Cyclodextrins (CDs) and Non-Glucose Cyclooligosaccharides: Cyclomannins (CMs), Cycloaltrins (CAs), and Cyclogalactins (CGs)
Molecular Modeling of Saccharides, Part IV.
Cyclodextrins, Cyclomannins, and Cyclogalactins with five and six (1→4)-linked Sugar Units: a Comparative Assessment of their Conformations and Hydrophobicity Potential Profiles.
F. W. Lichtenthaler and S. Immel, Tetrahedron: Asymmetry1994, 5, 2045-2060. Abstract
Computer-aided generation of the 3d-geometries and the contact surfaces for
the cyclodextrins and cyclooligosaccharides composed of mannose, altrose, and
galactose provides a lucid picture on their molecular
architecture, most notably their cavity dimensions. The MOLCAD
program[1] mediated computation of the
molecular lipophilicity patterns (MLPs), projected in color-coded form onto
the respective contact surfaces allow for the first time a
detailed localization of hydrophobic and hydrophilic domains, which determine
to a substantial degree the capabilities of these cyclooligosaccharides for
inclusion complex formation.
SYBYL-MOLCAD module:
(a) J. Brickmann, MOLCAD - MOLecular Computer Aided Design, Technical
University of Darmstadt, 1992. The major part of the MOLCAD
program is included in the MOLCAD-module of the SYBIL package of
TRIPOS Associates, St. Louis, USA. - (b) J. Brickmann and M.
Waldherr-Teschner, Labo (Hoppenstedt Verlag, Darmstadt)1989, 10, 7-14; Informationstechnik (Oldenburg
Verlag, München)1991, 33, 83-90. - (c) J.
Brickmann, J. Chim. Phys.1992, 89,
1709-1721. - (d) M. Waldherr-Teschner, T. Goetze, W. Heiden, M. Knoblauch,
H. Vollhardt, and J. Brickmann, in: Advances in Scientific
Visualization (Eds.: F. H. Post, A. J. S. Hin), Springer Verlag,
Heidelberg, 1992, pp. 58-67. - (e) J. Brickmann, T. Goetze,
W. Heiden, G. Moeckel, S. Reiling, H. Vollhardt, and C.-D. Zachmann,
Interactive Visualization of Molecular Scenarios with MOLCAD/SYBIL,
in: Data Visualization in Molecular Science - Tools for Insight and
Innovation (Ed.: J. E. Bowie), Addison-Wesley Publishing Company Inc.,
Reading, Mass., 1995, pp. 83-97.