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1. Compound ID: 10461
-2)-D-Manp-(1-2)-D-Manp-(1-2)-D-Manp-(1-3)-D-Manp-(1-3)-D-Manp-(1- |
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Structure type: polymer chemical repeating unit
Contained glycoepitopes: IEDB_115576,IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_136104,IEDB_137485,IEDB_140116,IEDB_141111,IEDB_141795,IEDB_141830,IEDB_142357,IEDB_143632,IEDB_144983,IEDB_144994,IEDB_144995,IEDB_152206,IEDB_153756,IEDB_1539315,IEDB_164174,IEDB_164175,IEDB_164176,IEDB_164177,IEDB_164479,IEDB_164480,IEDB_173895,IEDB_174840,IEDB_241100,IEDB_76920,IEDB_76933,IEDB_858578,IEDB_983930,SB_136,SB_196,SB_197,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 4328
Knirel YA "Structure of O-antigens" -
Book: Bacterial lipopolysaccharides: Structure, chemical synthesis, biogenesis and interaction with host cells (2011) Chapter 3, 41-115
The lipopolysaccharide (LPS) is the major constituent of the outer leaflet of the outer membrane of Gram-negative bacteria. Its lipid A moiety is embedded in the membrane and serves as an anchor for the rest of the LPS molecule. The outermost repetitive glycan region of the LPS is linked to the lipid A through a core oligosaccharide (OS), and is designated as the O-specific polysaccharide (O-polysaccharide, OPS) or O-antigen. The O-antigen is the most variable portion of the LPS and provides serological specificity, which is used for bacterial serotyping. The OPS also provides protection to the microorganisms from host defenses such as complement mediated killing and phagocytosis, and is involved in interactions of bacteria with plants and bacteriophages. Studies of the OPSs ranging from the elucidation of their chemical structures and conformations to their biological and physico-chemical properties help improving classification schemes of Gram-negative bacteria. Furthermore, these studies contributed to a better understanding of the mechanisms of pathogenesis of infectious diseases, as well as provided information to develop novel vaccines and diagnostic reagents.
Lipopolysaccharide, synthesis, lipopolysaccharides, structure, Bacterial, host, O-antigen, O antigen, cell, O antigens, O-antigens, chemical, interaction, cells, PDF, chemical synthesis, biogenesis
Publication DOI: 10.1007/978-3-7091-0733-1_3Publisher: Springer
Correspondence: knirel@ioc.ac.ru
Editors: Knirel YA, Valvano MA
Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
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2. Compound ID: 16477
b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1-2)-D-Man |
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Structure type: oligomer
Compound class: factor 6 antigen
Contained glycoepitopes: IEDB_128161,IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_134621,IEDB_136104,IEDB_137485,IEDB_140116,IEDB_141795,IEDB_141830,IEDB_142357,IEDB_143632,IEDB_144983,IEDB_144994,IEDB_144995,IEDB_152206,IEDB_1539315,IEDB_164177,IEDB_164479,IEDB_164480,IEDB_76933,IEDB_858578,IEDB_983930,SB_136,SB_196,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 6400
Shibata N, Fukasawa S, Kobayashi H, Tojo M, Yonezu T, Ambo A, Ohkubo Y, Suzuki S "Structural analysis of phospho-D-mannan-protein complexes isolated from yeast and mold form cells of Candida albicans NIH A-207 serotype A strain" -
Carbohydrate Research 187 (1989) 239-253
The immunochemical properties between phospho-D-mannan-protein complexes of yeast (Y) and mycelial (M) forms of Candida albicans NIH A-207 (serotype A) strain were compared. Hydrolysis of the Y-form complex gave a mixture of β-(1----2)-linked D-mannooligosaccharides consisting mainly of tri- and tetra-ose, whereas the M-form complex gave preponderantly D-mannose. The antiserum against Y-form cells exhibited a lower reactivity with the M-form than with the Y-form complex, whereas the antiserum to M-form cells could not distinguish significantly between both complexes. Moreover, these acid-modified complexes showed lower antibody-precipitating effect than each corresponding intact complex against antisera of Y- and M-form cells. Digestion of the acid-modified Y- and M-form complexes with the Arthrobacter GJM-1 strain α-D-mannosidase yielded 35- and 40-% degradation products, respectively. Acetolysis of each modified complex under mild conditions gave the same D-mannohexaose, β-D-Manp-(1----2)-β-D-Manp-(1----2)-α-D-Manp -(1----2)-α-D-Manp- (1----2)-α-D-Manp-(1----2)-D-Man. Because the complexes of Y- and M-form cells of C. albicans NIH B-792 (serotype B) strain did not give any hexaose fraction containing β-(1----2) linkages, the presence of this hexaose can be regarded as one of the dominant characteristics of the serotype-A specificity of C. albicans spp.
