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Current Status Of PH-sensitive Liposomes In Drug Delivery.

D. Drummond, M. Zignani, J. Leroux
Published 2000 · Chemistry, Medicine

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Amphiphilic peptides enhance the efficiency of liposome-mediated DNA transfection.
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The glycophospholipid-linked folate receptor internalizes folate without entering the clathrin-coated pit endocytic pathway
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Structural and functional comparisons of pH-sensitive liposomes composed of phosphatidylethanolamine and three different diacylsuccinylglycerols.
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Interaction between oleic acid‐containing pH‐sensitive and plain liposomes Fluorescent spectroscopy studies
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Influence of membrane-active peptides on lipospermine/DNA complex mediated gene transfer.
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Antibody-targeted liposomes: increase in specific toxicity of methotrexate-gamma-aspartate.
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Effects of low pH on influenza virus. Activation and inactivation of the membrane fusion capacity of the hemagglutinin.
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The influence of endosome-disruptive peptides on gene transfer using synthetic virus-like gene transfer systems.
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Light-induced fusion of liposomes with release of trapped marker dye is sensitised by photochromic phospholipid.
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Fusion activity of flaviviruses: comparison of mature and immature (prM-containing) tick-borne encephalitis virions.
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Liposome-based therapy of human ovarian cancer: parameters determining potency of negatively charged and antibody-targeted liposomes.
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Cytosine arabinoside influx and nucleoside transport sites in acute leukemia.
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Liposome-mediated cytoplasmic delivery of proteins: an effective means of accessing the MHC class I-restricted antigen presentation pathway.
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H+-induced release of contents of phosphatidylcholine vesicles bearing surface-bound polyelectrolyte chains
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The effect of surface charge on the hydrolysis kinetics of partially hydrogenated egg phosphatidylcholine and egg phosphatidylglycerol in aqueous liposome dispersions.
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Membrane fusion proteins of enveloped animal viruses.
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Enhancement of the in vivo circulation lifetime of L-alpha-distearoylphosphatidylcholine liposomes: importance of liposomal aggregation versus complement opsonization.
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Comparison of different hydrophobic anchors conjugated to poly(ethylene glycol): effects on the pharmacokinetics of liposomal vincristine.
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Enzyme replacement via liposomes. Variations in lipid compositions determine liposomal integrity in biological fluids.
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A versatile vector for gene and oligonucleotide transfer into cells in culture and in vivo: polyethylenimine.
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Immunoliposomes with different acid sensitivities as probes for the cellular endocytic pathway.
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Aggregation and fusion of lipid vesicles induced by diphtheria toxin at low pH: Possible involvement of the P site and the NAD+ binding site
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pH Sensitization of Phospholipid Vesicles via Complexation with Synthetic Poly(carboxylic acid)s a, b
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Role of the N-terminal peptides of viral envelope proteins in membrane fusion.
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pH-dependent fusion of phosphatidylcholine small vesicles. Induction by a synthetic amphipathic peptide.
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Immunogenicity and adverse effects of inactivated virosome versus alum-adsorbed hepatitis A vaccine: a randomized controlled trial.
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Novel pH-sensitive liposomes: liposomes bearing a poly(ethylene glycol) derivative with carboxyl groups.
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Role of lipid phase separations and membrane hydration in phospholipid vesicle fusion.
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Conformational studies of amphipathic alpha-helical peptides containing an amino acid with a long alkyl chain and their anchoring to lipid bilayer liposomes.
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A physicochemical approach for predicting the effectiveness of peptide-based gene delivery systems for use in plasmid-based gene therapy.
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pH-sensitive, plasma-stable liposomes with relatively prolonged residence in circulation.
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31P- and 1H-NMR investigations of the effect of n-alcohols on the hydrolysis by phospholipase A2 of phospholipid vesicular membranes.
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High-efficiency receptor-mediated delivery of small and large (48 kilobase gene constructs using the endosome-disruption activity of defective or chemically inactivated adenovirus particles.
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Application of membrane-active peptides for drug and gene delivery across cellular membranes.
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A study of phospholipid interactions between high-density lipoproteins and small unilamellar vesicles.
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In vivo cytotoxic T lymphocyte induction with soluble proteins administered in liposomes.
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Liposomes with detachable polymer coating: destabilization and fusion of dioleoylphosphatidylethanolamine vesicles triggered by cleavage of surface‐grafted poly(ethylene glycol)
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The acid-triggered entry pathway of Pseudomonas exotoxin A.
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Acidic pH triggers LCMV membrane fusion activity and conformational change in the glycoprotein spike.
