Synthesis of Staphylococcus aureus lipoteichoic acid derivatives for determining the minimal structural requirements for cytokine induction

Ignacio Figueroa-Perez; Andreas Stadelmaier; Susanne Deininger; Sonja von Aulock; Thomas Hartung; Richard R Schmidt

doi:10.1016/j.carres.2006.10.003

Synthesis of Staphylococcus aureus lipoteichoic acid derivatives for determining the minimal structural requirements for cytokine induction

Carbohydr Res. 2006 Dec 29;341(18):2901-11. doi: 10.1016/j.carres.2006.10.003. Epub 2006 Oct 10.

Authors

Ignacio Figueroa-Perez¹, Andreas Stadelmaier, Susanne Deininger, Sonja von Aulock, Thomas Hartung, Richard R Schmidt

Affiliation

¹ Fachbereich Chemie, Universität Konstanz, Fach M 725, D-78457 Konstanz, Germany.

PMID: 17074308
DOI: 10.1016/j.carres.2006.10.003

Abstract

For the investigation of the minimal structural requirements for cytokine induction, Staphylococcus aureus lipoteichoic acid derivatives with two, three, four, and five glycerophosphate backbone moieties, carrying each a d-alanyl residue, were needed. Based on two different glycerophosphate building blocks and 6b-O-phosphitylated gentiobiosyl diacylglycerol the desired target molecules (compounds 1-4) could be readily obtained and provided for biological studies.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cytokines / biosynthesis*
Disaccharides / chemistry
Glycerophosphates / chemistry
Lipopolysaccharides / chemical synthesis*
Staphylococcus aureus / chemistry
Structure-Activity Relationship
Teichoic Acids / chemical synthesis*

Substances

Cytokines
Disaccharides
Glycerophosphates
Lipopolysaccharides
Teichoic Acids
lipoteichoic acid
gentiobiose