scholarly journals Structural studies on colanic acid, the common exopolysaccharide found in the Enterobacteriaceae, by partial acid hydrolysis. Oligosaccharides from colanic acid

1969 ◽  
Vol 115 (5) ◽  
pp. 935-945 ◽  
Author(s):  
I. W. Sutherland
Keyword(s):  
Escherichia Coli ◽  
Salmonella Typhimurium ◽  
Pyruvic Acid ◽  
Glucuronic Acid ◽  
Periodate Oxidation ◽  
Structural Studies ◽  
Acid Biosynthesis ◽  
Partial Acid Hydrolysis ◽  
Colanic Acid ◽  
The Common

The exopolysaccharide slime colanic acid has been isolated from representative strains of Escherichia coli, Salmonella typhimurium and Aerobacter cloacae. Analysis showed that each polymer contained glucose, galactose, fucose and glucuronic acid, together with acetate and pyruvate. The molar proportions of these components were 1:1·8:1·9:1:1:1 approximately. On the basis of periodate oxidation of the natural and deacetylated polysaccharide, glucose is proposed as the site of the acetyl groups. The pyruvate is attached to galactose. Three neutral oligosaccharides and ten electrophoretically mobile oligosaccharides were isolated and partially characterized. Four of the fragments were esters of pyruvic acid. Most oligosaccharides were isolated from all three polysaccharide preparations. Three further oligosaccharides were isolated from carboxyl-reduced colanic acid and sodium borotritide was used to label the glucose derived from glucuronic acid in these fragments. One trisaccharide was obtained from periodate-oxidized polysaccharide. On the basis of these oligosaccharides a repeating hexasaccharide unit of the following structure is proposed: [Formula: see text] The significance of this structure in colanic acid biosynthesis is discussed.

scholarly journals Metabolic engineering of indole pyruvic acid biosynthesis in Escherichia coli with tdiD

2017 ◽  
Vol 16 (1) ◽  
Author(s):  
Yelin Zhu ◽  
Yan Hua ◽  
Biao Zhang ◽  
Lianhong Sun ◽  
Wenjie Li ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Metabolic Engineering ◽  
Pyruvic Acid ◽  
Acid Biosynthesis

scholarly journals Structural analysis of colanic acid from Escherichia coli by using methylation and base-catalysed fragmentation. Comparison with polysaccharides from other bacterial sources

1969 ◽  
Vol 115 (5) ◽  
pp. 947-958 ◽  
Author(s):  
C. J. Lawson ◽  
C. W. McCleary ◽  
Henry I. Nakada ◽  
D. A. Rees ◽  
I. W. Sutherland ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Pyruvic Acid ◽  
Hydrolysis Product ◽  
Acid Methyl Ester ◽  
Extracellular Polysaccharide ◽  
Partial Hydrolysis ◽  
Capsular Polysaccharides ◽  
E Coli ◽  
Colanic Acid ◽  
Bacterial Sources

Essentially the same methanolysis products were obtained after methylation of the slime and capsular polysaccharides from Escherichia coli K12 (S53 and S53C sub-strains) and the slime polysaccharides from E. coli K12 (S61), Aerobacter cloacae N.C.T.C. 5290 and Salmonella typhimurium SL1543. These were the methyl glycosides of 2-O-methyl-l-fucose, 2,3-di-O-methyl-l-fucose, 2,3-di-O-methyl-d-glucuronic acid methyl ester, 2,4,6-tri-O-methyl-d-glucose, 2,4,6-tri-O-methyl-d-galactose and the pyruvic acid ketal, 4,6-O-(1′-methoxycarbonylethylidene)-2,3-O-methyl-d-galactose. All were identified as crystalline derivatives from an E. coli polysaccharide. The structure of the ketal was proved by proton-magnetic-resonance and mass spectrometry, and by cleavage to pyruvic acid and 2,3-di-O-methyl-d-galactose. All these polysaccharides are therefore regarded as variants on the same fundamental structure for which the name colanic acid is adopted. Although containing the same sugar residues, quite different methanolysis products were obtained after methylation of the extracellular polysaccharide from Klebsiella aerogenes (1.2 strain). The hydroxypropyl ester of E. coli polysaccharide, when treated with base under anhydrous conditions, underwent β-elimination at the uronate residues with release of a 4,6-O-(1′-alkoxycarbonylethylidene)-d-galactose. Together with the identification of 3-O-(d-glucopyranosyluronic acid)-d-galactose as a partial hydrolysis product, this establishes the nature of most, if not all, of the side chains as O-[4,6-O-(1′-carboxyethylidene)-d-galactopyranosyl]-(1→4)-O-(d-glucopyranosyluronic acid)-(1→3)-d-galactopyranosyl…

