Total synthesis of five lipoteichoic acids of Clostridium difficile

Wouter Frederik Johan Hogendorf; Nicolas Gisch; Dominik Schwudke; Holger Heine; Mikael Bols; Christian Marcus Pedersen

doi:10.1002/chem.201404336

Total synthesis of five lipoteichoic acids of Clostridium difficile

Wouter Frederik Johan Hogendorf, Nicolas Gisch, Dominik Schwudke, Holger Heine, Mikael Bols, Christian Marcus Pedersen

Kemisk Institut

7 Citationer (Scopus)

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.

Originalsprog	Engelsk
Tidsskrift	Chemistry: A European Journal
Vol/bind	20
Udgave nummer	42
Sider (fra-til)	13511-13516
Antal sider	6
ISSN	0947-6539
DOI	https://doi.org/10.1002/chem.201404336
Status	Udgivet - 13 okt. 2014

FN’s Verdensmål

Dette resultat bidrager til følgende verdensmål

Adgang til dokumentet

10.1002/chem.201404336

Citationsformater

@article{d8d4834bc37443f685aaa9cc57a5787f,

title = "Total synthesis of five lipoteichoic acids of Clostridium difficile",

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.",

author = "Hogendorf, {Wouter Frederik Johan} and Nicolas Gisch and Dominik Schwudke and Holger Heine and Mikael Bols and Pedersen, {Christian Marcus}",

note = "{\textcopyright} 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",

year = "2014",

month = oct,

day = "13",

doi = "10.1002/chem.201404336",

language = "English",

volume = "20",

pages = "13511--13516",

journal = "Chemistry: A European Journal",

issn = "0947-6539",

publisher = "Wiley - V C H Verlag GmbH & Co. KGaA",

number = "42",

}

TY - JOUR

T1 - Total synthesis of five lipoteichoic acids of Clostridium difficile

AU - Hogendorf, Wouter Frederik Johan

AU - Gisch, Nicolas

AU - Schwudke, Dominik

AU - Heine, Holger

AU - Bols, Mikael

AU - Pedersen, Christian Marcus

PY - 2014/10/13

Y1 - 2014/10/13

N2 - 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.

AB - 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.

U2 - 10.1002/chem.201404336

DO - 10.1002/chem.201404336

M3 - Journal article

C2 - 25168290

SN - 0947-6539

VL - 20

SP - 13511

EP - 13516

JO - Chemistry: A European Journal

JF - Chemistry: A European Journal

IS - 42

ER -

Total synthesis of five lipoteichoic acids of Clostridium difficile

Abstract

FN’s Verdensmål

Adgang til dokumentet

Fingeraftryk

Citationsformater