NCBI PubMed ID: 2663154Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Second Department of Hygienic Chemistry, Tohoku College of Pharmacy, Sendai, Japan
Methods: 1H NMR, GLC, acetolysis, hot water extraction, fractional precipitation, HCl hydrolysis, antibody-precipitation assay, precipitin-inhibition assay, α-D-mannosidase treatment, methylation analysis (Hakomori method)
- Article ID: 6431
Kobayashi H, Takaku M, Nishidate Y, Takahashi SI, Takikawa M, Shibata N, Suzuki S "Structure of the D-mannan of the pathogenic yeast, Candida stellatoidea ATCC 20408 (Type II) strain, in comparison with that of C. stellatoidea ATCC 36232 (Type I) strain" -
Carbohydrate Research 231 (1992) 105-116
Acid treatment of the cell-wall D-mannas of Candida stellatoidea strains ATCC 36232 (Type I, A3 strain) and ATCC 20408 (Type II, A2 strain) gave (1----2)-linked β-D-manno-oligosaccharides (dp 2-5), whereas treatment with alkali gave the (1----2)-linked α-D-mannobiose. Conventional acetolysis of the acid- and alkali-treated D-mannan of the A3 strain gave oligosaccharides consisting of (1----2)- and (1----3)-linked α-D-mannopyranose residues, similar to those of Candida albicans serotype B strain. Mild acetolysis of the acid- and alkali-treated D-mannan of the A2 strain gave higher oligosaccharides that were digested by the Arthrobacter GJM-1 strain exo-α-D-mannosidase. The results of 1H- and 13C-NMR analyses indicated this D-mannan to contain branches with the following structures: β-D-Manp-(1----2)-α-D-Manp-(1----2)-α-D-Manp++ +-(1----2)-α-D-Manp- (1----2)-D-Man, β-D-Manp-(1----2)-β-D-Manp-(1----2)-α-D-Manp -(1----2)- α-D-Manp-(1----2)-D-Man, and β-D-Manp-(1----2)-β-D-Manp-(1----2)-β-D-Manp-(1----2)-α-D-Manp-(1----2)-α-D-Manp-(1- ---2)-α-D-Manp- (1----2)-D-Man, in common with the D-mannans of C. albicans serotype A strains.
NCBI PubMed ID: 1394307Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Second Department of Hygienic Chemistry, Tohoku College of Pharmacy, Japan
- Article ID: 6478
Kobayashi H, Shibata N, Suzuki S "Evidence for oligomannosyl residues containing both b-1,2 and a-1,2 linkages as a serotype A-specific epitope(s) in mannans of Candida albicans" -
Infection and Immunity 60 (1992) 2106-2109
In order to identify the branches containing both β-1,2 and α-1,2 linkages as the serotype A-specific epitope(s) in the mannans of Candida albicans, serotype A strains with oligosaccharides constituting the β-1,2 linkage, the α-1,2 linkage, and both the β-1,2 and the α-1,2 linkages were prepared from the mannans of C. albicans serotype A strains (NIH A-207 and J-1012) and tested for their inhibitory effects in the precipitin and slide agglutination assays. The results indicated that two oligosaccharides containing both β-1,2 and α-1,2 linkages, Manp β-1-2Manp α 1-2Manp α 1-2Manp α 1-2Man and Manp β-1-2Manp β-1-2Manp α 1-2Manp α 1-2Manp α 1-2Man, served as epitopes participating in the serotype A specificity of C. albicans strains.
NCBI PubMed ID: 1373405Journal NLM ID: 0246127Publisher: American Society for Microbiology
Institutions: Second Department of Hygienic Chemistry, Tohoku College of Pharmacy, Miyagi, Japan
Methods: enzymatic digestion, acetolysis, partial acid degradation
- Article ID: 6620
Hearn VM, Cole GT, Susuki S "Fungal antigens" -
Book: Structure of antigens (1993) Vol. 8, 211-260
Book NLM ID: 9110063Publisher: Boca Raton: CRC Press
Editors: Van Regenmortel MHV
- Article ID: 6622
Suzuki S "Immunochemical study on mannan, the antigenic polysaccharide of pathogenic yeasts in man of genus Candida" -
Yakugaku Zasshi = Journal of the Pharmaceutical Society of Japan [Japanese] 115 (1995) 280-294
This article accounts for the development of immunochemical studies on the antigenic polysaccharide, mannan, a major antigen of pathogenic yeast in man, genus Candida, in order to determine the chemical structures dominating the serological specificities of the parent cells as follows. 1. The serological classification system of 7 medically important Candida species by detecting 10 antigenic factors, 1, 4, 5, 6, 8, 9, 11, 13, 13b, and 34 the corresponding antisera, established by Tsuchiya and his coworkers is documented. 2. The structural studies of Candida mannans until early 1980s, which did not include any evidence for the presence of β-1,2-linked Man unit, the common constituent of antigenic factors, 5, and 6, are also reviewed. 3. The process of structural identification of antigenic factor 5 residing in the mannans of C. albicans, C. tropicalis, and C. stellatoidea, in the phosphate-bound form of β-1,2 linked mannooligosaccharides, is summarized. 4. The results of structural identification of antigenic factors 4 and 6 in the mannans of the acid-stable domains of C. albicans are summarized as follows: In order to isolate oligosaccharides containing β-1,2 and α-1,6 linkages, a modified acetolysis method under mild conditions was established. By means of this procedure, oligosaccharides corresponding to antigenic factors 4 and 6 were successfully isolated, and their structures determined, subsequently. 5. Furthermore, effects of the alteration of cultivation conditions, carbon source, pH and temperature, on the chemical structure of mannans, especially of decrease and/or loss of densities of antigenic factors, 4, 5 and 6, are documented, because of the significance of these findings as basic concepts for in situ assay of Candida cells by antibody-staining technique in patients' foci.
