Skip to main content
U.S. flag

An official website of the United States government

Official websites use .gov
A .gov website belongs to an official government organization in the United States.

Secure .gov websites use HTTPS
A lock ( ) or https:// means you’ve safely connected to the .gov website. Share sensitive information only on official, secure websites.

NMR Spectroscopy Molecular Dynamics, and Conformation of a Synthetic Octasaccharide Fragment of the O-Specific Polysaccharide of Shigella Dysenteriae Type 1

Published

Author(s)

B Coxon, Fahriye N. Sari, G Batta, V Pozsgay

Abstract

A synthetic octasaccharide fragment of the O-polysaccharide from Shigella dysenteriae type 1 has been studied as its methyl glycoside derivative by one-dimensional and two-dimensional homonuclear and heteronuclear NMR spectroscopy. Complete 1H and 13C NMR assignments have been generated for the octasaccharide derivative, namely methyl O-α-L-rhamnopyranosyl-(1 -> 2)-O-α-D-galactopyranosyl-(1 -> 3)-O-(2-acetamido-2-deoxy-α-D-glucopyranosyl)-(1 -> 3)-O-α-L-rhamnopyranosyl-(1 -> 3)-O-α-L-rhamnopyranosyl-(1 -> 2)-O-α-D-galactopyranosyl-(1 -> 3)-O-(2-acetamido-2-deoxy-α-D-glucopyranosyl)-(1 -> 3)-O-α-L-rhamnopyranoside. 13C spin-lattice relaxation times have also been measured for this derivative. An octasaccharide derivative containing one D-galactose residue with a specific 13C label at C-1 has been synthesized and used to measure interglycosidic 13C-1H coupling by the 2D J-resolved 1H NMR method. From the NMR data, three types of conformational restraints were developed; (a) 29 inter-residue, distance restraints, (b) 48 intra-residue, ring atom dihedral angle restraints, (c) one heteronuclear, inter-residue dihedral angle restraint. The use of these restraints in a restrained molecular dynamics computation with simulated annealing yielded a conformation resembling a short, irregular spiral, with methyl substituents on the exterior.
Citation
Carbohydrate Research
Volume
242
Issue
No. 1

Keywords

carbon-13 labeling, conformation, NMR Spectroscopy, octasaccharide, restrained molecular dynamics, Shigella dysenteriae type 1, simulated annealing, T-ROESY, TOCSY

Citation

Coxon, B. , Sari, F. , Batta, G. and Pozsgay, V. (2000), NMR Spectroscopy Molecular Dynamics, and Conformation of a Synthetic Octasaccharide Fragment of the O-Specific Polysaccharide of Shigella Dysenteriae Type 1, Carbohydrate Research (Accessed May 28, 2024)

Issues

If you have any questions about this publication or are having problems accessing it, please contact reflib@nist.gov.

Created December 31, 1999, Updated October 12, 2021