Cell Wall Glycopolymers of Type Strains from Three Species of the Genus Actinoplanes

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G. M. Streshinskaya^1*, A. S. Sashkov², E. M. Tul’skaya¹, S. N. Senchenkova², A. S. Dmitrenok², N. F. Piskunkova¹, O. V. Bueva³, and L. I. Evtushenko³

¹Lomonosov Moscow State University, Faculty of Biology, 119991 Moscow, Russia; fax: +7 (495) 939-4309; E-mail: streshinskaya@mail.ru

²Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russia; fax: +7 (499) 135-5328

³All-Russian Collection of Microorganisms, Skryabin Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, 142290 Pushchino, Moscow Region, Russia; fax: +7 (496) 956-3370

^* To whom correspondence should be addressed.

Received May 18, 2016; Revision received June 23, 2016

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The structures of cell wall glycopolymers from the type strains of three Actinoplanes species were investigated using chemical methods, NMR spectroscopy, and mass spectrometry. Actinoplanes digitatis VKM Ac-649^T contains two phosphate-containing glycopolymers: poly(diglycosyl-1-phosphate) →6)-α-D-GlcpNAc-(1-P-6)-α-D-GlcpN-(1→ and teichoic acid →1)-sn-Gro-(3-P-3)-β-[β-D-GlcpNAc-(1→2]-D-Galp-(1→. Two glycopolymers were identified in A. auranticolor VKM Ac-648^T and A. cyaneus VKM Ac-1095^T: minor polymer – unsubstituted 2,3-poly(glycerol phosphate), widely abundant in actinobacteria (Ac-648^T), and mannan with trisaccharide repeating unit →2)-α-D-Manp-(1→2)-α-D-Manp-(1→6)-α-D-Manp-(1→ (Ac-1095^T). In addition, both microorganisms contain a teichuronic acid of unique structure containing a pentasaccharide repeating unit with two residues of glucopyranose and three residues of diaminouronic acids in D-manno- and/or D-gluco-configuration. Each of the strains demonstrates peculiarities in the structure of teichuronic acid with respect to the ratio of diaminouronic acids and availability and location of O-methyl groups in glucopyranose residues. All investigated strains contain a unique set of glycopolymers in their cell walls with structures not described earlier for prokaryotes.

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KEY WORDS: Actinoplanes, cell wall, teichoic acids, glycosyl-1-phosphate polymers, teichuronic acids, mannan, NMR spectroscopy

DOI: 10.1134/S0006297916090091

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