Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria) Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 ]
The structure was elucidated in this paper NCBI PubMed ID: 26091777 Publication DOI: 10.1016/j.carres.2015.04.023 Journal NLM ID: 0043535 Publisher: Elsevier
Correspondence: marta.kaszowska
iitd.pan.wroc.pl
Institutions: Ludwik Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Wroclaw, Poland
The structure of Escherichia coli B strain PCM 1935 core oligosaccharide has been investigated by (1)H and (13)C NMR spectroscopy, MALDI-TOF MS and ESI MS(n). It was concluded that the core oligosaccharide is a pentasaccharide with the following structure: ESI MS/MS analysis revealed that the glycine (a minor component) is linked to the →3,7)-l-α-d-Hepp-(1→ residue.
Lipopolysaccharide, NMR, core oligosaccharide, MALDI-TOF, ESI MS, glycine, Escherichia coli B
Structure type: oligomer
Location inside paper: abstract, p.54, chart 1
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130650,IEDB_130670,IEDB_140088,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_2189047,IEDB_226811,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, 31P NMR, ESI-MS, mild acid hydrolysis, MALDI-TOF MS
NCBI Taxonomy refs (TaxIDs): 37762
Show glycosyltransferases
NMR conditions: in D2O at 298 K
[as TSV] 13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8
5,3,3 aDGlcp 100.3 71.9 73.0 69.7 72.2 60.4
5,3,7 aXLDmanHepp 100.0 70.0 70.5 66.1 71.3 68.7 63.1
5,3,? xXGly
5,3 aXLDmanHepp 102.7 69.4 78.6 65.4 72.7 68.1 69.4
5,4,0,0 xXEtN 62.4 40.0
5,4,0 P
5,4 %xXP?
5 aXLDmanHepp 99.8 70.9 77.3 71.6 71.3 68.6 62.9
aXKdop ? 95.5 33.4 65.5 73.1 71.7 69.0 63.8
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8
5,3,3 aDGlcp 5.21 3.48 3.73 3.34 3.80 3.68-3.88
5,3,7 aXLDmanHepp 4.89 3.88 3.79 3.79 3.53 3.97 3.59
5,3,? xXGly
5,3 aXLDmanHepp 5.06 4.31 3.96 3.95 3.59 4.11 3.54-3.70
5,4,0,0 xXEtN 4.14 3.23
5,4,0 P
5,4 %xXP?
5 aXLDmanHepp 5.11 3.96 4.04 4.55 4.14 4.04 3.65
aXKdop - - 1.84-2.19 4.07 4.10 3.77 3.63 3.46-3.83
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8
5,3,3 aDGlcp 100.3/5.21 71.9/3.48 73.0/3.73 69.7/3.34 72.2/3.80 60.4/3.68-3.88
5,3,7 aXLDmanHepp 100.0/4.89 70.0/3.88 70.5/3.79 66.1/3.79 71.3/3.53 68.7/3.97 63.1/3.59
5,3,? xXGly
5,3 aXLDmanHepp 102.7/5.06 69.4/4.31 78.6/3.96 65.4/3.95 72.7/3.59 68.1/4.11 69.4/3.54-3.70
5,4,0,0 xXEtN 62.4/4.14 40.0/3.23
5,4,0 P
5,4 %xXP?
5 aXLDmanHepp 99.8/5.11 70.9/3.96 77.3/4.04 71.6/4.55 71.3/4.14 68.6/4.04 62.9/3.65
aXKdop 33.4/1.84-2.19 65.5/4.07 73.1/4.10 71.7/3.77 69.0/3.63 63.8/3.46-3.83
1 H NMR data:Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 5,3,3 aDGlcp 5.21 3.48 3.73 3.34 3.80 3.68 5,3,7 aXLDmanHepp 4.89 3.88 3.79 3.79 3.53 3.97 3.59 5,3,? xXGly 5,3 aXLDmanHepp 5.06 4.31 3.96 3.95 3.59 4.11 3.54 5,4,0,0 xXEtN 4.14 3.23 5,4,0 P 5,4 %xXP? 5 aXLDmanHepp 5.11 3.96 4.04 4.55 4.14 4.04 3.65 aXKdop 1.84 4.07 4.10 3.77 3.63 3.46
13 C NMR data:Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 5,3,3
aDGlcp100.3 71.9 73.0 69.7 72.2 60.4 5,3,7
aXLDmanHepp100.0 70.0 70.5 66.1 71.3 68.7 63.1 5,3,?
xXGly 5,3
aXLDmanHepp102.7 69.4 78.6 65.4 72.7 68.1 69.4 5,4,0,0
xXEtN62.4 40.0 5,4,0
P 5,4
%xXP? 5
aXLDmanHepp99.8 70.9 77.3 71.6 71.3 68.6 62.9
aXKdop? 95.5 33.4 65.5 73.1 71.7 69.0 63.8
The spectrum also has 1 signal at unknown position (not plotted).
There are 3 chemically distinct structures. Please, select:
aDGlcp(1-3)[xXGly?(1-2),aXLDmanHepp(1-7)]aXLDmanHepp(1-3)[xXEt?N(1-P-%P-4)]aXLDmanHepp(1-5)aXKdop
aDGlcp(1-3)[xXGly?(1-4),aXLDmanHepp(1-7)]aXLDmanHepp(1-3)[xXEt?N(1-P-%P-4)]aXLDmanHepp(1-5)aXKdop
aDGlcp(1-3)[xXGly?(1-6),aXLDmanHepp(1-7)]aXLDmanHepp(1-3)[xXEt?N(1-P-%P-4)]aXLDmanHepp(1-5)aXKdop
report error
Found 1 record.
Displayed record 1
]
iitd.pan.wroc.pl