Hirszfeld Institute of Immunology and Experimental Therapy, 53-114 Wroclaw, Poland
Bacterial pathogens expose on the cell surface a variety of complex carbohydrate molecules. Gram-negative bacteria produce lipopolysaccharides, which are the main components of the outer membrane of bacterial envelopes and play a major role in host-pathogen interactions. B. pertussis, B. parapertussis, B. bronchiseptica, and B. holmesii, are mammalian respiratory pathogens, having substantial economic impact on human health and agriculture. B. pertussis is responsible for whooping cough (pertussis) and B. holmesii is the second pertussis etiological factor, but the current anti-pertussis vaccines do not provide cross-protection. The structural data on any given hypothetical carbohydrate antigen is a prerequisite for further analysis of structure-related activities and their interaction with hosts. 1H NMR spectra constitute fingerprints of the analyzed glycans and provide unique identity information. The concept of structure-reporter groups has now been augmented by 1H,13C-correlation spectra of the Bordetella oligosaccharides. The comparative analysis of Bordetellae oligosaccharides (OS) revealed that the hexasaccharide, comprising the α-GlcpN, α-GlcpA, 4,6-disubstituted-β-Glcp, 2,7-disubstituted-l-α-d-Hepp, 3,4-disubstituted-l-α-d-Hepp, and Kdo, constitute the least variable OS segment. This minimal common element in the structure of lipopolysaccharides of Bordetellae could be used to devise a universal cross-protective vaccine component against infections with various bacteria from the genus Bordetella.
Fig. 6, Fig. S3, table 1
Errors in table 1: probably swapped the chemical shifts of bDManpN3NA residue H4/C4 and H5/C5 (corrected by CSDB staff) and chemical shift of ?X4,7anhKdo? C1 (203.7) seems to be erroneous.
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8
5,3,2 aDGlcpA 100.8-101.9 71.8-72.9 72.1-72.9 72.1-73.0 73.1-74.1 175.3-176.6
5,3,4 P
5,3,7 aDGlcpN 96.8 55.1 70.9 70.3 73.3 61.1
5,3 aXLDmanHepp 100.8 80.3 71.3 69.2 72.8 68.8 70.7
5,4,4,4 aXLDmanHepp 101.2 70.2 71.2 65.6 72.2 68.3 62.5
5,4,4,6,3,4,2 Ac
5,4,4,6,3,4 aDGlcpN 97.5 54.4 71.3 70.4 72.6 60.7
5,4,4,6,3,2 Ac
5,4,4,6,3,3 Ac
5,4,4,6,3 bDManpN3NA 100.6 52.3 54.0 71.3 79.4 175.6
5,4,4,6,2 Ac
5,4,4,6,4 Me
5,4,4,6 bLFucpN4N 101.5 51.6 79.0 63.1 68.6 17.3
5,4,4 aDGlcpN 97.8 55.3 71.3 73.7 73.0 67.9
5,4,6 aDGalpNA 95.5 51.3 67.4 70.4 72.8 175.1
5,4 bDGlcp 102.9 74.3 77.1 78.5 72.7 68.1
5 aXLDmanHepp 98.7 74.2 79.9 73.4 72.3 69.4 63.6
?X4,7anhKdo? ? ? 39.9-43.7 76.6-78.3 81.0-84.7 75.6-76.4 84.6-85.6 62.0-62.7
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8
5,3,2 aDGlcpA 5.04-5.07 3.59 3.77-3.78 3.49 4.17-4.18 -
5,3,4 P
5,3,7 aDGlcpN 5.20 3.32 3.92 3.51 3.82 3.80-3.86
5,3 aXLDmanHepp 5.45 4.05 4.02 4.13 3.62 4.29 3.80
5,4,4,4 aXLDmanHepp 5.27 4.04 3.72 3.90 3.71 4.03 3.70
5,4,4,6,3,4,2 Ac
5,4,4,6,3,4 aDGlcpN 5.10 3.81 3.67 3.47 3.70 3.76-3.81
5,4,4,6,3,2 Ac
5,4,4,6,3,3 Ac
5,4,4,6,3 bDManpN3NA 5.04 4.30 4.27 3.94 3.89 -
5,4,4,6,2 Ac
5,4,4,6,4 Me
5,4,4,6 bLFucpN4N 4.57 3.74 4.17 3.75 4.03 1.44
5,4,4 aDGlcpN 5.42 3.33 3.93 3.59 3.80 3.80-3.92
5,4,6 aDGalpNA 5.26 3.55 4.13 4.27 4.48 -
5,4 bDGlcp 4.47 3.35 3.58 3.54 3.60 3.88-3.95
5 aXLDmanHepp 5.15 3.98 4.03 4.25 3.65 4.06 3.75
?X4,7anhKdo? - - 3.18-3.19 4.55-4.59 4.17-4.20 4.16-4.18 3.82-3.87 3.67-3.74
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8
5,3,2 aDGlcpA 100.8-101.9/5.04-5.07 71.8-72.9/3.59 72.1-72.9/3.77-3.78 72.1-73.0/3.49 73.1-74.1/4.17-4.18
5,3,4 P
5,3,7 aDGlcpN 96.8/5.20 55.1/3.32 70.9/3.92 70.3/3.51 73.3/3.82 61.1/3.80-3.86
5,3 aXLDmanHepp 100.8/5.45 80.3/4.05 71.3/4.02 69.2/4.13 72.8/3.62 68.8/4.29 70.7/3.80
5,4,4,4 aXLDmanHepp 101.2/5.27 70.2/4.04 71.2/3.72 65.6/3.90 72.2/3.71 68.3/4.03 62.5/3.70
5,4,4,6,3,4,2 Ac
5,4,4,6,3,4 aDGlcpN 97.5/5.10 54.4/3.81 71.3/3.67 70.4/3.47 72.6/3.70 60.7/3.76-3.81
5,4,4,6,3,2 Ac
5,4,4,6,3,3 Ac
5,4,4,6,3 bDManpN3NA 100.6/5.04 52.3/4.30 54.0/4.27 71.3/3.94 79.4/3.89
5,4,4,6,2 Ac
5,4,4,6,4 Me
5,4,4,6 bLFucpN4N 101.5/4.57 51.6/3.74 79.0/4.17 63.1/3.75 68.6/4.03 17.3/1.44
5,4,4 aDGlcpN 97.8/5.42 55.3/3.33 71.3/3.93 73.7/3.59 73.0/3.80 67.9/3.80-3.92
5,4,6 aDGalpNA 95.5/5.26 51.3/3.55 67.4/4.13 70.4/4.27 72.8/4.48
5,4 bDGlcp 102.9/4.47 74.3/3.35 77.1/3.58 78.5/3.54 72.7/3.60 68.1/3.88-3.95
5 aXLDmanHepp 98.7/5.15 74.2/3.98 79.9/4.03 73.4/4.25 72.3/3.65 69.4/4.06 63.6/3.75
?X4,7anhKdo? 39.9-43.7/3.18-3.19 76.6-78.3/4.55-4.59 81.0-84.7/4.17-4.20 75.6-76.4/4.16-4.18 84.6-85.6/3.82-3.87 62.0-62.7/3.67-3.74