Dipartimento di Chimica Organica e Biochimica, Università di Napoli Federico II, Complesso Universitario Monte S. Angelo, Via Cintia 4, 80126 Napoli, Italy, Fax: +39-081-674393, Departamento Microbiología, Universidad de Barcelona, Diagonal 645, 08071 Barcelona, Spain
Plesiomonas shigelloides is a Gram-negative pathogenic bacterium belonging to the Enterobacteriaceae family. To date, only few lipopolysaccharide (LPS) structures from P. shigelloides strains are known. In particular, three core oligosaccharides have been found. Recently, we elucidated the structure of the O-antigen of P. shigelloides 302-73 (serotype O1) and in this paper we present the characterization of the core structure from the LPS of the same strain. The LPS was hydrolyzed under both alkaline and mildly acidic conditions. In both cases, a mixture of oligosaccharides was obtained, which was purified by gel filtration and HPAEC. The oligosaccharides were characterized by chemical analysis, 2D NMR spectroscopy and MALDI-TOF mass spectrometry. A new core structure was found for P. shigelloides. In particular, from the analysis of the acid hydrolysed product it was possible to reveal the presence of a of D-glycero-D-talo-2-octulopyranosonic acid (Ko) residue, which substitutes in part the terminal 3-doxy-D-manno-oct-2-ulosonic acid (Kdo) unit. The Ko residue is not frequently found in core structures.
13C NMR, 1H NMR, methylation, NMR-2D, GC-MS, de-O-acylation, SDS-PAGE, sugar analysis, acid hydrolysis, alkaline degradation, MALDI-TOF MS, NMR-1D, HPAEC-PAD
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8
0,6,6,4 aXKdop ? ? 35.7 67.2 67.8 72.5 70.3 65.3
0,6,6,5,3,2 bDGlcp 104.5 74.7 75.8 70.3 76.4 61.8
0,6,6,5,3,3 aL4dthrHexp4enA 101.7 72.4 67.0 108.6 146.3 169.5
0,6,6,5,3,7,7 aL4dthrHexp4enA 101.0 71.7 67.5 109.6 142.2 169.5
0,6,6,5,3,7 aXLDmanHepp 105.0 71.4 71.1 67.0 ? 67.1 73.7
0,6,6,5,3 aXLDmanHepp 100.7 80.6 79.2 69.0 73.4 67.0 75.3
0,6,6,5,4 bDGalp 103.9 72.0 73.6 70.0 74.0 62.8
0,6,6,5 aXLDmanHepp 99.1 71.7 72.9 74.2 73.2 71.9 64.2
0,6,6 aXKdop ? ? 35.7 71.8 69.1 72.9 70.6 64.9
0,6,4 P
0,6 bDGlcpN 101.5 56.9 74.5 73.7 75.2 63.9
0 aDGlcpN 92.5 56.2 70.1 70.8 73.1 71.2
P
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8
0,6,6,4 aXKdop - - 1.79-2.13 4.08 4.06 3.74 4.15 3.86-4.10
0,6,6,5,3,2 bDGlcp 4.54 3.21 3.50 3.45 3.55 3.75-3.85
0,6,6,5,3,3 aL4dthrHexp4enA 5.40 3.73 4.43 5.80 - -
0,6,6,5,3,7,7 aL4dthrHexp4enA 5.15 3.82 4.40 5.82 - -
0,6,6,5,3,7 aXLDmanHepp 4.89 3.98 3.88 3.93 ? 3.91 3.98
0,6,6,5,3 aXLDmanHepp 5.48 4.19 4.23 4.18 3.58 3.93 3.65-3.93
0,6,6,5,4 bDGalp 4.47 3.52 3.67 3.90 3.66 3.68-3.79
0,6,6,5 aXLDmanHepp 5.29 4.08 4.13 4.35 4.29 4.03 3.68-4.01
0,6,6 aXKdop - - 1.87-2.11 4.12 4.24 3.91 3.70 3.75-3.95
0,6,4 P
0,6 bDGlcpN 4.69 2.96 3.77 3.68 3.70 3.45-3.69
0 aDGlcpN 5.54 3.18 3.90 3.60 4.14 3.43-3.78
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 aXKdop 35.7/1.79-2.13 67.2/4.08 67.8/4.06 72.5/3.74 70.3/4.15 65.3/3.86-4.10
0,6,6,5,3,2 bDGlcp 104.5/4.54 74.7/3.21 75.8/3.50 70.3/3.45 76.4/3.55 61.8/3.75-3.85
0,6,6,5,3,3 aL4dthrHexp4enA 101.7/5.40 72.4/3.73 67.0/4.43 108.6/5.80
0,6,6,5,3,7,7 aL4dthrHexp4enA 101.0/5.15 71.7/3.82 67.5/4.40 109.6/5.82
0,6,6,5,3,7 aXLDmanHepp 105.0/4.89 71.4/3.98 71.1/3.88 67.0/3.93 ?/? 67.1/3.91 73.7/3.98
0,6,6,5,3 aXLDmanHepp 100.7/5.48 80.6/4.19 79.2/4.23 69.0/4.18 73.4/3.58 67.0/3.93 75.3/3.65-3.93
0,6,6,5,4 bDGalp 103.9/4.47 72.0/3.52 73.6/3.67 70.0/3.90 74.0/3.66 62.8/3.68-3.79
0,6,6,5 aXLDmanHepp 99.1/5.29 71.7/4.08 72.9/4.13 74.2/4.35 73.2/4.29 71.9/4.03 64.2/3.68-4.01
0,6,6 aXKdop 35.7/1.87-2.11 71.8/4.12 69.1/4.24 72.9/3.91 70.6/3.70 64.9/3.75-3.95
0,6,4 P
0,6 bDGlcpN 101.5/4.69 56.9/2.96 74.5/3.77 73.7/3.68 75.2/3.70 63.9/3.45-3.69
0 aDGlcpN 92.5/5.54 56.2/3.18 70.1/3.90 70.8/3.60 73.1/4.14 71.2/3.43-3.78
P
report error
Found 1 record.
Displayed record 1
, ICD11: SA55 
unina.it