scholarly journals Synthesis of the pentasaccharide repeating unit of the O-antigen of E. coli O117:K98:H4

2014 ◽  
Vol 10 ◽  
pp. 2724-2728 ◽  
Author(s):  
Pintu Kumar Mandal

The pentasaccharide repeating unit of the O-antigen of E. coli O117:K98:H4 strain has been synthesized using a combination of sequential glycosylations and [3 + 2] block synthetic strategy from the suitably protected monosaccharide intermediates. Thioglycosides and glycosyl trichloroacetimidate derivatives have been used as glycosyl donors in the glycosylations.

2020 ◽  
Vol 16 ◽  
pp. 106-110 ◽  
Author(s):  
Tapasi Manna ◽  
Arin Gucchait ◽  
Anup Kumar Misra

A straightforward sequential synthetic strategy has been developed for the synthesis of a pentasaccharide repeating unit corresponding to the cell wall O-antigen of the Escherichia albertii O4 strain in very good yield with the desired configuration at the glycosidic linkages using thioglycosides and trichloroacetimidate derivatives as glycosyl donors and perchloric acid supported over silica (HClO4/SiO2) as a solid supported protic acid glycosyl activator. The expected configuration at the glycosidic linkages was achieved using a reasonable selection of protecting groups in the manosaccharide intermediates.


1968 ◽  
Vol 14 (6) ◽  
pp. 675-678 ◽  
Author(s):  
B. Diena ◽  
R. Wallace ◽  
L. Greenberg

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.


1998 ◽  
Vol 121 (3) ◽  
pp. 599-608 ◽  
Author(s):  
I. ADLERBERTH ◽  
C. SVANBORG ◽  
B. CARLSSON ◽  
L. MELLANDER ◽  
L.-Å. HANSON ◽  
...  

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.


2021 ◽  
Author(s):  
Julie Marin ◽  
Olivier Clermont ◽  
Guilhem Royer ◽  
Melanie Mercier-Darty ◽  
Jean-Winoc Decousser ◽  
...  

Escherichia coli is a commensal species of the lower intestine, but also a major pathogen causing intestinal and extra-intestinal infections. Most studies on genomic evolution of E. coli used isolates from infections, and/or focused on antibiotic resistance, but neglected the evolution of virulence. Here instead, we whole-genome sequenced a collection of 436 E. coli isolated from fecal samples of healthy adult volunteers in France between 1980 and 2010. These isolates were distributed among 159 sequence types (STs), the five most frequent being ST10 (15.6%), ST73 (5.5%) and ST95 (4.8%), ST69 (3.7%) and ST59 (3.7%), and 230 O:H serotypes. ST and serotype diversity increased over time. Comparison with 912 E. coli bacteremia isolates from similar region and time showed a greater diversity in commensal isolates. The O1, O2, O6 and O25-groups used in bioconjugate O-antigen vaccine were found in only 63% of the four main STs associated with a high risk of bacteremia (ST69, ST73, ST95 and ST131). In commensals, STs associated with a high risk of bacteremia increased in frequency. Both extra-intestinal virulence-associated genes and resistance to antibiotics increased in frequency. Evolution of virulence genes was driven by both clonal expansion of STs with more virulence genes, and increases in frequency within STs, whereas the evolution of resistance was dominated by increases in frequency within STs. This study provides a unique picture of the phylogenomic evolution of E. coli in its human commensal habitat over a 30-year period and suggests that the efficacy of O-antigen vaccines would be threatened by serotype replacement.


2019 ◽  
Vol 44 (6) ◽  
pp. 655-683 ◽  
Author(s):  
Bin Liu ◽  
Axel Furevi ◽  
Andrei V Perepelov ◽  
Xi Guo ◽  
Hengchun Cao ◽  
...  

ABSTRACT Escherichia coli includes clonal groups of both commensal and pathogenic strains, with some of the latter causing serious infectious diseases. O antigen variation is current standard in defining strains for taxonomy and epidemiology, providing the basis for many serotyping schemes for Gram-negative bacteria. This review covers the diversity in E. coli O antigen structures and gene clusters, and the genetic basis for the structural diversity. Of the 187 formally defined O antigens, six (O31, O47, O67, O72, O94 and O122) have since been removed and three (O34, O89 and O144) strains do not produce any O antigen. Therefore, structures are presented for 176 of the 181 E. coli O antigens, some of which include subgroups. Most (93%) of these O antigens are synthesized via the Wzx/Wzy pathway, 11 via the ABC transporter pathway, with O20, O57 and O60 still uncharacterized due to failure to find their O antigen gene clusters. Biosynthetic pathways are given for 38 of the 49 sugars found in E. coli O antigens, and several pairs or groups of the E. coli antigens that have related structures show close relationships of the O antigen gene clusters within clades, thereby highlighting the genetic basis of the evolution of diversity.