NCBI PubMed ID: 7541458Journal NLM ID: 0413613Publisher: Tokyo: Nihon Yakugakkai
Institutions: Tohoku College of Pharmacy, Sendai, Japan
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3. Compound ID: 16561
Structure type: oligomer
Contained glycoepitopes: IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_137485,IEDB_140116,IEDB_144983,IEDB_144995,IEDB_152206,IEDB_1539315,IEDB_164177,IEDB_164479,IEDB_173895,IEDB_76920,IEDB_858578,IEDB_983930,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 6427
Faille C, Wieruszeski JM, Lepage G, Michalski JC, Poulain D, Strecker G "1H NMR spectroscopy of manno-oligosaccharides of the b-1,2-linked series released from the phosphopeptidomannan of Candida albicans vw-32 (serotype A)" -
Biochemical and Biophysical Research Communications 181 (1991) 1251-1258
Manno-oligosaccharides (DP 2 to greater than 15) were released by mild acid hydrolysis from the phosphopeptidomannan of a Candida albicans strain of A serotype (VW-32). Manno-oligosaccharides ranging from biose to heptaose were obtained in appreciable amount. Structural investigation of these oligosaccharides showed them to be of the β-1,2-linked series. The occurrence of such compounds has already been reported in other strains of Candida albicans. We here report the assignment of the structural reporter groups of each of them, and general rules applicable for the 1H-NMR spectrum analysis of linear manno-oligosaccharide of general structure: Man(β-1--2) [Man(β-1--2)]nMan
NCBI PubMed ID: 1764074Journal NLM ID: 0372516Publisher: Academic Press
Institutions: Unité 42, Institut National de la Santé et de la Recherche Médicale, Villeneuve, d'Ascq, France
Methods: 1H NMR, acid hydrolysis
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4. Compound ID: 16562
b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-D-Man |
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Structure type: oligomer
Contained glycoepitopes: IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_137485,IEDB_140116,IEDB_144983,IEDB_144995,IEDB_152206,IEDB_1539315,IEDB_164177,IEDB_164479,IEDB_173895,IEDB_76920,IEDB_858578,IEDB_983930,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 6427
Faille C, Wieruszeski JM, Lepage G, Michalski JC, Poulain D, Strecker G "1H NMR spectroscopy of manno-oligosaccharides of the b-1,2-linked series released from the phosphopeptidomannan of Candida albicans vw-32 (serotype A)" -
Biochemical and Biophysical Research Communications 181 (1991) 1251-1258
Manno-oligosaccharides (DP 2 to greater than 15) were released by mild acid hydrolysis from the phosphopeptidomannan of a Candida albicans strain of A serotype (VW-32). Manno-oligosaccharides ranging from biose to heptaose were obtained in appreciable amount. Structural investigation of these oligosaccharides showed them to be of the β-1,2-linked series. The occurrence of such compounds has already been reported in other strains of Candida albicans. We here report the assignment of the structural reporter groups of each of them, and general rules applicable for the 1H-NMR spectrum analysis of linear manno-oligosaccharide of general structure: Man(β-1--2) [Man(β-1--2)]nMan
NCBI PubMed ID: 1764074Journal NLM ID: 0372516Publisher: Academic Press
Institutions: Unité 42, Institut National de la Santé et de la Recherche Médicale, Villeneuve, d'Ascq, France
Methods: 1H NMR, acid hydrolysis
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5. Compound ID: 16563
b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-D-Man |
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Structure type: oligomer
Contained glycoepitopes: IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_137485,IEDB_140116,IEDB_144983,IEDB_144995,IEDB_152206,IEDB_1539315,IEDB_164177,IEDB_164479,IEDB_173895,IEDB_76920,IEDB_858578,IEDB_983930,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 6427
Faille C, Wieruszeski JM, Lepage G, Michalski JC, Poulain D, Strecker G "1H NMR spectroscopy of manno-oligosaccharides of the b-1,2-linked series released from the phosphopeptidomannan of Candida albicans vw-32 (serotype A)" -
Biochemical and Biophysical Research Communications 181 (1991) 1251-1258
