Found 305 structures.
Displayed structures from 1 to 15
Next 15 structure(s)
Expand all compounds
Collapse all compounds
Show all as text (SweetDB notation)
Show all graphically (SNFG notation)
1. Compound ID: 141
|
a-L-Rhap-(1-6)-a-D-Glcp-(1-4)-+ P-6)-+ P-2)-+ a-Kdop-(2-4)-+
| | | |
a-D-Glcp-(1-6)-b-D-Glcp-(1-3)-a-D-GalpN-(1-3)-L-gro-a-D-manHepp7Cm-(1-3)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2--/lipid A/
| |
L-Ala-(1-2)-+ P-4)-+ |
Show graphically |
Structure type: oligomer
Aglycon: lipid A
Trivial name: glycoform 1 core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_130659,IEDB_1330403,IEDB_136105,IEDB_137473,IEDB_140088,IEDB_142488,IEDB_144144,IEDB_144998,IEDB_146664,IEDB_2189047,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 30
Bystrova OV, Shashkov AS, Kocharova NA, Knirel YA, Lindner B, Zähringer U, Pier GB "Structural studies on the core and the O-polysaccharide repeating unit of Pseudomonas aeruginosa immunotype 1 lipopolysaccharide" -
European Journal of Biochemistry 269(8) (2002) 2194-2203
The structure of the lipopolysaccharide (LPS) of Pseudomonas aeruginosa immunotype 1 was studied after mild acid and strong alkaline degradations by MS and NMR spectroscopy. Three types of LPS molecules were found, including those with an unsubstituted glycoform 1 core (A) or an isomeric glycoform 2 core substituted with one O-polysaccharide repeating unit (B) or with a long-chain O-polysaccharide. Therefore, of two core glycoforms, only glycoform 2 accepts the O-polysaccharide. In the structures A and B, Kdo, Hep, Hep7Cm, GalNAcAN3Ac, GalNFoAN, QuiNAc, GalNAla represent 3-deoxy-d-manno-octulosonic acid, l-glycero-d-manno-heptose, 7-O-carbamoyl-l-glycero-d-manno-heptose, 2-acetamido-3-O-acetyl-2-deoxygalacturonamide, 2-formamido-2-deoxygalacturonamide, 2-acetamido-2,6-dideoxyglucose and 2-(l-alanylamino)-2-deoxygalactose, respectively; all sugars are in the pyranose form and have the d configuration unless otherwise stated. One or more phosphorylation sites may be occupied by diphosphate groups. In a minority of the LPS molecules, an O-acetyl group is present in the outer core region at unknown position. The site and the configuration of the linkage between the O-polysaccharide and the core and the structure of the O-polysaccharide repeating unit were defined in P. aeruginosa immunotype 1. The QuiNAc residue linked to the Rha residue of the core was found to have the beta configuration, whereas in the interior repeating units of the O-polysaccharide this residue is in the α-configuration. The data obtained are in accordance with the initiation of biosynthesis of the O-polysaccharide of P. aeruginosa O6, which is closely related to immunotype 1, by transfer of d-QuiNAc-1-P to undecaprenyl phosphate followed by synthesis of the repeating O-antigen tetrasaccharide
Lipopolysaccharide, structure, repeating unit, Pseudomonas aeruginosa, core oligosaccharide, O-polysaccharide
NCBI PubMed ID: 11985598Journal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: knirel@ioc.ac.ru
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Research Center Borstel, Center for Medicine and Biosciences, Borstel, Germany, Channing Laboratory, Department of Medicine, Brigham and Women's Hospital, Harvard Medical School, Boston, MA, USA
Methods: 13C NMR, 1H NMR, NMR-2D, 31P NMR, ESI-MS, GLC, mild acid hydrolysis, alkaline degradation
Expand this compound
Collapse this compound
2. Compound ID: 142
|
a-D-Glcp-(1-4)-+
|
a-D-Glcp-(1-6)-+ | P-6)-+ P-2)-+ a-Kdop-(2-4)-+
| | | | |
a-L-Rhap-(1-4)-a-D-GalpNAcA3Ac6NH2-(1-4)-a-D-GalpNFoA6NH2-(1-3)-b-D-QuipNAc-(1-3)-a-L-Rhap-(1-3)-b-D-Glcp-(1-3)-a-D-GalpN-(1-3)-L-gro-a-D-manHepp7Cm-(1-3)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2--/lipid A/
| |
L-Ala-(1-2)-+ P-4)-+ |
Show graphically |
Structure type: oligomer
Aglycon: lipid A
Trivial name: glycoform 2 core oligosaccharide with O-unit
Contained glycoepitopes: IEDB_130650,IEDB_130659,IEDB_1330403,IEDB_136105,IEDB_137473,IEDB_140088,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_189517,IEDB_2189047,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 30
Bystrova OV, Shashkov AS, Kocharova NA, Knirel YA, Lindner B, Zähringer U, Pier GB "Structural studies on the core and the O-polysaccharide repeating unit of Pseudomonas aeruginosa immunotype 1 lipopolysaccharide" -
European Journal of Biochemistry 269(8) (2002) 2194-2203
The structure of the lipopolysaccharide (LPS) of Pseudomonas aeruginosa immunotype 1 was studied after mild acid and strong alkaline degradations by MS and NMR spectroscopy. Three types of LPS molecules were found, including those with an unsubstituted glycoform 1 core (A) or an isomeric glycoform 2 core substituted with one O-polysaccharide repeating unit (B) or with a long-chain O-polysaccharide. Therefore, of two core glycoforms, only glycoform 2 accepts the O-polysaccharide. In the structures A and B, Kdo, Hep, Hep7Cm, GalNAcAN3Ac, GalNFoAN, QuiNAc, GalNAla represent 3-deoxy-d-manno-octulosonic acid, l-glycero-d-manno-heptose, 7-O-carbamoyl-l-glycero-d-manno-heptose, 2-acetamido-3-O-acetyl-2-deoxygalacturonamide, 2-formamido-2-deoxygalacturonamide, 2-acetamido-2,6-dideoxyglucose and 2-(l-alanylamino)-2-deoxygalactose, respectively; all sugars are in the pyranose form and have the d configuration unless otherwise stated. One or more phosphorylation sites may be occupied by diphosphate groups. In a minority of the LPS molecules, an O-acetyl group is present in the outer core region at unknown position. The site and the configuration of the linkage between the O-polysaccharide and the core and the structure of the O-polysaccharide repeating unit were defined in P. aeruginosa immunotype 1. The QuiNAc residue linked to the Rha residue of the core was found to have the beta configuration, whereas in the interior repeating units of the O-polysaccharide this residue is in the α-configuration. The data obtained are in accordance with the initiation of biosynthesis of the O-polysaccharide of P. aeruginosa O6, which is closely related to immunotype 1, by transfer of d-QuiNAc-1-P to undecaprenyl phosphate followed by synthesis of the repeating O-antigen tetrasaccharide
