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Literature DB >> 15809167

The influence of aromatic residues in hydraphile spacer units: assay by ion selective electrode methods and in bacteria.

Adam E Meyer¹, W Matthew Leevy, Robert Pajewski, Iwao Suzuki, Michelle E Weber, George W Gokel.

Abstract

A small library of hydraphiles has been prepared that incorporates either 1,4-phenylenedioxy or 2,6-naphthalenedioxy within the spacer chains. The side chains attached to the distal macrocycles in these tris(macrocyclic) compounds are either n-dodecyl or benzyl. The presence of the arenes subunits significantly affect sodium cation release from vesicles. The efficacy of ion transport is paralleled by the toxicity of these compounds to Bacillus subtilis.

Entities: Chemical Disease Species

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Year: 2005 PMID： 15809167 PMCID： PMC2617748 DOI： 10.1016/j.bmc.2005.01.064

Source DB: PubMed Journal: Bioorg Med Chem ISSN： 0968-0896 Impact factor: 3.641

17 in total

1. Synthetic receptors as models for alkali metal cation-pi binding sites in proteins.

Authors: S L De Wall; E S Meadows; L J Barbour; G W Gokel
Journal: Proc Natl Acad Sci U S A Date: 2000-06-06 Impact factor: 11.205

2. The Cationminus signpi Interaction.

Authors: Jennifer C. Ma; Dennis A. Dougherty
Journal: Chem Rev Date: 1997-08-05 Impact factor: 60.622

Review 3. Lariat ether receptor systems show experimental evidence for alkali metal cation-pi interactions.

Authors: George W Gokel; Leonard J Barbour; Riccardo Ferdani; Jiaxin Hu
Journal: Acc Chem Res Date: 2002-10 Impact factor: 22.384

Review 4. The aromatic sidechains of amino acids as neutral donor groups for alkali metal cations.

Authors: George W Gokel
Journal: Chem Commun (Camb) Date: 2003-12-07 Impact factor: 6.222

5. NMR and ion selective electrode studies of hydraphile channels correlate with biological activity in E. coli and B. subtilis.

Authors: W Matthew Leevy; Michelle E Weber; Paul H Schlesinger; George W Gokel
Journal: Chem Commun (Camb) Date: 2004-11-25 Impact factor: 6.222

The influence of aromatic residues in hydraphile spacer units: assay by ion selective electrode methods and in bacteria.

1. Synthetic receptors as models for alkali metal cation-pi binding sites in proteins.

2. The Cationminus signpi Interaction.

Review 3. Lariat ether receptor systems show experimental evidence for alkali metal cation-pi interactions.

Review 4. The aromatic sidechains of amino acids as neutral donor groups for alkali metal cations.

5. NMR and ion selective electrode studies of hydraphile channels correlate with biological activity in E. coli and B. subtilis.

6. A mechanism for ion selectivity in potassium channels: computational studies of cation-pi interactions.

7. The monensin-mediated transport of sodium ions through phospholipid bilayers studied by 23Na-NMR spectroscopy.

8. Cation-pi interactions in structural biology.

9. Alkali metal cation-pi interactions observed by using a lariat ether model system.

10. Probing alkali metal-pi interactions with the side chain residue of tryptophan.

1. The Influence of Varied Amide Bond Positions on Hydraphile Ion Channel Activity.