Manno-oligosaccharides (DP 2 to greater than 15) were released by mild acid hydrolysis from the phosphopeptidomannan of a Candida albicans strain of A serotype (VW-32). Manno-oligosaccharides ranging from biose to heptaose were obtained in appreciable amount. Structural investigation of these oligosaccharides showed them to be of the β-1,2-linked series. The occurrence of such compounds has already been reported in other strains of Candida albicans. We here report the assignment of the structural reporter groups of each of them, and general rules applicable for the 1H-NMR spectrum analysis of linear manno-oligosaccharide of general structure: Man(β-1--2) [Man(β-1--2)]nMan
NCBI PubMed ID: 1764074Journal NLM ID: 0372516Publisher: Academic Press
Institutions: Unité 42, Institut National de la Santé et de la Recherche Médicale, Villeneuve, d'Ascq, France
Methods: 1H NMR, acid hydrolysis
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6. Compound ID: 16564
b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-D-Man |
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Structure type: oligomer
Compound class: factor 5 antigen
Contained glycoepitopes: IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_137485,IEDB_140116,IEDB_144983,IEDB_144995,IEDB_152206,IEDB_1539315,IEDB_164177,IEDB_164479,IEDB_173895,IEDB_76920,IEDB_858578,IEDB_983930,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 6427
Faille C, Wieruszeski JM, Lepage G, Michalski JC, Poulain D, Strecker G "1H NMR spectroscopy of manno-oligosaccharides of the b-1,2-linked series released from the phosphopeptidomannan of Candida albicans vw-32 (serotype A)" -
Biochemical and Biophysical Research Communications 181 (1991) 1251-1258
Manno-oligosaccharides (DP 2 to greater than 15) were released by mild acid hydrolysis from the phosphopeptidomannan of a Candida albicans strain of A serotype (VW-32). Manno-oligosaccharides ranging from biose to heptaose were obtained in appreciable amount. Structural investigation of these oligosaccharides showed them to be of the β-1,2-linked series. The occurrence of such compounds has already been reported in other strains of Candida albicans. We here report the assignment of the structural reporter groups of each of them, and general rules applicable for the 1H-NMR spectrum analysis of linear manno-oligosaccharide of general structure: Man(β-1--2) [Man(β-1--2)]nMan
NCBI PubMed ID: 1764074Journal NLM ID: 0372516Publisher: Academic Press
Institutions: Unité 42, Institut National de la Santé et de la Recherche Médicale, Villeneuve, d'Ascq, France
Methods: 1H NMR, acid hydrolysis
- Article ID: 6622
Suzuki S "Immunochemical study on mannan, the antigenic polysaccharide of pathogenic yeasts in man of genus Candida" -
Yakugaku Zasshi = Journal of the Pharmaceutical Society of Japan [Japanese] 115 (1995) 280-294
This article accounts for the development of immunochemical studies on the antigenic polysaccharide, mannan, a major antigen of pathogenic yeast in man, genus Candida, in order to determine the chemical structures dominating the serological specificities of the parent cells as follows. 1. The serological classification system of 7 medically important Candida species by detecting 10 antigenic factors, 1, 4, 5, 6, 8, 9, 11, 13, 13b, and 34 the corresponding antisera, established by Tsuchiya and his coworkers is documented. 2. The structural studies of Candida mannans until early 1980s, which did not include any evidence for the presence of β-1,2-linked Man unit, the common constituent of antigenic factors, 5, and 6, are also reviewed. 3. The process of structural identification of antigenic factor 5 residing in the mannans of C. albicans, C. tropicalis, and C. stellatoidea, in the phosphate-bound form of β-1,2 linked mannooligosaccharides, is summarized. 4. The results of structural identification of antigenic factors 4 and 6 in the mannans of the acid-stable domains of C. albicans are summarized as follows: In order to isolate oligosaccharides containing β-1,2 and α-1,6 linkages, a modified acetolysis method under mild conditions was established. By means of this procedure, oligosaccharides corresponding to antigenic factors 4 and 6 were successfully isolated, and their structures determined, subsequently. 5. Furthermore, effects of the alteration of cultivation conditions, carbon source, pH and temperature, on the chemical structure of mannans, especially of decrease and/or loss of densities of antigenic factors, 4, 5 and 6, are documented, because of the significance of these findings as basic concepts for in situ assay of Candida cells by antibody-staining technique in patients' foci.
