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.
NCBI PubMed ID: 27682172Publication DOI: 10.1134/S0006297916090091Journal NLM ID: 0376536Publisher: Nauka/Interperiodica
Correspondence: streshinskaya

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Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, All-Russian Collection of Microorganisms, Skryabin Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Pushchino, Russia, Lomonosov Moscow State University, Faculty of Biology, Moscow, Russia
Methods: 13C NMR, NMR-2D, dephosphorylation, chemical analysis, 31P NMR, ESI-MS, acid hydrolysis, GLC, Smith degradation, paper chromatography, composition analysis, NMR-1D, GPC, paper electrophoresis, H NMR
- Compound ID: 7470
Structure type: polymer chemical repeating unit
Trivial name: poly(diglycosyl-1-phosphate)
Compound class: cell wall polysaccharide, teichoic acid, phosphoglycan
Reference(s) to other database(s): GTC:G53397ME, GlycomeDB:
34745
- Compound ID: 11056
Structure type: oligomer
Compound class: cell wall polysaccharide, teichoic acid
Reference(s) to other database(s): GTC:G40748TG
- Compound ID: 12467
Structure type: polymer chemical repeating unit
Trivial name: teichoic acid (TA)
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G53078PD
- Compound ID: 12468
Structure type: fragment of a bigger structure
Trivial name: phosphoglycerol glycoside b'
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G42968WV
- Compound ID: 12469
Structure type: fragment of a bigger structure
Trivial name: phosphoglycerol glycoside b''
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G27612MI
- Compound ID: 12470
Structure type: fragment of a bigger structure
Trivial name: disaccharide b'''
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G84898EC
- Compound ID: 12471
Structure type: fragment of a bigger structure
Trivial name: disaccharide b'''
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G36958PA
- Compound ID: 12472
Structure type: oligomer
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G44092PN
- Compound ID: 10972
Structure type: homopolymer
Trivial name: teichoic acid, teichoic acid (TA)
Compound class: cell wall polysaccharide, teichoic acid
Reference(s) to other database(s): GTC:G71097MN
- Compound ID: 12473
Structure type: polymer chemical repeating unit
Trivial name: mannan
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G19929IS
- Compound ID: 12474
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-6)-a-D-Glcp-(1-4)-b-D-ManpNAc3NAcA-(1-4)-b-D-ManpNAc3NAcA-(1-6)-a-D-Glcp-(1-4)-b-D-ManpNAc3NAcA-(1- |
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Structure type: fragment of a bigger structure
Trivial name: teichuronic acid (TUA)
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G58698KT
- Compound ID: 12475
|
-6)-a-D-Glcp-(1-4)-b-D-GlcpNAc3NAcA-(1-4)-b-D-ManpNAc3NAcA-(1-6)-a-D-Glcp-(1-4)-b-D-ManpNAc3NAcA-(1- |
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Structure type: fragment of a bigger structure
Trivial name: teichuronic acid (TUA)
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G35692AK
- Compound ID: 12476
Structure type: oligomer
; 320
Trivial name: teichuronic acid (TUA)
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G45297SZ
- Compound ID: 12477
Structure type: oligomer
; 565
Trivial name: teichuronic acid (TUA)
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G87735FF
- Compound ID: 12478
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b-D-ManpNAc3NAcA-(1-4)-b-D-ManpNAc3NAcA-(1-6)-a-D-Glcp3Me-(1-4)-b-D-ManpNAc3NAcA-(1-1)-Gro |
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Structure type: oligomer
; 955
Trivial name: teichuronic acid (TUA)
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G60138LZ
- Compound ID: 12479
|
-6)-a-D-Glcp-(1-4)-b-D-ManpNAc3NAcA-(1-4)-b-D-GlcpNAc3NAcA-(1-6)-a-D-Glcp-(1-4)-b-D-ManpNAc3NAcA-(1- |
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Structure type: fragment of a bigger structure
Trivial name: teichuronic acid (TUA)
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G50750RG