A V Perepelov

Publications (32)45.79 Total impact

• Article: 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

  A. V. Perepelov, S. N. Senchenkova, A. S. Shashkov, B. Lu, L. Feng, L. Wang, Yu. A. Knirel
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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). Key wordsNMR spectroscopy–O-specific polysaccharide–Shigella dysenteriae–S. boydii–structure
  Russian Journal of Bioorganic Chemistry 04/2012; 34(1):110-117. · 0.64 Impact Factor
• Article: Structure of acidic o-specific polysaccharide from the marine bacterium Cellulophaga baltica

  S. V. Tomshich, N. A. Komandrova, G. Widmalm, O. I. Nedashkovskaya, A. S. Shashkov, A. V. Perepelov
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  ABSTRACT: The structure of an acidic O-specific polysaccharide from the marine bacterium Cellulophaga baltica was established by chemical methods and NMR spectroscopy. The polysaccharide was shown to consist of repeating tetrasaccharide units containing two mannose residues, one N-acetyl-D-glucosamine residue, and one D-glucuronic acid residue. An O-acetyl group was also found in the polysaccharide in nonstoichiometric amount. The polysaccharide had the following structure:
  Russian Journal of Bioorganic Chemistry 04/2012; 33(1):83-87. · 0.64 Impact Factor
• Article: Structure of the O-Specific polysaccharide from Shewanella japonica KMM 3601 containing 5,7-Diacetamido-3,5,7,9-tetradeoxy-D-glycero-D-talo-non-2-ulosonic acid.

  E L Nazarenko, A V Perepelov, L S Shevchenko, E D Daeva, E P Ivanova, A S Shashkov, G Widmalm
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  ABSTRACT: Structure of the O-specific polysaccharide chain of the lipopolysaccharide (LPS) of Shewanella japonica KMM 3601 was elucidated. The initial and O-deacylated LPS as well as a trisaccharide representing the O-deacetylated repeating unit of the O-specific polysaccharide were studied by sugar analysis along with 1H and 13C NMR spectroscopy. The polysaccharide was found to contain a rare higher sugar, 5,7-diacetamido-3,5,7,9-tetradeoxy-D-glycero-D-talo-non-2-ulosonic acid (a derivative of 4-epilegionaminic acid, 4eLeg). The following structure of the trisaccharide repeating unit was established: →4)-α-4eLegp5Ac7Ac-(2→4)-β-D-GlcpA3Ac-(1→3)-β-D-GalpNAc-(1→.
  Biochemistry (Moscow) 07/2011; 76(7):791-6. · 1.06 Impact Factor
• Article: Structure elucidation of the O-Antigen of Salmonella enterica O51 and its structural and genetic relation to the O-Antigen of Escherichia coli O23.

  A V Perepelov, Bin Liu, Dan Guo, S N Senchenkova, A S Shahskov, Lu Feng, Lei Wang, Y A Knirel
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  ABSTRACT: The O-polysaccharide (O-antigen) of Salmonella enterica O51 was isolated by mild acid degradation of the lipopolysaccharide and its structure was established using sugar analysis and NMR spectroscopy. The O-antigen of Escherichia coli O23, whose structure was elucidated earlier, possesses a similar structure and differs only in the presence of an additional lateral α-D-Glcp residue at position 6 of the GlcNAc residue in the main chain. Sequencing of the O-antigen gene clusters of S. enterica O51 and E. coli O23 revealed the same genes with a high-level similarity. By comparison with opened gene databases, all genes expected for the synthesis of the common structure of the two O-antigens were assigned functions. It is suggested that the gene clusters of both bacteria originated from a common ancestor, whereas the O-antigen modification in E. coli O23, which, most probably, is induced by prophage genes outside the gene cluster, could be introduced after the species divergence.
  Biochemistry (Moscow) 07/2011; 76(7):774-9. · 1.06 Impact Factor
• Article: Structure of an acidic O-specific polysaccharide of the marine bacterium Pseudoalteromonas agarivorans KMM 232 (R-form).