2020 ◽  
Vol 58 (11) ◽  
Author(s):  
Atsushi Iguchi ◽  
Hironobu Nishii ◽  
Kazuko Seto ◽  
Jiro Mitobe ◽  
Kenichi Lee ◽  
...  

ABSTRACT The O-serogrouping of pathogenic Escherichia coli is a standard method for subtyping strains for epidemiological studies and controls. O-serogroup diversification shows a strong association with the genetic diversity in some O-antigen biosynthesis gene clusters. Through genomic studies, in addition to the types of O-antigen biosynthesis gene clusters (Og-types) from conventional O-serogroup strains, a number of novel Og-types have been found in E. coli isolates. To assist outbreak investigations and surveillance of pathogenic E. coli at inspection institutes, in previous studies, we developed PCR methods that could determine almost all conventional O-serogroups and some novel Og-types. However, there are still many Og-types that may not be determined by simple genetic methods such as PCR. Thus, in the present study, we aimed to develop an additional Og-typing PCR system. Based on the novel Og-types, including OgN32, OgN33, and OgN34, presented in this study, we designed an additional 24 PCR primer pairs targeting 14 novel and 2 diversified E. coli Og-types and 8 Shigella-unique Og-types. Subsequently, we developed 5 new multiplex PCR sets consisting of 33 primers, including the aforementioned 24 primers and 9 primers reported in previous studies. The accuracy and specificity of the PCR system was validated using approximately 260 E. coli and Shigella O-serogroup and Og-type reference strains. The Og-typing PCR system reported here can determine a wide range of Og-types of E. coli and may help epidemiological studies, in addition to the surveillance of pathogenic E. coli.


1958 ◽  
Vol 108 (5) ◽  
pp. 731-752 ◽  
Author(s):  
Tsunehisa Amano ◽  
Walther F. Goebel ◽  
Elizabeth Miller Smidth

By immunological means it has been shown that colicine K is associated with the O antigen of the colicinogenic bacillus E. coli K235 L+OC+. The colicine K-O antigen complex elicits the formation of at least two types of antibodies, one a precipitin, the other a colicine-neutralizing antibody. The first precipitates colicine K without neutralizing it, the second neutralizes the colicine without precipitating it. Unlike the purified colicine K complex, the colicine protein component of the O antigen is precipitable by the neutralizing antibody. There is no demonstrable serological relationship between colicine K and phage T6. These two agents must be considered to be separate and distinct entities.


2014 ◽  
Vol 197 (5) ◽  
pp. 905-912 ◽  
Author(s):  
Yuriy A. Knirel ◽  
Nikolai S. Prokhorov ◽  
Alexander S. Shashkov ◽  
Olga G. Ovchinnikova ◽  
Evelina L. Zdorovenko ◽  
...  

The O polysaccharide of the lipopolysaccharide (O antigen) of Gram-negative bacteria often serves as a receptor for bacteriophages that can make the phage dependent on a given O-antigen type, thus supporting the concept of the adaptive significance of the O-antigen variability in bacteria. The O-antigen layer also modulates interactions of many bacteriophages with their hosts, limiting the access of the viruses to other cell surface receptors. Here we report variations of O-antigen synthesis and structure in an environmentalEscherichia coliisolate, 4s, obtained from horse feces, and its mutants selected for resistance to bacteriophage G7C, isolated from the same fecal sample. The 4s O antigen was found to be serologically, structurally, and genetically related to the O antigen ofE. coliO22, differing only in side-chain α-d-glucosylation in the former, mediated by agtrlocus on the chromosome. Spontaneous mutations ofE. coli4s occurring with an unusually high frequency affected either O-antigen synthesis or O-acetylation due to the inactivation of the gene encoding the putative glycosyltransferase WclH or the putative acetyltransferase WclK, respectively, by the insertion of IS1-like elements. These mutations induced resistance to bacteriophage G7C and also modified interactions ofE. coli4s with several other bacteriophages conferring either resistance or sensitivity to the host. These findings suggest that O-antigen synthesis and O-acetylation can both ensure the specific recognition of the O-antigen receptor following infection by some phages and provide protection of the host cells against attack by other phages.


2006 ◽  
Vol 84 (4) ◽  
pp. 506-515 ◽  
Author(s):  
Bo Ram Lee ◽  
Joo Mi Jeon ◽  
Jae Hyuk Jung ◽  
Heung Bae Jeon ◽  
Kwan Soo Kim

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.


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