Flexible and Rigid Non-glucose Cyclooligosaccharides: Synthesis, Structure, and Properties |  | |
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Introduction | | 1 |
Synopsis | | 3 |
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Chapter 1 - From Cyclodextrins to Amylose: Structures and Lipophilicity Patterns |  | 19 |
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Topography of the 1:1 α-Cyclodextrin - Nitromethane Inclusion Complex
T. Nakagawa, S. Immel, F. W. Lichtenthaler, and H. J. Lindner, Carbohydr. Res. 2000, 324, 141-146.
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The Hydrophobic Topographies of Amylose and its Blue Iodine Complex
S. Immel and F. W. Lichtenthaler, Starch/Stärke 2000, 52, 1-8.
| | 27 |
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Chapter 2 - Per-2,3-anhydro-α-cyclomannin |  | 35 |
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Structure and Lipophilicity Profile of 2,3-Anhydro-α-cyclomannin and its Ethanol Inclusion Complex
S. Immel, K. Fujita, H. J. Lindner, Y. Nogami, and F. W. Lichtenthaler, Chem. Eur. J. 2000, 6, 2327-2333.
| | 37 |
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The 2,3-Anhydro-α-cyclomannin - 1-Propanol Hexahydrate: Topography, Lipophilicity Pattern, and Solid-state Architecture
S. Immel, F. W. Lichtenthaler, H. J. Lindner, K. Fujita, M. Fukudome, and Y. Nogami, Tetrahedron: Asymmetry 2000, 11, 27-36.
| | 45 |
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Chapter 3 - α-Cycloaltrin |  | 55 |
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Synthesis, Structure, and Conformational Features of α-Cycloaltrin: a Cyclooligosaccharide with alternating 4C1 and 1C4 Pyranose Chairs
Y. Nogami, K. Nasu, T. Koga, K. Ohta, K. Fujita, S. Immel, H. J. Lindner, G. E. Schmitt, and F. W. Lichtenthaler, Angew. Chem. 1997, 109, 1987-1991; Angew. Chem. Int. Ed. Engl. 1997, 35, 1899-1902.
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Solution Geometries and Lipophilicity Patterns of α-Cycloaltrin
S. Immel, K. Fujita, and F. W. Lichtenthaler, Chem. Eur. J. 1999, 5, 3185-3192.
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Inclusion Complexes of Cycloaltrins
S. Immel, K. L. Larsen, unpublished results.
| | 69 |
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Chapter 4 - Mono-altro-β-cyclodextrin |  | 73 |
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Guest-induced Conformational Change in a Flexible Host: Mono-altro-β-cyclodextrin
K. Fujita, W.-H. Chen, D.-Q. Yuan, Y. Nogami, T. Koga, T. Fujioka, K. Mihashi, S. Immel, and F. W. Lichtenthaler, Tetrahedron: Asymmetry 1999, 10, 1689-1696.
| | 75 |
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Chapter 5 - Cyclofructins and Cyclogalactofuranosides |  | 83 |
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Cyclofructins with Six to Ten β(1→2)-linked Fructofuranose Units: Geometries, Electrostatic Profiles, Lipophilicity Patterns, and Potential for Inclusion Complexation
S. Immel, G. E. Schmitt, and F. W. Lichtenthaler, Carbohydr. Res. 1998, 313, 91-105.
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Conformations and Lipophilicity Profiles of some Cyclic β(1→3)- and β(1→6)-linked Oligogalactofuranosides
H. Gohlke, S. Immel, and F. W. Lichtenthaler, Carbohydr. Res. 1999, 321, 96-104.
| | 101 |
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Chapter 6 - Cyclodextrin-derived Crown Acetals |  | 111 |
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Synthesis and Molecular Geometry of an Achiral 30-Crown-12 Polyacetal from α-Cyclodextrin
S. Immel, T. Nakagawa, H. J. Lindner, and F. W. Lichtenthaler, Chem. Eur. J. 2000, 6, 3366-3371.
| | 113 |
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Hydroxymethyl-substituted Crown Acetals with 35-C-14 and 40-C-16 Skeletal Backbones: Synthesis and Molecular Geometries
S. Immel, F. W. Lichtenthaler, H. J. Lindner, and T. Nakagawa, Tetrahedron: Asymmetry 2001, 12, 2767-2774.
| | 119 |
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Large-ring Crown Acetals from Cyclodextrins
T. Nakagawa, S. Immel, H. J. Lindner, and F. W. Lichtenthaler, Proc. 10th Int. Symp. Cyclodextrins (Ed.: J. Szejtli), Mia Digital Publ., Ann Arbor, Michigan, 2000, pp. 18-23.
| | 127 |
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Flexible Non-glucose Cyclooligosaccharides
S. Immel, Proc. 10th Int. Symp. Cyclodextrins (Ed.: J. Szejtli), Mia Digital Publ., Ann Arbor, Michigan, 2000, pp. 24-31.
| | 133 |
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Chapter 7 - Rigidified Bridged Cyclodextrins |  | 141 |
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Two Stereoisomeric 3I,2II-Anhydro-α-cyclodextrins: A Molecular Dynamics and Crystallographic Study
S. Immel, K. Fujita, M. Fukudome, and M. Bolte, Carbohydr. Res. 2001, 336, 297-308.
| | 143 |
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The First Successful Crystallographic Characterization of a Cyclodextrin Dimer: Efficient Synthesis and Molecular Geometry of a Doubly Sulfur-bridged β-Cyclodextrin
D.-Q. Yuan, S. Immel, K. Koga, M. Yamaguchi, and K. Fujita, Chem. Eur. J. 2003, 9, 3501-3506.
| | 155 |
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Chapter 8 - Molecular Modelling of Saccharides |  | 161 |
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Atropdiastereoisomers of Ellagitannin Model Compounds: Configuration, Conformation, and Relative Stability of D-Glucose Diphenoyl Derivatives
S. Immel, K. Khanbabaee, Tetrahedron: Asymmetry 2000, 11, 2495-2507.
| | 163 |
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Metabolism of Sucrose and Its Five Linkage-isomeric α-D-Glucosyl-D-fructoses by Klebsiella pneumoniae
J. Thompson, S. A. Robrish, S. Immel, F. W. Lichtenthaler, B. G. Hall, and A. Pikis, J. Biol. Chem. 2001, 276, 37415-37425.
| | 177 |
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Metabolism of Sucrose and Its Five α-D-Glucosyl-D-fructose Isomers by Fusobacterium mortiferum
A. Pikis, S. Immel, S. A. Robrish, and J. Thompson, Microbiology 2002, 148, 843-852.
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Chapter 9 - Molecular Graphics |  | 199 |
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MolArch+ - Molecular Architecture Modelling Program
S. Immel, http://sugar.oc.chemie.tu-darmstadt.de/ak/immel/.
| | 201 |
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Conclusion |  | 211 |
| Concluding Remarks | | 213 |
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Appendix |  | 215 |
| List of Publications | | 217 |
| Poster Presentations and Conference Contributions | | 221 |
| Oral Presentations | | 223 |
| Curriculum Vitae | | 225 |
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