  N A Komandrova, V V Isakov, S V Tomshich, L A Romanenko, A V Perepelov, A S Shashkov
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  ABSTRACT: An acidic O-specific polysaccharide containing L-rhamnose, 2-acetamido-2-deoxy-D-galactose, 2,6-dideoxy-2-(N-acetyl-L-threonine)amino-D-galactose, and 2-acetamido-2-deoxy-D-mannuronic acid was obtained by mild acid degradation of the lipopolysaccharide of the marine bacterium Pseudoalteromonas agarivorans KMM 232 (R-form) followed by gel-permeation chromatography. The polysaccharide was subjected to Smith degradation to give a modified polysaccharide with trisaccharide repeating unit containing L-threonine. The initial and modified polysaccharides were studied by sugar analysis and 1H- and 13C-NMR spectroscopy, including COSY, TOCSY, ROESY, and HSQC experiments, and the structure of the branched tetrasaccharide repeating unit of the polysaccharide was established.
  Biochemistry (Moscow) 05/2010; 75(5):623-8. · 1.06 Impact Factor
• Article: Structure of the O-antigen and characterization of the O-antigen gene cluster of Escherichia coli O108 containing 5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-D-galacto-non-2-ulosonic (8-epilegionaminic) acid.

  A V Perepelov, Bin Liu, S N Senchenkova, A S Shashkov, S D Shevelev, Lu Feng, Lei Wang, Y A Knirel
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  ABSTRACT: On mild acid degradation of the lipopolysaccharide of Escherichia coli O108, the O-polysaccharide was isolated and studied by sugar analysis and one- and two-dimensional 1H- and 13C-NMR spectroscopy. The polysaccharide was found to contain an unusual higher sugar, 5,7-diacetamido-3,5,7,9-tetradeoxy-l-glycero-d-galacto-non-2-ulosonic acid (di-N-acetyl-8-epilegionaminic acid, 8eLeg5Ac7Ac). The following structure of the tetrasaccharide repeating unit of the polysaccharide was established: -->4)-alpha-8eLegp5Ac7Ac-(2-->6)-alpha-D-Galp-(1-->3)-alpha-L-FucpNAc-(1-->3)-alpha-D-GlcpNAc-(1-->. Functions of the E. coli O108 antigen biosynthetic genes, including seven putative genes for synthesis of 8eLeg5Ac7Ac, were assigned by sequencing the O-antigen gene cluster along with comparison with gene databases and known biosynthetic pathways for related nonulosonic acids.
  Biochemistry (Moscow) 01/2010; 75(1):19-24. · 1.06 Impact Factor
• Article: Structure of O-antigen and functional characterization of O-antigen gene cluster of Salmonella enterica O47 containing ribitol phosphate and 2-acetimidoylamino-2,6-dideoxy-L-galactose.

  A V Perepelov, B Liu, S N Senchenkova, A S Shashkov, L Feng, L Wang, Y A Knirel
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  ABSTRACT: An O-polysaccharide was isolated by mild acid degradation of the lipopolysaccharide of Salmonella enterica O47 and studied by sugar analysis along with one- and two-dimensional 1H- and 13C-NMR spectroscopy. The following structure of the linear ribitol phosphate-containing repeating unit of the O-polysaccharide was established: -->2)-D-Ribitol-5-P-(O-->6)-alpha-D-Galp-(1-->3)-alpha-L-FucpNAm-(1-->3)-beta-D-GlcpNAc-(1-->, where FucNAm stands for 2-acetimidoylamino-2,6-dideoxy-L-galactose. About 10% of Gal is O-acetylated at position 4 and another minor O-acetyl group is present at an undetermined position. Functions of the S. enterica O47 antigen biosynthetic genes were tentatively assigned by comparison with gene databases and found to be in agreement with the O-polysaccharide structure. A comparison of the O-antigen gene clusters of S. enterica O47 and E. coli O145 suggested their close evolutionary relationship.
  Biochemistry (Moscow) 04/2009; 74(4):416-20. · 1.06 Impact Factor
• Article: Antigenic polysaccharides of bacteria: 42. Structures of O-polysaccharides from two Shigella dysenteriae type 8 strains

  A. V. Perepelov, S. N. Senchenkova, A. S. Shashkov, Yu. A. Knirel, B. Lu, L. Feng, L. Wang
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  ABSTRACT: The structure of the O-polysaccharide (O-antigen) from Shigella dysenteriae type 8 bacteria (strain 599) was corrected using modern NMR techniques (structure 1). The revisions concerned the position of the Glc residue (in the main, but not the side chain), the site of its substitution, and the configuration of the O-glycoside linkage of the GlcNAc residue. The S. dysenteriae type 8 bacterium (strain G1221), the second investigated representative, was found to produce another structural variant of the O-polysaccharide. It contains GlcNAc instead of the Glc residue in the main chain (structure 2). This data may lead to approval of division of S. dysenteriae type 8 into two subtypes:
  Russian Journal of Bioorganic Chemistry 10/2008; 34(6):725-729. · 0.64 Impact Factor
• Article: Antigenic polysaccharides of bacteria: 41. Structures of the O-specific polysaccharides of Shigella dysenteriae types 4 and 5 revised by NMR spectroscopy

