibits unusual biological properties, including low endoxicity, which may be related to its unusual lipid A structure.
Lipopolysaccharide, NMR, LPS, oligosaccharide, structure, core, structural, repeating unit, analysis, structural analysis, chain, Kdo, lipid, lipid A, Oligosaccharides, spectrometry, chemical, core region, region, mass spectrometry, reduced, modified, method, alkaline, backbone, O-chain, fragment, population, methods, deacylation, disaccharide, Francisella tularensis, reducing, reducing end
NCBI PubMed ID: 12473106Journal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: evguenii.vinogradov@nrc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Canada
Methods: NMR-2D, NMR, chemical methods, MS
- Article ID: 4111
Shilova NV, Navakouski MJ, Huflejt M, Kuehn A, Grunow R, Blixt O, Bovin NV "Changes in the repertoire of natural antibodies caused by immunization with bacterial antigens" -
Biochemistry (Moscow) 76(7) (2011) 862-866
The repertoire of natural anti-glycan antibodies in naive chickens and in chickens immunized with bacteria Burkholderia mallei, Burkholderia pseudomallei, and Francisella tularensis as well as with peptides from an outer membrane protein of B. pseudomallei was studied. A relatively restricted pattern of natural antibodies (first of all IgY against bacterial cell wall peptidoglycan fragments, L-Rha, and core N-acetyllactosamine) shrank and, moreover, the level of detectable antibodies decreased as a result of immunization.
Burkholderia pseudomallei, Francisella tularensis, bacterial polysaccharides, Burkholderia mallei, natural antibodies
NCBI PubMed ID: 21999548Publication DOI: 10.1134/S0006297911070170Journal NLM ID: 0376536Publisher: Nauka/Interperiodica
Correspondence: bovin@carbohydrate.ru
Institutions: Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, ul. MiklukhoMaklaya 16/10, 117997 Moscow, Russia
Methods: serological methods, immunization
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4. Compound ID: 1660
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a-D-Glcp-(1-2)-b-D-Glcp-(1-2)-+
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a-D-Glcp-(1-3)-+ |
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a-D-GalpNAc-(1-2)-b-D-Manp-(1-4)-a-D-Manp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-D-GlcN
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Subst-(1-4)-+
Subst = O-antigen |
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Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130648,IEDB_130650,IEDB_130701,IEDB_137340,IEDB_137473,IEDB_137485,IEDB_1391961,IEDB_141584,IEDB_141807,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_152206,IEDB_153219,IEDB_244149,IEDB_885822,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 516
Vinogradov E, Perry MB "Characterisation of the core part of the lipopolysaccharide O-antigen of Francisella novicida (U112)" -
Carbohydrate Research 339(9) (2004) 1643-1648
Francisella novicida (U112), a close relative of the highly virulent bacterium F. tularensis, is known to produce a lipopolysaccharide that is significantly different in biological properties from the LPS of F. tularensis. Here we present the results of the structural analysis of the F. novicida LPS core part, which is found to be similar to that of F. tularensis, differing only by one additional α-Glc residue:where R is an O-chain, linked via a β-bacillosamine (2,4-diamino-2,4,6-trideoxyglucose) residue. The lipid part of F. novicida LPS contains no phosphate substituent and apparently has a free reducing end, a feature also noted in F. tularensis LPS.
LPS, core structure, Francisella, Francisella novicida
NCBI PubMed ID: 15183739Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: evguenii.vinogradov@nrc-cnrc.gc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Ontario, Canada K1A 0R6
Methods: NMR-2D, methylation, NMR, MS
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5. Compound ID: 1661
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a-D-Glcp-(1-2)-b-D-Glcp-(1-2)-+
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a-D-Glcp-(1-3)-+ |
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a-D-GalpNAc-(1-2)-b-D-Manp-(1-4)-a-D-Manp-(1-5)-Kdo |
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Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130648,IEDB_130650,IEDB_130701,IEDB_137473,IEDB_137485,IEDB_1391961,IEDB_141584,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_152206,IEDB_153219,IEDB_244149,IEDB_885822,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 516
Vinogradov E, Perry MB "Characterisation of the core part of the lipopolysaccharide O-antigen of Francisella novicida (U112)" -
Carbohydrate Research 339(9) (2004) 1643-1648
Francisella novicida (U112), a close relative of the highly virulent bacterium F. tularensis, is known to produce a lipopolysaccharide that is significantly different in biological properties from the LPS of F. tularensis. Here we present the results of the structural analysis of the F. novicida LPS core part, which is found to be similar to that of F. tularensis, differing only by one additional α-Glc residue:where R is an O-chain, linked via a β-bacillosamine (2,4-diamino-2,4,6-trideoxyglucose) residue. The lipid part of F. novicida LPS contains no phosphate substituent and apparently has a free reducing end, a feature also noted in F. tularensis LPS.
