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Antigenic polysaccharides of bacteria: 40. The structures of O-specific polysaccharides from Shigella dysenteriae types 3 and 9 and S. boydii type 4 revised by NMR spectroscopy

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Abstract

The reported structures of O-specific polysaccharides from three type strains of Shigella bacteria were corrected by modern NMR techniques. The revisions concerned the configuration of the O-glycoside linkage (S. dysenteriae type 3, structure 1), the positions of monosaccharide residue glycosylation and acetalation by pyruvic acid (S. dysenteriae type 9, structure 2), and the attachment position of the side monosaccharide chain (S. boydii type 4, structure 3).

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Abbreviations

D-GlcRLac:

glucolactic acid

HMBC:

Heteronuclear Multiple Bond Correlation

HSQC:

Heteronuclear Single Quantum Correlation

Lac:

lactic acid residue bonded via ether link

LPS:

lipopolysaccharide

NAc:

N-acetyl group

OPS:

O-specific polysaccharide chains

Pyr:

pyruvic acid acetal

ROESY:

nuclear Overhauser Effect Spectroscopy in the Rotating frame

Rha:

rhamnose

RLac:

D-glucose, ether linked to (R)-lactic acid

TOCSY:

Total Correlation Spectroscopy

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Authors and Affiliations

  1. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, Moscow, 119991, Russia

    A. V. Perepelov, S. N. Senchenkova, A. S. Shashkov & Yu. A. Knirel

  2. TEDA School of Biological Sciences and Biotechnology, Nankai University, 23 HongDa Str., TEDA, Tyan-jin, 300457, China

    B. Lu, L. Feng & L. Wang

  3. Tyan-jin Key Laboratory for Microbial Functional Genomics, TEDA College, Nankai University, 23 HongDa Str., TEDA, Tyan-jin, 300457, China

    B. Lu, L. Feng & L. Wang

Authors
  1. A. V. Perepelov
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  2. S. N. Senchenkova
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  3. A. S. Shashkov
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  4. B. Lu
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  5. L. Feng
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  6. L. Wang
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  7. Yu. A. Knirel
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Correspondence to A. V. Perepelov.

Additional information

Original Russian Text © A.V. Perepelov, S.N. Senchenkova, A.S. Shashkov, B. Lu, L. Feng, L. Wang, Yu.A. Knirel, 2008, published in Bioorganicheskaya Khimiya, 2008, Vol. 34, No. 1, pp. 121–128.

For communication 39, see [1].

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Perepelov, A.V., Senchenkova, S.N., Shashkov, A.S. et al. Antigenic polysaccharides of bacteria: 40. The structures of O-specific polysaccharides from Shigella dysenteriae types 3 and 9 and S. boydii type 4 revised by NMR spectroscopy. Russ J Bioorg Chem 34, 110–117 (2008). https://doi.org/10.1134/S1068162008010159

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  • DOI: https://doi.org/10.1134/S1068162008010159

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