Klebsiella Polysaccharides

Among other polysaccharides studied were those elaborated by Neisseria per-flava (starch-type polysaccharide), Polytomella coeca (a starch richer in amy-lopectin than most natural starches), Pseudomonas morsprunorum (Wormald) (levan), Acetobacter acetigenum (cellulose), Aerobacter aerogenes (NCTC 8172) (Klebsiella Type 164), Bacillus megaterium. Bacterium pruni, and Bacterium prunicola (polyfructoses of the levan type). 

A number of 3-deoxyglyculosonic acids have been identified. These substances are acid-labile and are decomposed on hydrolysis with acid under normal conditions, and have therefore often escaped detection in the past. The simplest member of this class, 3-deoxy-L- /yccro-pentulosonic acid (26), occurs as terminal groups in the capsular polysaccharide from Klebsiella K38. Pyranosidic 3-deoxy-D-r/ircohexulosonic acid is a component of the Vibrio parahaemolyticus 07 and 012 LPS. The same acid, as )3-py-ranosyl groups, is also present in the extracellular polysaccharide from Azo-tobacter vinelandii. ... 

The pyruvic acid may also be linked to vicinal positions. When linked to 0-3 and 0-4 of a D-galactopyranosyl residue (40), the dioxolane ring becomes cw-fused. In the limited number of known examples, the absolute configuration at the acetalic carbon atom is (S), as in 40. There are some examples of tra -fused dioxolane rings, and these are more sensitive to hydrolysis with acid than the others. Thus, pyruvic acid is acetalically linked to 0-3 and 0-4 of an a-L-rhamnopyranosyl residue in the Klebsiella type 72 capsular polysaccharide, to 0-2 and 0-3 of an a-D-galactopyranosyl residue in the Streptococcus pneumoniae type 4 capsular polysaccharide, and to 0-2 and 0-3 of a S-D-glucopyranosyluronic acid residue in the Klebsiella K1 capsular polysaccharide. " In the extracellular polysaccharide from... 

Klebsiella K12, pyruvic acid is acetalically linked to 0-5 and 0-6 of a y -D-galactofuranosyl residue. Pyruvic acid is further acetalically linked to 0-4 and 0-5 of a D-mannitol residue in an unusual type of teichoic acid from Brevibacterium iodinum The absolute configuration at the acetalic carbon atom is (S) in the 5. pneumoniae type 4 polysaccharide, but it has not yet been determined for the other polymers. 

In the cell-wall antigen from Staphylococcus aureus M, taurine is linked as an amide (51) to a 2-acetamido-2-deoxy-D-galactosyluronic residue. l-Threonine and L-glutamic acid are linked as amides to D-glucuronic acid residues in the LPS from Rhodopseudomonas sphaeroides ATCC 17023 and in the capsular polysaccharide from Klebsiella K82, respectively. In the capsular polysaccharide from E. coli K54, L-serine and L-threonine, in the ratio 1 9, are linked to the carboxyl group of a D-glucuronic acid residue. In the capsular polysaccharide from Haemophilus influenzae type d,... 

Bitton, G. and Freihofer, V., Influence of extracellular polysaccharides on the toxicity of copper and cadmium toward Klebsiella aerogenes, Microb Ecol, 4 (2), 119-125, 1977. 

The sodium salt form of the Klebsiella K5 polysaccharide crystallizes in a 2(1.35) helical conformation. The intrachain hydrogen-bonds are (i) OH-3-(GlcpA)—0-5-(Manp), (ii) OH-3-(Glcp)—0-5-(GlcpA), and (Hi) OH-2-(Manp)—0-2-(Glcp). 

Similarly, methylation analysis of a partially hydrolyzed sample of the Klebsiella type 38 capsular polysaccharide, composed of pentasaccharide repeating units (5), revealed that the terminal 3-deoxy-L-g/ycero-pentulosylonic acid group (6) was located at 0-3 of a D-galac-tosyl residue (7), as the 6-O-methyl-D-galactose in the methylation... 

Structural studies on the oligosaccharide derivatives obtained by partial, acid hydrolysis of fully methylated polysaccharides often furnish valuable information on the positions at which the oligosaccharides were linked in the original polysaccharide. When the folly methylated Klebsiella O group 9 lipopolysaccharide,27 which contains D-galactopyranose and D-galactoforanose residues, was subjected to mild, acid hydrolysis, and the product reduced with lithium aluminum deuteride and remethylated with trideuteriomethyl iodide, a good yield of the disaccharide derivative 10 was obtained. 

