1961-73-5Relevant academic research and scientific papers
The core oligosaccharide component from mannheimia (pasteurella) haemolytica serotype A1 lipopolysaccharide contains L-glycero-D-manno-and D-glycero-D-manno-heptoses: Analysis of the structure and conformation by high-resolution NMR spectroscopy
Brisson, Jean-Robert,Crawford, Ellen,Uhrin, Dusan,Khieu, Nam Huan,Perry, Malcolm B.,Severn, Wayne B.,Richards, James C.
, p. 949 - 963 (2002)
Previous studies from our laboratory have indicated that the lipopolysaccharide (LPS) from Mannheimia haemolytica serotype A1 contains both L-glycero-D-manno-heptose and D-glycero-D-manno-heptose residues. NMR methods making use of 1D 1H selective excitation and 2D (1H, 13C) and (1H, 31P) heteronuclear experiments were used for the structural determination of the major core oligosaccharide components of the deacylated low-molecular-mass LPS obtained following sequential treatment with anhydrous hydrazine and aq KOH. The core oligosaccharide region was found to be composed of a branched octasaccharide linked to the deacylated lipid A moiety via a 3-deoxy-4-phospho-D-manno-oct-2-ulosonate residue having the structure, α -D-Glc p-(1↓6 β-D -Galp-(1-7)-D -α-D -Hepp-(1-6)-D -α-D -Hepp-(1-6)-β-D -Glcp-(1-4)-L -α-D -Hepp-(1→3↑L -α-D -Hepp-(1-2)-L -α-D -Hepp-(1 Heterogeneity was found to be present at several linkages. NMR methods were devised to distinguish between the diastereomeric forms of the heptose residues. Synthesized monosaccharides of L-D- and D-D-heptose were used as model compounds for analysis of the 1H and 13C NMR chemical shifts and proton coupling constants. Molecular modeling using a Monte Carlo method for conformational analysis of saccharides was used to determine the conformation of the inner core of the oligosaccharide and to establish the stereochemical relationships between the heptoses.
STRUCTURAL STUDIES OF THE ANTIGENIC POLYSACCHARIDE OF EUBACTERIUM SABURREUM, STRAIN T27
Kondo, Wateru,Nakazawa, Futoshi,Sato, Michiko,Ito, Teiichiro
, p. 125 - 132 (2007/10/02)
The antigenic polysaccharide produced by Eubacterium saburreum, strain T27, is a homoglycan composed of D-glycero-D-galacto-heptose (Hep) residues having a nonasaccharide repeating-unit with the structure 6)-4)>-β-Hepp-(1>36)-2), α-Hepf-(14)>-β-Hepp-(1.The polysaccharide contains acetyl groups linked to O-2 (except to the 2,4,6-linked heptopyranosyl residue), O-3 and O-7 of part of both heptopyranosyl and heptofuranosyl residues.The assignment of an acetyl group at O-3 of part of the terminal heptofuranosyl and 4,6-linked heptopyranosyl groups is tentative.
