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Total Synthesis of Five Lipoteichoic acids of Clostridium difficile
Authors:Dr. Wouter F. J. Hogendorf  Dr. Nicolas Gisch  Prof. Mikael Bols  Prof. Christian Marcus Pedersen
Affiliation:1. Department of Chemistry, University of Copenhagen, Universitetsparken 5, 2100, Copenhagen ? (Denmark);2. Division of Bioanalytical Chemistry, Research Center Borstel, Leibniz‐Center for Medicine and Biosciences, Parkallee 1–40, 23845 Borstel (Germany)
Abstract:The emergence of hypervirulent resistant strains have made Clostridium difficile a notorious nosocomial pathogen and has resulted in a renewed interest in preventive strategies, such as vaccines based on (synthetic) cell wall antigens. Recently, the structure of the lipoteichoic acid (LTA) of this species has been elucidated. Additionally, this LTA was found to induce the formation of protective antibodies against C. difficile in rabbits and mice. The LTA from C. difficile is isolated as a microheterogenous mixture, differing in size and composition, impeding any structure–activity relationship studies. To ensure reliable biological results, pure and well‐defined synthetic samples are required. In this work the total synthesis of LTAs from C. difficile with defined chain length is described and the initial biological results are presented.
Keywords:glycolipids  Clostridium difficile  total synthesis  lipoteichoic acid  Gram‐positive bacteria
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