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Sucrose in Vacuum, Solid-State, and Solution

Molecular Modeling of Saccharides, Part VII. The Conformation of Sucrose in Water: a Molecular Dynamics Approach.
S. Immel and F. W. Lichtenthaler, Liebigs Ann. Chem. 1995, 1925-1937.

Sucrose, the "royal carbohydrate", has been the world's most abundantly produced organic compound, and this in paralleled purity. Here, its solid-state structure (with and without unit cell definitions), as well as some computer-generated geometries can be downloaded. Conformational analysis was carried out using the PIMM force-field[1], revealing three different energy-minimum conformations A - C, with increasing energy and differing intersaccharidic torsion angles. The global energy-minimum geometry (A) closely resembles the solid-state conformation. The geometries A and B co-exist in an approximate 2 : 1 ratio. The solution conformation of sucrose in water was investigated using molecular dynamics with explicit incorporation of water (sucrose in a truncated octahedron periodic box with 571 water molecules) and umbrella sampling techniques (GROMOS force-field[2]). Based on these molecular modelings, we have outlined new entry reactions towards selectively modified sucrose derivatives as well as some structure-sweetness relationships for sucrose and its derivatives.

For more informations on other research topics, please refer to the complete list of publications and to the gallery of graphics.


  1. (a) H. J. Lindner, PIMM88 - Closed Shell PI-SCF-LCAO-MO- Molecular Mechanics Program, Technical University of Darmstadt, 1988. - (b) H. J. Lindner, Tetrahedron 1974, 30, 1127-1132. - (c) A. E. Smith, Ph.D. Thesis, Technical University of Darmstadt, 1989. - (d) A. E. Smith and H. J. Lindner, J. Comput.-Aided Mol. Des. 1991, 5, 235-262.
  2. (a) W. F. van Gunsteren and H. J. C. Berendsen, Groningen Molecular Simulation (GROMOS) Library Manual, Biomos, Nijenborgh 16, Groningen, The Netherlands, 1987. - (b) W. F. van Gunsteren and H. J. C. Berendsen, Angew. Chem. 1990, 102, 1020-1055; Angew. Chem. Int. Ed. Engl. 1990, 29, 992-1023.

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