The chemical structure of the O-antigen and enterobacterial common antigen of Pectobacterium brasiliense NCPPB 4609TS

Agnieszka Kowalczyk; Natalia Kaczyńska; Agata Motyka-Pomagruk; Wojciech Śledź; Ewa Łojkowska; Zbigniew Kaczyński

doi:10.1016/j.carres.2023.108983

The chemical structure of the O-antigen and enterobacterial common antigen of Pectobacterium brasiliense NCPPB 4609^TS

Carbohydr Res. 2023 Dec:534:108983. doi: 10.1016/j.carres.2023.108983. Epub 2023 Nov 10.

Authors

Agnieszka Kowalczyk¹, Natalia Kaczyńska², Agata Motyka-Pomagruk², Wojciech Śledź², Ewa Łojkowska², Zbigniew Kaczyński³

Affiliations

¹ Faculty of Chemistry, University of Gdansk, 63 Wita Stwosza, 80-308, Gdansk, Poland. Electronic address: agnieszka.kowalczyk@ug.edu.pl.
² Laboratory of Plant Protection and Biotechnology, Intercollegiate Faculty of Biotechnology University of Gdansk and Medical University of Gdansk, University of Gdansk, 58 Abrahama, 80-307, Gdansk, Poland; Research & Development Laboratory, Intercollegiate Faculty of Biotechnology University of Gdansk and Medical University of Gdansk, University of Gdansk, 20 Podwale Przedmiejskie, 80-824, Gdansk, Poland.
³ Faculty of Chemistry, University of Gdansk, 63 Wita Stwosza, 80-308, Gdansk, Poland.

PMID: 37980861
DOI: 10.1016/j.carres.2023.108983

Abstract

Pectobacterium brasiliense is a widely distributed phytopathogenic bacterium that causes diseases such as soft rot and blackleg, leading to significant yield losses in potatoes as well as other vegetables and ornamental plants. Lipopolysaccharide (LPS) is an important virulence factor that plays an essential role in colonisation of plant tissues and overcoming the host defence mechanisms. The O-polysaccharide from the LPS of P. brasiliense strain NCPPB 4609^TS (=CFBP 6617^TS = LMG 21371^TS = IFB5390) was structurally characterised using spectroscopic techniques and chemical methods. The analyses revealed that the polysaccharide repeating unit consists of Gal, GlcN and an unusual 3-amino-3,6-dideoxyglucose decorated with (R)-3-hydroxybutyric acid according to the structure shown below: In addition, another polysaccharide was isolated from bacterial cells, analysis of which led to the identification of an enterobacterial common antigen, containing N-acetyl-d-glucosamine, N-acetyl-d-mannosaminouronic acid, and 4-acetamido-4,6-dideoxy-d-galactose.

Keywords: (R)-3-Hydroxybutyric acid; Enterobacterial common antigen; O-antigen; Pectobacteriumbrasiliense; Polysaccharide; Structure.

MeSH terms

Lipopolysaccharides / chemistry
O Antigens* / chemistry
Pectobacterium*

Substances

O Antigens
Lipopolysaccharides
enterobacterial common antigen

Supplementary concepts

Pectobacterium carotovorum subsp. brasiliense