Selective Inclusion Phenomena in Lithocholamide Crystal Lattices; Design of Bilayered Assemblies through Ladder-type Hydrogen Bonding Network

Hishikawa, Yukio; Aoki, Yuriko; Sada, Kazuki; Miyata, Mikiji

doi:10.1246/cl.1998.1289

Cited by 15 publications

(8 citation statements)

References 8 publications

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“…This knowledge can be very useful for the proposition of the structure of BS aggregates in aqueous solution, a strategy firstly and largely employed by Giglio and coworkers [31], and of the supramolecular structures of BS derivatives [32]. Miyata et al [33][34][35][36] have carried out studies on BA crystals in a large variety of solvents and guests, also systematically modified the steroid structure. It can be concluded from these studies that the solid state structure depends on subtle differences in donor-acceptor relationships among the hydrogen bonding groups of guest and steroid molecules.…”

Section: R1mentioning

confidence: 99%

A Standard Structure for Bile Acids and Derivatives

et al. 2018

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Abstract:The crystal structures of two ester compounds (a monomer in its methyl ester form, with an amino isophthalic group, and a dimer in which the two steroid units are linked by a urea bridge recrystallized from ethyl acetate/methanol) derived from cholic acid are described. Average bond lengths and bond angles from the crystal structures of 26 monomers and four dimers (some of them in several solvents) of bile acids and esters (and derivatives) are used for proposing a standard steroid nucleus. The hydrogen bond network and conformation of the lateral chain are also discussed. This standard structure was used to compare with the structures of both progesterone and cholesterol.

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Section: R1mentioning

confidence: 99%

A Standard Structure for Bile Acids and Derivatives

et al. 2018

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“…IIIb does not yield inclusion crystals with organic guest molecules. In contrast, IVb forms a bilayer structure with channels for including over five carbon atoms [ Figure 2(e)] [44].…”

Section: Amide Ester and Alcohol Hostsmentioning

confidence: 99%

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

2007

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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.

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“…Miyata et al . have broadly studied the inclusion complexation of bile acids and their derivatives [ 121 , 122 , 123 , 124 , 125 , 126 , 127 ]. They have prepared bile acid-based multinuclear inclusion compounds with a variety of organic substances.…”

Section: Bile Acid-based Molecular and Supramolecular Assembliesmentioning

confidence: 99%