4,6-O-(1-Carboxyethylidene)-D-mannose as a Structural Unit in Capsular Polysaccharide of Klebsiella K-type 5

1972 ◽  
Vol 50 (14) ◽  
pp. 2382-2384 ◽  
Author(s):  
G. G. S. Dutton ◽  
M. T. Yang

Methylation, periodate oxidation, and partial hydrolysis techniques have each been used to demonstrate the presence of 4,6-O-(1-carboxyethylidene)-D-mannopyranosyl units in the capsular polysaccharide of Klebsiella K-type 5. The structure of this polysaccharide differs from those known for other Klebsiella capsules by the lack of any carbohydrate side chain. A repeating unit of[Formula: see text](plus one unassigned O-acetyl group) is in accord with the experimental data.

1973 ◽  
Vol 51 (18) ◽  
pp. 3015-3020 ◽  
Author(s):  
Yuen-Min Choy ◽  
Guy G. S. Dutton

Methylation, periodate oxidation, and partial hydrolysis studies on the capsular polysaccharide, and on the carboxyl reduced polymer, of Klebsiella K20 show the structure to consist of a repeating unit[Formula: see text]The anomeric linkages were determined by p.m.r. spectroscopy of the carboxyl reduced polysaccharide, and periodate degraded polysaccharides. The p.m.r. spectroscopy of the original polysaccharide also showed the presence in the polysaccharide of one O-acetyl group per eight sugar residues.


1973 ◽  
Vol 51 (18) ◽  
pp. 3021-3026 ◽  
Author(s):  
Yuen-Min Choy ◽  
Guy G. S. Dutton

Methylation, periodate oxidation, and partial hydrolysis studies on the capsular polysaccharide of Klebsiella K-type 56 show the structure to be a repeating unit consisting of[Formula: see text]The nature of the anomeric linkages was determined by p.m.r. spectroscopy of isolated oligosaccharides. The position of the L-rhamnose side chain was defined by characterization of the di- and tetrasaccharides obtained by partial hydrolysis of the fully methylated polysaccharide.This structure represents the first capsular polysaccharide lacking uronic acid to be studied in the genus Klebsiella.


1973 ◽  
Vol 51 (11) ◽  
pp. 1826-1832 ◽  
Author(s):  
Guy G. S. Dutton ◽  
Mo-Tai Yang

Methylation, periodate oxidation and partial hydrolysis studies on the capsular polysaccharide, and on the carboxyl reduced polymer of Klebsiella K5 show the structure to consist of a repeating unit:[Formula: see text]The polysaccharide has a molecular weight (by gel filtration) of 9 × 105 and is the first Klebsiella capsule to be found lacking a carbohydrate side chain. The proportion of O-acetyl and pyruvate groups was determined by p.m.r. spectroscopy.


1973 ◽  
Vol 51 (11) ◽  
pp. 1819-1825 ◽  
Author(s):  
Yuen-Min Choy ◽  
Guy G. S. Dutton ◽  
Alberto M. Zanlungo

Methylation, periodate oxidation, and partial hydrolysis studies on the capsular polysaccharide, and on the carboxyl reduced polymer, of Klebsiella K24 show the structure to consist of a repeating unit[Formula: see text]The anomeric linkages were determined in isolated oligosaccharides by p.m.r. spectroscopy which also showed the presence in the polysaccharide of one O-acetyl group per seven or eight sugar residues. The O-acetyl is tentatively assigned to one of the D-mannose units.


1974 ◽  
Vol 139 (3) ◽  
pp. 633-643 ◽  
Author(s):  
James A. Lomax ◽  
George W. Gray ◽  
Stephen G. Wilkinson

Studies of the lipopolysaccharide of Pseudomonas alcaligenes strain BR 1/2 were extended to the polysaccharide moiety. The crude polysaccharide, obtained by mild acid hydrolysis of the lipopolysaccharide, was fractionated by gel filtration. The major fraction was the phosphorylated polysaccharide, for which the approximate proportions of residues were; glucose (2), rhamnose (0.7), heptose (2–3), galactosamine (1), alanine (1), 3-deoxy-2-octulonic acid (1), phosphorus (5–6). The heptose was l-glycero-d-manno-heptose. The minor fractions from gel filtration contained free 3-deoxy-2-octulonic acid, Pi and PPi. The purified polysaccharide was studied by periodate oxidation, methylation analysis, partial hydrolysis, and dephosphorylation. All the rhamnose and part of the glucose and heptose occur as non-reducing terminal residues. Other glucose residues are 3-substituted, and most heptose residues are esterified with condensed phosphate residues, possibly in the C-4 position. Free heptose and a heptosylglucose were isolated from a partial hydrolysate of the polysaccharide. The location of galactosamine in the polysaccharide was not established, but either the C-3 or C-4 position appears to be substituted and a linkage to alanine was indicated. In its composition, the polysaccharide from Ps. alcaligenes resembles core polysaccharides from other pseudomonads: no possible side-chain polysaccharide was detected.


