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Prevotella denticola Lipopolysaccharide from a Cystic Fibrosis Isolate Possesses a Unique Chemical Structure
- 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.
- Subjects :
- 0301 basic medicine
Carbohydrate
Lipopolysaccharide
Chemical structure
030106 microbiology
Carbohydrates
Mannose
Oligosaccharides
Cystic fibrosis
Oligosaccharide
Lipid A
03 medical and health sciences
chemistry.chemical_compound
NMR spectroscopy
stomatognathic system
medicine
Moiety
Physical and Theoretical Chemistry
biology
Bacteria
Structure elucidation
Organic Chemistry
medicine.disease
biology.organism_classification
stomatognathic diseases
030104 developmental biology
chemistry
Biochemistry
Phosphorylation
lipids (amino acids, peptides, and proteins)
Subjects
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