Lipopolysaccharide, structure, repeating unit, Pseudomonas aeruginosa, core oligosaccharide, O-polysaccharide
NCBI PubMed ID: 11985598Journal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: knirel@ioc.ac.ru
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Research Center Borstel, Center for Medicine and Biosciences, Borstel, Germany, Channing Laboratory, Department of Medicine, Brigham and Women's Hospital, Harvard Medical School, Boston, MA, USA
Methods: 13C NMR, 1H NMR, NMR-2D, 31P NMR, ESI-MS, GLC, mild acid hydrolysis, alkaline degradation
Expand this compound
Collapse this compound
3. Compound ID: 155
|
a-L-Rhap-(1-6)-a-D-Glcp-(1-4)-+ P-6)-+ EtN-(1--P--2)--+
| | |
a-D-Glcp-(1-6)-b-D-Glcp-(1-3)-a-D-GalpN-(1-3)-L-gro-a-D-manHepp7Cm-(1-3)-L-gro-a-D-manHepp-(1-5)-Kdo
| |
L-Ala-(1-2)-+ P-4)-+ |
Show graphically |
Structure type: oligomer
Trivial name: glycoform 1 core
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130650,IEDB_1330403,IEDB_136105,IEDB_137473,IEDB_140088,IEDB_142488,IEDB_144144,IEDB_144998,IEDB_146664,IEDB_2189047,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 33
Bystrova OV, Lindner B, Moll H, Kocharova NA, Knirel YA, Zähringer U, Pier GB "Structure of the lipopolysaccharide of Pseudomonas aeruginosa O-12 with a randomly O-acetylated core region" -
Carbohydrate Research 338(18) (2003) 1895-1905
The lipopolysaccharide of Pseudomonas aeruginosa O-12 was studied by strong alkaline and mild acid degradations and dephosphorylation followed by fractionation of the products by GPC and high-performance anion-exchange chromatography and analyses by ESI FT-MS and NMR spectroscopy. The structures of the lipopolysaccharide core and the O-polysaccharide repeating unit were elucidated and the site and the configuration of the linkage between the O-polysaccharide and the core established. The core was found to be randomly O-acetylated, most O-acetyl groups being located on the terminal rhamnose residue of the outer core region
Lipopolysaccharide, Pseudomonas aeruginosa, core structures, O-antigen repeating unit, O-acetylation
NCBI PubMed ID: 12932374Publication DOI: 10.1016/S0008-6215(03)00290-8Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: knirel@ioc.ac.ru
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Research Center Borstel, Center for Medicine and Biosciences, Borstel, Germany, Channing Laboratory, Department of Medicine, Brigham and Women's Hospital, Harvard Medical School, Boston, MA, USA
Methods: 13C NMR, 1H NMR, NMR-2D, dephosphorylation, 31P NMR, ESI-MS, GLC, mild acid hydrolysis, alkaline degradation, HPAEC
Expand this compound
Collapse this compound
4. Compound ID: 373
|
L-Ala-(2-6)-+
|
-4)-b-D-GlcpA-(1-3)-b-D-GalpNAc-(1-4)-b-D-Glcp-(1-3)-a-D-Galp-(1-4)-b-D-GalpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
Contained glycoepitopes: IEDB_115136,IEDB_130648,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_140630,IEDB_141794,IEDB_142488,IEDB_144989,IEDB_146664,IEDB_151528,IEDB_153510,IEDB_190606,IEDB_423153,IEDB_983931,SB_192,SB_7
The structure is contained in the following publication(s):
- Article ID: 114
Toukach FV, Shashkov AS "Computer-assisted structural analysis of regular glycopolymers on the basis of 13C NMR data" -
Carbohydrate Research 335(2) (2001) 101-104
A computer-assisted approach to the prediction of the primary structures of regular glycopolymers is described. The analysis is based on comparing the calculated 13C NMR spectra of all the possible structures of the repeating unit (for the given monomeric composition) to an experimental 13C NMR spectrum. The spectra generation is based on the spectral database containing information on the 13C chemical shifts of monomers, di- and trimeric fragments. If the required data are missing from this database, the special database for average glycosylation effects is used. The analysis reveals those structures with the calculated 13C NMR spectrum most close to observed. The structures of repeating units of any topology containing up to six residues linked by glycosidic, amidic or phospho-diester bridges can be predicted. Unambiguous selection of the proper structure from the output list of possible structures may require additional experimental data. Testing the created program and databases on bacterial polysaccharides and their derivatives containing up to three non-sugar residues (alditols, amino acids, phosphate groups etc.) per repeating unit revealed the good convergence of prediction with independently obtained structural data.
NMR, structural, analysis, structural analysis, 13C NMR, calculation, computer, glycopolymer, regular
NCBI PubMed ID: 11567641Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: tou@cacr.ioc.ac.ru
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, 117913 Moscow, Russian Federation.
