Home LiteratureArticle Details
PMID: 17264935 Published · ppublish English Journal Article Research Support, N.I.H., Extramural Research Support, Non-U.S. Gov't Review

Development of synthetic membrane transporters for anions.

Chemical Society reviews ·Vol. 36 ·No. 2 ·2007-02-00 ·Pages 348-57

Davis AP, Sheppard DN, Smith BD

Abstract

The development of low molecular weight anion transporters is an emerging topic in supramolecular chemistry. The major focus of this tutorial review is on synthetic chloride transport systems that operate in vesicle and cell membranes. The transporters alter transmembrane concentration gradients, and thus they have applications as reagents for cell biology research and as potential chemotherapeutic agents. The molecular designs include monomolecular channels, self-assembled channels and mobile carriers. Also discussed are the experimental assays that measure transport rates across model bilayer membranes.

MeSH Terms
Anions/pharmacokinetics Cell Membrane Permeability Drug Design Ion Transport Molecular Mimicry
Chemicals
Anions
Authors & Affiliations
3 authors, click to expand affiliations / ORCID
Davis Anthony P
School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK. Anthony.Davis@bristol.ac.uk
Sheppard David N
Smith Bradley D
References (48)
48 references, click to expand
  1. Improved patch-clamp techniques for high-resolution current recording from cells and cell-free membrane patches.
    Pflugers Arch. 1981 Aug;391(2):85-100 PMID: 6270629
  2. Anion Transport in Liposomes Responds to Variations in the Anchor Chains and the Fourth Amino Acid of Heptapeptide Ion Channels.
    New J Chem. 2005;29:673-280 PMID: 19169373
  3. Giant liposomes: a model system in which to obtain patch-clamp recordings of ionic channels.
    Biochemistry. 1990 Dec 25;29(51):11215-22 PMID: 1703012
  4. Calcium-activated chloride channels.
    Annu Rev Physiol. 2005;67:719-58 PMID: 15709976
  5. Co-transport of H+/Cl- by a synthetic prodigiosin mimic.
    Chem Commun (Camb). 2005 Aug 14;(30):3773-5 PMID: 16041412
  6. Molecular ferries: membrane carriers that promote phospholipid flip-flop and chloride transport.
    Chem Commun (Camb). 2003 Sep 21;(18):2261-8 PMID: 14518868
  7. Regulating supramolecular function in membranes: calixarenes that enable or inhibit transmembrane Cl- transport.
    Angew Chem Int Ed Engl. 2006 May 12;45(20):3334-8 PMID: 16607664
  8. NH(2)-terminal modification of a channel-forming peptide increases capacity for epithelial anion secretion.
    Am J Physiol Cell Physiol. 2001 Mar;280(3):C451-8 PMID: 11171563
  9. A synthetic channel-forming peptide induces Cl(-) secretion: modulation by Ca(2+)-dependent K(+) channels.
    Biochim Biophys Acta. 2000 Mar 15;1464(1):69-82 PMID: 10704921
  10. Anchor chain length alters the apparent mechanism of chloride channel function in SCMTR derivatives.
    Chem Commun (Camb). 2003 Feb 7;(3):308-9 PMID: 12613586
  11. A highly active anion-selective aminocyclodextrin ion channel.
    Angew Chem Int Ed Engl. 2005 Nov 25;44(46):7584-7 PMID: 16247816
  12. Chloride channel diseases resulting from impaired transepithelial transport or vesicular function.
    J Clin Invest. 2005 Aug;115(8):2039-46 PMID: 16075045
  13. Chloride ion efflux from liposomes is controlled by sidechains in a channel-forming heptapeptide.
