Structural studies of the polysaccharide antigen of Eubacterium saburreum, strain L. 452

The structure of the polysaccharide antigen produced by Eubacterium saburreum, strain L 452, has been investigated. Methylation analysis, graded hydrolysis with acid, and n.m.r. spectroscopy were the principal methods used. The polysaccharide is composed of trisaccharide repeating-units having the following structure:

The assignment of the β configuration to the d-ribofuranosyl residue is tentative.     

Structural studies of the antigenic polysaccharide of Eubacterium saburreum, strain S29

The antigenic polysaccharide produced by Eubacterium saburreum, strain S29, is composed of (1→6)-linked β-d-glycero-d-galacto-heptopyranosyl residues, all of which are substituted with 6-deoxy-α-d-altro-heptofuranosyl groups at O-2.     

Structural investigation of Klebsiella serotype K32 polysaccharide

The capsular polysaccharide from Klebsiella K32 has been studied by using methylation, periodate oxidation, and partial-hydrolysis techniques. The polysaccharide is shown to comprise the four-sugar repeating unit below. Features of interest in this structure include the presence of a β-linked l-rhamnosyl residue, and the extreme lability of the 1-carboxyethylidene acetal towards acid. N.m.r. spectroscopy was used extensively to establish the nature of the anomeric linkages and to identify oligosaccharides obtained by the various degradative techniques used.     

Structural studies of the Rhizobium trifolii extracellular polysaccharide

The structure of the extracellular polysaccharide of Rhizobium trifolii has been investigated. Methylation analysis, sequential degradations by oxidation and elimination of oxidized residues, uronic acid degradation, and degradation by oxidation of the acetylated polysaccharide with chromium trioxide in acetic acid were the main methods used. It is proposed that the polysaccharide is composed of heptasaccharide repeating-units having the following structure:

An unusual feature is that some of the repeating units are incomplete and lack the terminal β-d-galactopyranosyl group. The polysaccharide contains O-acetyl groups (somewhat more than 1 mol. per unit), linked to O-2 and O-3 of 4-O-substituted d-glucopyranosyl chain-residues. A previous finding that the polysaccharide contains 2-deoxy-d-arabino-hexose (2-deoxy-d-glucose) residues is erroneous.     

Structural studies of the klebsiella type 47 capsular polysaccharide

The structure of the capsular polysaccharide from Klebsiella Type 47 has been investigated. Methylation analysis and characterization of oligosaccharides obtained on acid hydrolysis were the principal methods used. The polysaccharide is composed of tetrasaccharide repeating-units, and a structure for these units is proposed.     

Structural studies on Klebsiella type 61 capsular polysaccharide

The capsular polysaccharide from klebsiella type 61 was found to contain d-galactose, d-glucose, d-mannose, and d-glucuronic acid in the ratios 1:2:1:1. Acid hydrolysis of the polysaccharide gave one aldobiouronic acid, whose structure was established. Methylation analysis of the polysaccharide provided information about the linkages in the polysaccharide. The polysaccharide is composed of a pentasaccharide repeating unit for which structures are proposed.     

Structural studies of the capsular polysaccharide of Klebsiella type 28

The capsular polysaccharide from Klebsiella type 28 has been studied by methylation analysis, a modified Smith-degradation procedure, and uronic acid degradation with subsequent oxidation and elimination of the substituents of the oxidized residue. The polysaccharide contained the hexasaccharide repeating-unit shown below. The terminal D-glucopyranose residue was hydrolysed by emulsin, indicating a β linkage. The anomeric natures of other glycosidic linkages were determined by characterization of fragments obtained during the degradative studies. The D-galactopyranose residue was not present in any fragment, but is assumed to be α-linked from optical-rotation considerations.

     

Structural studies of the capsular polysaccharide from Klebsiella type 1

The structure of the capsular polysaccharide from Klebsiella type 1, which is composed of D-glucose, D-glucuronic acid, L-fucose, and pyruvic acid (1:1:1:1), has been investigated. Methylation analysis, n.m.r. spectroscopy, graded hydrolysis, and periodate-oxidation studies were the principal methods used. These studies demonstrated that the polysaccharide consists of the following trisaccharide repeating-unit:

     

Structural studies on the extracellular polysaccharide of the red alga, Porphyridium cruentum

