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A S Shashkov

Publications and source records attributed to A S Shashkov.

At least 145 records · Page 8Linked to original sources
PubMed1996

[Structure of a new lysine-containing O-specific polysaccharide from Proteus mirabilis O26].

The composition and structure of the O-specific polysaccharide chain of the bacterium Proteus mirabilis O26 lipopolysaccharide have been studied using one- and two-dimensional 1H- and 13C-NMR spectroscopy, including homonuclear correlation spectroscopy (COSY), H-detected 1H,13C heteronuclear multi-quantum coherence and rotating-frame nuclear Overhauser effect spectroscopy. It has been found that the polysaccharide is acidic due to the presence of D-galacturonic acid (D-GalA) residues, part of which are O-acetylated, while the other part form an amide with the alpha-amino group of L-lysine and is built up of tetrasaccharide repeating units having the following structure: [formula: see text] The P. mirabilis O26 polysaccharide is structurally similar to the O-specific polysaccharide of P. mirabilis O28 studied earlier by us and containing amides of D-galacturonic acid with L-lysine and L-serine.

Amides↗
PubMed1996

[Structure of the O-specific polysaccharide from Proteus mirabilis O30].

Based on acid hydrolysis, methylation, and one- and two-dimensional 1H- and 13C-NMR spectroscopy, including homonuclear and 1H, 13C heteronuclear correlation spectroscopy (COSY) and rotating-frame nuclear Overhauser effect spectroscopy (ROESY); it was found that the O-specific polysaccharide chain of the lipopolysaccharide of the bacterium Proteus mirabilis O30 is a hexosamino-glucuronan built up of tetrasaccharide repeating units having the following structure: [formula: see text] The degree of O-acetylation of 2-acetamido-2-deoxyglucose is about 70%.

Carbohydrate Sequence↗
PubMed1996

Structure of the O-specific polysaccharide chain and serological characterization of the Proteus penneri 62 lipopolysaccharide compared with the lipopolysaccharides of the P. penneri strains.

The chemical structure of the O-specific polysaccharide chain of Proteus penneri 62 lipopolysaccharide (LPS) containing N-acetylisomuramic acid was established using acid hydrolysis, solvolysis with anhydrous hydrogen fluoride and 1H and 13C NMR spectroscopy. Cross reactivity of the anti-O-serum P. penneri 62 with a number of other strains of the same species isolated in the USA, Canada, Germany and Poland is discussed.

Carbohydrate Sequence↗
PubMed1996

[Structure of O-specific polysaccharide from Proteus mirabilis O10, containing a new component of O-antigens--L-altruronic acid].

An acidic O-specific polysaccharide was obtained by mild acid degradation of the lipopolysaccharide of Proteus mirabilis O10 and studied after full acid hydrolysis and carboxyl reduction by 1H- and 13C-NMR spectroscopy, including two-dimensional correlation spectroscopy (COSY), H-detected heteronuclear 1H,13C multi-quantum coherence (HMQC), and rotating-frame nuclear Overhauser effect spectroscopy (ROESY). It was found that the polysaccharide contains 2-acetamido-2-deoxy-D-glucose, 2-acetamido-2-deoxy-D-galactose, D-galacturonic acid, and L-altruronic acid, and the following structure of the branched tetrasaccharide repeating unit of the polysaccharide was established: [sequence: see text]

Carbohydrate Conformation↗
PubMed1995

Structure of the O-specific polysaccharide chain of Shigella boydii type 5 lipopolysaccharide: a repeated study.

An acidic, partially O-acetylated O-specific polysaccharide was obtained by mild acid degradation of Shigella boydii type 5 lipopolysaccharide and studied by 1H and 13C NMR spectroscopy, including 2D COSY, 13C-1H heteronuclear COSY, 1D NOE, and 2D ROESY experiments, and chemical methods (sugar and methylation analysis, O-deacetylation, carboxyl reduction, solvolysis with anhydrous HF, partial acid hydrolysis. Smith degradation). It was concluded that the polysaccharide has a hexasaccharide repeating unit of the following structure: [Formula: See Text] with the degree of O-acetylation varying over 30-50%. The established structure differs from that proposed recently for the O-specific polysaccharide of the same S. boydii serotype [M.J. Albert et al., Carbohydr. Res., 265 (1994) 121-127].