Methods: NMR simulation
- Article ID: 117
Toukach FV, Perepelov AV, Bartodziejska B, Shashkov AS, Blaszczyk A, Arbatsky NP, Rozalski A, Knirel YA "Structure of the O-polysaccharide of Proteus vulgaris O44: a new O-antigen that contains an amide of D-glucuronic acid with L-alanine" -
Carbohydrate Research 338(13) (2003) 1431-1435
The O-polysaccharide of Proteus vulgaris O44, strain PrK 67/57 was studied by 1H and 13C NMR spectroscopy, including 2D COSY, TOCSY, ROESY, H-detected 1H, 13C HMQC, HMQC-TOCSY and HMBC experiments. The polysaccharide was found to contain an amide of D-glucuronic acid with L-alanine [D-GlcA6(L-Ala)], and the following structure of the linear pentasaccharide repeating unit was established: [structure: see text]. The structural data of the O-polysaccharide and the results of serological studies with P. vulgaris O44 O-antiserum showed that the strain studied is unique among Proteus bacteria, which is in agreement with its classification in a separate Proteus serogroup, O44.
Lipopolysaccharide, O-antigen, Proteus vulgaris, polysaccharide structures, N-(D-glucuronoyl)-L-alanine
NCBI PubMed ID: 12801717Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: perepel@ioc.ac.ru
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Department of Immunobiology of Bacteria, Institute of Microbiology and Immunology, University of Lodz, 90-237 Lodz, Poland.
Methods: 13C NMR, 1H NMR, serological methods
- Article ID: 494
Torzewska A, Kocharova NA, Maszewska A, Knirel YA, Rozalski A "Serological characterization of the O-specific polysaccharide of Providencia alcalifaciens O23" -
Archivum Immunologiae et Therapiae Experimentalis 52(1) (2004) 43-49
INTRODUCTION: The genus Providencia belongs to the Enterobacteriaceae family and currently consists of five species: P. alcalifaciens, P. heimbachae, P. rettgerii, P. rustigianii and P. stuartii. The serological classification scheme of P. alcalifaciens, P. rustigianii and P. stuartii includes 63 O-serogroups and 30 H-serogroups. The O-antigenic specificity is defined by the structure of the O-antigen (O-specific polysaccharide--OPS), a part of the lipopolysaccharide (LPS, endotoxin), one of the major components of the outer membrane of gram-negative bacteria and an important virulence factor of these bacteria. Among the bacteria of the Enterobacteriaceae family, the genus Providencia is one of the least studied in respect to its LPS structure and antigenic specificity. Studies of the chemical structures and the serological specificity of the O-antigens aim at the elucidation of the molecular basis of the serological classification of Providencia sp. MATERIALS AND METHODS: LPS and alkali-treated LPS of P. alcalifaciens O23 and serologically related P. rustigianii O14, P. mirabilis O13 and P. myxofaciens as well as O-antiserum against P. alcalifaciens O23 were used. Serological characterization of P. alcalifaciens O23 O-specific polysaccharide was done by use enzyme immunosorbent assay (EIA), passive hemolysis test (PHT) as well as by inhibition and sodium deoxycholate polyacrylamide gel electrophoresis (DOC-PAGE) of LPS and Western blot. RESULTS AND CONCLUSIONS: The OPS of P. alcalifaciens, O23, contains an N-(D-glucuronoyl)-N-[(R)-1-carboxyethyl]-L-lysine residue (GlcAAlaLys). The LPS of P. alcalifaciens, O23, and other LPSs containing AlaLys from Providencia and Proteus strains were tested with rabbit anti-P. alcalifiaciens O23 serum. The serological data showed that a GlcAAlaLys-associated epitope plays a role as an antigenic determinant in the P. alcalifaciens O23 OPS and revealed the particular importance of glucuronic acid and the carboxyethyl group for the binding of O23-specific antibodies.
Lipopolysaccharide, structure, characterization, polysaccharide, O-antigen, O-specific, O-specific polysaccharide, Providencia, Providencia alcalifaciens, serological, O-serogroups, Ne-[(R)-1-carboxyethyl]-L-lysine
NCBI PubMed ID: 15053232Journal NLM ID: 0114365Publisher: Basel, Boston: Birkhaüser
Correspondence: rozala@biol.uni.lodz.pl
Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Institute of Microbiology and Immunology, University of Lodz, Lodz, Poland
- Article ID: 891
Kondakova AN, Toukach FV, Senchenkova SN, Arbatsky NP, Shashkov AS, Knirel YA, Bartodziejska B, Zych K, Rozalski A, Sidorczyk Z "New structures of the O-specific polysaccharides of Proteus. Part 3. Polysaccharides containing non-sugar organic acids" -
Biochemistry (Moscow) 68(4) (2003) 446-457
structure, polysaccharide, O-antigen, acid, O-specific, O-specific polysaccharide, Proteus, polysaccharides, O-specific polysaccharides, amino, organic, organic acid, lactic
Journal NLM ID: 0376536Publisher: Nauka/Interperiodica
Correspondence: knirel@ioc.ac.ru
Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
Methods: NMR, acid hydrolysis
- Article ID: 5760
Dobrochaeva K, Khasbiulina N, Shilova N, Antipova N, Obukhova P, Galanina O, Blixt O, Kunz H, Filatov A, Knirel Y, Le Pendu J, Khaidukov S, Bovin N "Specificity of human natural antibodies referred to as anti-Tn" -
Molecular Immunology 120 (2020) 74-82
To understand the role of human natural IgM known as antibodies against the carbohydrate epitope Tn, the antibodies were isolated using GalNAcα-Sepharose affinity chromatography, and their specificity was profiled using microarrays (a glycan array printed with oligosaccharides and bacterial polysaccharides, as well as a glycopeptide array), flow cytometry, and inhibition ELISA. The antibodies bound a restricted number of GalNAcα-terminated oligosaccharides better than the parent monosaccharide, e.g., 6-O-Su-GalNAcα and GalNAcα1-3Galβ1-3(4)GlcNAcβ. The binding with several bacterial polysaccharides that have no structural resemblance to the affinity ligand GalNAcα was quite unexpected. Given that GalNAcα is considered the key fragment of the Tn antigen, it is surprising that these antibodies bind weakly GalNAcα-OSer and do not bind a wide variety of GalNAcα-OSer/Thr-containing mucin glycopeptides. At the same time, we have observed specific binding to cells having Tn-positive glycoproteins containing similar glycopeptide motifs in a conformationally rigid macromolecule. Thus, specific recognition of the Tn antigen apparently requires that the naturally occurring "anti-Tn" IgM recognize a complex epitope comprising the GalNAcα as an essential component and a fairly long amino acid sequence where the amino acids adjacent to GalNAcα do not contact the antibody paratope; i.e., the antibodies recognize a spatial epitope or a molecular pattern rather than a classical continuous sequence. In addition, we have not found any increase in the binding of natural antibodies when GalNAcα residues were clustered. These results may help in further development of anticancer vaccines based on synthetic Tn constructs.
