Synthesis of the tetrasaccharide repeat unit of the O-antigen polysaccharide from Escherichia coli O77 employing the 2′-carboxybenzyl glycoside

2006 ◽  
Vol 84 (4) ◽  
pp. 506-515 ◽  
Author(s):  
Bo Ram Lee ◽  
Joo Mi Jeon ◽  
Jae Hyuk Jung ◽  
Heung Bae Jeon ◽  
Kwan Soo Kim
Keyword(s):  
Escherichia Coli ◽  
Repeat Unit ◽  
O Antigen ◽  
Glycosyl Donor ◽  
Glycosyl Donors

The synthesis of the suitably protected form (1) of the tetrasaccharide repeat unit, →2)-α-D-Manp-(1→2)-β-D-Manp-(1→3)-α-D-GlcpNAc-(1→6)-α-D-Manp-(1→ (A), of the O-antigen polysaccharide of the lipopolysaccharide from Escherichia coli O77 has been accomplished by latent–active glycosylation employing the 2′-carboxybenzyl (CB) gly coside method. In addition to previously used latent glycosyl donors, 2′-(benzyloxycarbonyl)benzyl (BCB) glycosides, new latent glycosyl donors, 2'-(allyloxycarbonyl)benzyl (ACB) glycosides, have been introduced as a direct precursor for the active CB glycosides. We also demonstrate that 4,6-O-benzylidene-2-azido-2-deoxy-α-D-mannopyranoside (7) has been readily prepared from D-glucosamine in good yield.Key words: Escherichia coli O77, glycosylation, 2′-carboxybenzyl (CB) glycosides, 2′-(allyloxycarbonyl)benzyl (ACB) glycosides, glycosyl donor.

scholarly journals Organization of Escherichia coli O157 O Antigen Gene Cluster and Identification of Its Specific Genes

1998 ◽  
Vol 66 (8) ◽  
pp. 3545-3551 ◽  
Author(s):  
Lei Wang ◽  
Peter R. Reeves
Keyword(s):  
Escherichia Coli ◽  
Gene Cluster ◽  
Repeat Unit ◽  
Gene Clusters ◽  
The United States ◽  
Fast Method ◽  
Gram Negative ◽  
E Coli ◽  
Antigen Gene ◽  
O Antigen

ABSTRACT The O157:H7 clone of Escherichia coli, which causes major, often prolonged outbreaks of gastroenteritis with hemolytic-uremic syndrome (HUS) such as those in Japan, Scotland, and the United States recently, is thought to be resident normally in cattle or other domestic animals. This clone is of major significance for public health and the food industry. We have developed a fast method for sequencing a given O antigen gene cluster and applied it to O157. The O157 O antigen gene cluster is 14 kb in length, comprising 12 genes and a remnant H-repeat unit. Based on sequence similarity, we have identified all the necessary O antigen genes, including five sugar biosynthetic pathway genes, four transferase genes, the O unit flippase gene, and the O antigen polymerase gene. By PCR testing against all 166 E. coli O serogroups and a range of gram-negative bacterial strains, including some that cross-react serologically with E. coli O157 antisera, we have found that certain O antigen genes are highly specific to O157 E. coli. This work provides the basis for a sensitive test for rapid detection of O157 E. coli. This is important both for decisions on patient care, since early treatment may reduce the risk of life-threatening complications, and for detection of sources of contamination. The method for fast sequencing of O antigen gene clusters plus an ability to predict which genes will be O antigen specific will enable PCR tests to be developed as needed for other clones of E. coli or, once flanking genes are identified, clones of any gram-negative bacterium.

Improved Synthesis of the Tetrasaccharide Repeat Unit of the O-Antigen Polysaccharide from Escherichia coli O77.