Structure of the acidic capsular polysaccharide of Cryptococcus laurentii (NRRL Y-1401)

1982 ◽  
Vol 60 (2) ◽  
pp. 124-130 ◽  
Author(s):  
Malcolm B. Perry ◽  
Ann C. Webb
Keyword(s):  
Molecular Weight ◽  
Capsular Polysaccharide ◽  
Glucuronic Acid ◽  
Optical Rotation ◽  
Periodate Oxidation ◽  
Regular Structure ◽  
Cryptococcus Laurentii ◽  
Partial Acid Hydrolysis ◽  
Magnetic Resonance Studies ◽  
Structure Formula

The capsular polysaccharide produced by Cryptococcus laurentii (NRRL Y-1401) is composed of D-mannose (3 mol), D-glucuronic acid (1 mol), D-xylose (1 mol), and O-acetyl (~1 mol). Methylation, periodate oxidation, partial acid hydrolysis, optical rotation, and nuclear magnetic resonance studies showed that the polysaccharide is a high molecular weight branched polymer of regular structure having a repeating pentasaccharide unit with the structure:[Formula: see text]

Structural analysis of the specific polysaccharide of Streptococcus pneumoniae type 9L (American type 49)

1984 ◽  
Vol 62 (12) ◽  
pp. 1309-1320 ◽  
Author(s):  
James C. Richards ◽  
Malcolm B. Perry ◽  
Peter J. Kniskern
Keyword(s):  
Streptococcus Pneumoniae ◽  
Nitrous Acid ◽  
Capsular Polysaccharide ◽  
Glucuronic Acid ◽  
Optical Rotation ◽  
Periodate Oxidation ◽  
Part D ◽  
Partial Acid Hydrolysis ◽  
Specific Polysaccharide ◽  
Structure Formula

The specific capsular polysaccharide produced by Streptococcus pneumoniae type 9L (American type 49) is composed of D-galactose (one part), D-glucose (one part), D-glucuronic acid (one part), 2-acetamido-2-deoxy-D-mannose (one part) and 2-acetamido-2-deoxy-D-glucose (one part). Partial acid hydrolysis, periodate oxidation, nitrous acid deamination, optical rotation, methylation and 13C and 1H nuclear magnetic resonance studies showed that the polysaccharide is an unbranched high molecular weight linear polymer of a repeating pentasaccharide unit having the structure:[Formula: see text]

EXOCELLULAR BACTERIAL POLYSACCHARIDE FROM XANTHOMONAS CAMPESTRIS NRRL B-1459: PART I. CONSTITUTION

1962 ◽  
Vol 40 (11) ◽  
pp. 2066-2071 ◽  
Author(s):  
J. H. Sloneker ◽  
Allene Jeanes
Keyword(s):  
Acid Hydrolysis ◽  
Pyruvic Acid ◽  
Potassium Salt ◽  
Xanthomonas Campestris ◽  
Glucuronic Acid ◽  
Solution Viscosity ◽  
Bacterial Polysaccharide ◽  
Partial Acid Hydrolysis ◽  
Acid Stable ◽  
End Group

Polysaccharide B-1459 is the first bacterial polysaccharide reported to contain pyruvic acid as a constituent. The polysaccharide, isolated as the potassium salt, was shown to be composed of D-glucose, D-mannose, and D-glucuronic acid, acetic acid, and pyruvic acid in the ratio 2.8:3.0:2.0:1.7:0.51–0.63. One-third of the total mannose was released readily as free mannose by graded acid hydrolysis with only a slow loss of the high solution viscosity. The remainder of the mannose was isolated as the acid-stable aldobiouronic acid 2-O-(β-D-glucopyranosyluronic acid)-D-mannose. Partial acid hydrolysis and preparative paper chromatography afforded two higher oligosaccharides: an aldotriouronic acid composed of glucuronic acid β-linked 1,2 to mannose with glucose as the reducing end group, and what appears to be an aldotetraouronic acid composed of glucuronic acid, mannose, and glucose.

scholarly journals Colanic acid biosynthesis in Escherichia coli is dependent on lipopolysaccharide structure and glucose availability

2020 ◽  
Vol 239 ◽  
pp. 126527
Author(s):  
Chenhui Wang ◽  
Hailing Zhang ◽  
Jianli Wang ◽  
Shanshan Chen ◽  
Zhen Wang ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Acid Biosynthesis ◽  
Colanic Acid ◽  
Glucose Availability
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