cancer, glycans, natural antibodies, anti-glycan antibodies, Tn antigen
NCBI PubMed ID: 32087569Publication DOI: 10.1016/j.molimm.2020.02.005Journal NLM ID: 7905289Publisher: Elsevier
Correspondence: professorbovin@yandex.ru
Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya, Moscow, Russian Federation, Semiotik LLC, 16/10 Miklukho-Maklaya, Moscow, Russian Federation, National Medical Research Center for Obstetrics, Gynecology and Perinatology Named after Academician V.I. Kulakov of the Ministry of Healthcare of Russian Federation, Moscow, Russian Federation, National Research University Higher School of Economics, Moscow, Russian Federation, Department of Chemistry, Chemical Biology, University of Copenhagen, Thorvaldsensvej 40, 1871 Frederiksberg C, Denmark, Institut Fur Organische Chemie, Johannes Gutenberg-Universitat Mainz, Duesbergweg 10-14, D-55128, Mainz, Germany, Institute of Immunology, Federal Medical-Biological Agency of Russia, Moscow, Russian Federation, University of Nantes, Inserm, U892 IRT UN, 8 Quai MonCousu, BP70721 Nantes, FR 44007, France
Methods: ELISA, affinity chromatography, flow cytometry analysis, printed glycan array (PGA) analysis, FACS assay
Expand this compound
Collapse this compound
5. Compound ID: 443
|
/Variants 0/-?%b-D-GalpA-(1-7)-L-gro-a-D-manHepp-(1-7)-+
|
D-gro-a-D-manHepp-(1-2)-+ | ?%b-D-Glcp-(1-4)-+ ?%b-L-Arap4N-(1-8)-+
| | | |
L-Ala-(1-2)-L-Ala-(1-4)-b-D-Quip4N-(1-3)-a-D-Galp-(1-6)-a-D-GlcpNAc-(1-4)-a-D-GalpN-(1-4)-a-D-GalpA-(1-3)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1---P---/phosphate/
| |
EtN-(1-0)-?%P-6)-+ a-Kdop-(2-4)-+
/Variants 0/ is:
?%Subst2-(1-6)-
OR (exclusively)
?%Subst1-(1-6)-
Subst1 = putrescine = SMILES N{1}CCCCN;
Subst2 = spermidine = SMILES N{1}CCCNCCCCN |
Show graphically |
Structure type: oligomer
Aglycon: phosphate
Trivial name: core-lipid A backbone
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130650,IEDB_130659,IEDB_130670,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137473,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_2189046,IEDB_2189047,IEDB_226811,IEDB_983931,SB_192,SB_7
The structure is contained in the following publication(s):
- Article ID: 169
Vinogradov E, Perry MB "Structural analysis of the core region of lipopolysaccharides from Proteus mirabilis serotypes O6, O48 and O57" -
European Journal of Biochemistry 267(8) (2000) 2439-2446
The structure of lipid A core region of the lipopolysaccharides (LPS) from Proteus mirabilis serotypes O6, O57 and O48 was determined using NMR, MS and chemical analysis of the oligosaccharides, obtained by mild acid hydrolysis, alkaline deacylation, and deamination of LPS: [see text for structure]. Incomplete substitutions are indicated by bold italic type. All sugars are present in pyranose form, α-Hep is the residue of L-glycero-α-D-manno-Hep, α-DD-Hep is the residue of D-glycero-α-D-manno-Hep, L-Ara4N is 4-amino-4-deoxy-L-arabinose, Qui4NAlaAla is the residue of 4-N-(L-alanyl-L-alanyl)-4-amino-4,6-dideoxyglucose. All sugars except L-Ara4N have D-configuration. β-GalA* is partially present in the form of amide with 1,4-diaminobutane (putrescine)-HN(CH2)4NH2 or spermidine-HN(CH2)3NH(CH2)4NH2.
Lipopolysaccharide, lipopolysaccharides, LPS, core, structural, serotype, analysis, Proteus, Proteus mirabilis, structural analysis, core region, region, Serotypes
NCBI PubMed ID: 10759870Publication DOI: 10.1046/j.1432-1327.2000.01262.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada, Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada.
