Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Department of Chemistry, Carlsberg Laboratory, Copenhagen, Denmark, Division of Biochemical Microbiology, Center for Medicine und Biosciences, Research Center Borstel, Germany
The structure of the carbohydrate backbone of the lipopolysaccharide from Acinetobacter strain ATCC 17905 was studied. After deacylation of the lipopolysaccharide, a mixture of two compounds (ratio approximately 2:1) was isolated by high-performance anion-exchange chromatography, the structures of which were determined by NMR spectroscopy and electrospray-mass spectrometry as: [see formula in text] [Sug, 3-deoxy-D-manno-2-octulopyranosonic acid (Kdo) in oligosaccharide 1 (major portion) and D-glycero-D-talo-2-octulopyranosonic acid (Ko) in oligosaccharide 2 (minor portion)]. All monosaccharide residues also possess th D-cofiguration and are present in the pyranose form.
abstract, p. 125, table 1, table 2, oligosaccharide 2
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8
0,6,6,4,7,3,6 aDGlcp 98.6 72.3 73.9 70.2 72.6 61.3
0,6,6,4,7,3 bDGlcp 104.6 73.9 76.3 70.1 74.9 66.4
0,6,6,4,7 bDGalp 103.5 70.9 82.6 69.2 75.9 61.8
0,6,6,4 aXKdop 173.8-175.7 103.2 35.4 66.7 67.5 73.0 79.3 63.5
0,6,6,5,4,6 aDGlcp 99.4 72.1 73.6 70.3 72.8 61.4
0,6,6,5,4 bDGlcp 103.4 73.4 74.8 72.7 74.0 66.7
0,6,6,5 aDGlcp 99.9 72.0 ? 79.3 71.3 60.2
0,6,6 aXKop 173.8-175.7 ? 73.1 71.7 75.5 ? 69.0 64.1
0,6,4 P
0,6 bDGlcpN 100.2 56.3 72.5 75.1 74.5 63.5
0 aDGlcpN 92.0 55.1 70.1 70.2 73.2 70.4
P
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8
0,6,6,4,7,3,6 aDGlcp 4.931 3.540 3.689 3.399 3.653 3.740-3.820
0,6,6,4,7,3 bDGlcp 4.694 3.345 3.488 3.493 3.626 3.729-3.926
0,6,6,4,7 bDGalp 4.483 3.690 3.811 4.122 3.713 3.730-3.750
0,6,6,4 aXKdop - - 1.840-2.091 4.040 4.016 3.840 3.730 3.710-3.890
0,6,6,5,4,6 aDGlcp 4.972 3.528 3.814 3.414 3.691 3.750-3.830
0,6,6,5,4 bDGlcp 4.552 3.366 3.662 3.737 3.827 3.889-3.980
0,6,6,5 aDGlcp 5.296 3.584 3.740 3.740 4.233 3.920-3.972
0,6,6 aXKop - - 3.953 3.959 4.482 3.750 4.088 3.659-3.942
0,6,4 P
0,6 bDGlcpN 4.825 3.081 3.856 3.790 3.748 3.474-3.663
0 aDGlcpN 5.674 3.419 3.888 3.629 4.111 3.762-4.259
P
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8
0,6,6,4,7,3,6 aDGlcp 98.6/4.931 72.3/3.540 73.9/3.689 70.2/3.399 72.6/3.653 61.3/3.740-3.820
0,6,6,4,7,3 bDGlcp 104.6/4.694 73.9/3.345 76.3/3.488 70.1/3.493 74.9/3.626 66.4/3.729-3.926
0,6,6,4,7 bDGalp 103.5/4.483 70.9/3.690 82.6/3.811 69.2/4.122 75.9/3.713 61.8/3.730-3.750
0,6,6,4 aXKdop 35.4/1.840-2.091 66.7/4.040 67.5/4.016 73.0/3.840 79.3/3.730 63.5/3.710-3.890
0,6,6,5,4,6 aDGlcp 99.4/4.972 72.1/3.528 73.6/3.814 70.3/3.414 72.8/3.691 61.4/3.750-3.830
0,6,6,5,4 bDGlcp 103.4/4.552 73.4/3.366 74.8/3.662 72.7/3.737 74.0/3.827 66.7/3.889-3.980
0,6,6,5 aDGlcp 99.9/5.296 72.0/3.584 ?/3.740 79.3/3.740 71.3/4.233 60.2/3.920-3.972
0,6,6 aXKop 73.1/3.953 71.7/3.959 75.5/4.482 ?/3.750 69.0/4.088 64.1/3.659-3.942
0,6,4 P
0,6 bDGlcpN 100.2/4.825 56.3/3.081 72.5/3.856 75.1/3.790 74.5/3.748 63.5/3.474-3.663
0 aDGlcpN 92.0/5.674 55.1/3.419 70.1/3.888 70.2/3.629 73.2/4.111 70.4/3.762-4.259
P