Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
NCBI PubMed ID: 27263095Publication DOI: 10.1007/s10719-016-9687-xJournal NLM ID: 8603310Publisher: Kluwer Academic Publishers
Correspondence: akmisra69
gmail.com
Institutions: Department of Biophysics, Bose Institute, P-1/12, C.I.T. Scheme VII M, Kolkata, 700054, India, Division of Molecular Medicine, Bose Institute, P-1/12, C. I. T. Scheme VII M, Kolkata, 700054, India
Synthesis of the pentasaccharide with a 2-aminoethyl linker attached to the reducing end corresponding to the cell wall O-antigen of Escherichia coli O86 strain is reported. The synthetic strategy involves sequential glycosylation of suitably protected monosaccharide intermediates under similar glycosylation reaction conditions. Thioglycosides have been used as glycosyl donor throughout the synthetic strategy. Conformational analysis of the synthesized pentasaccharide has been carried out using 2D ROESY NMR spectral analysis and all atom explicit molecular dynamics (MD) simulation technique. Graphical abstract Facile synthesis of the pentasaccharide with a 2-aminoethyl linker attached to the reducing end corresponding to the cell wall O-antigen of Escherichia coli O86 strain is reported. Conformational analysis of the synthesized pentasaccharide has been carried out using 2D ROESY NMR spectral analysis and all atom explicit molecular dynamics (MD) simulation technique.
lipopolysaccharides, Escherichia coli, antigens, Glycosylations, Molecular dynamics (MD) simulation
Structure type: suggested polymer biological repeating unit
Location inside paper: p.888
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_115013,IEDB_130645,IEDB_130648,IEDB_134627,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_1391963,IEDB_140125,IEDB_141582,IEDB_141584,IEDB_141794,IEDB_142489,IEDB_143260,IEDB_144562,IEDB_149558,IEDB_150766,IEDB_150948,IEDB_150952,IEDB_151528,IEDB_152212,IEDB_152214,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_241096,IEDB_461710,IEDB_461718,IEDB_461719,IEDB_549285,IEDB_885822,IEDB_918314,SB_148,SB_154,SB_165,SB_166,SB_187,SB_195,SB_23,SB_24,SB_7,SB_8,SB_86,SB_87,SB_88
Methods: 13C NMR, 1H NMR, NMR-2D, IR, TLC, conformation analysis, MALDI-MS, chemical synthesis, chemical methods, MD simulations, CD, glycosylations
Related record ID(s): 10715, 11375, 11738, 20507, 21563, 22686, 30311
NCBI Taxonomy refs (TaxIDs): 2162909Reference(s) to other database(s): GTC:G64231CD, GlycomeDB:
27794
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
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