  A. V. Perepelov, S. N. Senchenkova, A. S. Shashkov, Yu. A. Knirel, B. Liu, L. Feng, L. Wang
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  ABSTRACT: The earlier established structures of the acidic O-specific polysaccharides from two typical strains of the Shigella dysenteriae bacterium were revised using modern NMR spectroscopy techniques. In particular, the configurations of the glycosidic linkages of GlcNAc (S. dysenteriae type 4) and mannose (S. dysenteriae type 5) residues were corrected. In addition, the location of the sites of non-stoichiometric O-acetylation in S. dysenteriae type 4 was determined: the lateral fucose residue was shown to be occasionally O-acetylated; also, theposition of the O-acetyl group present at the stoichiometric quantity in S. dysenteriae type 5 was corrected. The revised structures of the polysaccharides studied are shown below. The known identity of the O-specific polysaccharide structures of S. dysenteriae type 5 and Escherichia coli O58 was confirmed by 13C NMR spectroscopy and, hence, the structure of the E. coli O58 polysaccharide should be revised in the same manner. where L-Rhap3Rlac2Ac is 2-O-acetyl-3-O-[(R-1-carboxyethyl]-L-rhamnose
  Russian Journal of Bioorganic Chemistry 06/2008; 34(4):460-467. · 0.64 Impact Factor
• Article: Structure and characterization of the gene cluster of the O-antigen of Escherichia coli O49 containing 4,6-dideoxy-4-[(S)-3-hydroxybutanoylamino]-D-glucose.

  A V Perepelov, Quan Wang, S N Senchenkova, S D Shevelev, A S Shashkov, Lu Feng, Y A Knirel, Lei Wang
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  ABSTRACT: An O-polysaccharide was isolated by mild acid degradation of the lipopolysaccharide of enteropathogenic Escherichia coli O49 and studied by sugar analysis along with one- and two-dimensional 1H- and 13C-NMR spectroscopy. The following structure of the linear tetrasaccharide repeating unit of the O-polysaccharide was established: [formula], where D-Qui4N(S3HOBut) stands for 4,6-dideoxy-4-[(S)-3-hydroxybutanoylamino]-D-glucose and O-acetylation of GlcNAc is partial (~30%). To our knowledge, no N-(3-hydroxybutanoyl) derivative of Qui4N has been hitherto found in bacterial polysaccharides. Gene functions of the O-antigen gene cluster of E. coli O49 were assigned by bioinformatics analysis and found to correspond to the O-polysaccharide structure. Two new genes were revealed and suggested to be responsible for synthesis and transfer of the 3-hydroxybutanoyl group.
  Biochemistry (Moscow) 05/2008; 73(4):406-10. · 1.06 Impact Factor
• Article: The structure of the glycerophosphate-containing O-specific polysaccharide from Escherichia coli O130

  A. V. Perepelov, B. Lu, S. N. Senchenkova, S. D. Shevelev, W. Wang, A. S. Shashkov, L. Feng, L. Wang, Yu. A. Knirel
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  ABSTRACT: A phosphorylated O-specific polysaccharide was obtained by mild acidic degradation of the lipopolysaccharide from the enteric bacterium Escherichia coli O130 and characterized by the methods of chemical analysis, including dephosphorylation and 1H and 13C NMR spectroscopy. The polysaccharide was shown to be composed of branched tetrasaccharide repeating units containing two N-acetyl-D-galactosamine residues, D-galactose, D-glucose, and glycerophosphate residues (one of each). The polysaccharide has the following structure, which is unique among the known bacterial polysaccharides:
  Russian Journal of Bioorganic Chemistry 01/2007; 33(1):57-60. · 0.64 Impact Factor
• Article: Structure of the O-specific polysaccharide of Proteus vulgaris O37 and close serological relatedness of the lipopolysaccharides of P. vulgaris O37 and P. vulgaris O46.

