Issue 31, 2011
From the journal:

Chemical Communications

Automated solid phase synthesis of teichoic acids†‡

Wouter F. J. Hogendorf,a   Nico Meeuwenoord,a   Herman S. Overkleeft,a   Dmitri V. Filippov,a   Diana Laverde,b   Andrea Kropec,b   Johannes Huebner,b   Gijsbert A. Van der Marel*a  and  Jeroen D. C. Codée*a  

* Corresponding authors

a Leiden Institute of Chemistry, Leiden University, P.O. Box 9502, 2300 RA Leiden, The Netherlands
E-mail: jcodee@chem.leidenuniv.nl, marel_g@chem.leidenuniv.nl
Fax: +31-5274307
Tel: +31-5274280

b Division of Infectious Diseases, Department of Medicine, University Medical Center Freiburg, Hugstetter Strasse 55, 79106 Freiburg, Germany

Abstract

This communication describes the first automated solid phase synthesis of teichoic acids (TAs) and the preparation by this method of a number of well-defined TA structures, which were probed for their antigenicity. An opsonophagocytic killing assay revealed a clear TA-length–activity relationship and indicated a promising candidate for future vaccine development.

Graphical abstract: Automated solid phase synthesis of teichoic acids

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Article information

DOI
https://doi.org/10.1039/C1CC13132J
Article type
Communication
Submitted
27 May 2011
Accepted
27 Jun 2011
First published
06 Jul 2011

Chem. Commun., 2011,47, 8961-8963

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Automated solid phase synthesis of teichoic acids

W. F. J. Hogendorf, N. Meeuwenoord, H. S. Overkleeft, D. V. Filippov, D. Laverde, A. Kropec, J. Huebner, G. A. Van der Marel and J. D. C. Codée, Chem. Commun., 2011, 47, 8961 DOI: 10.1039/C1CC13132J

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