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Molecules 2007, 12(8), 1973-2000; doi:10.3390/12081973
Review

Supramolecular Chirality in Crystalline Assemblies of Bile Acids and Their Derivatives; Three-Axial, Tilt, Helical, and Bundle Chirality

* ,  and
Department of Material and Life Science, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan
* Author to whom correspondence should be addressed.
Received: 30 June 2007 / Revised: 20 August 2007 / Accepted: 20 August 2007 / Published: 22 August 2007
(This article belongs to the Special Issue Bile Acids)
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Abstract

Steroidal bile acids and their derivatives exhibit characteristic inclusion behaviors in the crystalline state. Their crystals present varied assemblies due to asymmetric molecular structures, which relate to supramolecular properties through cooperative weak interactions. An overview indicates that the steroidal assemblies lie in an intermediate position among various molecules and have hierarchical structures such as primary, secondary, tertiary, and host-guest assemblies like proteins. Such an interpretation brought about the idea that the assemblies with dimensionality present supramolecular chirality such as three-axial, tilt, helical, bundle, and complementary chirality. This concept of the supramolecular chirality enables us to understand formation of chiral crystals starting from the molecular chirality of the steroidal molecules.
Keywords: Steroidal bile acids; inclusion crystal; supramolecular chirality; helices; molecular tilt Steroidal bile acids; inclusion crystal; supramolecular chirality; helices; molecular tilt
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Miyata, M.; Tohnai, N.; Hisaki, I. Supramolecular Chirality in Crystalline Assemblies of Bile Acids and Their Derivatives; Three-Axial, Tilt, Helical, and Bundle Chirality. Molecules 2007, 12, 1973-2000.

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