  A Torzewska, A N Kondakova, A V Perepelov, S N Senchenkova, A S Shashkov, A Rozalski, Y A Knirel
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  ABSTRACT: The O-specific polysaccharide (O-antigen) of the lipopolysaccharide (LPS) of Proteus vulgaris O37 was studied by (1)H and (13)C nuclear magnetic resonance spectroscopy before and after O-deacetylation and found to be structurally similar to that of P. vulgaris O46 studied earlier. The two polysaccharides have the same carbohydrate backbone and differ in the position and number of the O-acetyl groups only. Studies with O-antisera against the two strains using passive hemolysis test, enzyme immunosorbent assay, and Western blot revealed close serological relatedness of the LPSs of P. vulgaris O37 and O46. The O-acetyl groups were found to be of little importance for manifesting the O-specificity but to interfere with binding of anti-P. vulgaris O37 serum to P. vulgaris O46 antigen. Based on the data obtained, it was proposed to combine the strains studied in one Proteus serogroup O37 as subgroups O37a,37b and O37a,37c. A cross-reactivity of O-antisera against P. vulgaris O37 and O46 was observed with LPSs of three more Proteus strains, which could be substantiated by the presence of a common disaccharide fragment in the O-antigens.
  FEMS Immunology & Medical Microbiology 11/2001; 31(3):227-34. · 2.44 Impact Factor
• Article: Structure of the acidic O-specific polysaccharide from Proteus vulgaris O39 containing 5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-L-manno-non-2-ulosonic acid.

  A N Kondakova, A V Perepelov, B Bartodziejska, A S Shashkov, S N Senchenkova, M Wykrota, Y A Knirel, A Rozalski
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  ABSTRACT: The O-specific polysaccharide of Proteus vulgaris O39 was found to contain a new acidic component of Proteus lipopolysaccharides, 5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-L-manno-non-2-ulosonic acid (di-N-acetylpseudaminic acid, Pse5Ac7Ac). The following structure of the polysaccharide was determined by NMR spectroscopy, including 2D 1H,(1)H COSY, TOCSY, ROESY, and 1H,(13)C HMQC experiments, along with selective cleavage of the polysaccharide by solvolysis with anhydrous trifluoromethanesulfonic (triflic) acid: -->8)-beta-Psep5Ac7Ac-(2-->3)-alpha-L-FucpNAc-(1-->3)-alpha-D-GlcpNAc-(1--> The structure established is unique among the O-specific polysaccharides, which is in accordance with classification of the strain studied into a separate Proteus serogroup.
  Carbohydrate Research 08/2001; 333(3):241-9. · 2.33 Impact Factor
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  Available from: Elena P. Ivanova

  Article: Structure of a colitose-containing O-specific polysaccharide of the marine bacterium Pseudoalteromonas tetraodonis IAM 14160(T).

  J Muldoon, A V Perepelov, A S Shashkov, R P Gorshkova, E L Nazarenko, V A Zubkov, E P Ivanova, Y A Knirel, A V Savage
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  ABSTRACT: O-specific polysaccharide was isolated by mild acid degradation of the lipopolysaccharide of Pseudoalteromonas tetraodonis type strain IAM 14160(T) and studied by sugar and methylation analyses along with 1H and 13C NMR spectroscopy, including 2D COSY, TOCSY, 1H,(13)C HMQC and HMBC experiments. The polysaccharide was found to consist of hexasaccharide repeating units containing one residue each of D-Gal, D-GlcA, D-GalNAc and D-GlcNAc and two residues of 3,6-dideoxy-L-xylo-hexose (colitose, Col) and having the following structure:In common with the polysaccharides of some other bacteria, the polysaccharide studied contains a tetrasaccharide fragment alpha-Colp-(1-->2)-beta-D-Galp-(1-->3)-[alpha-Colp-(1-->4)]-beta-D-GlcpNAc, which is a colitose ('3-deoxy-L-fucose') analogue of the Lewis(b) blood group antigenic determinant.
  Carbohydrate Research 07/2001; 333(1):41-6. · 2.33 Impact Factor
• Article: Structure of the O-specific polysaccharide of Proteus vulgaris O4 containing a new component of bacterial polysaccharides, 4,6-dideoxy-4.