LPS, core structure, Francisella, Francisella novicida
NCBI PubMed ID: 15183739Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: evguenii.vinogradov@nrc-cnrc.gc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Ontario, Canada K1A 0R6
Methods: NMR-2D, methylation, NMR, MS
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6. Compound ID: 1662
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a-D-Glcp-(1-2)-b-D-Glcp-(1-2)-+
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a-D-GalpNAc-(1-2)-+ |
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a-D-GalpNAcA6NH2-(1-4)-a-D-GalpNAcA6NH2-(1-4)-a-D-GalpNAcA6NH2-(1-3)-b-D-QuipNAc4NAc-(1-4)-b-D-Manp-(1-4)-a-D-Manp-(1-5)-Kdo
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a-D-Glcp-(1-3)-+ |
Show graphically |
Structure type: oligomer
Compound class: core oligosaccharide with O-unit
Contained glycoepitopes: IEDB_130648,IEDB_130650,IEDB_130701,IEDB_137473,IEDB_137485,IEDB_1391961,IEDB_141584,IEDB_142345,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_152206,IEDB_153219,IEDB_244149,IEDB_885822,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 516
Vinogradov E, Perry MB "Characterisation of the core part of the lipopolysaccharide O-antigen of Francisella novicida (U112)" -
Carbohydrate Research 339(9) (2004) 1643-1648
Francisella novicida (U112), a close relative of the highly virulent bacterium F. tularensis, is known to produce a lipopolysaccharide that is significantly different in biological properties from the LPS of F. tularensis. Here we present the results of the structural analysis of the F. novicida LPS core part, which is found to be similar to that of F. tularensis, differing only by one additional α-Glc residue:where R is an O-chain, linked via a β-bacillosamine (2,4-diamino-2,4,6-trideoxyglucose) residue. The lipid part of F. novicida LPS contains no phosphate substituent and apparently has a free reducing end, a feature also noted in F. tularensis LPS.
LPS, core structure, Francisella, Francisella novicida
NCBI PubMed ID: 15183739Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: evguenii.vinogradov@nrc-cnrc.gc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Ontario, Canada K1A 0R6
Methods: NMR-2D, methylation, NMR, MS
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7. Compound ID: 1663
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a-D-Glcp-(1-2)-b-D-Glcp-(1-2)-+
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a-D-GalpNAc-(1-2)-+ |
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a-D-GalpNAcA6NH2-(1-4)-a-D-GalpNAcA6NH2-(1-4)-a-D-GalpNAcA6NH2-(1-3)-a-D-QuipNAc4NAc-(1-4)-a-D-GalpNAcA6NH2-(1-4)-a-D-GalpNAcA6NH2-(1-4)-a-D-GalpNAcA6NH2-(1-3)-b-D-QuipNAc4NAc-(1-4)-b-D-Manp-(1-4)-a-D-Manp-(1-5)-Kdo
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a-D-Glcp-(1-3)-+ |
Show graphically |
Structure type: oligomer
Compound class: core oligosaccharide with two O-units
Contained glycoepitopes: IEDB_130648,IEDB_130650,IEDB_130701,IEDB_137473,IEDB_137485,IEDB_1391961,IEDB_141584,IEDB_142345,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_152206,IEDB_153219,IEDB_244149,IEDB_885822,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 516
Vinogradov E, Perry MB "Characterisation of the core part of the lipopolysaccharide O-antigen of Francisella novicida (U112)" -
Carbohydrate Research 339(9) (2004) 1643-1648
Francisella novicida (U112), a close relative of the highly virulent bacterium F. tularensis, is known to produce a lipopolysaccharide that is significantly different in biological properties from the LPS of F. tularensis. Here we present the results of the structural analysis of the F. novicida LPS core part, which is found to be similar to that of F. tularensis, differing only by one additional α-Glc residue:where R is an O-chain, linked via a β-bacillosamine (2,4-diamino-2,4,6-trideoxyglucose) residue. The lipid part of F. novicida LPS contains no phosphate substituent and apparently has a free reducing end, a feature also noted in F. tularensis LPS.