NCBI PubMed ID: 7541458Journal NLM ID: 0413613Publisher: Tokyo: Nihon Yakugakkai
Institutions: Tohoku College of Pharmacy, Sendai, Japan
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7. Compound ID: 16580
b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-a-D-Man |
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Structure type: oligomer
Trivial name: phosphomannan
Contained glycoepitopes: IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_137485,IEDB_140116,IEDB_144983,IEDB_144995,IEDB_152206,IEDB_1539315,IEDB_164177,IEDB_164479,IEDB_173895,IEDB_76920,IEDB_858578,IEDB_983930,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 6434
Faille C, Wieruszeski JM, Michalski JC, Poulain D, Strecker G "Complete 1H- and 13C-resonance assignments for D-mannooligosaccharides of the β-D-(1-2)-linked series released from the phosphopeptidomannan of Candida albicans VW.32 (serotype A)" -
Carbohydrate Research 236 (1992) 17-27
D-Mannooligosaccharides (dp 1 to > 17) were released by mild acid hydrolysis from the phosphopeptidomannan of a Candida albicans strain of A serotype (VW.32). Among these, mannooligosaccharides ranging from bi- to hepta-ose, which were obtained in appreciable amounts, were structurally investigated and found to belong to the β-D-(1-->2)-linked series. The occurrence of such compounds has already been reported in other Candida albicans strains. The complete 1H- and 13C-resonance assignments for manno-tri- to manno-hepta-ose are reported and general rules applicable for the 1NMR spectrum analysis of linear mannooligosaccharide of the general structure, β-D-Man p-(1-->2)-[β-D-Man p-(1-->2)]n-β-D-Man p are proposed.
NCBI PubMed ID: 1337864Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Unité 42, Institut National de la Santé et de la Recherche Médicale, Villeneuve d'Ascq, France
Methods: 13C NMR, 1H NMR
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8. Compound ID: 16582
b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-a-D-Man |
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Structure type: oligomer
Trivial name: phosphomannan
Contained glycoepitopes: IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_137485,IEDB_140116,IEDB_144983,IEDB_144995,IEDB_152206,IEDB_1539315,IEDB_164177,IEDB_164479,IEDB_173895,IEDB_76920,IEDB_858578,IEDB_983930,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 6434
Faille C, Wieruszeski JM, Michalski JC, Poulain D, Strecker G "Complete 1H- and 13C-resonance assignments for D-mannooligosaccharides of the β-D-(1-2)-linked series released from the phosphopeptidomannan of Candida albicans VW.32 (serotype A)" -
Carbohydrate Research 236 (1992) 17-27
D-Mannooligosaccharides (dp 1 to > 17) were released by mild acid hydrolysis from the phosphopeptidomannan of a Candida albicans strain of A serotype (VW.32). Among these, mannooligosaccharides ranging from bi- to hepta-ose, which were obtained in appreciable amounts, were structurally investigated and found to belong to the β-D-(1-->2)-linked series. The occurrence of such compounds has already been reported in other Candida albicans strains. The complete 1H- and 13C-resonance assignments for manno-tri- to manno-hepta-ose are reported and general rules applicable for the 1NMR spectrum analysis of linear mannooligosaccharide of the general structure, β-D-Man p-(1-->2)-[β-D-Man p-(1-->2)]n-β-D-Man p are proposed.
NCBI PubMed ID: 1337864Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Unité 42, Institut National de la Santé et de la Recherche Médicale, Villeneuve d'Ascq, France
Methods: 13C NMR, 1H NMR
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9. Compound ID: 16584
b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-a-D-Man |
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Structure type: oligomer
Trivial name: phosphomannan
Contained glycoepitopes: IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_137485,IEDB_140116,IEDB_144983,IEDB_144995,IEDB_152206,IEDB_1539315,IEDB_164177,IEDB_164479,IEDB_173895,IEDB_76920,IEDB_858578,IEDB_983930,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 6434
Faille C, Wieruszeski JM, Michalski JC, Poulain D, Strecker G "Complete 1H- and 13C-resonance assignments for D-mannooligosaccharides of the β-D-(1-2)-linked series released from the phosphopeptidomannan of Candida albicans VW.32 (serotype A)" -
Carbohydrate Research 236 (1992) 17-27
D-Mannooligosaccharides (dp 1 to > 17) were released by mild acid hydrolysis from the phosphopeptidomannan of a Candida albicans strain of A serotype (VW.32). Among these, mannooligosaccharides ranging from bi- to hepta-ose, which were obtained in appreciable amounts, were structurally investigated and found to belong to the β-D-(1-->2)-linked series. The occurrence of such compounds has already been reported in other Candida albicans strains. The complete 1H- and 13C-resonance assignments for manno-tri- to manno-hepta-ose are reported and general rules applicable for the 1NMR spectrum analysis of linear mannooligosaccharide of the general structure, β-D-Man p-(1-->2)-[β-D-Man p-(1-->2)]n-β-D-Man p are proposed.
