The nuclear overhauser effect and structural factors determining the conformations of disaccharide glycosides

Lipkind, Grigory M.; Shashkov, Alexander S.; Mamyan, S. S.; Kochetkov, Nikolay K.

doi:10.1016/0008-6215(88)84018-7

Cited by 130 publications

(63 citation statements)

References 5 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Since PS contained no 6-substituted sugar residues (data of the attached-proton test [20]) and NOE on H6 is typical of a number of 1,4-1inked disaccharides [26], this demonstrated the fragment c~-GalA-(l~4)-c~-Gal. An additional correlation peak between c~-GalA H5 and c~-Gal H2 at 8 4.92/3.87 pointed to a conformation where these protons are in close proximity.…”

Section: Elucidation Of the Structure Of The 026-specific Polysaccharidementioning

confidence: 93%

“…Two correlation peaks, with ~-GalA H3 and H4 at 8 3.76 and 4.42, respectively, were present for c~-Gal H1 at 8 5.04. This suggested the fragment a-Gal-(1 ~ 3)-[3-GalA since no NOE contact could be observed between H I' and H3 in 1,4-1inked disaccharides but between HI' and H4 in 1,3-1inked galactose disaccharides [26].…”

Section: Elucidation Of the Structure Of The 026-specific Polysaccharidementioning

confidence: 98%

See 1 more Smart Citation

Structures of new acidic O‐specific polysaccharides of the bacterium Proteus mirabilis serogroups O26 and O30

et al. 1996

Self Cite

View full text Add to dashboard Cite

show abstract

Section: Elucidation Of the Structure Of The 026-specific Polysaccharidementioning

confidence: 93%

Section: Elucidation Of the Structure Of The 026-specific Polysaccharidementioning

confidence: 98%

Structures of new acidic O‐specific polysaccharides of the bacterium Proteus mirabilis serogroups O26 and O30

et al. 1996

Self Cite

View full text Add to dashboard Cite

show abstract

“…The visual multiplicities and coupling constants of the signals were determined with the help of 1D homonuclear double resonance performed in the difference mode [23]. This provided information as to the configuration of the sugar residues and confirmed their pyranose form [24].…”

Section: Nmr Analysis Of the 018a Polysaccharidementioning

confidence: 99%

“…The glycosylation effects were calculated from the spectra and the absolute configuration of the sugar residues were determined [24].…”

Section: Nmr Analysis Of the 018a Polysaccharidementioning

confidence: 99%

The O18 antigens (lipopolysaccharides) of Escherichia coli

Jann

Shashkov

Gupta

et al. 1992

European Journal of Biochemistry

Self Cite

View full text Add to dashboard Cite

The 0-specific polysaccharide moieties (PS) of the 018A, 018A1, 018B, and 018B1 antigens (lipopolysaccharides, LPS) consist of L-rhamnose (Rhd), N-aCetyl-D-glUCOSamine, D-galaCtOSe, and D-glucose in different molar ratios. By using chemical fragmentation, methylation, as well as oneand two-dimensional NMR spectroscopy, the structures of these polysaccharides were found to beIn 018A-PS and 018A1-PS x = 2, whereas in 018B-PS and in 018B11-PS x = 3. In all fourGlcpNAc-(1 in 018A-PS and 018A1-PS and it is a-~-Glcp-(l in 018B-PS and 018B1-PS. Whereas there is no further substituent on the main chain of the 018A and 018B polysaccharides, in 018A1-PS and 018B1-PS the E-D-GIc~NAc residue A is substituted with a-Glcp-(1 (residue F), which is linked to 0 -6 in 018A1-PS and to 0 -4 in 018B1-PS. These results show that the 018 antigen comprises a group of four related LPS (018A and OIXB, with their glucosylated forms 018A1 and 01 SBl). The results are discussed with respect to epitope definition and biochemical implications.The serological classification of Escherichiu coli is based on their 0 antigens (lipopolysaccharides, LPS), K antigens (capsular polysaccharides), H antigens (flagellar proteins) [I -31 and, more recently also on their F antigens (fimbrial and fibrillar proteins) [4]. Additionally, such distinctive characteristics as biotype or isoenzyme pattern as detected by starch gel electrophoresis [5] are in use. In a clonal analysis of E. coli, strains with 0 antigens prevalent in extraintestinal infections, emphasis was put on the migration patterns of the major outer membrane proteins in sodium dodecyl sulfate/polyacrylamide gel electrophoresis (SDS/PAGE) [6]. In these and subsequent studies 17-91, it became apparent that many strains, even when belonging to different E. coli clones, were of the same 0 group. This was particularly evident with E. coli expressing the 0 1 or the 018 antigen. On the basis of their migration patterns in SDS/PAGE, the 01 antigens were divided into three groups (OIA, 01B and OlC). Of these, the 0 1 A antigen seemed to be clonally restricted, whereas no clonality of the 0 1 B and 0 1 C (only one strain known) was detected with the same method. The 018 antigens which had been serologically classified into 018ac and 018ab [lo] were subdivided into Abbreviations. 2D COSY, two-dimensional correlated NMR spectroscopy; LPS, lipopolysaccharide; PS, polysaccharide moiety of lipopolysaccharide; TOE, truncated driven mode of nuclear Overhauser effect (NOE) NMR experiment; Rha, rhamnose. four groups 171. They were termed 018A and 018A1 (formerly 018ac) and 018B and 018B1 (formerly 018ab).Serological studies showed that the 018 antigens shared (at least) one epitope and were otherwise distinct.To establish a molecular basis for the observed 0 antigen differences, we have set out to elucidate the structures of the respective LPS. Recently, we reported the structures of the 01A, 01B and 01C LPS [ll, lla]. In an earlier report we presented the structure of the 018ac LPS [12], which is now defined as...

show abstract

“…The monosaccharide sequence was determined from the NOESY spectrum of polysaccharide-3, which showed correlations between signals of anomeric protons and protons at the linkage carbons. From them, H1 of unit B gave strong crosspeaks with both H3 and H4 of unit C, which are typical of a(133)-linked sugars if they have the same absolute configuration and the glycosylated sugar residue has the galacto configuration [28]. Cross-peaks between H-1 of unit A and H4 and H6 of unit B are characteristic for the (134)-linkage between these residues [28].…”

Section: Structural Studies Of the P Mirabilis O48 O-specific Polysamentioning

confidence: 99%

Structural and serological studies of the related O-specific polysaccharides of Proteus vulgaris O21 and Proteus mirabilis O48 having oligosaccharide-phosphate repeating units

Toukach¹,

Vinogradov²,

Сенченкова³

et al. 2000

Eur J Biochem

Self Cite

View full text Add to dashboard Cite

show abstract

The nuclear overhauser effect and structural factors determining the conformations of disaccharide glycosides

Cited by 130 publications

References 5 publications

Structures of new acidic O‐specific polysaccharides of the bacterium Proteus mirabilis serogroups O26 and O30

Structures of new acidic O‐specific polysaccharides of the bacterium Proteus mirabilis serogroups O26 and O30

The O18 antigens (lipopolysaccharides) of Escherichia coli

Structural and serological studies of the related O-specific polysaccharides of Proteus vulgaris O21 and Proteus mirabilis O48 having oligosaccharide-phosphate repeating units

Contact Info

Product

Resources

About