LPS, core structure, Francisella, Francisella novicida
NCBI PubMed ID: 15183739Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: evguenii.vinogradov@nrc-cnrc.gc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Ontario, Canada K1A 0R6
Methods: NMR-2D, methylation, NMR, MS
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8. Compound ID: 1664
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a-D-Glcp-(1-2)-b-D-Glcp-(1-2)-+
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a-D-Glcp-(1-3)-+ |
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a-D-GalpN-(1-2)-b-D-Manp-(1-4)-a-D-Manp-(1-5)-a-Kdo-(2-6)-b-D-GlcpN-(1-6)-D-GlcN-ol |
Show graphically |
Structure type: oligomer
Compound class: LPS
Contained glycoepitopes: IEDB_130650,IEDB_130701,IEDB_137340,IEDB_137473,IEDB_137485,IEDB_141807,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_152206,IEDB_153219,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 516
Vinogradov E, Perry MB "Characterisation of the core part of the lipopolysaccharide O-antigen of Francisella novicida (U112)" -
Carbohydrate Research 339(9) (2004) 1643-1648
Francisella novicida (U112), a close relative of the highly virulent bacterium F. tularensis, is known to produce a lipopolysaccharide that is significantly different in biological properties from the LPS of F. tularensis. Here we present the results of the structural analysis of the F. novicida LPS core part, which is found to be similar to that of F. tularensis, differing only by one additional α-Glc residue:where R is an O-chain, linked via a β-bacillosamine (2,4-diamino-2,4,6-trideoxyglucose) residue. The lipid part of F. novicida LPS contains no phosphate substituent and apparently has a free reducing end, a feature also noted in F. tularensis LPS.
LPS, core structure, Francisella, Francisella novicida
NCBI PubMed ID: 15183739Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: evguenii.vinogradov@nrc-cnrc.gc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Ontario, Canada K1A 0R6
Methods: NMR-2D, methylation, NMR, MS
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9. Compound ID: 1665
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a-D-Glcp-(1-2)-b-D-Glcp-(1-2)-+
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a-D-GalpN-(1-2)-+ |
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b-L-4dthrHexp4enNA-(1-3)-b-D-QuipN4NAc-(1-4)-b-D-Manp-(1-4)-a-D-Manp-(1-5)-a-Kdo-(2-6)-b-D-GlcpN-(1-6)-D-GlcN-ol
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a-D-Glcp-(1-3)-+ |
Show graphically |
Structure type: oligomer
Compound class: LPS
Contained glycoepitopes: IEDB_130650,IEDB_130701,IEDB_137340,IEDB_137473,IEDB_137485,IEDB_141807,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_152206,IEDB_153219,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 516
Vinogradov E, Perry MB "Characterisation of the core part of the lipopolysaccharide O-antigen of Francisella novicida (U112)" -
Carbohydrate Research 339(9) (2004) 1643-1648
Francisella novicida (U112), a close relative of the highly virulent bacterium F. tularensis, is known to produce a lipopolysaccharide that is significantly different in biological properties from the LPS of F. tularensis. Here we present the results of the structural analysis of the F. novicida LPS core part, which is found to be similar to that of F. tularensis, differing only by one additional α-Glc residue:where R is an O-chain, linked via a β-bacillosamine (2,4-diamino-2,4,6-trideoxyglucose) residue. The lipid part of F. novicida LPS contains no phosphate substituent and apparently has a free reducing end, a feature also noted in F. tularensis LPS.
LPS, core structure, Francisella, Francisella novicida
NCBI PubMed ID: 15183739Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: evguenii.vinogradov@nrc-cnrc.gc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Ontario, Canada K1A 0R6
Methods: NMR-2D, methylation, NMR, MS
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10. Compound ID: 1666
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a-D-Glcp-(1-2)-b-D-Glcp-(1-2)-+
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a-D-GalpN-(1-2)-+ |
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b-L-4dthrHexp4enNA-(1-3)-b-D-QuipNAc4NAc-(1-4)-b-D-Manp-(1-4)-a-D-Manp-(1-5)-a-Kdo-(2-6)-b-D-GlcpN-(1-6)-D-GlcN-ol
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a-D-Glcp-(1-3)-+ |
Show graphically |
Structure type: oligomer
Compound class: LPS
Contained glycoepitopes: IEDB_130650,IEDB_130701,IEDB_137340,IEDB_137473,IEDB_137485,IEDB_141807,IEDB_142345,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_152206,IEDB_153219,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 516
Vinogradov E, Perry MB "Characterisation of the core part of the lipopolysaccharide O-antigen of Francisella novicida (U112)" -
Carbohydrate Research 339(9) (2004) 1643-1648
Francisella novicida (U112), a close relative of the highly virulent bacterium F. tularensis, is known to produce a lipopolysaccharide that is significantly different in biological properties from the LPS of F. tularensis. Here we present the results of the structural analysis of the F. novicida LPS core part, which is found to be similar to that of F. tularensis, differing only by one additional α-Glc residue:where R is an O-chain, linked via a β-bacillosamine (2,4-diamino-2,4,6-trideoxyglucose) residue. The lipid part of F. novicida LPS contains no phosphate substituent and apparently has a free reducing end, a feature also noted in F. tularensis LPS.
