Intercalation and Polymerization in Chenodeoxycholic Acid Channels with Retention of a Crystalline State

Chikada, Masaaki; Sada, Kazuki; Miyata, Mikiji

doi:10.1295/polymj.31.1061

Cited by 18 publications

(9 citation statements)

References 9 publications

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“…The bilayers of Ia and IIa cause flexibilities due to conformational changes of the side-chains as well as sliding and reversion on the lipophilic sides, explaining the versatile inclusion behaviors mentioned above [13,24]. Chenodeoxycholic acid (IIIa) forms a honey-combed structure with hexagonal channels where various guest compounds are included [ Figure 2(h)] [33][34][35][36]. In contrast, lithocholic acid (IVa) does not include any organic guests [37].…”

Section: Carboxylic Acid 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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Section: Carboxylic Acid 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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“…43 However, 9-line spectra were considered to be due to a polymeric radical of methacrylates. Miyata and coworkers 53,54 extended their research on inclusion complex formation from diene compounds to various monomers such as methacrylates and styrene with chemodeoxycholic acid as a host. When inclusion polymerizations of MMA and tBMA were performed under ␥-ray irradiation, a methanol-insoluble polymer was obtained from MMA, and only a methanol-soluble oligomer was obtained from tBMA.…”

Section: Origin Of the 9-line Spectra Observed For The Methacrylate Rmentioning

confidence: 99%

Search for highly resolved electron spin resonance spectra of the transient radical in radical polymerization

Kamachi

2002

J. Polym. Sci. A Polym. Chem.

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ABSTRACT:The detection of highly resolved spectra in electron spin resonance (ESR) measurements of radical polymerization is presented. Well-resolved ESR spectra of the propagating radical were detected in the radical polymerization of several vinyl monomers with a specially designed cavity and cell. More highly resolved ESR spectra of the propagating radicals of vinyl and diene compounds were observed with aconventional spectrometer without the specially designed cavity and cell. On the basis of the ESR spectra, propagation rate constants and dynamic behavior of propagating radicals are discussed. Moreover, the application of time-resolved ESR spectroscopy to research on the initiation process in radical polymerization is shown.

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“…1). 27 In addition, monomers larger than the diene monomers mentioned previously are included in these channels and polymerized with a coexistence of 1,2‐polymerization and 1,4‐polymerization. These results might be ascribed to loose packing in these channels.…”

Section: Resultsmentioning

confidence: 99%

Stereological simulations of asymmetric polymerization in channels of bile acid inclusion compounds: A detailed analysis of the monomer arrangements in the channels

Inoue

Katō

Tohnai

et al. 2004

J. Polym. Sci. A Polym. Chem.

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We studied simulations by computer graphics to estimate the steric mechanism of the asymmetric polymerization of prochiral diene monomers in channels of inclusion compounds of steroidal bile acids, such as deoxycholic acid (DCA) and cholic acid. We applied a hierarchization method to interpret the crystal structures of bile acids, clarifying that the chiral host molecules associated to form characteristic 21‐helical assemblies with uneven surfaces. A detailed analysis of the uneven channels in a close‐packing state indicated that there were many possible arrangements of the monomers in the channels. The plausible arrangements in the channel could explain a previous study, which showed that the polymerization in the DCA channel yielded chiral polymers with a predominant configuration from prochiral diene monomers, such as 2‐methyl‐trans‐1,3‐pentadiene. On the basis of such simulation studies of the arrangements of guest monomers in the channel, we examined a plausible steric mechanism for asymmetric inclusion polymerization. © 2004 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 42: 4648–4655, 2004

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Intercalation and Polymerization in Chenodeoxycholic Acid Channels with Retention of a Crystalline State

Cited by 18 publications

References 9 publications

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

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

Search for highly resolved electron spin resonance spectra of the transient radical in radical polymerization

Stereological simulations of asymmetric polymerization in channels of bile acid inclusion compounds: A detailed analysis of the monomer arrangements in the channels

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