Acetylation↗
PubMed1995

Structure of the O-specific side chain of the Escherichia coli O128 lipopolysaccharide.

The O-specific polysaccharide isolated from Escherichia coli O128 lipopolysaccharide contains D-galactose, L-fucose, and 2-acetamido-2-deoxy-D-galactose in the molar ratios 2:1:2. The primary structure of the O-specific polysaccharide from E. coli was established by compositional analysis, methylation analysis, together with 1H and 13C NMR spectroscopy including two-dimensional shift-correlated and one-dimensional NOE spectroscopy. The polysaccharide moiety was found to consist of a tetrasaccharide backbone containing D-galactose and 2-acetamido-2-deoxy-D-galactose, with L-fucose as a side chain in a branched pentasaccharide repeating unit having the following structure: [formula: see text]

Carbohydrate Conformation↗
PubMed1995

Structure of the capsular polysaccharide from Alteromonas sp. CMM 155.

Capsular polysaccharide (CPS) was obtained by water-saline extraction of the Alteromonas sp. CMM 155. On the basis of solvolysis with anhydrous HF and 1H- and 13C-NMR spectral data, including NOE experiments, it was concluded that the capsular polysaccharide had the following structure containing novel N-acyl-amino sugar and bacillosamine residues: --> 3)-alpha-D-GalpNAc-(1 --> 4)-alpha-L-GalApNAc(1 --> 3)- alpha-D-QuipNAc4NAc-(1 --> 3)-beta-D-Quip4NAlaAc-(1 -->

Bacterial Capsules↗
PubMed1995

Poly(arabitol phosphate) teichoic acid in the cell wall of Agromyces cerinus subsp. cerinus VKM Ac-1340T.

On the basis of NMR studies and analysis of the products of acid and alkaline hydrolyses the following structures were established for the repeating units of poly(arabitol phosphate) teichoic acid: alpha-6-deoxy-L-Talp-(1-->3)-beta-D-GLcpNAc-(1-->2)-alpha-L-Rha p-(1-->4(2)-D- Arabitol-PO4 and beta-D-GlcpNAc-(1-->2)-alpha-L-Rhap-(1-->4(2)-D-arabitol-PO4. The molar ratio of these units is about 1.2:1.0, respectively. Poly(arabitol phosphate) teichoic acid is here reported in bacterial cells walls for the first time.

Actinomycetales↗
PubMed1995

The structure and serological specificity of Proteus mirabilis O43 O antigen.

On the basis of sugar analysis and NMR spectroscopy, including selective spin-decoupling, one-dimensional NOE, two-dimensional homonuclear and 13C,1H-heteronuclear correlation spectroscopy, the following structure of the acidic O-specific polysaccharide of Proteus mirabilis O43 was established: -->4)-alpha-D-GalpA-(1-->3)-alpha-D-GalpA-(1-->3)-alpha-D-Gl cpNAc-(1-->4)-alpha - D-Glcp-(1-->, where GalA is galacturonic acid and Galp is galactopyranose. No serological cross-reactivity was observed between lipopolysaccharides of P. mirabilis O43 and other studied Proteus strains, except for P. mirabilis O10. The O-specific polysaccharide of P. mirabilis O43 was serologically active in precipitation and inhibition tests but the activity was lost after periodate oxidation. These data suggest that the O43 specificity is determined by a wide epitope with the immunodominant role of 4-substituted D-Glc or/and D-GalA, which are destroyed by periodate oxidation.

Antibodies, Bacterial↗
PubMed1995

Structures of the O-specific polysaccharide chains of Pectinatus cerevisiiphilus and Pectinatus frisingensis lipopolysaccharides.