LPS, core structure, Francisella, Francisella novicida
NCBI PubMed ID: 15183739Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: evguenii.vinogradov@nrc-cnrc.gc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Ontario, Canada K1A 0R6
Methods: NMR-2D, methylation, NMR, MS
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11. Compound ID: 1667
|
a-D-Glcp-(1-2)-b-D-Glcp-(1-2)-+
|
a-D-GalpNAc-(1-2)-+ |
| |
b-L-4dthrHexp4enNA-(1-3)-b-D-QuipNAc4NAc-(1-4)-b-D-Manp-(1-4)-a-D-Manp-(1-5)-a-Kdo-(2-6)-b-D-GlcpNAc-(1-6)-D-GlcNAc-ol
|
a-D-Glcp-(1-3)-+ |
Show graphically |
Structure type: oligomer
Compound class: LPS
Contained glycoepitopes: IEDB_130648,IEDB_130650,IEDB_130701,IEDB_135813,IEDB_137340,IEDB_137473,IEDB_137485,IEDB_1391961,IEDB_141584,IEDB_141807,IEDB_142345,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_152206,IEDB_153219,IEDB_244149,IEDB_885822,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 516
Vinogradov E, Perry MB "Characterisation of the core part of the lipopolysaccharide O-antigen of Francisella novicida (U112)" -
Carbohydrate Research 339(9) (2004) 1643-1648
Francisella novicida (U112), a close relative of the highly virulent bacterium F. tularensis, is known to produce a lipopolysaccharide that is significantly different in biological properties from the LPS of F. tularensis. Here we present the results of the structural analysis of the F. novicida LPS core part, which is found to be similar to that of F. tularensis, differing only by one additional α-Glc residue:where R is an O-chain, linked via a β-bacillosamine (2,4-diamino-2,4,6-trideoxyglucose) residue. The lipid part of F. novicida LPS contains no phosphate substituent and apparently has a free reducing end, a feature also noted in F. tularensis LPS.
LPS, core structure, Francisella, Francisella novicida
NCBI PubMed ID: 15183739Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: evguenii.vinogradov@nrc-cnrc.gc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, Ontario, Canada K1A 0R6
Methods: NMR-2D, methylation, NMR, MS
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12. Compound ID: 3545
|
S-Pyr-(2-6:2-4)-b-D-Glcp-(1-2)-a-D-Manp-(1-4)-+
|
-3)-b-D-Galp-(1-3)-b-D-Glcp-(1-3)-a-D-GlcpA-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
Contained glycoepitopes: IEDB_115136,IEDB_130701,IEDB_136044,IEDB_137472,IEDB_140630,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_153219,IEDB_190606,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 1306
Zamze S, Martinez-Pomares L, Jones H, Taylor PR, Stillion RJ, Gordon S, Wong SY "Recognition of bacterial capsular polysaccharides and lipopolysaccharides by the macrophage mannose receptor" -
Journal of Biological Chemistry 277(44) (2002) 41613-41623
The in vitro binding of the macrophage mannose receptor to a range of different bacterial polysaccharides was investigated. The receptor was shown to bind to purified capsular polysaccharides from Streptococcus pneumoniae and to the lipopolysaccharides, but not capsular polysaccharides, from Klebsiella pneumoniae. Binding was Ca(2+)- dependent and inhibitable with d-mannose. A fusion protein of the mannose receptor containing carbohydrate recognition domains 4-7 and a full-length soluble form of the mannose receptor containing all domains external to the transmembrane region both displayed very similar binding specificities toward bacterial polysaccharides, suggesting that domains 4-7 are sufficient for recognition of these structures. Surprisingly, no direct correlation could be made between polysaccharide structure and binding to the mannose receptor, suggesting that polysaccharide conformation may play an important role in recognition. The full-length soluble form of the mannose receptor was able to bind simultaneously both polysaccharide via the carbohydrate recognition domains and sulfated oligosaccharide via the cysteine-rich domain. The possible involvement of the mannose receptor, either cell surface or soluble, in the innate and adaptive immune responses to bacterial polysaccharides is discussed
Lipopolysaccharide, conformation, lipopolysaccharides, oligosaccharide, structure, correlation, Bacterial, role, capsular, polysaccharide, Streptococcus, Streptococcus pneumoniae, D-mannose, capsular polysaccharide, capsular polysaccharides, polysaccharides, carbohydrate, cell, Research, form, recognition, involvement, protein, response, specificity, Klebsiella, Bacterial polysaccharide, region, external, surface, polysaccharide structure, purified, Klebsiella pneumoniae, bacterial polysaccharides, binding, domain, domains, vaccine, immune response, Mannose, immune, in vitro, macrophage, soluble, receptor, sulfated, pathology, carbohydrate recognition, carbohydrate recognition domain, fusion, fusion protein, transmembrane
NCBI PubMed ID: 12196537Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: susanne.zamze@jenner.ac.uk
Institutions: Edward Jenner Institute for Vaccine Research, Compton, Berkshire RG20 7NN, United Kingdom and the Sir William Dunn School of Pathology, University of Oxford, South Parks Road, Oxford OX1 3RE, United Kingdom
- Article ID: 2934
Cheng CC, Wong SL, Choy YM "The structure of the capsular polysaccharide of Klebsiella K-type 31" -
Carbohydrate Research 73(1) (1979) 169-174
The structure of the Klebsiella K31 capsular polysaccharide has been elucidated by periodate oxidation, methylation analysis, characterization of oligosaccharides obtained by partial, acid hydrolysis, and proton magnetic resonance. The polymer consists of pentasaccharide repeating-units having the following structure (1) [formula: see text].