ChemInform ◽  
2007 ◽  
Vol 38 (17) ◽  
Author(s):  
Bo-Young Lee ◽  
Ju Yuel Baek ◽  
Heung Bae Jeon ◽  
Kwan Soo Kim
Keyword(s):  
Escherichia Coli ◽  
Repeat Unit ◽  
O Antigen

Spheroplasts of enteropathogenic Escherichia coli. I. Biological characteristics

1968 ◽  
Vol 14 (6) ◽  
pp. 675-678 ◽  
Author(s):  
B. Diena ◽  
R. Wallace ◽  
L. Greenberg
Keyword(s):  
Escherichia Coli ◽  
Tissue Culture ◽  
Biological Characteristics ◽  
Enteropathogenic Escherichia Coli ◽  
E Coli ◽  
O Antigen ◽  
Pathogenic Serotypes

The properties of glycine-induced spheroplasts of six pathogenic serotypes of E. coli were investigated. Fimbriae and flagella appeared to be only partially synthesized as was the somatic O antigen. Cytopathogenicity of these spheroplasts for tissue culture was reduced and the infection of the monolayers was retarded as compared with the normal bacillary forms. Sensitivity to phage was almost completely lost, suggesting that glycine had either interfered with the synthesis of phage receptors or had altered the mucopeptide layerwhich is the substrate for phage enzymes. Alternatively, the phage may become a prophage inside the spheroplast with the loss of virulence.

scholarly journals Engineering N-linked protein glycosylation with diverse O antigen lipopolysaccharide structures in Escherichia coli

2005 ◽  
Vol 102 (8) ◽  
pp. 3016-3021 ◽  
Author(s):  
M. F. Feldman ◽  
M. Wacker ◽  
M. Hernandez ◽  
P. G. Hitchen ◽  
C. L. Marolda ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Protein Glycosylation ◽  
O Antigen

Structure and gene cluster of the O antigen of Escherichia coli F17, a candidate for a new O-serogroup

2019 ◽  
Vol 124 ◽  
pp. 389-395 ◽  
Author(s):  
Yuriy A. Knirel ◽  
Pavel A. Ivanov ◽  
Sofiya N. Senchenkova ◽  
Olesya I. Naumenko ◽  
Olga O. Ovchinnikova ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Gene Cluster ◽  
O Antigen

Structural studies of the Escherichia coli O-antigen 25

1983 ◽  
Vol 122 (2) ◽  
pp. 249-256 ◽  
Author(s):  
Lennart Kenne ◽  
Bengt Lindberg ◽  
John K. Madden ◽  
Alf A. Lindberg ◽  
Peter Gemski
Keyword(s):  
Escherichia Coli ◽  
Structural Studies ◽  
O Antigen

scholarly journals P fimbriae and other adhesins enhance intestinal persistence of Escherichia coli in early infancy

1998 ◽  
Vol 121 (3) ◽  
pp. 599-608 ◽  
Author(s):  
I. ADLERBERTH ◽  
C. SVANBORG ◽  
B. CARLSSON ◽  
L. MELLANDER ◽  
L.-Å. HANSON ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Cell Line ◽  
Intestinal Epithelial Cells ◽  
Antigen Expression ◽  
Intestinal Epithelial ◽  
E Coli ◽  
O Antigen ◽  
Ht 29 ◽  
Intestinal Persistence

Resident and transient Escherichia coli strains were identified in the rectal flora of 22 Pakistani infants followed from birth to 6 months of age. All strains were tested for O-antigen expression, adhesin specificity (P fimbriae, other mannose-resistant adhesins or type 1 fimbriae) and adherence to the colonic cell line HT-29. Resident strains displayed higher mannose- resistant adherence to HT-29 cells, and expressed P fimbriae (P=0·0036) as well as other mannose-resistant adhesins (P=0·012) more often than transient strains. In strains acquired during the first month of life, P fimbriae were 12 times more frequent in resident than in transient strains (P=0·0006). The O-antigen distribution did not differ between resident and transient strains, and none of the resident P-fimbriated strains belonged to previously recognized uropathogenic clones. The results suggest that adhesins mediating adherence to intestinal epithelial cells, especially P fimbriae, enhance the persistence of E. coli in the large intestine of infants.

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