NCBI PubMed ID: 1337864Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Unité 42, Institut National de la Santé et de la Recherche Médicale, Villeneuve d'Ascq, France
Methods: 13C NMR, 1H NMR
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10. Compound ID: 16586
Structure type: oligomer
Trivial name: phosphomannan
Contained glycoepitopes: IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_137485,IEDB_140116,IEDB_144983,IEDB_144995,IEDB_152206,IEDB_1539315,IEDB_164177,IEDB_164479,IEDB_858578,IEDB_983930,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 6434
Faille C, Wieruszeski JM, Michalski JC, Poulain D, Strecker G "Complete 1H- and 13C-resonance assignments for D-mannooligosaccharides of the β-D-(1-2)-linked series released from the phosphopeptidomannan of Candida albicans VW.32 (serotype A)" -
Carbohydrate Research 236 (1992) 17-27
D-Mannooligosaccharides (dp 1 to > 17) were released by mild acid hydrolysis from the phosphopeptidomannan of a Candida albicans strain of A serotype (VW.32). Among these, mannooligosaccharides ranging from bi- to hepta-ose, which were obtained in appreciable amounts, were structurally investigated and found to belong to the β-D-(1-->2)-linked series. The occurrence of such compounds has already been reported in other Candida albicans strains. The complete 1H- and 13C-resonance assignments for manno-tri- to manno-hepta-ose are reported and general rules applicable for the 1NMR spectrum analysis of linear mannooligosaccharide of the general structure, β-D-Man p-(1-->2)-[β-D-Man p-(1-->2)]n-β-D-Man p are proposed.
NCBI PubMed ID: 1337864Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Unité 42, Institut National de la Santé et de la Recherche Médicale, Villeneuve d'Ascq, France
Methods: 13C NMR, 1H NMR
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11. Compound ID: 16653
b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-a-D-Manp-(1-2)-D-Man |
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Structure type: oligomer
Contained glycoepitopes: IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_136104,IEDB_137485,IEDB_140116,IEDB_142357,IEDB_143632,IEDB_144983,IEDB_144995,IEDB_152206,IEDB_1539315,IEDB_164177,IEDB_164479,IEDB_858578,IEDB_983930,SB_136,SB_196,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 6451
Kobayashi H, Shibata N, Yonezu T, Suzuki S "Structural study of phosphomannan-protein complex of Citeromyces matritensis containing b-1,2 linkage" -
Archives of Biochemistry and Biophysics 256 (1987) 381-396
The phosphomannan-protein complex of Citeromyces matritensis IFO 0651 strain was investigated for its chemical structure by a sequential degradation procedure, partial acid degradation followed by acetolysis under mild conditions. Upon treatment with 10 mM HCl at 100 degrees C for 1 h, this complex released mannotriose and mannotetraose consisting solely of 1,2-linked β-D-mannopyranosyl residues, ca. 20% on weight basis of the parent complex. The acid-degraded complex was then subjected to acetolysis using an acetolysis medium of low sulfuric acid concentration, a 100:100:1 (v/v) mixture of acetic anhydride, acetic acid, and sulfuric acid at 40 degrees C for 36 h. A phosphate-containing manno-oligosaccharide fraction eluted in the void-volume region of a Bio-Gel P-2 column was found to consist of Manp β 1----2Manp β 1----2Manp α 1----2Man to which 1 mol of phosphate group was attached, while a manno-oligosaccharide fraction eluted in the diffusable region was a mixture of Manp β 1----2Manp β 1----2Manp β 1----2Manp α 1----2Man, Manp β 1----2Manp β 1----2Manp α 1----2Man, Manp β 1----2Manp α 1----2Man, Manp α 1----2Man, and mannose in the molar ratio of 0.08:0.33:0.19:0.32:1.00. Therefore, the structural analysis of the polysaccharide moiety of a β-1,2 linkage-containing phosphomannan-protein complex of fungal origin can be achieved by means of a sequential degradation procedure, partial acid degradation followed by acetolysis under mild conditions.