Publication DOI: 10.1016/S0008-6215(00)85486-5Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Department of Biochemistry, The Chinese University of Hong Kong, Hong Kong
Methods: 1H NMR, methylation, GLC-MS, partial acid hydrolysis, sugar analysis, acid hydrolysis, GLC, Smith degradation, paper electrophoresis
- Article ID: 3540
Sahly H, Keisari Y, Crouch E, Sharon N, Ofek I "Recognition of bacterial surface polysaccharides by lectins of the innate immune system and its contribution to defense against infection: the case of pulmonary pathogens" -
Infection and Immunity 76(4) (2008) 1322-1332
no abstract available
recognition, surface polysaccharide, glycoepitope, innate immune system, lung lectins
NCBI PubMed ID: 18086817Journal NLM ID: 0246127Publisher: American Society for Microbiology
Correspondence: sahly@labor-lademannbogen.de
Institutions: Institute of Immunology, Clinical Pathology and Molecular Medicine, Lademannbogen 61-63, 22339 Hamburg, Germany
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13. Compound ID: 3550
|
b-D-Glcp-(1-2)-+
|
b-D-Glcp-(1-2)-+ |
| |
a-D-Glcp-(1-4)-+ | |
| | |
-3)-b-D-GlcpA-(1-3)-a-D-Galp-(1-3)-a-D-Manp-(1-3)-b-D-Glcp-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
Contained glycoepitopes: IEDB_115136,IEDB_130701,IEDB_136906,IEDB_137472,IEDB_140630,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_152206,IEDB_153219,IEDB_190606,IEDB_423153,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_7,SB_72
The structure is contained in the following publication(s):
- Article ID: 1306
Zamze S, Martinez-Pomares L, Jones H, Taylor PR, Stillion RJ, Gordon S, Wong SY "Recognition of bacterial capsular polysaccharides and lipopolysaccharides by the macrophage mannose receptor" -
Journal of Biological Chemistry 277(44) (2002) 41613-41623
The in vitro binding of the macrophage mannose receptor to a range of different bacterial polysaccharides was investigated. The receptor was shown to bind to purified capsular polysaccharides from Streptococcus pneumoniae and to the lipopolysaccharides, but not capsular polysaccharides, from Klebsiella pneumoniae. Binding was Ca(2+)- dependent and inhibitable with d-mannose. A fusion protein of the mannose receptor containing carbohydrate recognition domains 4-7 and a full-length soluble form of the mannose receptor containing all domains external to the transmembrane region both displayed very similar binding specificities toward bacterial polysaccharides, suggesting that domains 4-7 are sufficient for recognition of these structures. Surprisingly, no direct correlation could be made between polysaccharide structure and binding to the mannose receptor, suggesting that polysaccharide conformation may play an important role in recognition. The full-length soluble form of the mannose receptor was able to bind simultaneously both polysaccharide via the carbohydrate recognition domains and sulfated oligosaccharide via the cysteine-rich domain. The possible involvement of the mannose receptor, either cell surface or soluble, in the innate and adaptive immune responses to bacterial polysaccharides is discussed
Lipopolysaccharide, conformation, lipopolysaccharides, oligosaccharide, structure, correlation, Bacterial, role, capsular, polysaccharide, Streptococcus, Streptococcus pneumoniae, D-mannose, capsular polysaccharide, capsular polysaccharides, polysaccharides, carbohydrate, cell, Research, form, recognition, involvement, protein, response, specificity, Klebsiella, Bacterial polysaccharide, region, external, surface, polysaccharide structure, purified, Klebsiella pneumoniae, bacterial polysaccharides, binding, domain, domains, vaccine, immune response, Mannose, immune, in vitro, macrophage, soluble, receptor, sulfated, pathology, carbohydrate recognition, carbohydrate recognition domain, fusion, fusion protein, transmembrane
NCBI PubMed ID: 12196537Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: susanne.zamze@jenner.ac.uk
Institutions: Edward Jenner Institute for Vaccine Research, Compton, Berkshire RG20 7NN, United Kingdom and the Sir William Dunn School of Pathology, University of Oxford, South Parks Road, Oxford OX1 3RE, United Kingdom
- Article ID: 1989
Dutton GGS, Di Fabio JL, Leek DM, Merrifield EH, Nunn JR, Stephen AM "Preparation of oligosaccharides by the action of bacteriophage-borne enzymes on Klebsiella capsular polysaccharides" -
Carbohydrate Research 97(1) (1981) 127-138
Depolymerization of bacterial, capsular polysaccharides by viral enzymes provides a convenient method for preparing oligosaccharides that correspond to one or more repeating unit(s) of the polysaccharide. Previous methods used for purifying bacteriophage particles, and also the procedures employed in the isolation and purification of the oligomers generated by the bacteriophage action, have been so modified as to provide a more direct route to the degradation products. Improved techniques, both for the propagation of bacteriophage and for the isolation of the oligosaccharides formed, are reported. These simplified methods make possible the use of bacteriophages as convenient “reagents” for the preparation of oligosaccharides on a gram scale. The acid- and base-labile substituents present in certain of the polysaccharides examined were seemingly unaffected by the conditions used for depolymerization. The methods are illustrated by degradation of the capsular polysaccharides from Klebsiella serotypes K17, K36, K46, K60, K63, and K74.