Partial acid hydrolyzates of the extracellular polysaccharide from Porphyridiunm cruentum yield three disaccharides and two uronic acids. These constitute all of the uronic acid in the polymer. The novel disaccharides are 3-O-(α-$\text{D}$-glucopyranosyl- uronic acid)-$\text{L}$-galactose, 3-O-(2-O-methyl-ca-glucopyranosyluronic acid)-$\text{D}$- galactose, and 3-0-(2-0-methyl-a-$\text{D}$-glucopyranosyluronic acid)-$\text{D}$-glucose. The polyanion of high molecular weight contains $\text{D}$- and $\text{L}$-galactose, xylose, $\text{D}$-glucose, $\text{D}$-glucuronic acid and 2-O-methyl-D-glucuronic acid, and sulfate in molar ratio (relative to $\text{D}$-glucose) of 2.12:2.42:1.00:1.22:2.61. Preliminary periodate-oxidation studies suggest that the hexose and uronic acids are joined to other residues by ( 1→3) glycosidic linkages. About one-half of the xylose residues are (1→3)-linked.     

Structural studies on an antitumor polysaccharide from Microellobosporia grisea

The structure of the antitumor polysaccharide from the actinomycete Microellobosporia grisea has been investigated. By methylation and periodate-oxidation studies, the polysaccharide was shown to consist of (nonreducing)d-mannosyl groups, (1→4)-linkedd-glucosyl residues, and 3,6-branched, (1→4)-linkedd-glucosyl residues in the approximate molar ratios of 2:1:1. Periodate oxidation of the polysaccharide, followed by borohydride reduction and mild hydrolysis with acid yielded glycerol, erythritol, 2-O-β-d-glucopyranosyl-d-erythritol, and 5-O-β-d-glucopyranosyl-2,4-bis(hydroxymethyl)-1,3-dioxane, which were isolated in the molar ratios of 2.0:0.14:0.74:0.35. Partial hydrolysis of the polysaccharide gave α-d-Man p-(1→6)-d-Glcp, β-d-Glcp-(1→4)-d-Glcp, α-d-Man p-(1→3)-d-Glcp, and β-d-Glcp-(1→4)-[α-d-Man p-(1→3)-]-d-Glcp. From these results, it is proposed that the polysaccharide is mainly composed of tetrasaccharide repeating-units having the following structure.     

Structural studies of the O-antigen polysaccharide of Escherichia coli O4

The structure of the O-antigen polysaccharide of Escherichia coli O4 has been investigated using n.m.r. spectroscopy, methylation analysis, and various specific degradations. It is concluded that the O-antigen is composed of pentasaccharide repeating-units having the following structure.

This structure differs in some details from that recently proposed by Schmidt et al.     

Structural studies of the capsular polysaccharide from streptococcus pneumoniae type 1

The capsular polysaccharide from Streptococcus pneumoniae type 1 is composed of D-galactopyranosyluronic acid residues and 2-acetamido-4-amino-2,4,6-trideoxy-D-galactopyranosyl residues. The latter sugar, previously unknown in Nature, was not isolated but was identified from the products obtained on deamination of the polymer. Using n.m.r. spectroscopy, methylation analysis, and Smith degradation as the principal methods of structural investigation, it is concluded that the polysaccharide is composed of trisaccharide repeating-units having the structure: →3)-α-Sugp-(1→)-α-D-GalpA-(1→3)-α-D-GalpA-(1→, in which Sug denotes the new sugar.     

Structural studies of a specific polysaccharide isolated from non-agglutinable Vibrio

The purified, specific polysaccharide from Vibrio cholera type NAG, NV 384, O-antigen, 2A, 2Bhuman, contains glucose (5.14%), galactose (4.21%), mannose (64.8%), xylose (3.16%), arabinose (1.98%), fucose (1.50%), mannuronic acid (14.3%), phosphate (0.32%), 2-amino-2-deoxy-D-glucose (2.9%), and 2-amino-2-deoxy-D-galactose (1.0%). Various reactions have shown that the material comprises a phosphoric diester-linked polysaccharide containing mainly (1→2)-linked mannopyranose residues that are highly branched with other sugar residues.     

Structural studies of the polysaccharide antigen of Eubacterium saburreum, strain 49.

The polysaccharide antigen produced by Eubacterium saburreum, strain L 49, is composed of D-glycero-D-galacto-heptose and a new sugar, tentatively identified as 6-deoxy-D-altro-heptose. It contains chains of alternating (1 leads to 3)- and (1 leads to 6)- linked beta-D-glycero-D-galacto-heptopyranosyl residues, the latter being substituted with 6-deoxy-alpha-heptofuranosyl groups at O-3. The polysaccharide further contains 0-acetyl groups, linked to O-7 of part of the heptosyl residues and to O-2 of part of the 6-deoxyheptosyl groups.     