NCBI PubMed ID: 3606129Journal NLM ID: 0372430Methods: sequential degradation procedure, partial acid degradation followed by acetolysis under mild conditions
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12. Compound ID: 16703
b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1-2)-D-Manp |
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Structure type: oligomer
Compound class: antigen
Contained glycoepitopes: IEDB_128161,IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_134621,IEDB_136104,IEDB_137485,IEDB_140116,IEDB_141795,IEDB_141830,IEDB_142357,IEDB_143632,IEDB_144983,IEDB_144994,IEDB_144995,IEDB_152206,IEDB_1539315,IEDB_164177,IEDB_164479,IEDB_164480,IEDB_76933,IEDB_858578,IEDB_983930,SB_136,SB_196,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 6480
Kobayashi H, Matsuda K, Ikeda T, Suzuki M, Takahashi SI, Suzuki A, Shibata N, Suzuki S "Structures of cell wall mannans of pathogenic Candida tropicalis IFO 0199 and IFO 1647 yeast strains" -
Infection and Immunity 62 (1994) 615-622
We conducted a structural analysis of the cell wall mannans isolated from two Candida tropicalis strains, IFO 0199 and IFO 1647, exhibiting strong agglutinabilities against anti-Candida factor sera 5 and 6. The products released from these mannans by acid treatment were identified as the oligosaccharides, from biose to pentaose, consisting solely of β-1,2-linked mannopyranose units corresponding to common epitopes of Candida albicans serotypes A and B (factor 5). Mild acetolysis of acid- and alkali-treated mannans produced large amounts of hexaose and heptaose, Man rho β-1-2Man rho β-1-2Man rho α 1-2Man rho α 1-2Man rho α 1-2Man and Man rho β-1-2Man rho β-1-2Man rho β-1-2Man rho α 1-2 Man rho α 1-2Man, corresponding to the C. albicans serotype A-specific epitopes (factor 6). However, the homologous pentaose, Man rho β-1-2Man rho α 1-2 Man, was not generated by this procedure. The oligosaccharides (biose to hexaose) obtained from the mannans by conventional acetolysis were composed exclusively of α-1,2-linked mannopyranose units. Therefore, the mannans of C. tropicalis IFO 0199 and IFO 1647 do not have the α-1,3-linked mannopyranose units previously observed in the mannans of C. albicans and Candida stellatoidea. The results of this study and previous findings indicate that the similarity of the antigenicities of three Candida species, C. albicans serotype A, C. stellatoidea type II, and C. tropicalis, reside in the β-1,2 and α-1,2 linkages containing oligomannosyl side chain (factor 6) in the cell wall mannan.
NCBI PubMed ID: 7507898Journal NLM ID: 0246127Publisher: American Society for Microbiology
Institutions: Second Department of Hygienic Chemistry, Tohoku College of Pharmacy, Miyagi, Japan
Methods: 1H NMR, acid hydrolysis, enzymatic digestion, acetolysis, slide agglutination reaction
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13. Compound ID: 16705
Structure type: oligomer
Compound class: antigen
Contained glycoepitopes: IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_137485,IEDB_140116,IEDB_144983,IEDB_144995,IEDB_152206,IEDB_1539315,IEDB_164177,IEDB_164479,IEDB_173895,IEDB_76920,IEDB_858578,IEDB_983930,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 6480
Kobayashi H, Matsuda K, Ikeda T, Suzuki M, Takahashi SI, Suzuki A, Shibata N, Suzuki S "Structures of cell wall mannans of pathogenic Candida tropicalis IFO 0199 and IFO 1647 yeast strains" -
Infection and Immunity 62 (1994) 615-622
We conducted a structural analysis of the cell wall mannans isolated from two Candida tropicalis strains, IFO 0199 and IFO 1647, exhibiting strong agglutinabilities against anti-Candida factor sera 5 and 6. The products released from these mannans by acid treatment were identified as the oligosaccharides, from biose to pentaose, consisting solely of β-1,2-linked mannopyranose units corresponding to common epitopes of Candida albicans serotypes A and B (factor 5). Mild acetolysis of acid- and alkali-treated mannans produced large amounts of hexaose and heptaose, Man rho β-1-2Man rho β-1-2Man rho α 1-2Man rho α 1-2Man rho α 1-2Man and Man rho β-1-2Man rho β-1-2Man rho β-1-2Man rho α 1-2 Man rho α 1-2Man, corresponding to the C. albicans serotype A-specific epitopes (factor 6). However, the homologous pentaose, Man rho β-1-2Man rho α 1-2 Man, was not generated by this procedure. The oligosaccharides (biose to hexaose) obtained from the mannans by conventional acetolysis were composed exclusively of α-1,2-linked mannopyranose units. Therefore, the mannans of C. tropicalis IFO 0199 and IFO 1647 do not have the α-1,3-linked mannopyranose units previously observed in the mannans of C. albicans and Candida stellatoidea. The results of this study and previous findings indicate that the similarity of the antigenicities of three Candida species, C. albicans serotype A, C. stellatoidea type II, and C. tropicalis, reside in the β-1,2 and α-1,2 linkages containing oligomannosyl side chain (factor 6) in the cell wall mannan.