  A V Perepelov, D Babicka, S N Senchenkova, A S Shashkov, H Moll, A Rozalski, U Zähringer, Y A Knirel
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  ABSTRACT: A high-molecular-mass O-specific polysaccharide was obtained by mild acid degradation of Proteus vulgaris O4 lipopolysaccharide followed by GPC. The polysaccharide was studied by chemical methods along with 1H and 13C NMR spectroscopy, including two-dimensional COSY, TOCSY, NOESY, H-detected 1H,13C HMQC, and 1H,13C HMBC experiments. Solvolysis of the polysaccharide with trifluoromethanesulfonic (triflic) acid resulted in a GlcpA-(1 --> 3)-GlcNAc disaccharide and a novel amino sugar derivative, 4,6-dideoxy-4-[N-[(R)-3-hydroxybutyryl]-L-alanyl]amino-D-glucose [Qui4N(HbAla)]. On the basis of the data obtained, the following structure of the tetrasaccharide repeating unit of the O-specific polysaccharide was established: --> 4)-beta-D-GlcpA-(1 --> 3)-beta-D-GlcpNAc-(1 --> 2)-beta-D-Quip4N(HbAla)-(1 --> 3)-alpha-D-Galp-(1 -->. This structure is unique among the O-specific polysaccharides, which is in accordance with classification of the strain studied in a separate Proteus serogroup.
  Carbohydrate Research 03/2001; 331(2):195-202. · 2.33 Impact Factor
• Article: Structural studies of the O-specific polysaccharide of Vibrio cholerae O8 using solvolysis with triflic acid.

  N A Kocharova, A V Perepelov, G V Zatonsky, A S Shashkov, Y A Knirel, P E Jansson, A Weintraub
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  ABSTRACT: The O-specific polysaccharide (OPS) of Vibrio cholerae 08 was isolated by mild acid degradation of the lipopolysaccharide and studied by two-dimensional NMR spectroscopy, including NOESY and heteronuclear multiple-bond correlation (HMBC) experiments. The OPS was found to have a tetrasaccharide repeating unit with the following structure: --> 4)-beta-D-Glcp NAc3NAcylAN-(1 --> 4)-beta-D-Manp NAc3NAcAN-(1 --> 4)-alpha-L-Gulp NAc3NAcA-(1 --> 3) -beta-D-QuipNAc4NAc-(1 --> where QuiNAc4NAc is 2,4-diacetamido-2,4,6-trideoxyglucose, GlcNAc3NAcylAN is 2-acetamido-3-(N-formyl-L-alanyl)amino-2,3-dideoxyglucuronamide, ManNAc3NAcAN is 2,3-diacetamido-2,3-dideoxymannuronamide, and GulNAc3NAcA is 2,3-diacetamido-2,3-dideoxyguluronic acid. The OPS was stable towards acid hydrolysis and solvolysis with anhydrous hydrogen fluoride, but could be cleaved selectively with trifluoromethanesulfonic (triflic) acid by the glycosidic linkages of beta-QuiNAc4NAc and alpha-GulNAc3NAcA. The structures of the oligosaccharides obtained that were elucidated by electrospray ionization (ESI) MS and NMR spectroscopy, confirmed the OPS structure.
  Carbohydrate Research 02/2001; 330(1):83-92. · 2.33 Impact Factor
• Article: Structure and serological characterization of an Nepsilon-[(R)-1-carboxyethyl]-L-lysine-containing O-chain of the lipopolysaccharide of Proteus mirabilis O13.

  A S Swierzko, M Cedzyński, A Ziółkowski, S N Senchenkova, A V Perepelov, Y A Knirel, W Kaca
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  ABSTRACT: In this paper we present the structure and describe serological properties of the O-specific polysaccharide of Proteus mirabilis O13 lipopolysaccharide, which contains a unique component: an amide of D-galacturonic acid (D-GalA) with an unusual amino acid, Nepsilon-[(R)-1-carboxyethyl]-L-lysine (alaninolysine, AlaLys). Selective chemical degradations of either GalA or AlaLys resulted in the loss of the serological reactivity of the polysaccharide with anti-O serum against P. mirabilis O13. Neither synthetic stereoisomers of AlaLys nor the isolated amide of GalA with AlaLys inhibited the reaction of the O-antiserum with the homologous lipopolysaccharide. The O-antiserum did not cross-react with the lipopolysaccharide of Providencia alcalifaciens O23 containing an amide of D-glucuronic acid with AlaLys. These data showed that both uronic acid and amino acid components of the amide play an important role in manifesting the P. mirabilis O13-specificity, but the full specific epitope also includes another O-specific polysaccharide component(s). A cross-reactivity of anti-O13 serum with some other P. mirabilis strains was observed and attributed to a common heat-stable antigen(s) different from the lipopolysaccharide.
  Archivum Immunologiae et Therapiae Experimentalis 02/2001; 49(2):163-9. · 2.54 Impact Factor
• Article: Isolation using triflic acid solvolysis and identification of N(epsilon)-[(R)-1-carboxyethyl]-N(alpha)-(D-galacturonoyl)-L-lysine as a component of the O-specific polysaccharide of Proteus mirabilis O13.

