ChemInform Abstract: Deoxycholic Acid and Related Hosts

Miyata, Mikiji; Sada, Kazunori

doi:10.1002/chin.199702319

Cited by 12 publications

(18 citation statements)

References 0 publications

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“…The characterization of the crystal structures of BS and BA by X-ray analysis has been a topic of interest [29,30]. 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].…”

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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“…This is favorable for seeking a chirality linkage among the hierarchical structures in universe [54,55], where supramolecular chirality in crystals are significant as one of the expression of molecular information [3,4,8,10]. The 21 helical columns seem to be analogous to 3D building-bricks in daily life, inducing a delightful research in crystal engineering toward creation of chiral materials, including organic, inorganic and polymeric compounds, starting from achiral components.…”

Section: Discussionmentioning

confidence: 99%

“…Since the discovery of cholic acid inclusion compounds [1][2][3], our research has been devoted to supramolecular chirality in crystals of chiral molecules, such as steroids [4][5][6][7][8][9][10] and alkaloids [11][12][13][14][15][16][17][18]. The fascinating relations between molecules and their assemblies gradually directed us toward achiral molecules.…”

Section: Introductionmentioning

confidence: 99%

Generation of Supramolecular Chirality around Twofold Rotational or Helical Axes in Crystalline Assemblies of Achiral Components

et al. 2015

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A multi-point approximation method clarifies supramolecular chirality of twofold rotational or helical assemblies as well as bundles of the one-dimensional (1D) assemblies. While one-point approximation of materials claims no chirality generation of such assemblies, multi-point approximations do claim possible generation in the 1D assemblies of bars and plates. Such chirality derives from deformations toward three-axial directions around the helical axes. The chiral columns are bundled in chiral ways through symmetry operations. The preferable right-or left-handed columns are bundled together to yield chiral crystals with right-or left-handedness, respectively, indicating that twofold helix symmetry operations cause chiral crystals composed of achiral components via a three-stepwise and three-directional process.

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“…Fantin et al studied the asymmetric oxidation of prochiral sulfides with ter-butyl hydroperoxide catalyzed by Ti(OPr i ) 4 using several hyocholic acid (3a, 6a,7a-trihydroxy5b-cholan-24-oic acid) derivatives as chiral ligands (Fantin, in preparation). Promising results were obtained employing 6,7-dihydroxy cholanic acid, giving sulfide conversions higher than 80% with an (R)-sulfoxide enantiomeric excess of about 61%.…”

Section: Chiral Ligandsmentioning

confidence: 98%

“…1 These derivatives continue to have a remarkable importance in different fields as pharmacology, biology, chemistry, supramolecular chemistry, and nanosciences. [2][3][4][5][6] Bile acids are versatile building blocks for the design of frameworks, capable of ionic and molecular recognition. They have been successfully used as molecular tweezers, organic gelators, 6 optically active hosts in the formation of inclusion complexes, 7,8 and chiral auxiliaries for asymmetric synthesis.…”

Section: Introductionmentioning

confidence: 99%