Synthesis of the core structure of the lipoteichoic acid of streptococcus pneumoniae

Kurzanzeige
dc.contributor.authorPedersen, Christian Marcusdeu
dc.contributor.authorFigueroa-Perez, Ignaciodeu
dc.contributor.authorBoruwa, Joshodeepdeu
dc.contributor.authorLindner, Bukodeu
dc.contributor.authorUlmer, Artur J.deu
dc.contributor.authorZähringer, Ulrichdeu
dc.contributor.authorSchmidt, Richard R.
dc.date.accessioned2011-07-04T12:04:27Zdeu
dc.date.available2011-07-04T12:04:27Zdeu
dc.date.issued2010-11-08
dc.description.abstractStreptococcus pneumoniae LTA is a highly complex glycophospholipid that consists of nine carbohydrate residues: three glucose, two galactosamine and two 2-acetamino-4-amino-2,4,6-trideoxygalactose (AATDgal) residues that are each differently linked, one ribitol and one diacylated glycerol (DAG) residue. Suitable building blocks for the glucose and the AATDgal residues were designed and their synthesis is described in this paper. These building blocks permitted the successful synthesis of the core structure GlcBeta(1-3)AATDgalBeta(1-3)GlcAlpha(1-O)DAG in a suitably protected form for further chain extension (lb, le) and as unprotected glycolipid (la) that was employed in biological studies. These studies revealed that la as well as 1 lead to interleukin-8 release, however not via TLR2 or TLR4 as receptor.eng
dc.description.versionpublished
dc.format.mimetypeapplication/pdfdeu
dc.identifier.citationFirst publ. in: Chemistry : a European journal 16 (2010), 42, pp. 12627–12641deu
dc.identifier.doi10.1002/chem.201001204deu
dc.identifier.pmid20878800
dc.identifier.ppn346808871deu
dc.identifier.urihttp://kops.uni-konstanz.de/handle/123456789/384
dc.language.isoengdeu
dc.legacy.dateIssued2011deu
dc.rightsterms-of-usedeu
dc.rights.urihttps://rightsstatements.org/page/InC/1.0/deu
dc.subjectcarbohydratesdeu
dc.subjectglycolipidsdeu
dc.subjectglycosidationdeu
dc.subjectreceptor recognitiondeu
dc.subjecttotal synthesisdeu
dc.subject.ddc540deu
dc.titleSynthesis of the core structure of the lipoteichoic acid of streptococcus pneumoniaeeng
dc.typeJOURNAL_ARTICLEdeu
dspace.entity.typePublication
kops.citation.bibtex
@article{Pedersen2010-11-08Synth-384,
  year={2010},
  doi={10.1002/chem.201001204},
  title={Synthesis of the core structure of the lipoteichoic acid of streptococcus pneumoniae},
  number={42},
  volume={16},
  issn={0947-6539},
  journal={Chemistry - A European Journal},
  pages={12627--12641},
  author={Pedersen, Christian Marcus and Figueroa-Perez, Ignacio and Boruwa, Joshodeep and Lindner, Buko and Ulmer, Artur J. and Zähringer, Ulrich and Schmidt, Richard R.}
}
kops.citation.iso690PEDERSEN, Christian Marcus, Ignacio FIGUEROA-PEREZ, Joshodeep BORUWA, Buko LINDNER, Artur J. ULMER, Ulrich ZÄHRINGER, Richard R. SCHMIDT, 2010. Synthesis of the core structure of the lipoteichoic acid of streptococcus pneumoniae. In: Chemistry - A European Journal. 2010, 16(42), pp. 12627-12641. ISSN 0947-6539. eISSN 1521-3765. Available under: doi: 10.1002/chem.201001204deu
kops.citation.iso690PEDERSEN, Christian Marcus, Ignacio FIGUEROA-PEREZ, Joshodeep BORUWA, Buko LINDNER, Artur J. ULMER, Ulrich ZÄHRINGER, Richard R. SCHMIDT, 2010. Synthesis of the core structure of the lipoteichoic acid of streptococcus pneumoniae. In: Chemistry - A European Journal. 2010, 16(42), pp. 12627-12641. ISSN 0947-6539. eISSN 1521-3765. Available under: doi: 10.1002/chem.201001204eng
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    <dcterms:abstract xml:lang="eng">Streptococcus pneumoniae LTA is a highly complex glycophospholipid that consists of nine carbohydrate residues: three glucose, two galactosamine and two 2-acetamino-4-amino-2,4,6-trideoxygalactose (AATDgal) residues that are each differently linked, one ribitol and one diacylated glycerol (DAG) residue. Suitable building blocks for the glucose and the AATDgal residues were designed and their synthesis is described in this paper. These building blocks permitted the successful synthesis of the core structure GlcBeta(1-3)AATDgalBeta(1-3)GlcAlpha(1-O)DAG in a suitably protected form for further chain extension (lb, le) and as unprotected glycolipid (la) that was employed in biological studies. These studies revealed that la as well as 1 lead to interleukin-8 release, however not via TLR2 or TLR4 as receptor.</dcterms:abstract>
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kops.sourcefieldChemistry - A European Journal. 2010, <b>16</b>(42), pp. 12627-12641. ISSN 0947-6539. eISSN 1521-3765. Available under: doi: 10.1002/chem.201001204deu
kops.sourcefield.plainChemistry - A European Journal. 2010, 16(42), pp. 12627-12641. ISSN 0947-6539. eISSN 1521-3765. Available under: doi: 10.1002/chem.201001204deu
kops.sourcefield.plainChemistry - A European Journal. 2010, 16(42), pp. 12627-12641. ISSN 0947-6539. eISSN 1521-3765. Available under: doi: 10.1002/chem.201001204eng
kops.submitter.emailkops.ub@uni-konstanz.dedeu
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source.periodicalTitleChemistry - A European Journal

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