1976 ◽  
Vol 153 (2) ◽  
pp. 181-190 ◽  
Author(s):  
D R Martin ◽  
R J P Williams

An n.m.r. spectroscopy study of pure alamethicin shows it to be a linear polypeptide of 19 residues. The N-terminus is blocked by an acetyl group, and the eighteenth residue, glutamic acid, is linked by an amide bond on its side chain to phenylalaninol (Fig. 6). The new formula is confirmed by a comparison between pure chemical compounds and the products of partial hydrolysis.


1984 ◽  
Vol 62 (2-3) ◽  
pp. 108-114 ◽  
Author(s):  
Malcolm B. Perry ◽  
Lorne A. Babiuk

The antigenic polysaccharide side chain of the cell wall lipopolysaccharide of Pasteurella haemolytica (serotype 4) was investigated by methylation, periodate oxidation, partial hydrolysis, and 13C and 1H nuclear magnetic resonance analysis methods and was found to be a simple unbranched linear polymer composed of a disaccharide repeating unit having the structure —3)-α-D-Galp-(1—3)-β-D-Galf-(1—.


2013 ◽  
Vol 91 (2) ◽  
pp. 49-58 ◽  
Author(s):  
Marie-Rose Van Calsteren ◽  
Fleur Gagnon ◽  
Cynthia Calzas ◽  
Guillaume Goyette-Desjardins ◽  
Masatoshi Okura ◽  
...  

The capsular polysaccharide (CPS) of Streptococcus suis serotype 14 was purified, chemically modified, and characterized. Sugar and absolute configuration analyses gave the following CPS composition: d-Gal, 3; d-Glc, 1; d-GlcNAc, 1; d-Neu5Ac, 1. The Sambucus nigra lectin, which recognizes the Neu5Ac(α2–6)Gal/GalNAc sequence, showed binding to the native CPS. Sialic acid was found to be terminal, and the CPS was quantitatively desialylated by mild acid hydrolysis. It was also submitted to periodate oxidation followed by borohydride reduction and Smith degradation. Sugar and methylation analyses,1H and13C nuclear magnetic resonance, and mass spectrometry of the native CPS or of its specifically modified products allowed to determine the repeating unit sequence: [6)[Neu5Ac(α2–6)Gal(β1–4)GlcNAc(β1–3)]Gal(β1–3)Gal(β1–4)Glc(β1–]n. S. suis serotype 14 CPS has an identical sialic acid-containing side chain as serotype 2 CPS, but differs by the absence of rhamnose in its composition. The same side chain is also present in group B Streptococcus type Ia CPS, except that in the latter sialic acid is 2,3- rather than 2,6-linked to the following galactose. A correlation between the S. suis CPS sequence and genes of the serotype 14 cps locus encoding putative glycosyltransferases and polymerase responsible for the biosynthesis of the repeating unit is proposed.


1988 ◽  
Vol 66 (7) ◽  
pp. 758-771 ◽  
Author(s):  
James C. Richards ◽  
Malcolm B. Perry

The specific capsular polysaccharide of Streptococcus pneumoniae serotype 23F (American type 23) is composed of a repeating tetrasaccharide unit containing D-glucose (one part), D-galactose (one part), L-rhamnose (two parts), glycerol (one part), and phosphate (one part). By composition analysis, optical rotation, partial hydrolysis, periodate oxidation, methylation, and high-resolution 1H and 13C nuclear magnetic resonance studies, the elucidated unambiguous structure was in agreement with our earlier proposal but is at variance with structures proposed later by other authors. The structure of the type 23F pneumococcal polysaccharide is[Formula: see text]


1984 ◽  
Vol 62 (8) ◽  
pp. 666-677 ◽  
Author(s):  
James C. Richards ◽  
Malcolm B. Perry ◽  
Peter J. Kniskern

The specific capsular polysaccharide of Streptococcus pneumoniae type 33F (American type 70) is composed of D-galactose (5 parts), D-glucose (1 part), and O-acetyl (ca. 0.4 parts). Periodate oxidation, partial hydrolysis, and 1H and 13C nuclear magnetic resonance studies showed that the polysaccharide is a high molecular weight polymer of a repeating hexasaccharide unit having the structure:[Formula: see text]


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