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Biochemistry (Moscow)

, Volume 81, Issue 9, pp 999–1012 | Cite as

Cell wall glycopolymers of type strains from three species of the genus Actinoplanes

  • G. M. StreshinskayaEmail author
  • A. S. Sashkov
  • E. M. Tul’skaya
  • S. N. Senchenkova
  • A. S. Dmitrenok
  • N. F. Piskunkova
  • O. V. Bueva
  • L. I. Evtushenko
Article

Abstract

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-649T 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-648T and A. cyaneus VKM Ac-1095T: minor polymer–unsubstituted 2,3-poly(glycerol phosphate), widely abundant in actinobacteria (Ac-648T), and mannan with trisaccharide repeating unit →2)-α-D-Manp-(1→2)-α-D-Manp(1→6)-α-D-Manp-(1→(Ac-1095T). 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.

Keywords

Actinoplanes cell wall teichoic acids glycosyl-1-phosphate polymers teichuronic acids mannan NMR spectroscopy 

Abbreviations

APT

attached proton test

DAP

diaminopimelic acid

HF

hydrofluoric acid

HMBC

heteronuclear multiple-bond correlation 1H,13C

HMQC

heteronuclear multiple quantum coherence

HRMS

high resolution mass spectrometry

HSQC

heteronuclear single quantum coherence

J

spin–spin interaction constant

mGroP

mobility of compound relative to glycerophosphate on electrophoregram

PC

descending paper chromatography

PGP

poly(glycosyl-1-phosphate)

ROESY

rotating frame Overhauser effect spectroscopy

TA

teichoic acid

TOCSY

total correlation spectroscopy

TSP

sodium salt of 3-(trimethylsilyl)-3,3,2,2-tetradeuteropropionic acid

TUA

teichuronic acid

TULA

teichulosonic acid

VKM

All-Russian Collection of Microorganisms

δC, δH, δP

chemical shifts of 13C, 1H, 31P atoms, respectively

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Copyright information

© Pleiades Publishing, Ltd. 2016

Authors and Affiliations

  • G. M. Streshinskaya
    • 1
    Email author
  • A. S. Sashkov
    • 2
  • E. M. Tul’skaya
    • 1
  • S. N. Senchenkova
    • 2
  • A. S. Dmitrenok
    • 2
  • N. F. Piskunkova
    • 1
  • O. V. Bueva
    • 3
  • L. I. Evtushenko
    • 3
  1. 1.Lomonosov Moscow State UniversityFaculty of BiologyMoscowRussia
  2. 2.Zelinsky Institute of Organic ChemistryRussian Academy of SciencesMoscowRussia
  3. 3.All-Russian Collection of Microorganisms, Skryabin Institute of Biochemistry and Physiology of MicroorganismsRussian Academy of SciencesPushchino, Moscow RegionRussia

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