Methods: NMR-2D, NMR, mild acid hydrolysis, MS, alkaline deacylation, alkaline deamination
Expand this compound
Collapse this compound
6. Compound ID: 498
|
/Variants 0/-?%b-D-GalpA-(1-7)-L-gro-a-D-manHepp-(1-7)-+
|
D-gro-a-D-manHepp-(1-2)-+ | ?%b-D-Glcp-(1-4)-+ ?%b-L-Arap4N-(1-8)-+
| | | |
L-Ala-(1-2)-L-Ala-(1-4)-b-D-Quip4N-(1-3)-a-D-GalpNAc-(1-6)-a-D-Glcp-(1-4)-a-D-GalpN-(1-4)-a-D-GalpA-(1-3)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1---P---/phosphate/
| |
EtN-(1-0)-?%P-6)-+ a-Kdop-(2-4)-+
/Variants 0/ is:
?%Subst2-(1-6)-
OR (exclusively)
?%Subst1-(1-6)-
Subst1 = putrescine = SMILES N{1}CCCCN;
Subst2 = spermidine = SMILES N{1}CCCNCCCCN |
Show graphically |
Structure type: oligomer
Aglycon: phosphate
Trivial name: core-lipid A backbone
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130648,IEDB_130650,IEDB_130659,IEDB_130670,IEDB_137473,IEDB_1391961,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_141584,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_2189046,IEDB_2189047,IEDB_226811,IEDB_885822,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 169
Vinogradov E, Perry MB "Structural analysis of the core region of lipopolysaccharides from Proteus mirabilis serotypes O6, O48 and O57" -
European Journal of Biochemistry 267(8) (2000) 2439-2446
The structure of lipid A core region of the lipopolysaccharides (LPS) from Proteus mirabilis serotypes O6, O57 and O48 was determined using NMR, MS and chemical analysis of the oligosaccharides, obtained by mild acid hydrolysis, alkaline deacylation, and deamination of LPS: [see text for structure]. Incomplete substitutions are indicated by bold italic type. All sugars are present in pyranose form, α-Hep is the residue of L-glycero-α-D-manno-Hep, α-DD-Hep is the residue of D-glycero-α-D-manno-Hep, L-Ara4N is 4-amino-4-deoxy-L-arabinose, Qui4NAlaAla is the residue of 4-N-(L-alanyl-L-alanyl)-4-amino-4,6-dideoxyglucose. All sugars except L-Ara4N have D-configuration. β-GalA* is partially present in the form of amide with 1,4-diaminobutane (putrescine)-HN(CH2)4NH2 or spermidine-HN(CH2)3NH(CH2)4NH2.
Lipopolysaccharide, lipopolysaccharides, LPS, core, structural, serotype, analysis, Proteus, Proteus mirabilis, structural analysis, core region, region, Serotypes
NCBI PubMed ID: 10759870Publication DOI: 10.1046/j.1432-1327.2000.01262.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada, Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada.
Methods: NMR-2D, NMR, mild acid hydrolysis, MS, alkaline deacylation, alkaline deamination
Expand this compound
Collapse this compound
7. Compound ID: 501
|
b-D-GalpA-(1-7)-L-gro-a-D-manHepp-(1-7)-+
|
D-gro-a-D-manHepp-(1-2)-+ | b-D-Glcp-(1-4)-+ b-L-Arap4N-(1-8)-+
| | | |
L-Ala-(1-2)-L-Ala-(1-4)-b-D-Quip4N-(1-3)-a-D-Galp-(1-6)-a-D-GlcpNAc-(1-4)-a-D-GalpN-(1-4)-a-D-GalpA-(1-3)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-5)-Kdo-ol
|
EtN-(1--P--6)--+ |
Show graphically |
Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130670,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137473,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_2189046,IEDB_2189047,IEDB_226811,IEDB_983931,SB_192,SB_7
The structure is contained in the following publication(s):
- Article ID: 169
Vinogradov E, Perry MB "Structural analysis of the core region of lipopolysaccharides from Proteus mirabilis serotypes O6, O48 and O57" -
European Journal of Biochemistry 267(8) (2000) 2439-2446
The structure of lipid A core region of the lipopolysaccharides (LPS) from Proteus mirabilis serotypes O6, O57 and O48 was determined using NMR, MS and chemical analysis of the oligosaccharides, obtained by mild acid hydrolysis, alkaline deacylation, and deamination of LPS: [see text for structure]. Incomplete substitutions are indicated by bold italic type. All sugars are present in pyranose form, α-Hep is the residue of L-glycero-α-D-manno-Hep, α-DD-Hep is the residue of D-glycero-α-D-manno-Hep, L-Ara4N is 4-amino-4-deoxy-L-arabinose, Qui4NAlaAla is the residue of 4-N-(L-alanyl-L-alanyl)-4-amino-4,6-dideoxyglucose. All sugars except L-Ara4N have D-configuration. β-GalA* is partially present in the form of amide with 1,4-diaminobutane (putrescine)-HN(CH2)4NH2 or spermidine-HN(CH2)3NH(CH2)4NH2.
Lipopolysaccharide, lipopolysaccharides, LPS, core, structural, serotype, analysis, Proteus, Proteus mirabilis, structural analysis, core region, region, Serotypes
NCBI PubMed ID: 10759870Publication DOI: 10.1046/j.1432-1327.2000.01262.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada, Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada.
Methods: NMR-2D, NMR, mild acid hydrolysis, MS, alkaline deacylation, alkaline deamination
Expand this compound
Collapse this compound
8. Compound ID: 502
|
b-D-GalpA-(1-7)-L-gro-a-D-manHepp-(1-7)-+
|
D-gro-a-D-manHepp-(1-2)-+ | b-D-Glcp-(1-4)-+ b-L-Arap4N-(1-8)-+
| | | |
L-Ala-(1-2)-L-Ala-(1-4)-b-D-Quip4N-(1-3)-a-D-GalpNAc-(1-6)-a-D-Glcp-(1-4)-a-D-GalpN-(1-4)-a-D-GalpA-(1-3)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-5)-Kdo-ol
|
EtN-(1--P--6)--+ |
Show graphically |
Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130648,IEDB_130670,IEDB_137473,IEDB_1391961,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_141584,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_2189046,IEDB_2189047,IEDB_226811,IEDB_885822,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 169
Vinogradov E, Perry MB "Structural analysis of the core region of lipopolysaccharides from Proteus mirabilis serotypes O6, O48 and O57" -
European Journal of Biochemistry 267(8) (2000) 2439-2446
The structure of lipid A core region of the lipopolysaccharides (LPS) from Proteus mirabilis serotypes O6, O57 and O48 was determined using NMR, MS and chemical analysis of the oligosaccharides, obtained by mild acid hydrolysis, alkaline deacylation, and deamination of LPS: [see text for structure]. Incomplete substitutions are indicated by bold italic type. All sugars are present in pyranose form, α-Hep is the residue of L-glycero-α-D-manno-Hep, α-DD-Hep is the residue of D-glycero-α-D-manno-Hep, L-Ara4N is 4-amino-4-deoxy-L-arabinose, Qui4NAlaAla is the residue of 4-N-(L-alanyl-L-alanyl)-4-amino-4,6-dideoxyglucose. All sugars except L-Ara4N have D-configuration. β-GalA* is partially present in the form of amide with 1,4-diaminobutane (putrescine)-HN(CH2)4NH2 or spermidine-HN(CH2)3NH(CH2)4NH2.
