Structural analysis of Edwardsiella tarda PCM 1155 O-polysaccharide revealed the presence of unique β-L-RhapNAc3NAc derivative

Marta Kaszowska; Sabina Górska; Yuriy Knirel; Nadezhda Kalinchuk; Andrzej Gamian; Ewa Katzenellenbogen

doi:10.1016/j.carres.2021.108423

Structural analysis of Edwardsiella tarda PCM 1155 O-polysaccharide revealed the presence of unique β-L-RhapNAc3NAc derivative

Carbohydr Res. 2021 Nov:509:108423. doi: 10.1016/j.carres.2021.108423. Epub 2021 Aug 27.

Authors

Marta Kaszowska¹, Sabina Górska², Yuriy Knirel³, Nadezhda Kalinchuk³, Andrzej Gamian⁴, Ewa Katzenellenbogen⁴

Affiliations

¹ Ludwik Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, R. Weigla 12, PL-53-114, Wroclaw, Poland. Electronic address: marta.kaszowska@hirszfeld.pl.
² Ludwik Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, R. Weigla 12, PL-53-114, Wroclaw, Poland. Electronic address: sabina.gorska@hirszfeld.pl.
³ N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991, Moscow, Russia.
⁴ Ludwik Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, R. Weigla 12, PL-53-114, Wroclaw, Poland.

PMID: 34507179
DOI: 10.1016/j.carres.2021.108423

Abstract

The chemical structure of the lipopolysaccharide O-polysaccharide repeating unit of Edwardsiella tarda strain PCM 1155 was studied for the first time. The complete structure of repeating unit was investigated by chemical methods, ¹H and ¹³C nuclear magnetic resonance (NMR) spectroscopy, and matrix-assisted laser-desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS). The rarely occurring monosaccharide, 2,3-diacetamido-2,3,6-trideoxy-l-mannose (L-RhapNAc3NAc) was identified. The following structure was established.

Keywords: 2,3-Diacetamido-2,3,6-trideoxy-l-mannose; Edwardsiella tarda; Lipopolysaccharide; MALDI-TOF mass Spectrometry; NMR spectroscopy; O-polysaccharide.

MeSH terms

Edwardsiella tarda*