NCBI PubMed ID: 7507898Journal NLM ID: 0246127Publisher: American Society for Microbiology
Institutions: Second Department of Hygienic Chemistry, Tohoku College of Pharmacy, Miyagi, Japan
Methods: 1H NMR, acid hydrolysis, enzymatic digestion, acetolysis, slide agglutination reaction
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14. Compound ID: 16706
b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-D-Manp |
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Structure type: oligomer
Compound class: antigen
Contained glycoepitopes: IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_137485,IEDB_140116,IEDB_144983,IEDB_144995,IEDB_152206,IEDB_1539315,IEDB_164177,IEDB_164479,IEDB_173895,IEDB_76920,IEDB_858578,IEDB_983930,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 6480
Kobayashi H, Matsuda K, Ikeda T, Suzuki M, Takahashi SI, Suzuki A, Shibata N, Suzuki S "Structures of cell wall mannans of pathogenic Candida tropicalis IFO 0199 and IFO 1647 yeast strains" -
Infection and Immunity 62 (1994) 615-622
We conducted a structural analysis of the cell wall mannans isolated from two Candida tropicalis strains, IFO 0199 and IFO 1647, exhibiting strong agglutinabilities against anti-Candida factor sera 5 and 6. The products released from these mannans by acid treatment were identified as the oligosaccharides, from biose to pentaose, consisting solely of β-1,2-linked mannopyranose units corresponding to common epitopes of Candida albicans serotypes A and B (factor 5). Mild acetolysis of acid- and alkali-treated mannans produced large amounts of hexaose and heptaose, Man rho β-1-2Man rho β-1-2Man rho α 1-2Man rho α 1-2Man rho α 1-2Man and Man rho β-1-2Man rho β-1-2Man rho β-1-2Man rho α 1-2 Man rho α 1-2Man, corresponding to the C. albicans serotype A-specific epitopes (factor 6). However, the homologous pentaose, Man rho β-1-2Man rho α 1-2 Man, was not generated by this procedure. The oligosaccharides (biose to hexaose) obtained from the mannans by conventional acetolysis were composed exclusively of α-1,2-linked mannopyranose units. Therefore, the mannans of C. tropicalis IFO 0199 and IFO 1647 do not have the α-1,3-linked mannopyranose units previously observed in the mannans of C. albicans and Candida stellatoidea. The results of this study and previous findings indicate that the similarity of the antigenicities of three Candida species, C. albicans serotype A, C. stellatoidea type II, and C. tropicalis, reside in the β-1,2 and α-1,2 linkages containing oligomannosyl side chain (factor 6) in the cell wall mannan.
NCBI PubMed ID: 7507898Journal NLM ID: 0246127Publisher: American Society for Microbiology
Institutions: Second Department of Hygienic Chemistry, Tohoku College of Pharmacy, Miyagi, Japan
Methods: 1H NMR, acid hydrolysis, enzymatic digestion, acetolysis, slide agglutination reaction
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15. Compound ID: 16709
b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-b-D-Manp-(1-2)-D-Manp-(1-P |
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Structure type: oligomer
Compound class: antigen
Contained glycoepitopes: IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_137485,IEDB_140116,IEDB_144983,IEDB_144995,IEDB_144996,IEDB_152206,IEDB_1539315,IEDB_164177,IEDB_164479,IEDB_173895,IEDB_76920,IEDB_858578,IEDB_983930,SB_44,SB_67,SB_72
The structure is contained in the following publication(s):
- Article ID: 6480
Kobayashi H, Matsuda K, Ikeda T, Suzuki M, Takahashi SI, Suzuki A, Shibata N, Suzuki S "Structures of cell wall mannans of pathogenic Candida tropicalis IFO 0199 and IFO 1647 yeast strains" -
Infection and Immunity 62 (1994) 615-622
We conducted a structural analysis of the cell wall mannans isolated from two Candida tropicalis strains, IFO 0199 and IFO 1647, exhibiting strong agglutinabilities against anti-Candida factor sera 5 and 6. The products released from these mannans by acid treatment were identified as the oligosaccharides, from biose to pentaose, consisting solely of β-1,2-linked mannopyranose units corresponding to common epitopes of Candida albicans serotypes A and B (factor 5). Mild acetolysis of acid- and alkali-treated mannans produced large amounts of hexaose and heptaose, Man rho β-1-2Man rho β-1-2Man rho α 1-2Man rho α 1-2Man rho α 1-2Man and Man rho β-1-2Man rho β-1-2Man rho β-1-2Man rho α 1-2 Man rho α 1-2Man, corresponding to the C. albicans serotype A-specific epitopes (factor 6). However, the homologous pentaose, Man rho β-1-2Man rho α 1-2 Man, was not generated by this procedure. The oligosaccharides (biose to hexaose) obtained from the mannans by conventional acetolysis were composed exclusively of α-1,2-linked mannopyranose units. Therefore, the mannans of C. tropicalis IFO 0199 and IFO 1647 do not have the α-1,3-linked mannopyranose units previously observed in the mannans of C. albicans and Candida stellatoidea. The results of this study and previous findings indicate that the similarity of the antigenicities of three Candida species, C. albicans serotype A, C. stellatoidea type II, and C. tropicalis, reside in the β-1,2 and α-1,2 linkages containing oligomannosyl side chain (factor 6) in the cell wall mannan.
NCBI PubMed ID: 7507898Journal NLM ID: 0246127Publisher: American Society for Microbiology
Institutions: Second Department of Hygienic Chemistry, Tohoku College of Pharmacy, Miyagi, Japan
Methods: 1H NMR, acid hydrolysis, enzymatic digestion, acetolysis, slide agglutination reaction
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