Lipopolysaccharide, lipopolysaccharides, LPS, core, structural, serotype, analysis, Proteus, Proteus mirabilis, structural analysis, core region, region, Serotypes
NCBI PubMed ID: 10759870Publication DOI: 10.1046/j.1432-1327.2000.01262.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada, Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada.
Methods: NMR-2D, NMR, mild acid hydrolysis, MS, alkaline deacylation, alkaline deamination
Expand this compound
Collapse this compound
9. Compound ID: 504
|
Subst-(1-2)-Lac-(1-2)-L-Ala-(1-4)-b-D-Quip4N-(1-3)-a-D-Galp-(1-6)-a-D-GlcpNAc-(1-4)-D-2,5anhTala
Subst = nitrous acid = SMILES {1}N(O)=O |
Show graphically |
Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_136906,IEDB_137340,IEDB_137472,IEDB_141794,IEDB_141807,IEDB_151528,IEDB_151531,IEDB_190606,SB_7
The structure is contained in the following publication(s):
- Article ID: 169
Vinogradov E, Perry MB "Structural analysis of the core region of lipopolysaccharides from Proteus mirabilis serotypes O6, O48 and O57" -
European Journal of Biochemistry 267(8) (2000) 2439-2446
The structure of lipid A core region of the lipopolysaccharides (LPS) from Proteus mirabilis serotypes O6, O57 and O48 was determined using NMR, MS and chemical analysis of the oligosaccharides, obtained by mild acid hydrolysis, alkaline deacylation, and deamination of LPS: [see text for structure]. Incomplete substitutions are indicated by bold italic type. All sugars are present in pyranose form, α-Hep is the residue of L-glycero-α-D-manno-Hep, α-DD-Hep is the residue of D-glycero-α-D-manno-Hep, L-Ara4N is 4-amino-4-deoxy-L-arabinose, Qui4NAlaAla is the residue of 4-N-(L-alanyl-L-alanyl)-4-amino-4,6-dideoxyglucose. All sugars except L-Ara4N have D-configuration. β-GalA* is partially present in the form of amide with 1,4-diaminobutane (putrescine)-HN(CH2)4NH2 or spermidine-HN(CH2)3NH(CH2)4NH2.
Lipopolysaccharide, lipopolysaccharides, LPS, core, structural, serotype, analysis, Proteus, Proteus mirabilis, structural analysis, core region, region, Serotypes
NCBI PubMed ID: 10759870Publication DOI: 10.1046/j.1432-1327.2000.01262.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada, Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada.
Methods: NMR-2D, NMR, mild acid hydrolysis, MS, alkaline deacylation, alkaline deamination
Expand this compound
Collapse this compound
10. Compound ID: 505
|
Subst-(1-2)-Lac-(1-2)-L-Ala-(1-4)-b-D-Quip4N-(1-3)-a-D-GalpNAc-(1-6)-a-D-Glcp-(1-4)-D-2,5anhTala
Subst = nitrous acid = SMILES {1}N(O)=O |
Show graphically |
Structure type: oligomer
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130648,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_885822,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 169
Vinogradov E, Perry MB "Structural analysis of the core region of lipopolysaccharides from Proteus mirabilis serotypes O6, O48 and O57" -
European Journal of Biochemistry 267(8) (2000) 2439-2446
The structure of lipid A core region of the lipopolysaccharides (LPS) from Proteus mirabilis serotypes O6, O57 and O48 was determined using NMR, MS and chemical analysis of the oligosaccharides, obtained by mild acid hydrolysis, alkaline deacylation, and deamination of LPS: [see text for structure]. Incomplete substitutions are indicated by bold italic type. All sugars are present in pyranose form, α-Hep is the residue of L-glycero-α-D-manno-Hep, α-DD-Hep is the residue of D-glycero-α-D-manno-Hep, L-Ara4N is 4-amino-4-deoxy-L-arabinose, Qui4NAlaAla is the residue of 4-N-(L-alanyl-L-alanyl)-4-amino-4,6-dideoxyglucose. All sugars except L-Ara4N have D-configuration. β-GalA* is partially present in the form of amide with 1,4-diaminobutane (putrescine)-HN(CH2)4NH2 or spermidine-HN(CH2)3NH(CH2)4NH2.
Lipopolysaccharide, lipopolysaccharides, LPS, core, structural, serotype, analysis, Proteus, Proteus mirabilis, structural analysis, core region, region, Serotypes
NCBI PubMed ID: 10759870Publication DOI: 10.1046/j.1432-1327.2000.01262.xJournal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada, Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada.
Methods: NMR-2D, NMR, mild acid hydrolysis, MS, alkaline deacylation, alkaline deamination
Expand this compound
Collapse this compound
11. Compound ID: 580
Structure type: fragment of a bigger structure
Trivial name: non reducing end-group of O-polysaccharide
Compound class: O-polysaccharide, O-antigen
The structure is contained in the following publication(s):
- Article ID: 175
Vinogradov E, Peppler MS, Perry MB "The structure of the nonreducing terminal groups in the O-specific polysaccharides from two strains of Bordetella bronchiseptica" -
European Journal of Biochemistry 267(24) (2000) 7230-7236
The structures of the polysaccharide chains of the LPS from Bordetella bronchiseptica strains 110H and Bp512 were analysed by NMR spectroscopy and mass spectrometry. The polysaccharides consist of α-(1-4)-linked 2,3-diacetamido-2,3-dideoxy-L-galacturonic acid repeating units. Polysaccharides from both strains have 2,3,4-triamino-2,3,4-trideoxy-α-galacturonamide derivatives at their nonreducing ends, a monosaccharide identified for the first time in nature. The polymers from the two strains differ in the nature of the acylation of the amino groups of this monosaccharide. In the strain 110H, the residue is formylated at positions 3 and 4, and has N-formyl-L-alanyl or L-alanyl substituents at N-2. In the strain Bp512, the amino group at position 2 is acetylated, at position 3 it is formylated, and the amino group at position 4 bears a 2-methoxypropionyl substituent. The distribution of the acyl groups was determined from long range 1H-13C correlation (HMBC) NMR spectra. Measurement of the spectra under different pH conditions showed that carboxyl groups of the inner uronic acid residues of the polymeric chain are free, and that carboxyl groups of the terminal residues are amidated. These conclusions were confirmed by the results of mass spectrometric analysis.
