Spectroscopic detection of endovesiculation by large unilamellar phosphatidylcholine vesicles: effects of chlorpromazine, dibucaine, and safingol.

Endovesiculation by large unilamellar vesicles (LUVs) induced by cationic amphiphiles is described in this work. A recent procedure to monitor phagocytosis of vesicles by macrophages by determining the amount of the simultaneously internalized water_soluble fluorescent dye HPTS with external quencher was adapted to LUVs (Daleke, D. L.; Hong, K.; Papahadjopoulos, D. Biochim. Biophys. Acta 1990, 1024, 352). Compared to dibucaine and safingol, the local anesthetic chlorpromazine (CPZ) was found to be the most efficient inducer of HPTS-internalization by LUVs. Control experiments using LUVs with entrapped HPTS indicated that the observed dye-internalization does not originate from transient lysis. A strong increase in activity above the critical micelle concentration of CPZ implies the importance of CPZ-micelles for endovesiculation. The significantly less efficient CPZ-induced HPTS-internalization by LUVs with 68 nm compared to 176 nm diameter further diminishes the likelihood of a micelle/bilayer fusion mechanism and supports the presence of 'zipper-type' endovesiculation by LUVs with diameters as small as 68 nm.

• Publication year

  1999

• Venue

  Bioorganic & Medicinal Chemistry

• Publication date

  1999-07-01

• Fields of study

  Biology, Medicine, Chemistry

• Identifiers
  DOI 10.1016/S0968-0896(99)00076-0PMID 10465411
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• University of Groningen MECHANISTIC STUDIES OF LANTIBIOTIC-INDUCED PERMEABILIZATION OF PHOSPHOLIPID-VESICLES

  2017cited by this paper
• Single-length and double-length channels formed by nystatin in lipid bilayer membranes

  2005cited by this paper
• Cationic Liposomes for Gene Therapy

  1998cited by this paper
• Synthesis of asymmetric septi-(p-phenylene)s

  1998cited by this paper
• Influence of pH gradients on the transbilayer transport of drugs, lipids, peptides and metal ions into large unilamellar vesicles.

  1997cited by this paper
• Interaction of Chlorpromazine with Phospholipid Membranes: A Monolayer and a Microelectrophoresis Approach

  1997cited by this paper
• Microtubule depolymerization inhibits clathrin coated-pit internalization in non-adherent cell lines while interleukin 2 endocytosis is not affected.

  1997cited by this paper
• Rigid Rod-Shaped Polyols: Functional Nonpeptide Models for Transmembrane Proton Channels†

  1997cited by this paper
• Incorporation of micelle-forming local anesthetics into surface-adsorbed films and micelles of decylammonium chloride

  1997cited by this paper
• Design, synthesis, and characterization of a cationic peptide that binds to nucleic acids and permeabilizes bilayers.

  1997cited by this paper
• The conformational preference of gramicidin channels is a function of lipid bilayer thickness 1

  1997cited by this paper
• Role of membrane lipid distribution in chlorpromazine-induced shape change of human erythrocytes.

  1997cited by this paper
• Efficient transfer of genetic material into mammalian cells using Starburst polyamidoamine dendrimers.

  1996cited by this paper
• A SYNTHETIC IONOPHORE THAT RECOGNIZES NEGATIVELY CHARGED PHOSPHOLIPID MEMBRANES

  1996cited by this paper
• Pore formation induced by the peptide melittin in different lipid vesicle membranes.

  1996cited by this paper
• Osmotic and pH transmembrane gradients control the lytic power of melittin.

  1996cited by this paper
• Modulation of melittin-induced lysis by surface charge density of membranes.

  1995cited by this paper
• Potentiation of apoptosis by treatment with the protein kinase C-specific inhibitor safingol in mitomycin C-treated gastric cancer cells.

  1995cited by this paper
• Cytomimetic Organic Chemistry: Early Developments

  1995cited by this paper
• Rapid endocytosis of interleukin 2 receptors when clathrin‐coated pit endocytosis is inhibited

  1994cited by this paper
• Lipid and protein composition of exovesicles released from human erythrocytes following treatment with amphiphiles.

  1994cited by this paper
• The influence of endosome-disruptive peptides on gene transfer using synthetic virus-like gene transfer systems.

