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1. (Article ID: 4885)
Shashkov AS, Potekhina NV, Senchenkova SN, Evtushenko LI
Teichoic, teichulosonic and teichuronic acids in the cell wall of Brevibacterium aurantiacum VKM Ac-2111T
Carbohydrate Research 421 (2016)
17-24
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.
teichoic acid, teichuronic acid, Kdn, Brevibacterium, Glutamic Acid, teichulosonic acid
NCBI PubMed ID: 26765252Publication DOI: 10.1016/j.carres.2015.12.007Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: potekhina56

mail.ru
Institutions: School of Biology, M. V. Lomonosov Moscow State University, Moscow, Russian Federation, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect, 47, Moscow, Russian Federation, All-Russian Collection of Microorganisms (VKM), G. K. Skryabin Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Pushchino, Russia
Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, 31P NMR, acid hydrolysis, paper chromatography, NMR-1D, paper electrophoresis
The publication contains the following compound(s):
- Compound ID: 5569
Structure type: polymer chemical repeating unit
Compound class: CPS, teichoic acid
Reference(s) to other database(s): GTC:G01564CF
- Compound ID: 9787
Structure type: polymer chemical repeating unit
Trivial name: teichoic acid
Compound class: cell wall polysaccharide, teichoic acid
Reference(s) to other database(s): GTC:G86229HG
- Compound ID: 10971
Structure type: homopolymer
Trivial name: teichoic acid
Compound class: cell wall polysaccharide, teichoic acid
Reference(s) to other database(s): GTC:G09659CF
- Compound ID: 12281
Structure type: fragment of a bigger structure
Compound class: teichoic acid
Reference(s) to other database(s): GTC:G34526NV
- Compound ID: 12282
Structure type: fragment of a bigger structure
Compound class: teichoic acid
- Compound ID: 12283
Structure type: polymer chemical repeating unit
Compound class: teichuronic acid
Reference(s) to other database(s): GTC:G27952CR
- Compound ID: 12284
Structure type: polymer chemical repeating unit
Trivial name: teichulosonic acid
Compound class: cell wall polysaccharide, teichulosonic acid
Reference(s) to other database(s): GTC:G44959RV
- Compound ID: 12285
Structure type: oligomer
Trivial name: teichulosonic acid
Compound class: cell wall polysaccharide, teichulosonic acid
Reference(s) to other database(s): GTC:G20785DR
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