Mild acid hydrolysis of the smooth-type lipopolysaccharide (LPS) of Pectinatus frisingensis afforded no polysaccharide but monomeric 6-deoxy-L-altrose (L-6dAlt) which was identified by anion-exchange chromatography in borate buffer, GLC/MS, 1H-NMR spectroscopy, and optical rotation. LPS was degraded with alkali under reductive conditions to give a completely O-deacylated polysaccharide, which was studied by methylation analysis, 1H-NMR and 13C-NMR spectroscopy, including sequential, selective spin-decoupling, two-dimensional correlation spectroscopy (COSY), COSY with relayed coherence transfer, two-dimensional heteronuclear 13C, 1H-COSY, one-dimensional NOE and two-dimensional rotating-frame NOE spectroscopy. It was found that the O-specific polysaccharide chain of P. frisingensis LPS is a homopolymer of 6-deoxy-L-altrofuranose built up of tetrasaccharide-repeating units having the following structure: [sequence: see text] Similarly, mild acid degradation of smooth-type LPS of Pectinatus cerevisiiphilus resulted in depolymerisation of the polysaccharide chain to give a disaccharide consisting of D-glucose and D-fucose. Study of the disaccharide by methylation analysis and alkali-degraded LPS by one-dimensional and two-dimensional 1H-NMR and 13C-NMR spectroscopy showed that the O-specific polysaccharide of P. cerevisiiphilus has the following structure: -->2)-beta-D-Fucf-(1-->2)-alpha-D-Glcp-(1-->.

Bacteria, Anaerobic↗
PubMed1995

Structure of the O-specific polysaccharide of Hafnia alvei 1204 containing 3,6-dideoxy-3-formamido-D-glucose.

The O-specific polysaccharide of Hafnia alvei strain 1204 has a hexasaccharide repeating unit containing D-mannose, D-glucuronic acid, 2-acetamido-2-deoxy-D-glucose, 2-acetamido-2-deoxy-D-galactose, and 3,6-dideoxy-3-formamido-D-glucose (Qui3NFo) in the ratios 2:1:1:1:1 as well as O-acetyl groups. On the basis of methylation analysis of the intact, carboxyl-reduced, and Smith-degraded polysaccharide as well as 1D and 2D NMR spectroscopy, including 1D total correlation spectroscopy, 1D NOE spectroscopy, 2D homonuclear shift-correlated spectroscopy (COSY), and 13C,1H heteronuclear COSY, the following structure of the O-deacetylated polysaccharide was established: -->3)-alpha-D-Manp-(1-->2)-alpha-D-Manp-(1-->3)-beta-D-GlcpN Ac-(1--> -->2)-beta-D-Quip3NFo-(1-->3)-alpha-D-GalpNAc-(1-->4)-alpha-D-G lcpA-(1--> Location of the N-formyl group, occurring as two stereoisomers in the ratio approximately 3:1, was determined by an NOE on H-3 Qui3N arising on pre-irradiation of HCO of the minor (E) isomer. The O-acetyl groups are attached in nonstoichiometric amounts at position 3 of GlcA and position 6 of a mannose residue or GlcNAc.

Acetylgalactosamine↗
PubMed1995

NMR reinvestigation of two N-acetylneuraminic acid-containing O-specific polysaccharides (O56 and O24) of Escherichia coli.

Structures for the N-acetylneuraminic acid (Neu5Ac)-containing O56 and O24 polysaccharides of Escherichia coli have been reported previously. During these studies unusual chemical shifts had been observed for the NMR signals for H-3eq and C-3 of the Neu5Ac residues of both polysaccharides. In further pursuing this phenomenon, we have reinvestigated the O56 and O24 polysaccharides as well as derived oligosaccharides by one- and two-dimensional NMR spectroscopy. The results showed that structures of both polysaccharides (PSs) had to be modified and formulated as [formula: see text] 2D ROESY spectra revealed a strong NOE between H-3eq of Neu5Ac and the protons of the side-chain sugar (H-3 and H-5 of alpha-D-Gal p in the O56 PS and H-3 of alpha-D-Glc p in the O24 PS) and also between H-3ax of Neu5Ac and H-3 of beta-D-Glc p in the main chain. This indicated a close spatial association of the seven-linked alpha-Neu5Ac and the side-chain residues alpha-D-Gal p (O56 PS) and alpha-D-Glc p (O25 PS), respectively. The strong long-range spatial contacts caused the unusual chemical shifts of H-3eq and C-3 of Neu5Ac.