Structural studies of gellan gum,an extracellular polysaccharide elaborated by Pseudomonas elodea

The structure of gellan gum, a polysaccharide of potential commercial usefulness elaborated by Pseudomonas elodea, has been investigated. It is concluded that the polysaccharide is composed of tetrasaccharide repeating-units having the following structure.

Of the repeating units, ～25% contain an O-acetyl group linked to C-6 of one of the β-d-glucopyranosyl residues.     

Structural studies on a polysaccharide from Shigella dysenteriae type 7

The polysaccharide obtained from the O-somatic antigen of Shigella dysenteriae type 7 (strain NCTC 519/66) contains d-glucose, d-galactose, and 2-acetamido-2-deoxy-d-glucose in the mole ratios of 2:1:1. From the results of methylation, periodate oxidation, graded hydrolysis, and deamination studies, the structure assigned to the repeating unit of the polysaccharide is as follows.

Oxidation studies with chromium trioxide revealed the nature of the anomeric linkages of some of the sugar residues in the polysaccharide.     

Structural and immunological studies of the Haemophilus influenzae type d capsular polysaccharide

Employing a combination of chemical and spectroscopic techniques, the structure of the Haemophilus influenzae type d capsular polysaccharide was found to be →4)-β-d-GlcNAc-(1→3)-β-d-ManNAcA-(1→. l-Alanine, l-serine, and l-threonine, in the molar ratios of ～1.0:1.0:0.3, were linked to C-6 of the d-mannosyluronic residue as amides; the (serine + alanine + threonine) to ManNAcA ratio was ～0.95:1.0. Removal of the amino acids by mild hydrolysis with sodium hydroxide resulted in a material that was cross-reactive with the native, type d polymer. The base-treated, type d polysaccharide was not observed to cross-react with either the H. influenzae type e or Escherichia coli K7 capsular polysaccharide, both of which are structurally similar to type d.     

Structural studies of the capsular polysaccharide elaborated by Haemophilus influenzae type d

The structure of the capsular polysaccharide elaborated by Haemophilus influenzae type d has been investigated, methylation analysis and n.m.r. spectrometry being the principal methods used. It is concluded that the polysaccharide is composed of repeating units having the structure: →4)-β-d-GlcpNAc-(1→3)-β-d-ManpNAcA-(1→. In addition, single residues of l-alanine, l-serine, or l-threonine, in the proportions 2:2:1, are linked, through their amino groups, to C-6 of the 2-acetamido-2-deoxy-β-d-mannopyranosyluronic acid residues. The degree of substitution (75-85%) varies for different preparations.     

Structural studies of the capsular antigen from streptococcus pneumoniae type 26

The structure of the capsular antigen from Pneumococcus type 26 has been determined by using methylation analysis, periodate-oxidation studies, and n.m.r. spectroscopy of the original and the dephosphorylated product. It is concluded that the polysaccharide is composed of repeating-units having the following structure.

The only difference between this structure and that of the type-6 antigen is that the α-l-rhamnopyranosyl residue is linked to O-4 of d-ribitol in the former, but to O-3 in the latter.     

Structural studies of an acidic polysaccharide from the mucin secreted by Drosera capensis

The polysaccharide of the mucin secreted by the leaves of Drosera capensis is composed of l-arabinose, d-xylose, d-galactose, d-mannose, and d-glucuronic acid in the molar ratio of 3.6:1.0:4.9:8.4:8.2. For structural elucidation, methylation analysis using g.l.c. and g.l.c.-m.s. was performed on the native, the carboxyl-reduced, and the degraded polysaccharides. Partial hydrolysis, periodate oxidation, chromium trioxide oxidation, and uronic acid degradation were also performed on the native and carboxyl-reduced polysaccharides. Partial hydrolysis of the native and carboxyl-reduced polysaccharides gave various oligosaccharides that were characterized and suggest a structure containing a d-glucurono-d-mannan backbone having a repeating unit → 4)-β-d-GlcpA-(1 → 2)-α-d-Manp-(1 →. l-Arabinose and d-xylose are present as nonreducing furanosyl and pyranosyl end-groups, respectively, both attached to O-3 of d-glucuronic acid residues of the backbone. d-Galactose is present as non-reducing pyranosyl end-group linked to O-3 of d-mannose residues.