title: Lipoteichoic acid of Streptococcus oralis Uo5: a novel biochemical structure comprising an unusual phosphorylcholine substitution pattern compared to Streptococcus pneumoniae.
abstract: Members of the Mitis group of streptococci possess teichoic acids (TAs) as integral components of their cell wall that are unique among Gram-positive bacteria. Both, lipoteichoic (LTA) and wall teichoic acid, are formed by the same biosynthetic pathway, are of high complexity and contain phosphorylcholine (P-Cho) residues. These residues serve as anchors for choline-binding proteins (CBPs), some of which have been identified as virulence factors of the human pathogen Streptococcus pneumoniae. We investigated the LTA structure of its close relative Streptococcus oralis. Our analysis revealed that S. oralis Uo5 LTA has an overall architecture similar to pneumococcal LTA (pnLTA) and can be considered as a subtype of type IV LTA. Its structural complexity is even higher than that of pnLTA and its composition differs in number and type of carbohydrate moieties, inter-residue connectivities and especially the P-Cho substitution pattern. Here, we report the occurrence of a saccharide moiety substituted with two P-Cho residues, which is unique as yet in bacterial derived surface carbohydrates. Finally, we could link the observed important structural variations between S. oralis and S. pneumoniae LTA to the divergent enzymatic repertoire for their TA biosynthesis.
authors.affiliation: Division of Bioanalytical Chemistry, Priority Area Infections, Research Center Borstel, Leibniz-Center for Medicine and Biosciences, Parkallee 1-40, 23845 Borstel, Germany.
authors.forename: Nicolas
authors.initials: N
authors.lastname: Gisch
authors.affiliation: Division of Bioanalytical Chemistry, Priority Area Infections, Research Center Borstel, Leibniz-Center for Medicine and Biosciences, Parkallee 1-40, 23845 Borstel, Germany.
authors.forename: Dominik
authors.initials: D
authors.lastname: Schwudke
authors.affiliation: Division of Bioanalytical Chemistry, Priority Area Infections, Research Center Borstel, Leibniz-Center for Medicine and Biosciences, Parkallee 1-40, 23845 Borstel, Germany.
authors.forename: Simone
authors.initials: S
authors.lastname: Thomsen
authors.affiliation: Department of Microbiology, University of Kaiserslautern, Paul-Ehrlich Straße 24, 67663 Kaiserslautern, Germany.
authors.forename: Nathalie
authors.initials: N
authors.lastname: Heß
authors.affiliation: Department of Microbiology, University of Kaiserslautern, Paul-Ehrlich Straße 24, 67663 Kaiserslautern, Germany.
authors.forename: Regine
authors.initials: R
authors.lastname: Hakenbeck
authors.affiliation: Department of Microbiology, University of Kaiserslautern, Paul-Ehrlich Straße 24, 67663 Kaiserslautern, Germany.
authors.forename: Dalia
authors.initials: D
authors.lastname: Denapaite
mesh_terms: D053898:Biosynthetic Pathways; D002473:Cell Wall / Q000737:chemistry / Q000378:metabolism; D006834:Hydrazines / Q000494:pharmacology; D008070:Lipopolysaccharides / Q000096:biosynthesis / Q000737:chemistry* / Q000378:metabolism; D013058:Mass Spectrometry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010767:Phosphorylcholine / Q000737:chemistry* / Q000378:metabolism; D019533:Streptococcus oralis / Q000737:chemistry* / Q000378:metabolism; D013296:Streptococcus pneumoniae / Q000737:chemistry / Q000378:metabolism; D013682:Teichoic Acids / Q000096:biosynthesis / Q000737:chemistry* / Q000378:metabolism
chemical_list: D006834:Hydrazines; D008070:Lipopolysaccharides; D013682:Teichoic Acids; D010767:Phosphorylcholine; C029424:hydrazine; C009900:lipoteichoic acid