Acetylgalactosamine↗
PubMed1995

Structure of an acidic polysaccharide present in the bacteriolytic complex lysoamidase.

The structure of an acidic polysaccharide component of a bacteriolytic complex (lysoamidase), isolated from a bacterium of the genus Xanthomonas, was studied. On the basis of sugar analysis and one- and two-dimensional 1H and 13C NMR spectroscopic study of the initial polysaccharide and its O-deacetylated and carboxyl-reduced derivatives, the following structure of the trisaccharide repeating unit of the polysaccharide was established [formula: see text] where ManNAcA and GalNAcA are 2-acetamido-2-deoxymannuronic acid and 2-acetamido-2-deoxygalacturonic acid, respectively.

Carbohydrate Conformation↗
PubMed1995

Structure and epitope characterisation of the O-specific polysaccharide of Proteus mirabilis O28 containing amides of D-galacturonic acid with L-serine and L-lysine.

The O-specific polysaccharide of Proteus mirabilis O28 was found to contain D-galactose, D-galacturonic acid (GalA), 2-acetamido-2-deoxy-D-glucose, L-serine, L-lysine, and O-acetyl groups in molar ratios 1:2:1:1:1:1, the amino acids being linked via their alpha-amino group to the carboxyl group of GalA. The polysaccharide was studied using 1H- and 13C-NMR spectroscopy, including selective spin-decoupling, one-dimensional total correlation spectroscopy, two-dimensional homonuclear correlation spectroscopy (COSY), heteronuclear 13C,1H COSY, one-dimensional NOE, and two-dimensional rotating-frame NOE spectroscopy and partial acid hydrolysis followed by borohydride reduction, methylation, and GLC/MS analysis of the derived glycosyl alditols. The following structure of the repeating unit was established: [formula: see text] Epitope specificity of the P. mirabilis O28 polysaccharide was analysed using a homologous rabbit polyclonal antiserum in quantitative precipitation, passive immunohemolysis, and inhibition of passive immunohemolysis. Study with related synthetic glycopolymers (2-acrylamidoethyl glycosides of amides of alpha-D-GalA with amino acids copolymerised with acrylamide) showed the importance of D-GalA(L-Lys) for manifesting serological specificity of the O-antigen. Serological cross-reactions between P. mirabilis O28, S1959, and R14/S1959 (a transient-like form) are discussed.

Amides↗
PubMed1995

Structure and epitope specificity of the O-specific polysaccharide of Proteus penneri strain 12 (ATCC 33519) containing the amide of D-galacturonic acid with L-threonine.

O-specific polysaccharide was isolated from Proteus penneri strain 12 (ATCC 33519) lipopolysaccharide (LPS) and studied using NMR spectroscopy, including selective spin-decoupling, one-dimensional NOE, two-dimensional homonuclear correlation spectroscopy, 13C,1H heteronuclear correlation spectroscopy and chemical methods (O-deacetylation, Smith degradation, partial acid hydrolysis followed by borohydride reduction and methylation). The amide of D-galacturonic acid with L-threonine [D-GalA(L-Thr)] was identified as a constituent of the polysaccharide and the following structure of the tetrasaccharide repeating unit was established: [formula: see text] where the degree of O-acetylation at either position varies over 20-40%. Serological study with LPS, its degradation products and related synthetic glycoconjugates (2-acrylamidoethyl glycosides of amides of alpha-D-GalA with L-amino acids copolymerised with acrylamide) showed that D-GalA(L-Thr) plays an important role in manifesting the serological specificity of the P. penneri 12 O-antigen. Serological cross reactions between LPSs of P. penneri 12 and Proteus mirabilis S1959, R14/S1959 (transient-like form), O23 and O28 are discussed.

Amides↗