N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
A polysaccharide isolated after mild acid degradation of the lipopolysaccharide of Vibrio vulnificus clinical isolate YJ016 was found to contain l-Fuc, d-GlcpNAc, 2,4-diacetamido-2,4,6-trideoxy-d-glucose (di-N-acetylbacillosamine, d-QuiNAc4NAc), and 2-acetimidoylamino-2-deoxy-l-galacturonic acid (l-GalNAmA). The last sugar derivative was confirmed by correlations for nitrogen-linked protons in 2D TOCSY and ROESY spectra measured in a H2O-D2O mixture. The following structure of the polysaccharide was established by 1H and 13C NMR spectroscopy, including 2D ROESY and 1H,13C HMBC experiments: [structure: see text], where the degree of 6-O-acetylation of the lateral b-GlcNAc residue is approximately 70%.
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,3,3,2 Am 167.5 20.3
3,3,3,4,2 Ac 176.3 23.8
3,3,3,4,6 70%Ac 174.8 21.5
3,3,3,4 bDGlcpN 101.0 56.8 75.2 71.3 77.4 62.2
3,3,3 aLGalpNA 98.3 49.9 71.9 76.5 72.6 175.0
3,3,2 Ac 175.7 23.5
3,3,4 Ac 175.3 23.5
3,3 bDQuipN4N 100.2 57.7 76.2 56.8 72.1 18.4
3 aLFucp 101.2 67.9 78.9 70.5 68.1 16.5
2 Ac 175.1 23.5
aDGlcpN 98.9 55.2 79.7 71.4 73.0 61.2
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,3,3,2 Am ? 2.23
3,3,3,4,2 Ac - 2.09
3,3,3,4,6 70%Ac - 2.15
3,3,3,4 bDGlcpN 4.68 3.72 3.53 3.45 3.41 3.77-3.97
3,3,3 aLGalpNA 5.12 4.33 3.92 4.59 4.02 -
3,3,2 Ac - 1.97
3,3,4 Ac - 1.98
3,3 bDQuipN4N 4.56 3.94 3.88 3.68 3.59 1.21
3 aLFucp 4.99 3.89 .89 3.86 4.32 1.17
2 Ac - 2.03
aDGlcpN 5.00 3.99 3.57 3.77 3.98 3.88-3.96
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,3,3,2 Am 167.5/? 20.3/2.23
3,3,3,4,2 Ac 23.8/2.09
3,3,3,4,6 70%Ac 21.5/2.15
3,3,3,4 bDGlcpN 101.0/4.68 56.8/3.72 75.2/3.53 71.3/3.45 77.4/3.41 62.2/3.77-3.97
3,3,3 aLGalpNA 98.3/5.12 49.9/4.33 71.9/3.92 76.5/4.59 72.6/4.02
3,3,2 Ac 23.5/1.97
3,3,4 Ac 23.5/1.98
3,3 bDQuipN4N 100.2/4.56 57.7/3.94 76.2/3.88 56.8/3.68 72.1/3.59 18.4/1.21
3 aLFucp 101.2/4.99 67.9/3.89 78.9/.89 70.5/3.86 68.1/4.32 16.5/1.17
2 Ac 23.5/2.03
aDGlcpN 98.9/5.00 55.2/3.99 79.7/3.57 71.4/3.77 73.0/3.98 61.2/3.88-3.96
report error
Found 1 record.
Displayed record 1
]; septicemia [ICD11: MA15.Y 
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