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Solution conformation of mono- and difucosyllactoses as revealed by rotating-frame NOE-based distance mapping and molecular mechanics and molecular dynamics calculations

✍ Scribed by Andrzej Ejchart; Janusz Dabrowski; Claus-Wilhelm von der Lieth


Publisher
John Wiley and Sons
Year
1992
Tongue
English
Weight
918 KB
Volume
30
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

The solution conformation of two fucosyllactoses, Fucα(1 → 2)Galβ(1 → 4)Glcα,β and Galβ(1 → 4) [Fucα(1 → 3)] Glcα,β, and a difucosyllactose, Fucα(1 → 2)Galβ(1 → 4)[Fucα(1 → 3)]Glcα,β, were investigated in Me~2~SO‐d~6~ with the use of distance mapping, molecular mechanics (MM) energy minimization and molecular dynamics (MD) simulations. The distance mapping procedure, which was based on rotating‐frame NOE constraints involving C‐ and O‐linked protons, and hydrogen bonding constraints, suggested the occurrence of two conformations for each of the fucose residues. The MM calculations resulted in two minima that were located reasonably near to the regions demarcated in the Θ, Ψ conformational space by distance mapping; 500 ps MD trajectories showed transitions between two conformations characterized by glycosidic angles Θ and Ψ that only deviated insignificantly from those found by the first two methods. No similar transitions were observed for the Galβ14Glc linkage.