Shashkov Alexander S, Potekhina Natalia V, Senchenkova Sofya N, Evtushenko Lyudmila I
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect, 47, Moscow 119991, Russian Federation.
School of Biology, M. V. Lomonosov Moscow State University, Moscow 119991, Russian Federation.
Carbohydr Res. 2016 Feb 8;421:17-24. doi: 10.1016/j.carres.2015.12.007. Epub 2015 Dec 23.
Two different teichoic acids, along with a teichulosonic and a teichuronic acids, were identified in the cell wall of Brevibacterium aurantiacum VKM Ac-2111(Т). 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: (1)H,(1)H COSY, TOCSY, ROESY, (1)H,(13)C HSQC, HSQC-TOCSY, and (1)H,(13)C and (1)H,(31)P HMBC.
在橙色短杆菌VKM Ac-2111(T)的细胞壁中鉴定出了两种不同的磷壁酸，以及一种磷壁硫酸和一种磷壁糖醛酸。一种磷壁酸是1,3-聚（甘油磷酸），在甘油残基的O-2位上有2-乙酰氨基-2-脱氧-α-D-吡喃半乳糖和L-谷氨酸作为非化学计量取代基。第二种是聚（糖基甘油磷酸），主链中有-4)-α-D-半乳糖-(1→2)-sn-甘油-(3-磷酸）和/或-6)-α-D-半乳糖-(1→2)-sn-甘油-(3-磷酸）单元。第一种的结构迄今为止尚未见报道，而后者对放线菌来说是新的。主链中含有α-3-脱氧-β-D-甘油-D-半乳糖-壬-2-酮糖醛酸（Kdn）和β-D-吡喃葡萄糖残基的磷壁硫酸是一种新型聚合物：→8)-α-Kdn-(2→6)-β-D-葡萄糖-(1→。磷壁糖醛酸也具有迄今未知的结构：→3)-β-D-半乳糖(2-O-乙酰基)0.3-(1→3)-β-D-葡萄糖醛酸-(1→，并且首次在短杆菌属的成员中发现。使用一维和二维核磁共振光谱对聚合物结构进行了阐明：(1)H,(1)H COSY、TOCSY、ROESY、(1)H,(13)C HSQC、HSQC-TOCSY以及(1)H,(13)C和(1)H,(31)P HMBC。