NCBI PubMed ID: 7307018Publication DOI: 10.1016/S0008-6215(00)80530-3Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Department of Chemistry, The University of British Columbia, Vancouver, B.C., V6T 1Y6 Canada
Methods: paper chromatography, phage degradation
- Article ID: 3540
Sahly H, Keisari Y, Crouch E, Sharon N, Ofek I "Recognition of bacterial surface polysaccharides by lectins of the innate immune system and its contribution to defense against infection: the case of pulmonary pathogens" -
Infection and Immunity 76(4) (2008) 1322-1332
no abstract available
recognition, surface polysaccharide, glycoepitope, innate immune system, lung lectins
NCBI PubMed ID: 18086817Journal NLM ID: 0246127Publisher: American Society for Microbiology
Correspondence: sahly@labor-lademannbogen.de
Institutions: Institute of Immunology, Clinical Pathology and Molecular Medicine, Lademannbogen 61-63, 22339 Hamburg, Germany
- 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/B978-0-12-819475-1.00005-5Publisher: 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
- Article ID: 5836
Rodrigues C, Sousa C, Lopes JA, Novais A, Peixe L "A Front Line on Klebsiella pneumoniae Capsular Polysaccharide Knowledge: Fourier Transform Infrared Spectroscopy as an Accurate and Fast Typing Tool" -
mSystems 5(2) (2020) e00386
Genomics-based population analysis of multidrug-resistant (MDR) Klebsiella pneumoniae motivated a renewed interest on the capsule as an evolutionary and virulence marker of clinically relevant strains. Whole-genome sequencing (WGS)-based approaches have provided great insights into the genetic variability of the capsular locus, but genotypic-biochemical capsular (K)-type correlations are lacking, hindering the establishment of a reliable framework for K-type characterization and typing. To fill this gap, we combined molecular, comparative genomics, and multivariate data analysis tools with biochemical data on the capsular locus to support the usefulness of Fourier transform infrared (FT-IR) spectroscopy as a reliable K typing tool. To validate our approach, we used a representative collection of well-defined MDR K. pneumoniae lineages involved in local or nationwide epidemics in multiple countries. With this, we demonstrate a high accuracy and resolution of our FT-IR-based spectroscopy approach for K-type discrimination that is even higher than that provided by WGS. Moreover, the specific associations established between certain K types and specific K. pneumoniae lineages with high clinical relevance, together with the accuracy, simplicity, short time to result, and inexpensive features of the method, support the value of the developed FT-IR-based approach for an easy, fast, and cost-effective strain typing. This fulfills a still unmet need for tools to support real-time monitoring and control of K. pneumoniae infections. In addition, the genotypic-biochemical correlations established provide insights on sugar composition/structure of newly defined K. pneumoniae capsular types.IMPORTANCE Klebsiella pneumoniae is nowadays recognized as one of the most defiant human pathogens, whose infections are increasingly more challenging to treat and control. Whole-genome sequencing (WGS) has been key for clarifying the population structure of K. pneumoniae, and it is still instrumental to provide insights into potential pathogenicity and evolutionary markers, such as the capsular locus. However, this information and WGS are still far from being accessible and translated into routine clinical microbiology laboratories as quick and cost-efficient strain diagnostic tools. Here, we propose a biochemical fingerprinting approach based on Fourier transform infrared spectroscopy (FT-IR) and multivariate data analysis tools for K. pneumoniae capsular typing that, because of its high resolution, speed, and low cost, can be an asset to provide enough information to support real-time epidemiology and infection control decisions. Besides, it provides a simple framework for phenotypic/biochemical validation of K. pneumoniae capsular diversity.
