Expedient synthesis of the pentasaccharide repeating unit of the O-antigen of Escherichia coli O86 and its conformational analysis.
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.
Division of Molecular Medicine, Bose Institute, P-1/12, C. I. T. Scheme VII M, Kolkata, 700054, India.
Ishani
I
Bhaumik
Department of Biophysics, Bose Institute, P-1/12, C.I.T. Scheme VII M, Kolkata, 700054, India.
Rajiv Kumar
RK
Kar
Department of Biophysics, Bose Institute, P-1/12, C.I.T. Scheme VII M, Kolkata, 700054, India.
Anirban
A
Bhunia
Division of Molecular Medicine, Bose Institute, P-1/12, C. I. T. Scheme VII M, Kolkata, 700054, India. akmisra69@gmail.com.
Anup Kumar
AK
Misra
D004926:Escherichia coli / Q000737:chemistry*; D056004:Molecular Dynamics Simulation; D019081:O Antigens / Q000737:chemistry*; D009844:Oligosaccharides / Q000138:chemical synthesis / Q000737:chemistry
D019081:O Antigens; D009844:Oligosaccharides
Antigens; Escherichia coli; Glycosylations; Lipopolysaccharides; Molecular dynamics (MD) simulation