Publikation: A Staphylococcus aureus lipoteichoic acid (LTA) derived structural variant with two diacylglycerol residues
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2006
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Stadelmaier, Andreas
Figueroa-Perez, Ignacio
Deininger, Susanne
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Bioorganic & Medicinal Chemistry. 2006, 14(18), pp. 6239-6254. ISSN 0968-0896. Available under: doi: 10.1016/j.bmc.2006.05.055
Zusammenfassung
Based on 1,2 O isopropylidene O glycerol five chiral building blocks containing differently modified glycerol residues were required for the synthesis of the target molecule 2. One of these building blocks is diacylglyceryl β gentiobioside carrying a phosphite residue at 6b O position. Ligation of these five building blocks led to the desired glycerol phosphate backbone to which D alanyl residues were attached, thus generating after O deprotection the target molecule 2, a bisamphiphilic structural variant of Staphylococcus aureus LTA. This compound displayed higher potency in terms of cytokine release by human blood leukocytes than the monoamphiphilic variant LTA.
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570 Biowissenschaften, Biologie
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STADELMAIER, Andreas, Ignacio FIGUEROA-PEREZ, Susanne DEININGER, Sonja von AULOCK, Thomas HARTUNG, Richard R. SCHMIDT, 2006. A Staphylococcus aureus lipoteichoic acid (LTA) derived structural variant with two diacylglycerol residues. In: Bioorganic & Medicinal Chemistry. 2006, 14(18), pp. 6239-6254. ISSN 0968-0896. Available under: doi: 10.1016/j.bmc.2006.05.055BibTex
@article{Stadelmaier2006Staph-8786,
year={2006},
doi={10.1016/j.bmc.2006.05.055},
title={A Staphylococcus aureus lipoteichoic acid (LTA) derived structural variant with two diacylglycerol residues},
number={18},
volume={14},
issn={0968-0896},
journal={Bioorganic & Medicinal Chemistry},
pages={6239--6254},
author={Stadelmaier, Andreas and Figueroa-Perez, Ignacio and Deininger, Susanne and Aulock, Sonja von and Hartung, Thomas and Schmidt, Richard R.}
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<dcterms:abstract xml:lang="eng">Based on 1,2 O isopropylidene O glycerol five chiral building blocks containing differently modified glycerol residues were required for the synthesis of the target molecule 2. One of these building blocks is diacylglyceryl β gentiobioside carrying a phosphite residue at 6b O position. Ligation of these five building blocks led to the desired glycerol phosphate backbone to which D alanyl residues were attached, thus generating after O deprotection the target molecule 2, a bisamphiphilic structural variant of Staphylococcus aureus LTA. This compound displayed higher potency in terms of cytokine release by human blood leukocytes than the monoamphiphilic variant LTA.</dcterms:abstract>
<dcterms:title>A Staphylococcus aureus lipoteichoic acid (LTA) derived structural variant with two diacylglycerol residues</dcterms:title>
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