biochemical data, capsular typing, cps locus, nosocomial outbreaks, strain typing
NCBI PubMed ID: 32209717Publication DOI: 10.1128/mSystems.00386-19Journal NLM ID: 101680636Publisher: Washington, DC: American Society for Microbiology
Correspondence: angelasilvanovais@gmail.com; lpeixe@ff.up.pt
Institutions: UCIBIO/REQUIMTE, Laboratorio de Microbiologia, Faculdade de Farmacia, Universidade do Porto, Porto, Portugal, LAQV/REQUIMTE, Departamento de Ciencias Quimicas, Faculdade de Farmacia, Universidade do Porto, Porto, Portugal, Research Institute for Medicines (iMed.ULisboa), Faculdade de Farmacia, Universidade de Lisboa, Lisbon, Portugal
Methods: PCR, FTIR, biochemical methods, function analysis of gene clusters
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14. Compound ID: 3551
|
S-Pyr-(2-6:2-4)-b-D-Glcp-(1-2)-+
|
-4)-a-D-GlcpA-(1-3)-a-D-Manp-(1-3)-b-D-Glcp-(1-4)-a-D-Manp-(1-
|
a-L-Rhap-(1-3)-+ |
Show graphically |
Structure type: polymer chemical repeating unit
Contained glycoepitopes: IEDB_115136,IEDB_130701,IEDB_136105,IEDB_140630,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_153219,IEDB_225177,IEDB_885823,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 1306
Zamze S, Martinez-Pomares L, Jones H, Taylor PR, Stillion RJ, Gordon S, Wong SY "Recognition of bacterial capsular polysaccharides and lipopolysaccharides by the macrophage mannose receptor" -
Journal of Biological Chemistry 277(44) (2002) 41613-41623
The in vitro binding of the macrophage mannose receptor to a range of different bacterial polysaccharides was investigated. The receptor was shown to bind to purified capsular polysaccharides from Streptococcus pneumoniae and to the lipopolysaccharides, but not capsular polysaccharides, from Klebsiella pneumoniae. Binding was Ca(2+)- dependent and inhibitable with d-mannose. A fusion protein of the mannose receptor containing carbohydrate recognition domains 4-7 and a full-length soluble form of the mannose receptor containing all domains external to the transmembrane region both displayed very similar binding specificities toward bacterial polysaccharides, suggesting that domains 4-7 are sufficient for recognition of these structures. Surprisingly, no direct correlation could be made between polysaccharide structure and binding to the mannose receptor, suggesting that polysaccharide conformation may play an important role in recognition. The full-length soluble form of the mannose receptor was able to bind simultaneously both polysaccharide via the carbohydrate recognition domains and sulfated oligosaccharide via the cysteine-rich domain. The possible involvement of the mannose receptor, either cell surface or soluble, in the innate and adaptive immune responses to bacterial polysaccharides is discussed
Lipopolysaccharide, conformation, lipopolysaccharides, oligosaccharide, structure, correlation, Bacterial, role, capsular, polysaccharide, Streptococcus, Streptococcus pneumoniae, D-mannose, capsular polysaccharide, capsular polysaccharides, polysaccharides, carbohydrate, cell, Research, form, recognition, involvement, protein, response, specificity, Klebsiella, Bacterial polysaccharide, region, external, surface, polysaccharide structure, purified, Klebsiella pneumoniae, bacterial polysaccharides, binding, domain, domains, vaccine, immune response, Mannose, immune, in vitro, macrophage, soluble, receptor, sulfated, pathology, carbohydrate recognition, carbohydrate recognition domain, fusion, fusion protein, transmembrane
NCBI PubMed ID: 12196537Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: susanne.zamze@jenner.ac.uk
Institutions: Edward Jenner Institute for Vaccine Research, Compton, Berkshire RG20 7NN, United Kingdom and the Sir William Dunn School of Pathology, University of Oxford, South Parks Road, Oxford OX1 3RE, United Kingdom
- Article ID: 3540
Sahly H, Keisari Y, Crouch E, Sharon N, Ofek I "Recognition of bacterial surface polysaccharides by lectins of the innate immune system and its contribution to defense against infection: the case of pulmonary pathogens" -
Infection and Immunity 76(4) (2008) 1322-1332
no abstract available
recognition, surface polysaccharide, glycoepitope, innate immune system, lung lectins
NCBI PubMed ID: 18086817Journal NLM ID: 0246127Publisher: American Society for Microbiology
Correspondence: sahly@labor-lademannbogen.de
Institutions: Institute of Immunology, Clinical Pathology and Molecular Medicine, Lademannbogen 61-63, 22339 Hamburg, Germany
- 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/B978-0-12-819475-1.00005-5Publisher: 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
- Article ID: 5836
Rodrigues C, Sousa C, Lopes JA, Novais A, Peixe L "A Front Line on Klebsiella pneumoniae Capsular Polysaccharide Knowledge: Fourier Transform Infrared Spectroscopy as an Accurate and Fast Typing Tool" -
mSystems 5(2) (2020) e00386
