Comparative pharmacological investigation of the cholinoreceptors of skeletal muscle of cat and rabbit

Khromov‐Borisov, N. V.; Indenbom, M. L.; Danilov, A. F.

doi:10.1007/bf00765904

Cited by 3 publications

(3 citation statements)

References 3 publications

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“…Compound 1 was synthesized by a modification to the literature procedure as reported previously and characterized by 1 H and 13 C NMR spectroscopy and high-resolution mass spectrometry …”

Section: Methodsmentioning

confidence: 99%

“…Compound 1 was synthesized by a modification to the literature procedure 14 as reported previously and characterized by 1 H and 13 C NMR spectroscopy and high-resolution mass spectrometry. 13 The dilute aqueous solutions used in the UV-vis studies were prepared by dissolving the neutral amine of 1 in water and a slight molar excess of hydrochloric acid (HCl).…”

Section: Methodsmentioning

confidence: 99%

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Controlling Molecular Orientation in Solid Films via Self-Organization in the Liquid-Crystalline Phase

et al. 2002

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We report the control of molecular orientation in solid films through self-organization and inducedorientation processes. We synthesized water-soluble cationic 3,4,9,10-perylene diimide (1) and studied its self-organization in aqueous solution. By UV-vis spectroscopy, H-aggregates of 1 were observed forming in solutions with concentrations as low as 10 -7 M. At concentrations above approximately 0.1 M (7% w/w), these solutions were observed with polarized microscopy to form a chromonic N phase (a nematic lyotropic liquid crystalline phase) at room temperature. Upon induced alignment (by shearing) of the chromonic N phase on a glass substrate and removal of solvent, anisotropic solid films of the dichroic dye were produced. These films have dichroic ratio values that routinely exceed 25 and in some cases 30, making them excellent polarizers over the blue and green region. By use of a combination of polarized UV-vis and FT-IR spectroscopies, the orientation of the average molecular plane in these films was determined to be perpendicular to both the shearing direction and the substrate plane. Small-angle X-ray diffraction studies indicate that the molecules in the solid film possess a high degree of order.

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“…Compound 1 was synthesized by a modification to the literature procedure as reported previously and characterized by 1 H and 13 C NMR spectroscopy and high-resolution mass spectrometry …”

Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Controlling Molecular Orientation in Solid Films via Self-Organization in the Liquid-Crystalline Phase

et al. 2002

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“…These water-soluble dyes are then good candidates for exhibiting lyotropic liquid-crystalline behavior because their “plank” shape allows them to stack . We thus converted the known diimides 2 a − b into their corresponding salts 1a − b and explored the formation of lyotropic mesophases from these cationic perylene compounds (Scheme ).…”

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confidence: 99%

Cascade of Molecular Order by Sequential Self-Organization, Induced Orientation, and Order Transfer Processes

Iverson

Tam-Chang

1999

J. Am. Chem. Soc.

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Considerable research effort has recently been focused on the interplay between molecular architecture, molecular order, and macroscopic properties. 1 Many of these studies involve selfassembly or self-organization processes in which molecules associate spontaneously into ordered aggregates as a result of noncovalent interactions and/or entropic factors. In contrast to self-assembly that involves atom-specific interactions producing assemblies with definable structures, 2 self-organization involves less specific interactions generating aggregates with less definable structures such as cell membranes. 3 Many self-organized materials are liquid-crystalline; molecules in this intermediate phase are mobile as in liquids and yet show short-range orientational order as in crystals. 4 Tremendous success has been achieved in the

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The Relationship between Ligand Aggregation and G-Quadruplex DNA Selectivity in a Series of 3,4,9,10-Perylenetetracarboxylic Acid Diimides

2002

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Human telomeres are comprised of d(TTAGGG) repeats that are capable of forming G-quadruplex DNA structures. Ligands that bind to and stabilize these G-quadruplex DNA structures are potential inhibitors of the cancer cell-associated enzyme telomerase. Other potential biological uses of G-quadruplex targeting ligands have been proposed. One particularly challenging aspect of the contemplated uses of G-quadruplex targeting ligands is their selectivity for G-quadruplex DNA versus double-stranded DNA structures. We have previously reported the observation that two structurally related 3,4,9,10-perylenetetracarboxylic acid diimide-based G-quadruplex DNA ligands, PIPER [N,N'-bis(2-(1-piperidino)ethyl)-3,4,9,10-perylenetetracarboxylic acid diimide] and Tel01 [N,N'-bis(3-(4-morpholino)propyl)-3,4,9,10-perylenetetracarboxylic acid diimide], have different levels of G-quadruplex DNA binding selectivity at pH 7 as determined by absorbance changes in the presence of different DNA structures [Kerwin, S. M., Chen, G., Kern, J. T., and Thomas, P. W. (2002) Bioorg. Med. Chem. Lett. 12, 447-450]. Here we report that the less G-quadruplex DNA selective ligand PIPER can unwind double-stranded, closed circular plasmid DNA, as determined by a topoisomerase I assay. A model for the interaction of Tel01 with the G-quadruplex DNA structure formed by d(TAGGGTTA) was determined from NMR experiments. This model is similar to the previously published model for PIPER bound to the same G-quadruplex DNA and failed to provide a structural basis for the observed increased selectivity of Tel01 interaction with G-quadruplex DNA. In contrast, investigation into the aggregation state of Tel01 and PIPER as well as other 3,4,9,10-perylenetetracarboxylic acid diimide analogues bearing basic side chains demonstrates that ligand aggregation is correlated with G-quadruplex DNA binding selectivity. For all six analogues examined, those ligands that were aggregated at pH 7 in 70 mM potassium phosphate, 100 mM KCl, 1 mM EDTA buffer also demonstrated G-quadruplex DNA binding selectivity under these buffer conditions. Ligands that were not aggregated under these conditions display much lower levels of G-quadruplex DNA selectivity. The aggregation state of these ligands is extremely sensitive to the buffer pH. Tel01, which is aggregated at pH 7, is not aggregated at pH 6.4, where it demonstrates only modest G-quadruplex DNA binding selectivity, and PIPER in pH 8.5 buffer is both aggregated and highly G-quadruplex DNA-selective. To our knowledge, these studies demonstrate the first DNA structure selectivity as achieved through pH-mediated ligand aggregation. The potential impact of these findings on the selectivity of other classes of G-quadruplex DNA ligands is discussed.

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Comparative pharmacological investigation of the cholinoreceptors of skeletal muscle of cat and rabbit

Cited by 3 publications

References 3 publications

Controlling Molecular Orientation in Solid Films via Self-Organization in the Liquid-Crystalline Phase

Controlling Molecular Orientation in Solid Films via Self-Organization in the Liquid-Crystalline Phase

Cascade of Molecular Order by Sequential Self-Organization, Induced Orientation, and Order Transfer Processes

The Relationship between Ligand Aggregation and G-Quadruplex DNA Selectivity in a Series of 3,4,9,10-Perylenetetracarboxylic Acid Diimides

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