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1. (Article ID: 1010)
Morath S, Geyer A, Hartung T
Structure-function relationship of cytokine induction by lipoteichoic acid from Staphylococcus aureus
Journal of Experimental Medicine 193(3) (2001)
393-397
Lipoteichoic acids (LTAs) have been proposed as putative Gram-positive immunostimulatory counterparts to Gram-negative lipopolysaccharides. However, LTA from Staphylococcus aureus, the clinically most frequent Gram-positive pathogen, was inactive after purification. Here, a novel isolation procedure to prepare pure (>99%) biologically active LTA, allowing the first structural analysis by nuclear magnetic resonance and mass spectrometry, is described. A comparison with LTA purified by standard techniques revealed that alanine substituents are lost during standard purification, resulting in attenuated cytokine induction activity. In line with this finding, hydrolysis of alanine substituents of active LTA decimated cytokine induction. LTA represents a major immunostimulatory component of S. aureus.
Magnetic Resonance Spectroscopy, immunity, Staphylococcus aureus, natural, lipoteichoic acid, tumor necrosis factor, gram-positive bacteria, isolation and purification
NCBI PubMed ID: 11157059Publication DOI: 10.1084/jem.193.3.393Journal NLM ID: 2985109RPublisher: Rockefeller University Press
Correspondence: Thomas.Hartung

unikonstanz.de
Institutions: University of Konstanz, Biochemical Pharmacology, Konstanz, Germany
Methods: NMR
The publication contains the following compound(s):
- Compound ID: 2885
Structure type: polymer chemical repeating unit
; n=45-50
Aglycon: gentiobiosyl-diglyceride
Compound class: lipoteichoic acid
- Compound ID: 2886
Structure type: polymer chemical repeating unit
; n=45-50
Aglycon: gentiobiosyl-diglyceride
Compound class: lipoteichoic acid
Reference(s) to other database(s): GTC:G56832CX
- Compound ID: 2887
Structure type: polymer chemical repeating unit
; n=45-50
Aglycon: gentiobiosyl-diglyceride
Compound class: lipoteichoic acid
Reference(s) to other database(s): GTC:G22551KK
- Compound ID: 2888
|
/Variants 1/-+ /Variants 0/-+ C15-(1-2)-+
| | |
{{{-D-Gro-(3--P--1)--}}}/n=48/-D-Gro-(3--P--6)--b-D-Glcp-(1-6)-b-D-Glcp-(1-1)-D-Gro
|
C15-(1-3)-+
/Variants 0/ is:
70%D-Ala-(1-2)-
OR (exclusively)
15%a-D-GlcpNAc-(1-2)-
/Variants 1/ is:
70%D-Ala-(1-2)-
OR (exclusively)
15%a-D-GlcpNAc-(1-2)-
C15 = pentadecanoic acid |
Show graphically |
Structure type: oligomer
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