Genomics-based population analysis of multidrug-resistant (MDR) Klebsiella pneumoniae motivated a renewed interest on the capsule as an evolutionary and virulence marker of clinically relevant strains. Whole-genome sequencing (WGS)-based approaches have provided great insights into the genetic variability of the capsular locus, but genotypic-biochemical capsular (K)-type correlations are lacking, hindering the establishment of a reliable framework for K-type characterization and typing. To fill this gap, we combined molecular, comparative genomics, and multivariate data analysis tools with biochemical data on the capsular locus to support the usefulness of Fourier transform infrared (FT-IR) spectroscopy as a reliable K typing tool. To validate our approach, we used a representative collection of well-defined MDR K. pneumoniae lineages involved in local or nationwide epidemics in multiple countries. With this, we demonstrate a high accuracy and resolution of our FT-IR-based spectroscopy approach for K-type discrimination that is even higher than that provided by WGS. Moreover, the specific associations established between certain K types and specific K. pneumoniae lineages with high clinical relevance, together with the accuracy, simplicity, short time to result, and inexpensive features of the method, support the value of the developed FT-IR-based approach for an easy, fast, and cost-effective strain typing. This fulfills a still unmet need for tools to support real-time monitoring and control of K. pneumoniae infections. In addition, the genotypic-biochemical correlations established provide insights on sugar composition/structure of newly defined K. pneumoniae capsular types.IMPORTANCE Klebsiella pneumoniae is nowadays recognized as one of the most defiant human pathogens, whose infections are increasingly more challenging to treat and control. Whole-genome sequencing (WGS) has been key for clarifying the population structure of K. pneumoniae, and it is still instrumental to provide insights into potential pathogenicity and evolutionary markers, such as the capsular locus. However, this information and WGS are still far from being accessible and translated into routine clinical microbiology laboratories as quick and cost-efficient strain diagnostic tools. Here, we propose a biochemical fingerprinting approach based on Fourier transform infrared spectroscopy (FT-IR) and multivariate data analysis tools for K. pneumoniae capsular typing that, because of its high resolution, speed, and low cost, can be an asset to provide enough information to support real-time epidemiology and infection control decisions. Besides, it provides a simple framework for phenotypic/biochemical validation of K. pneumoniae capsular diversity.
biochemical data, capsular typing, cps locus, nosocomial outbreaks, strain typing
NCBI PubMed ID: 32209717Publication DOI: 10.1128/mSystems.00386-19Journal NLM ID: 101680636Publisher: Washington, DC: American Society for Microbiology
Correspondence: angelasilvanovais@gmail.com; lpeixe@ff.up.pt
Institutions: UCIBIO/REQUIMTE, Laboratorio de Microbiologia, Faculdade de Farmacia, Universidade do Porto, Porto, Portugal, LAQV/REQUIMTE, Departamento de Ciencias Quimicas, Faculdade de Farmacia, Universidade do Porto, Porto, Portugal, Research Institute for Medicines (iMed.ULisboa), Faculdade de Farmacia, Universidade de Lisboa, Lisbon, Portugal
Methods: PCR, FTIR, biochemical methods, function analysis of gene clusters
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15. Compound ID: 5029
|
b-D-Glcp-(1-2)-+
|
a-D-GlcpA-(1-3)-a-D-Manp-(1-3)-b-D-Glcp-(1-4)-D-Man |
Show graphically |
Structure type: oligomer
Compound class: CPS
Contained glycoepitopes: IEDB_115136,IEDB_130701,IEDB_137485,IEDB_140630,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_153219,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 1971
Merrifield EH, Stephen AM "Structural studies on the capsular polysaccharide from Klebsiella serotype K64" -
Carbohydrate Research 74(1) (1979) 241-257
Partial hydrolysis with acid, methylation analysis (including uronic acid degradation), Smith degradation, and p.m.r. spectroscopy have been used to determine the primary structure of the capsular polysaccharide of Klebsiella serotype K64. The hexasaccharide repeating-unit, which also contains one O-acetyl substituent, comprises a 4)-α-D-GlcpA-(1→3)-α-D-Manp-(1→3)-β-D-Glcp-(1→4)-α-D-Manp-(1→ chain with a 4,6-O-(1-carboxyethylidene)-β-D-glucopyranosyl and an L-rhamnosyl group attached to the 4-linked D-mannosyl residue at O-2 and O-3, respectively.
NCBI PubMed ID: 487363Publication DOI: 10.1016/S0008-6215(00)84780-1Journal NLM ID: 0043535Publisher: Elsevier
Institutions: C.S.I.R. Carbohydrate Research Unit, Department of Organic Chemistry, University of Cape Town South Africa
Methods: 1H NMR, methylation, IR, GLC-MS, partial acid hydrolysis, sugar analysis, acid hydrolysis, Smith degradation, paper chromatography, GPC, CD
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Next 15 structure(s)
Total list of structure IDs on all result pages of the current query:
Total list of corresponding CSDB IDs (record IDs):
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