    Chem Commun (Camb). 2006 Feb 14;(6):603-5 PMID: 16446823
  14. Structural basis for ion conduction and gating in ClC chloride channels.
    FEBS Lett. 2004 Apr 30;564(3):229-33 PMID: 15111101
  15. Synthetic peptides and four-helix bundle proteins as model systems for the pore-forming structure of channel proteins. II. Transmembrane segment M2 of the brain glycine receptor is a plausible candidate for the pore-lining structure.
    J Biol Chem. 1993 Jul 15;268(20):14608-15 PMID: 7686901
  16. Pore formation coupled to ion transport through lipid membranes as induced by transmembrane ionic charge imbalance: atomistic molecular dynamics study.
    J Am Chem Soc. 2005 Dec 21;127(50):17570-1 PMID: 16351063
  17. Ion channel formation by duramycin.
    Biochim Biophys Acta. 1992 Jun 11;1107(1):179-85 PMID: 1377492
  18. A transmembrane anion transporter selective for nitrate over chloride.
    Chem Commun (Camb). 2006 Aug 14;(30):3246-8 PMID: 17028758
  19. Ionic selectivity revisited: the role of kinetic and equilibrium processes in ion permeation through channels.
    J Membr Biol. 1983;76(3):197-225 PMID: 6100862
  20. The C- and N-Terminal Residues of Synthetic Heptapeptide Ion Channels Influence Transport Efficacy Through Phospholipid Bilayers.
    New J Chem. 2005 Jan 1;29(2):291-305 PMID: 19633728
  21. The origin and early evolution of membrane channels.
    Astrobiology. 2005 Feb;5(1):1-17 PMID: 15711166
  22. Perturbing the Hofmeister series: a steroid-based anion receptor with preorganised quaternary ammonium and H-bond donor groups.
    Chem Commun (Camb). 2003 Sep 7;(17):2246-7 PMID: 13678223
  23. Ion channel formation from a calix[4]arene amide that binds HCl.
    J Am Chem Soc. 2002 Mar 13;124(10):2267-78 PMID: 11878981
  24. Synthetic multifunctional pores: deletion and inversion of anion/cation selectivity using pM and pH.
    Org Biomol Chem. 2003 Apr 7;1(7):1226-31 PMID: 12926399
  25. Partial correction of defective Cl(-) secretion in cystic fibrosis epithelial cells by an analog of squalamine.
    Am J Physiol Lung Cell Mol Physiol. 2001 Nov;281(5):L1164-72 PMID: 11597908
  26. Substrate discrimination by cholapod anion receptors: geometric effects and the "affinity-selectivity principle".
    J Am Chem Soc. 2005 Aug 3;127(30):10739-46 PMID: 16045363
  27. Transepithelial electrical measurements with the Ussing chamber.
    J Cyst Fibros. 2004 Aug;3 Suppl 2:123-6 PMID: 15463943
  28. Aqueous solutions next to phospholipid membrane surfaces: insights from simulations.
    Chem Rev. 2006 Apr;106(4):1527-39 PMID: 16608190
  29. Pyranine (8-hydroxy-1,3,6-pyrenetrisulfonate) as a probe of internal aqueous hydrogen ion concentration in phospholipid vesicles.
    Biochemistry. 1981 Mar 17;20(6):1534-8 PMID: 6261798
  30. A hydrocarbon anchored peptide that forms a chloride-selective channel in liposomes.
    Chem Commun (Camb). 2002 Apr 21;(8):840-1 PMID: 12123005
  31. Binding of organic anions by synthetic supramolecular metallopores with internal Mg2+-aspartate complexes.
    Chembiochem. 2002 Nov 4;3(11):1089-96 PMID: 12404634
  32. Chloride transport across vesicle and cell membranes by steroid-based receptors.
    Angew Chem Int Ed Engl. 2003 Oct 20;42(40):4931-3 PMID: 14579442
  33. Permeation of halide anions through phospholipid bilayers occurs by the solubility-diffusion mechanism.
