Characterisation of the α‐(1→3) Homopolymer of L‐glycero‐D‐manno‐Heptose Units Isolated from the O‐Chain Polysaccharide of Agrobacterium radiobacter

Abstract

This paper provides the first report of the molecular primary structure of the O‐chain produced from A. radiobacter group M2−1. The repeating unit was determined, by means of chemical and spectroscopical analyses, to have the following structure: [3)‐α‐L‐glycero‐D‐manno‐heptose‐(1→]n. The relevant feature of this structure is represented by the particular residue involved: L‐glycero‐D‐manno‐heptose. This monosaccharide is almost ubiquitous in Gram‐negative bacteria, but it is exclusively located in the Core region and only in one other case has it is reported as an O‐chain constituent. The knowledge of the chemical structure of the O‐chain of A. radiobacter will be useful for comprehending the bacterium‐host recognition mechanism at the molecular level. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

Occurrence, Synthesis and Biosynthesis of Bacterial Heptoses

“…In the structure given for the core oligosaccharide in Aeromonas salmonicida, one heptose unit was proposed to be involved in a -anomeric linkage, which, however, was based on the ambiguous evidence from chromium trioxide oxidation [18]. -Configured L-glycero-Dmanno-heptoses have also been identified in few cases in repeating units of O-antigens, such as in a Yokenella regensburgei strain [19], Burkholderia cepacia strain L [20] and in an (1 3)-linked homopolymer of the Agrobacterium radiobacter O-antigen [21].…”

Struktura lipopolisacharydów rizobiowych i ich znaczenie w procesie symbiozy

“…W preparatach polisacharydowych tych bakterii zidentyfikowano także heksozy (Man, Gal), O-metyloheksozy, heptozę i jej metylową pochodną, aminocukry, kwasy uronowe oraz podstawniki niecukrowe np. grupy acetylowe [59,60,46,[61][62][63][64][65].…”