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Prevotella denticola Lipopolysaccharide from a Cystic Fibrosis Isolate Possesses a Unique Chemical Structure

Authors :
Domenico Garozzo
Rosa Lanzetta
Alba Silipo
Andrea Scamporrino
Luisa Sturiale
J. Stuart Elborn
Antonio Molinaro
Anna Hanuszkiewicz
Miguel A. Valvano
Michael M. Tunney
T. Matier
Flaviana Di Lorenzo
DI LORENZO, Flaviana
Silipo, Alba
Matier, Thoma
Hanuszkiewicz, Anna
Elborn, J. Stuart
Lanzetta, Rosa
Sturiale, Luisa
Scamporrino, Andrea
Garozzo, Domenico
Valvano, Miguel A.
Tunney, Michael M.
Molinaro, Antonio
Source :
European journal of organic chemistry, 2016 (2016): 1732–1738. doi:10.1002/ejoc.201600037, info:cnr-pdr/source/autori:Di Lorenzo, Flaviana; Silipo, Alba; Matier, Thomas; Hanuszkiewicz, Anna; Elborn, J. Stuart; Lanzetta, Rosa; Sturiale, Luisa; Scamporrino, Andrea; Garozzo, Domenico; Valvano, Miguel A.; Valvano, Miguel A.; Tunney, Michael M.; Molinaro, Antonio/titolo:Prevotella denticola Lipopolysaccharide from a Cystic Fibrosis Isolate Possesses a Unique Chemical Structure/doi:10.1002%2Fejoc.201600037/rivista:European journal of organic chemistry (Print)/anno:2016/pagina_da:1732/pagina_a:1738/intervallo_pagine:1732–1738/volume:2016
Publication Year :
2016

Abstract

We report the first complete structural characterization of the lipopolysaccharide (LPS) from a cystic fibrosis (CF) clinical isolate of Prevotella denticola (B003V1S1X). Chemical, spectroscopic, and spectrometric analyses revealed a unique rough-type LPS (LOS) structure. The structure has a highly negatively charged heptasaccharide core region containing hexoses, with the first two sugars, 3-deoxy-D-manno-oct-2-ulosonic acid (Kdo) and mannose, highly phosphorylated. Furthermore, the lipid A moiety has the typical structure for the genus Prevotella, and was also highly phosphorylated. Prevotella spp. is a strict anaerobe frequently detected in the airways of cystic fibrosis patients. Little is known about the role of Prevotella in the pathophysiology of cystic fibrosis. We report the first complete structural elucidation of the lipopolysaccharide from a cystic fibrosis clinical isolate of Prevotella. The unique structure is highly phosphorylated and has no heptose residues.

Details

Language :
English
Database :
OpenAIRE
Journal :
European journal of organic chemistry, 2016 (2016): 1732–1738. doi:10.1002/ejoc.201600037, info:cnr-pdr/source/autori:Di Lorenzo, Flaviana; Silipo, Alba; Matier, Thomas; Hanuszkiewicz, Anna; Elborn, J. Stuart; Lanzetta, Rosa; Sturiale, Luisa; Scamporrino, Andrea; Garozzo, Domenico; Valvano, Miguel A.; Valvano, Miguel A.; Tunney, Michael M.; Molinaro, Antonio/titolo:Prevotella denticola Lipopolysaccharide from a Cystic Fibrosis Isolate Possesses a Unique Chemical Structure/doi:10.1002%2Fejoc.201600037/rivista:European journal of organic chemistry (Print)/anno:2016/pagina_da:1732/pagina_a:1738/intervallo_pagine:1732–1738/volume:2016
Accession number :
edsair.doi.dedup.....36d9a708a4d8438e3e05650c799ea583
Full Text :
https://doi.org/10.1002/ejoc.201600037