LPS, structure, strain, terminal, polysaccharide, O-antigen, group, O-specific, O-specific polysaccharide, Bordetella, polysaccharides, Bordetella bronchiseptica, nonreducing, O-specific polysaccharides
NCBI PubMed ID: 11106436Publication DOI: 10.1046/j.1432-1327.2000.01835.xJournal 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, Department of Medical Microbiology and Immunology, University of Alberta, Edmonton, AB, Canada
Methods: NMR-2D, NMR, chemical methods, MS
Expand this compound
Collapse this compound
12. Compound ID: 627
|
/Variants 0/-b-D-GalpA-(1-7)-L-gro-a-D-manHepp-(1-7)-+
|
D-gro-a-D-manHepp-(1-2)-+ | b-D-Glcp-(1-4)-+ b-L-Arap4N-(1-8)-+ P-4)-+
| | | | |
L-Ala-(1-2)-L-Ala-(1-4)-b-D-Quip4N-(1-3)-a-D-Galp-(1-6)-a-D-GlcpNAc-(1-4)-a-D-GalpN-(1-4)-a-D-GalpA-(1-3)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1-P
| |
EtN-(1-0)-?%P-6)-+ a-Kdop-(2-4)-+
/Variants 0/ is:
?%Subst2-(1-6)-
OR (exclusively)
?%Subst1-(1-6)-
Subst1 = putrescine = SMILES N{1}CCCCN;
Subst2 = spermidine = SMILES N{1}CCCNCCCCN |
Show graphically |
Structure type: oligomer
Compound class: LOS
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130650,IEDB_130659,IEDB_130670,IEDB_135394,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137473,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_150908,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_2189046,IEDB_2189047,IEDB_226811,IEDB_983931,SB_192,SB_7
The structure is contained in the following publication(s):
- Article ID: 181
Vinogradov E, Sidorczyk Z, Knirel YA "Structure of the lipopolysaccharide core region of the bacteria of the genus Proteus" -
Australian Journal of Chemistry 55(1-2) (2002) 61-67
The lipopolysaccharide (LPS) core structure was studied in seven rough strains of Proteus and 26 smooth strains belonging to various Proteus O-serogroups. All LPSs share a common heptasaccharide fragment, which includes two Kdo, three Hep, one Glc, and one GalA residue. Core structures differ between strains and within each strain in the presence of a variety of additional monosaccharides and non-sugar substituents. In many strains, the LPS includes a cyclic acetal of GalNAc in the open-chain form, which builds up a new type of linkage between monosaccharides. The covalent linkage of aliphatic polyamines, e.g. putrescine and spermidine, to the LPS was confirmed for the first time and the location of the amines at the carboxyl group of a GalA residue established. Analyses revealed peculiar features of the core structure, which are characteristic of P. mirabilis on one hand and P. vulgaris and P. penneri on the other hand.
Lipopolysaccharide, structure, core, carbohydrate, lipopolysaccharide core, bacteria, Proteus, core region, region, genus
Publication DOI: 10.1071/CH01184Journal NLM ID: 0370614Institutions: Institute for Biological Sciences. National Research Council,100 Sussex Drive. Ottawa ON, K1A 0R6, Canada, Department of General Microbiology, Institute of Microbiology and Immunology, University of Lodz, Banacha 12/16, 90-237, Lodz, Poland, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky pr. 47, Moscow, B-334, Russia
Expand this compound
Collapse this compound
13. Compound ID: 630
|
/Variants 0/-b-D-GalpA-(1-7)-L-gro-a-D-manHepp-(1-7)-+
|
D-gro-a-D-manHepp-(1-2)-+ | b-D-Glcp-(1-4)-+ b-L-Arap4N-(1-8)-+ P-4)-+
| | | | |
L-Ala-(1-2)-L-Ala-(1-4)-b-D-Quip4N-(1-3)-a-D-GalpNAc-(1-6)-a-D-Glcp-(1-4)-a-D-GalpN-(1-4)-a-D-GalpA-(1-3)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1-P
| |
EtN-(1-0)-?%P-6)-+ a-Kdop-(2-4)-+
/Variants 0/ is:
?%Subst2-(1-6)-
OR (exclusively)
?%Subst1-(1-6)-
Subst1 = putrescine = SMILES N{1}CCCCN;
Subst2 = spermidine = SMILES N{1}CCCNCCCCN |
Show graphically |
Structure type: oligomer
Compound class: LOS
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130648,IEDB_130650,IEDB_130659,IEDB_130670,IEDB_135394,IEDB_137473,IEDB_1391961,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_141584,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_150908,IEDB_151531,IEDB_2189046,IEDB_2189047,IEDB_226811,IEDB_885822,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 181
Vinogradov E, Sidorczyk Z, Knirel YA "Structure of the lipopolysaccharide core region of the bacteria of the genus Proteus" -
Australian Journal of Chemistry 55(1-2) (2002) 61-67
The lipopolysaccharide (LPS) core structure was studied in seven rough strains of Proteus and 26 smooth strains belonging to various Proteus O-serogroups. All LPSs share a common heptasaccharide fragment, which includes two Kdo, three Hep, one Glc, and one GalA residue. Core structures differ between strains and within each strain in the presence of a variety of additional monosaccharides and non-sugar substituents. In many strains, the LPS includes a cyclic acetal of GalNAc in the open-chain form, which builds up a new type of linkage between monosaccharides. The covalent linkage of aliphatic polyamines, e.g. putrescine and spermidine, to the LPS was confirmed for the first time and the location of the amines at the carboxyl group of a GalA residue established. Analyses revealed peculiar features of the core structure, which are characteristic of P. mirabilis on one hand and P. vulgaris and P. penneri on the other hand.
