Streamlined Synthesis and Evaluation of Teichoic Acid Fragments
| Autor: | Herman S. Overkleeft, Cornelis H. Hokke, Jeroen D. C. Codée, Dmitri V. Filippov, Francesca Berni, Diana Laverde, Angela van Diepen, Daan van der Es, Nico J. Meeuwenoord, Johannes Huebner, Gijsbert A. van der Marel, Wouter F. J. Hogendorf |
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| Jazyk: | angličtina |
| Rok vydání: | 2018 |
| Předmět: |
Lipopolysaccharides
0301 basic medicine Glycosylation Gram-positive bacteria automated synthesis Catalysis Bacterial cell structure 03 medical and health sciences chemistry.chemical_compound Sugar Alcohols Molecular level Cell Wall Glycerol oligomers microarrays Solid-Phase Synthesis Techniques Alanine Teichoic acid glycerol phosphate Molecular Structure biology Communication Organic Chemistry General Chemistry Carbohydrate biology.organism_classification Communications Teichoic Acids Biological Chemistry 030104 developmental biology chemistry Biochemistry Linker |
| Zdroj: | Chemistry-A European Journal CHEMISTRY-A EUROPEAN JOURNAL, 24(16), 4014-4018 CHEMISTRY-A EUROPEAN JOURNAL Chemistry (Weinheim an Der Bergstrasse, Germany) Chemistry-A European Journal, 24(16), 4014-4018 |
| Popis: | Teichoic acids (TAs) are key components of the Gram‐positive bacterial cell wall that are composed of alditol phosphate repeating units, decorated with alanine or carbohydrate appendages. Because of their microhetereogeneity, pure well‐defined TAs for biological or immunological evaluation cannot be obtained from natural sources. We present here a streamlined automated solid‐phase synthesis approach for the rapid generation of well‐defined glycosylated, glycerol‐based TA oligomers. Building on the use of a “universal” linker system and fluorous tag purification strategy, a library of glycerolphosphate pentadecamers, decorated with various carbohydrate appendages, is generated. These are used to create a structurally diverse TA‐microarray, which is used to reveal, for the first time, the binding preferences of anti‐LTA (lipoteichoic acids) antibodies at the molecular level. |
| Databáze: | OpenAIRE |
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