Partial hydrolysis of a fully methylated polysaccharide and investigation of the products as just described may provide valuable information, even when the partial hydrolysis is not very selective. The method has been used in studies of the Klebsiella type 38 (Ref. 17) and type 52 (Ref. 28) capsular polysaccharides. In their studies of the Klebsiella type 56 capsular polysaccharide, Choy and Dutton used a modification of this method.29... 

On treatment of the methylated Klebsiella type 52 capsular polysaccharide,28 composed of hexasaccharide repeating-units (63), with a... 

Uronic acid degradation of the fully methylated Klebsiella type 47 capsular polysaccharide120 results in a partially methylated polysaccharide having a disaccharide repeating-unit (see Section IV,2, p. 218), in which the hydroxyl groups at C-3 in the L-rhamnose residues are free. Oxidation with ruthenium tetraoxide consequently gave the product 82, which, on treatment with base, followed by... 

In the sequence analysis of the Klebsiella type 59 capsular polysaccharide, the terminal D-glucuronic acid residue was eliminated... 

The method has also been applied to acetylated polysaccharides. Thus, whereas the D-mannopyranose residue in the acetylated lipo-polysaccharide from Salmonella typhi was found to be inert, that in Salmonella Strasbourg was oxidized, demonstrating that the former is a-D-linked and the latter /3-D-linked.154 The D-mannose residues in the acetylated lipopolysaccharide from Klebsiella O-group 3 were found resistant to oxidation, and are consequently a-D-linked."... 

Further examples of modified Smith degradation, in which the polyalcohol is methylated prior to hydrolysis under mild conditions, uronic acid degradation, and /3-elimination preceded by oxidation have been reported in connection with structural studies on the Klebsiella type 28 (Ref. 182), 57 (Ref. 183), 59 (Ref. 142), and 81 (Ref. 184) capsular polysaccharides. 

Bitton, G., Henis, Y. Lahav, N. (1976). Influence of clay minerals, humic acid and bacterial capsular polysaccharide on the survival of Klebsiella aerogenes exposed to drying and heating in soils. Plant and Soil, 45, 65-74. 

For example, the native, capsular polysaccharide from Klebsiella aero-genes type K54 incubated with a bacteriophage-induced enzyme, gave an... 

Oligosaccharides Released by Phage Hydrolysis of Klebsiella Polysaccharides... 

The O-antigen polysaccharides of Klebsiella serotype 05 and Escherichia coli 08 were prepared by mild hydrolysis of the lipopolysaccharides. A bacteriophage enzyme hydrolyzed both polymers,3150 giving the trisaccharide /3-D-Man-(l - 2)-a-D-Man-(l -> 2)-D-Man. 

It is necessary to postulate the existence of a previously unknown, modification reaction of glycosyl nucleotides, that is, deoxygenation at C-4, in order to explain the formation of 4-deoxy-D-arafc//io-hexose, a monosaccharide constituent of Citrobacter lipopolysaccharide.202 4-Deoxy-L-threo-hex-4-enuronic acid, found in Klebsiella K22 polysaccharide,203 may be formed through dehydration of the D-galacturonic acid group or residue, either in the glycosyl nucleotide, or in the polysaccharide. 

Deoxy-L-g/ycero-pentulosonic acid was found to be present in Klebsiella K38 polysaccharide249 and 3-deoxy-D-threo-hexulosonic acid was identified as a component of Azotobacter capsular polysaccharide.2S0 O-Specific polysaccharides of Pseudomonas aeruginosa and Shigella boydii were shown2SI... 

The biosynthesis of other O-specific polysaccharides has still not been investigated. The only additional example of demonstration of such a process is in the formation of (l->3)-a-D-galactan, the Ol antigen of Klebsiella.333 UDP-Gal was identified as the glycosyl donor in the reaction, but further details of the mechanism remain unclear. 

Some results of studies on the biosynthesis of two other Klebsiella capsular polysaccharides have also been reported. In the case of type 2 specific polysaccharide336 (27), incorporation of the D-mannosyl group from GDP-Man into glycosyl-lipids and the polymer, catalyzed by a cell-envelope... 

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