  1994cited by this paper
• SYNTHETIC GENE-TRANSFER VECTORS

  1993cited by this paper
• Thermodynamic stability and osmotic sensitivity of small unilamellar phosphatidylcholine vesicles.

  1993cited by this paper
• Quantitative measurement of cationic fluxes, selectivity and membrane potential using liposomes multilabelled with fluorescent probes.

  1993cited by this paper
• Osmotic properties of large unilamellar vesicles prepared by extrusion.

  1993cited by this paper
• Effect of cholesterol on the polymorphism of dipalmitoylphosphatidylcholine/melittin complexes: an NMR study.

  1993cited by this paper
• Mechanical properties of vesicles. I. Coordinated analysis of osmotic swelling and lysis.

  1993cited by this paper
• Morphological characterization of exovesicles and endovesicles released from human erythrocytes following treatment with amphiphiles.

  1992cited by this paper
• Electric field dependence of alamethicin channels.

  1990cited by this paper
• Endocytosis of liposomes by macrophages: binding, acidification and leakage of liposomes monitored by a new fluorescence assay.

  1990cited by this paper
• A lipid vesicle system for probing voltage‐dependent peptide–lipid interactions: Application to alamethicin channel formation

  1989cited by this paper
• Molecular Architecture and Function of Polymeric Oriented Systems: Models for the Study of Organization, Surface Recognition, and Dynamics of Biomembranes

  1988cited by this paper
• Influence of chlorpromazine on the transverse mobility of phospholipids in the human erythrocyte membrane: relation to shape changes.

  1988cited by this paper
• pH-dependent phase transition of chlorpromazine micellar solutions in the physiological range.

  1988cited by this paper
• Anaesthetic — phospholipid interaction

  1987cited by this paper
• Partition of chlorpromazine into lipid bilayer membranes: the effect of membrane structure and composition.

  1986cited by this paper
• Uptake of safranine and other lipophilic cations into model membrane systems in response to a membrane potential

  1985cited by this paper
• Uptake of dibucaine into large unilamellar vesicles in response to a membrane potential.

  1985cited by this paper
• Effect of lipid membranes on the apparent pK of the local anesthetic tetracaine. Spin label and titration studies.

  1984cited by this paper
• Effects of sulfhydryl reagents on the anti-sickling activity of some membrane-interacting compounds.

  1983cited by this paper
• Divalent cations and chlorpromazine can induce non-bilayer structures in phosphatidic acid-containing model membranes.

  1982cited by this paper
• Phospholipid vesicle formation and transmembrane protein incorporation using octyl glucoside.

  1981cited by this paper
• Liposomes of controllable size in the range of 40 to 180 nm by defined dialysis of lipid/detergent mixed micelles.

  1981cited by this paper

• Microfluidic platforms to access molecular mechanotransduction at the cellular level in vitro and in vivo

  2015cites this paper
• Accurate Methodology for Monitoring Biomembrane Events

  2012cites this paper
• Anionic activators for differential sensing with cell-penetrating peptides.

  2011cites this paper
• Synthesis of cyclen based receptors and their use in separations biotechnology.

  2011cites this paper
• The Development of an Effective Water-Soluble Receptor for Pyrene Derivative Dyes

  2010cites this paper
• In vitro budding of intralumenal vesicles into late endosomes is regulated by Alix and Tsg101.

  2008influential citation
• Rigid-rod anion-pi slides for multiion hopping across lipid bilayers.

  2007cites this paper
• The determination of the ion selectivity of synthetic ion channels and pores in vesicles

  2006cites this paper
• Receptor for anionic pyrene derivatives provides the basis for new biomembrane assays.

  2005cites this paper
• Blocker efflux through blocked pores

  2004cites this paper
• Role of LBPA and Alix in Multivesicular Liposome Formation and Endosome Organization

  2004cites this paper
• Promotion of retroviral entry in the absence of envelope protein by chlorpromazine.

  2003cites this paper
• High-generation polycationic dendrimers are unusually effective at disrupting anionic vesicles: membrane bending model.

  2000cites this paper
• Surface active drugs: self-association and interaction with membranes and surfactants. Physicochemical and biological aspects.

  2000cites this paper