    Biophys J. 1998 Jan;74(1):319-27 PMID: 9449332
  34. A synthetic peptide derived from glycine-gated Cl- channel induces transepithelial Cl- and fluid secretion.
    Am J Physiol. 1997 May;272(5 Pt 1):C1672-9 PMID: 9176159
  35. Amazing chloride channels: an overview.
    Acta Physiol Scand. 2003 Feb;177(2):119-47 PMID: 12558550
  36. Volume-sensitive chloride channels involved in apoptotic volume decrease and cell death.
    J Membr Biol. 2006 Jan;209(1):21-9 PMID: 16685598
  37. Distinct structural elements that direct solution aggregation and membrane assembly in the channel-forming peptide M2GlyR.
    Biochemistry. 2002 Jun 11;41(23):7350-8 PMID: 12044167
  38. Prodigiosins uncouple lysosomal vacuolar-type ATPase through promotion of H+/Cl- symport.
    Biochem J. 1998 Sep 15;334 ( Pt 3):731-41 PMID: 9729483
  39. A fluorescent assay for chloride transport; identification of a synthetic anionophore with improved activity.
    Chem Commun (Camb). 2005 Feb 28;(8):1087-9 PMID: 15719125
  40. Synthesis, anion-binding properties, and in vitro anticancer activity of prodigiosin analogues.
    Angew Chem Int Ed Engl. 2005 Sep 19;44(37):5989-92 PMID: 16114075
  41. Voltage-dependent formation of anion channels by synthetic rigid-rod push-pull beta-barrels.
    Chemistry. 2003 Jan 3;9(1):223-32 PMID: 12506379
  42. Chloride transport across lipid bilayers and transmembrane potential induction by an oligophenoxyacetamide.
    J Am Chem Soc. 2003 Mar 12;125(10):2840-1 PMID: 12617627
  43. SCMTR: a chloride-selective, membrane-anchored peptide channel that exhibits voltage gating.
    J Am Chem Soc. 2002 Mar 6;124(9):1848-9 PMID: 11866586
  44. Prodigiosin is a chloride carrier that can function as an anion exchanger.
    Chem Commun (Camb). 2005 Dec 14;(46):5781-3 PMID: 16307144
  45. Redesigning channel-forming peptides: amino acid substitutions that enhance rates of supramolecular self-assembly and raise ion transport activity.
    Biophys J. 2006 Mar 15;90(6):2138-50 PMID: 16387776
  46. Long-wavelength chloride-sensitive fluorescent indicators.
    Anal Biochem. 1994 May 15;219(1):139-43 PMID: 8059940
  47. Stereoselective synthesis of pamamycin-607.
    J Am Chem Soc. 2002 Dec 11;124(49):14655-62 PMID: 12465976
  48. Artificial transmembrane channels for sodium and potassium.
    Sci Prog. 2002;85(Pt 3):219-41 PMID: 12449537
Article Info
Journal
Chemical Society reviews
Abbr.
Chem Soc Rev
ISSN
0306-0012
DOI
10.1039/b512651g
Email
anthony.davis@bristol.ac.uk
Published
2007-02-00
Epub
2006-00-23
Pages
348-57
Language
English
Region
England
NLM ID
0335405
PMCID
PMC2854546
Subset
IM
Grants
NIGMS NIH HHS · R01 GM059078 · United States
NIGMS NIH HHS · R01 GM059078-09 · United States
External Links
PubMed source DOI: 10.1039/b512651g PMC Full Text View journal details
Analysis Services
Analysis Services

Contact

No. 2 Wenbo Road, Zhangqiu District, Jinan, Shandong

Qilu Normal University · Genelibs Bioinformatics Lab

750 Shunhua Rd, Jinan

2F, Bldg F, University Science Park

Tel: 0531-88819269

WeChat Official Account

Follow our WeChat subscription account for real-time updates and the latest in medical and biological research.


Business Email

E-mail: product@genelibs.com

Copyright © 2026.Genelibs Jinan Honghui Biotechnology Co., Ltd. 鲁ICP备20007159号-2