Issue 14, 2015

Chemical synthesis of the outer core oligosaccharide of Escherichia coli R3 and immunological evaluation

Abstract

Lipopolysaccharides (LPS), major virulence determinants in Gram-negative bacteria, are responsible for many pathophysiological responses and can elicit strong immune responses. In order to better understand the role of LPS in host–pathogen interactions and elucidate the immunogenic properties of LPS outer core oligosaccharides, an all α-linked Escherichia coli R3 outer core pentasaccharide was first synthesized with a propyl amino linker at the reducing end. This oligosaccharide was also covalently conjugated to a carrier protein (CRM197) via the reducing end propyl amino linker. Immunological analysis demonstrated that this glycoconjugate can elicit specific anti-pentasaccharide antibodies with in vitro bactericidal activity. These findings will contribute to the further exploration of this pentasaccharide antigen as a vaccine candidate.

Graphical abstract: Chemical synthesis of the outer core oligosaccharide of Escherichia coli R3 and immunological evaluation

Supplementary files

Article information

Article type
Paper
Submitted
29 Jan 2015
Accepted
03 Mar 2015
First published
03 Mar 2015

Org. Biomol. Chem., 2015,13, 4321-4330

Author version available

Chemical synthesis of the outer core oligosaccharide of Escherichia coli R3 and immunological evaluation

W. Shang, Z. Xiao, Z. Yu, N. Wei, G. Zhao, Q. Zhang, M. Wei, X. Wang, P. G. Wang and T. Li, Org. Biomol. Chem., 2015, 13, 4321 DOI: 10.1039/C5OB00177C

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