  A V Perepelov, S N Senchenkova, M Cedzynski, A Ziolkowski, E V Vinogradov, W Kaca, A S Shashkov, Y A Knirel
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  ABSTRACT: An amino acid was released from the O-specific polysaccharide of Proteus mirabilis O13 by acid hydrolysis and identified as N(epsilon)-[(R)-1-carboxyethyl]-L-lysine by comparison with the authentic sample. An amide of this amino acid with D-galacturonic acid was isolated from the polysaccharide by solvolysis with anhydrous trifluoromethanesulfonic (triflic) acid and characterised by 1H and 13C NMR spectroscopy. These and published data enabled determination of the full structure of the repeating unit of the polysaccharide.
  Carbohydrate Research 10/2000; 328(3):441-4. · 2.33 Impact Factor
• Article: Structure of an O-acetylated acidic O-specific polysaccharide of Proteus vulgaris O46.

  A V Perepelov, S N Senchenkova, A Torzewska, B Bartodziejska, A S Shashkov, A Rozalski, Y A Knirel
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  ABSTRACT: An acidic O-specific polysaccharide was obtained by mild acid degradation of the lipopolysaccharide of Proteus vulgaris O46 and studied by chemical methods (O-deacetylation, sugar and methylation analyses, partial solvolysis) and 1H and 13C NMR spectroscopy. Solvolysis of the O-deacetylated polysaccharide with trifluoromethanesulfonic acid resulted in a alpha-D-GlcpNAc-(1 --> 3)-D-GlcA disaccharide that demonstrated the usefulness of this reagent for selective cleavage of heteropolysaccharides. The following structure for the polysaccharide was established: --> 4)-alpha-D-Glcp6Ac(1 --> 3)-beta-D-GlcpA4Ac-(1 --> 3)-alpha-D-GlcpNAc-(1 --> 3)-beta-D-GlcpA4Ac-(1 --> where the degree of O-acetylation is approximately 65% at position 6 of Glc and 80-95% at position 4 of GlcA residues.
  Carbohydrate Research 10/2000; 328(2):229-34. · 2.33 Impact Factor
• Article: Structure of an acidic O-specific polysaccharide of the marine bacterium Pseudoalteromonas sp. KMM 634.

  N A Komandrova, S V Tomshich, L S Shevchenko, A V Perepelov, S N Senchenkova, A S Shashkov, Y A Knirel
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  ABSTRACT: An acidic O-specific polysaccharide containing D-glucuronic acid (D-GlcA), 2,3-diacetamido-2,3-dideoxy-D-glucuronic acid (D-GlcNAc3NAcA), 2,3-diacetamido-2,3-dideoxy-D-mannuronoyl-L-alanine (D-ManNAc3NAcA6Ala), and 2-acetamido-2,4, 6-trideoxy-4-[(S)-3-hydroxybutyramido]-D-glucose (D-QuiNAc4NAcyl) was obtained by mild acid degradation of the lipopolysaccharide of the bacterium Pseudoalteromonas sp. KMM 634 followed by gel-permeation chromatography. The polysaccharide was cleaved selectively with a new solvolytic agent, trifluoromethanesulfonic acid, to give a disaccharide and a trisaccharide with D-GlcNAc3NAcA at the reducing end. The borohydride-reduced oligosaccharides and the initial polysaccharide were studied by GLC-MS and 1H- and 13C-NMR spectroscopy, and the following structure of the linear tetrasaccharide repeating unit of the polysaccharide was established: -->3)-alpha-D-QuipNAc4Ac4NAcyl-(1-->4)-beta-D-ManpNAc3NAcA6Ala+ ++-(1-->4)-b eta-D-GlcpNAc3NAc3NAcA-(1-->4)-beta-D-GlcpA-(1-->.
  Biochemistry (Moscow) 10/2000; 65(9):1060-7. · 1.06 Impact Factor