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Synthesis of the repeating unit of the lipoteichoic acid of streptococcus pneumoniae

Synthesis of the repeating unit of the lipoteichoic acid of streptococcus pneumoniae

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PEDERSEN, Christian Marcus, Ignacio FIGUEROA-PEREZ, Artur J. ULMER, Ulrich ZÄHRINGER, Richard SCHMIDT, 2012. Synthesis of the repeating unit of the lipoteichoic acid of streptococcus pneumoniae. In: Tetrahedron. 68(4), pp. 1052-1061. ISSN 0040-4020. Available under: doi: 10.1016/j.tet.2011.11.088

@article{Pedersen2012Synth-18127, title={Synthesis of the repeating unit of the lipoteichoic acid of streptococcus pneumoniae}, year={2012}, doi={10.1016/j.tet.2011.11.088}, number={4}, volume={68}, issn={0040-4020}, journal={Tetrahedron}, pages={1052--1061}, author={Pedersen, Christian Marcus and Figueroa-Perez, Ignacio and Ulmer, Artur J. and Zähringer, Ulrich and Schmidt, Richard} }

The lipoteichoic acid repeating unit of Streptococcus pneumoniae is a complex pseudopentasaccharide (3).<br />It consists of one ribitol-phosphate, one 2-acetamino-4-amino-2,4,6-trideoxy-galactose, one glucose and two galactosamine residues each differently linked, but both carrying one phosphocholine substituent, at position 6. Suitable building blocks (6e10) for efficient and diastereocontrolled ligations were designed, thus providing, after complete deprotection, the target molecule in high purity. Biological tests revealed that repeating unit 3, lacking the lipid moiety, did not stimulate a pro-inflammatory response in human monocytes (hMNCs). First publ. in: Tetrahedron ; 68 (2011), 4. - pp. 1052-1061 Figueroa-Perez, Ignacio Zähringer, Ulrich Figueroa-Perez, Ignacio 2012 Pedersen, Christian Marcus Zähringer, Ulrich Schmidt, Richard 2012-02-14T12:04:52Z Ulmer, Artur J. Synthesis of the repeating unit of the lipoteichoic acid of streptococcus pneumoniae eng Ulmer, Artur J. 2012-02-14T12:04:52Z terms-of-use Pedersen, Christian Marcus Schmidt, Richard

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