Teichoic, teichulosonic and teichuronic acids in the cell wall of Brevibacterium aurantiacum VKM Ac-2111Т

• Polymers of three different types were isolated from VKM Ac-2111T strain cell wall.

Two different teichoic acids, along with a teichulosonic and a teichuronic acids, were identified in the cell wall of Brevibacterium aurantiacum VKM Ac-2111Т. One teichoic acid is 1,3-poly(glycerol phosphate) with 2-acetamido-2-deoxy-α-d-galactopyranose and l-glutamic acid as non-stoichiometric substituents at O-2 of the glycerol residue. The second one is a poly(glycosylglycerol phosphate) with -4)-α-d-Galp-(1→2)-sn-Gro-(3-P- and/or -6)-α-d-Galp-(1→2)-sn-Gro-(3-P- units in the main chain. The structure of the first has not been reported so far, while the latter one is new for actinobacteria. The teichulosonic acid with α-3-deoxy-β-d-glycero-d-galacto-non-2-ulopyranosonic acid (Kdn) and β-d-glucopyranose residues in the backbone represents a novel polymer: →8)-α-Kdn-(2→6)-β-d-Glcp-(1→. The teichuronic acid has also hitherto unknown structure: →3)-β-d-Galf(2OAc)0.3-(1→3)-β-d-GlcpА-(1→ and is found in members of the genus Brevibacterium for the first time. The polymer structures were elucidated using 1D- and 2D-NMR spectroscopy: 1H,1H COSY, TOCSY, ROESY, 1H,13C HSQC, HSQC-TOCSY, and 1H,13C and 1H,31P HMBC.

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