Lipopolysaccharide, structure, core, carbohydrate, lipopolysaccharide core, bacteria, Proteus, core region, region, genus
Publication DOI: 10.1071/CH01184Journal NLM ID: 0370614Institutions: Institute for Biological Sciences. National Research Council,100 Sussex Drive. Ottawa ON, K1A 0R6, Canada, Department of General Microbiology, Institute of Microbiology and Immunology, University of Lodz, Banacha 12/16, 90-237, Lodz, Poland, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky pr. 47, Moscow, B-334, Russia
Expand this compound
Collapse this compound
14. Compound ID: 631
|
EtN-(1--P--6)--+
|
D-gro-a-D-manHepp-(1-2)-D-gro-a-D-manHepp-(1-2)-+ | b-D-Glcp-(1-4)-+ b-L-Arap4N-(1-8)-+ P-4)-+
| | | | |
L-Ala-(1-2)-L-Ala-(1-4)-b-D-Quip4N-(1-3)-a-D-GalpNAc-(1-6)-a-D-Glcp-(1-4)-a-D-GalpN-(1-4)-a-D-GalpA-(1-3)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1-P
| |
L-gro-a-D-manHepp-(1-7)-+ a-Kdop-(2-4)-+ |
Show graphically |
Structure type: oligomer
Compound class: LOS
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130648,IEDB_130650,IEDB_130659,IEDB_130670,IEDB_135394,IEDB_137473,IEDB_1391961,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_141584,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_150908,IEDB_151531,IEDB_2189046,IEDB_2189047,IEDB_226811,IEDB_885822,IEDB_983931,SB_192
The structure is contained in the following publication(s):
- Article ID: 181
Vinogradov E, Sidorczyk Z, Knirel YA "Structure of the lipopolysaccharide core region of the bacteria of the genus Proteus" -
Australian Journal of Chemistry 55(1-2) (2002) 61-67
The lipopolysaccharide (LPS) core structure was studied in seven rough strains of Proteus and 26 smooth strains belonging to various Proteus O-serogroups. All LPSs share a common heptasaccharide fragment, which includes two Kdo, three Hep, one Glc, and one GalA residue. Core structures differ between strains and within each strain in the presence of a variety of additional monosaccharides and non-sugar substituents. In many strains, the LPS includes a cyclic acetal of GalNAc in the open-chain form, which builds up a new type of linkage between monosaccharides. The covalent linkage of aliphatic polyamines, e.g. putrescine and spermidine, to the LPS was confirmed for the first time and the location of the amines at the carboxyl group of a GalA residue established. Analyses revealed peculiar features of the core structure, which are characteristic of P. mirabilis on one hand and P. vulgaris and P. penneri on the other hand.
Lipopolysaccharide, structure, core, carbohydrate, lipopolysaccharide core, bacteria, Proteus, core region, region, genus
Publication DOI: 10.1071/CH01184Journal NLM ID: 0370614Institutions: Institute for Biological Sciences. National Research Council,100 Sussex Drive. Ottawa ON, K1A 0R6, Canada, Department of General Microbiology, Institute of Microbiology and Immunology, University of Lodz, Banacha 12/16, 90-237, Lodz, Poland, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky pr. 47, Moscow, B-334, Russia
Expand this compound
Collapse this compound
15. Compound ID: 1016
|
b-D-GlcpNAc-(1-4)-+
|
D-Ala-(2-1)-mPmN2-(2-5)-D-Glu-(2-1)-L-Ala-(2-8)-b-Murp
|
Gc-(1-2)-+ |
Show graphically |
Structure type: oligomer
Trivial name: peptidoglycan monomer
Compound class: peptidoglycan
Contained glycoepitopes: IEDB_135813,IEDB_137340,IEDB_141807,IEDB_151531,IEDB_1635957,IEDB_885814
The structure is contained in the following publication(s):
- Article ID: 303
Lee RE, Brennan PJ, Besra GS "Mycobacterium tuberculosis cell envelope" -
Book: Tuberculosis (series: Current Topics in Microbiology and Immunology) (1996) Vol. 215, 1-27
The mycobacterial cell wall is a complex and intriguing mixture of components which sets Mycobacterium tuberculosis apart from all other known bacterial species (Goodfellow and Minnikin 1984). To understand the M. tuberculosis cell wall, one must first consider the biology of the tubercle bacillus. Tuberculosis has long been known as a cause of morbidity and mortality worldwide. Indeed it is believed that one third of the word’s population is infected with M. tuberculosis (Sudre et al. 1992). Evidence of tuberculosis-like infections date back many thousands of years, and it is very likely that tuberculosis-related infections have plagued humankind since the dawn of civilization. M. tuberculosis is primarily an intracellular pathogen which resides within the phagolysosomes of alveolar macrophages. Perhaps as a consequence of this intracellular environment, the highly intricate features of the tubercle bacilli cell wall have undergone extensive evolutionary changes.
lipid, Mycobacteria, membrane, arabinogalactan, cell envelope, lipoarabinomannan, Mycobacterium tuberculosis, peptidoglycan
Publication DOI: 10.1007/978-3-642-80166-2_1Publisher: Berlin, Heidelberg: Springer.
Editors: Shinnick TM
Institutions: Department of Microbiology, Colorado State University, Fort Collins, CO, 80523, USA
Expand this compound
Collapse this compound
Next 15 structure(s)
Total list of structure IDs on all result pages of the current query:
Total list of corresponding CSDB IDs (permanent record IDs):
Execution: 5 sec