From cholapod to cholaphane transmembrane anion carriers: accelerated transport through binding site enclosure.

Cyclosteroidal "cholaphane" anion transporters show increased activities compared to acyclic "cholapod" analogues.

[1]  Matthieu Hamel,et al.  Journal of Medicinal Chemistry , 2010 .

[2]  George W. Gokel,et al.  Transport of chloride ion through phospholipid bilayers mediated by synthetic ionophores , 2009 .

[3]  Philip A. Gale,et al.  Using small molecules to facilitate exchange of bicarbonate and chloride anions across liposomal membranes. , 2009, Nature chemistry.

[4]  S. Matile,et al.  Anion-pi slides for transmembrane transport. , 2009, Chemistry.

[5]  Dongmei Cui,et al.  Supplementary Material (ESI) for Chemical Communications , 2009 .

[6]  Bradley D. Smith,et al.  Membrane transporters for anions that use a relay mechanism. , 2008, Journal of the American Chemical Society.

[7]  Bradley D. Smith,et al.  Structure-activity relationships in cholapod anion carriers: enhanced transmembrane chloride transport through substituent tuning. , 2008, Chemistry.

[8]  Dan Yang,et al.  Alpha-aminoxy acids: new possibilities from foldamers to anion receptors and channels. , 2008, Accounts of chemical research.

[9]  Mary S. Gin,et al.  A light-gated synthetic ion channel. , 2008, Organic letters.

[10]  I. Izzo,et al.  Cationic calix[4]arenes as anion-selective ionophores. , 2008, Chemical communications.

[11]  A. P. Davis,et al.  Bile acid scaffolds in supramolecular chemistry: the interplay of design and synthesis. , 2007, Molecules.

[12]  David N Sheppard,et al.  Development of synthetic membrane transporters for anions. , 2007, Chemical Society reviews.

[13]  Philip A. Gale,et al.  Conformational control of transmembrane Cl(-) transport. , 2007, Journal of the American Chemical Society.

[14]  A. P. Davis,et al.  Anion binding and transport by steroid-based receptors , 2006 .

[15]  Adam L. Sisson,et al.  Contra-Hofmeister anion extraction by cyclosteroidal receptors. , 2005, Chemical communications.

[16]  Bradley D. Smith,et al.  Substrate discrimination by cholapod anion receptors: geometric effects and the "affinity-selectivity principle". , 2005, Journal of the American Chemical Society.

[17]  Bradley D. Smith,et al.  A fluorescent assay for chloride transport; identification of a synthetic anionophore with improved activity. , 2005, Chemical communications.

[18]  Vicente del Amo,et al.  Differentially-protected steroidal triamines; scaffolds with potential for medicinal, supramolecular, and combinatorial chemistry. , 2004, Organic & biomolecular chemistry.

[19]  T. Jentsch,et al.  Ion channels: Function unravelled by dysfunction , 2004, Nature Cell Biology.

[20]  E. Kolehmainen,et al.  Use of Bile Acids in Pharmacological and Supramolecular Applications , 2004 .

[21]  R. Leigh,et al.  The use of a chloride-sensitive fluorescent probe to measure chloride transport in isolated tonoplast vesicles , 1988, Planta.

[22]  Bradley D. Smith,et al.  Chloride transport across vesicle and cell membranes by steroid-based receptors. , 2003, Angewandte Chemie.

[23]  A. P. Davis,et al.  Steroids as organising elements in anion receptors , 2003 .

[24]  K. Rissanen,et al.  An extraction-based assay for neutral anionophores: the measurement of high binding constants to steroidal receptors in a nonpolar solvent. , 2002, Chemistry.

[25]  Bradley D. Smith,et al.  Facilitated phospholipid flip-flop using synthetic steroid-derived translocases. , 2002, Journal of the American Chemical Society.

[26]  V. Stein,et al.  Molecular structure and physiological function of chloride channels. , 2002, Physiological reviews.

[27]  F. Wissing,et al.  Vacuolar Chloride Transport in Mesembryanthemum crystallinum L. Measured Using the Fluorescent Dye Lucigenin , 2000, The Journal of Membrane Biology.

[28]  J. Schwartz,et al.  Organometallics , 1987, Science.

[29]  M. Dobler,et al.  The crystal structure of a K+ complex of valinomycin. , 1975, Helvetica chimica acta.

[30]  D. Cram,et al.  Host-Guest Chemistry: Complexes between organic compounds simulate the substrate selectivity of enzymes. , 1974, Science.

[31]  J. Dunitz,et al.  Structure of the K+ complex with nonactin, a macrotetrolide antibiotic possessing highly specific K+ transport properties. , 1967, Journal of molecular biology.