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Kinetics of membrane micellization by the hydrophobic polyelectrolyte poly(2-ethylacrylic acid).
J. L. Thomas (1996)
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Control of membrane fusion by phospholipid head groups. II. The role of phosphatidylethanolamine in mixtures with phosphatidate and phosphatidylinositol.
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Delivery of liposomes into cultured KB cells via folate receptor-mediated endocytosis.
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Effect of exogenous lysolecithin on liposomal membranes. Its relation to membrane fluidity.
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Mechanism of DNA release from cationic liposome/DNA complexes used in cell transfection.
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Measurement of endosome pH following folate receptor-mediated endocytosis.
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Polycation-induced fusion of negatively-charged vesicles.
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Development of anti-p185HER2 immunoliposomes for cancer therapy.
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Mechanism of liposome destabilization by polycationic amino acids
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pH-induced destabilization of lipid bilayers by a lipopeptide derived from influenza hemagglutinin.
A. Bailey (1997)
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Rhinovirus-mediated endosomal release of transfection complexes.
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Selective H^+-Dependent Release of Contents from Thymine-Labeled Phospholipid Vesicles by an Adenine-Labeled Polyelectrolyte
I. M. Pinilla (1994)
Functional activity of the reduced folate carrier in KB, MA104, and IGROV-I cells expressing folate-binding protein.
G. Westerhof (1995)
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Liposomes containing synthetic lipid derivatives of poly(ethylene glycol) show prolonged circulation half-lives in vivo.
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Effect of the cholesterol content of small unilamellar liposomes on their stability in vivo and in vitro.
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Drug Discovery and Development
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pH‐dependent membrane fusion is promoted by various colicins.
F. Pattus (1985)
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Liposomes and biopolymers in drug and gene delivery
D. Lasič (1996)
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FORMATION OF VIROSOMES FROM INFLUENZA SUBUNITS AND LIPOSOMES
J. Almeida (1975)
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Proton-induced fusion of oleic acid-phosphatidylethanolamine liposomes.
N. Düzgüneş (1985)
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Lipofection: a highly efficient, lipid-mediated DNA-transfection procedure.
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Gene transfer mediated by fusion protein hemagglutinin reconstituted in cationic lipid vesicles
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Mechanisms of delivery of liposome-encapsulated cytosine arabinoside to CV-1 cells in vitro. Fluorescence-microscopic and cytotoxicity studies.
P. M. Brown (1990)
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Cellular and Molecular Barriers to Gene Transfer by a Cationic Lipid (*)
J. Zabner (1995)
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Actin filaments and the growth, movement, and spread of the intracellular bacterial parasite, Listeria monocytogenes
L. Tilney (1989)
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Mechanisms of gene transfer mediated by lipoplexes associated with targeting ligands or pH-sensitive peptides
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Contribution of Hydrogen Bonding to the Association of Liposomes and an Anionic Hydrophobically Modified Poly(N-isopropylacrylamide)†
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Synthesis and characterization of a hydrophobically modified copolymer of N-isopropylacrylamide and glycinyl acrylamide
M. Spafford (1998)
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A polymer-Triton X-100 conjugate capable of PH-dependent red blood cell lysis: a model system illustrating the possibility of drug delivery within acidic intracellular compartments.
R. Duncan (1994)
Cytotoxicity of diphtheria toxin A fragment to toxin-resistant murine cells delivered by pH-sensitive immunoliposomes.
D. Collins (1987)
Distribution and fate of free and liposome-encapsulated [3H]nor-muramyl dipeptide and [3H]muramyl tripeptide phosphatidylethanolamine in mice.
W. Fogler (1985)
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Destabilization of pH-sensitive liposomes in the presence of human erythrocyte ghosts
M. Greidziak (1992)
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Orientation into the lipid bilayer of an asymmetric amphipathic helical peptide located at the N-terminus of viral fusion proteins.
R. Brasseur (1990)
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Temperature-controlled release property of phospholipid vesicles bearing a thermo-sensitive polymer.
H. Hayashi (1996)
Role of ligand in antibody-directed endocytosis of liposomes by human T-leukemia cells.
K. Matthay (1989)
10.1021/BI00328A013
Acid- and calcium-induced structural changes in phosphatidylethanolamine membranes stabilized by cholesteryl hemisuccinate.
M. Lai (1985)
10.1074/JBC.271.13.7249
Delivery of Macromolecules into Cytosol Using Liposomes Containing Hemolysin from Listeria monocytogenes(*)
K. Lee (1996)
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Bacillus subtilis expressing a haemolysin gene from Listeria monocytogenes can grow in mammalian cells
J. Bielecki (1990)
10.1016/0092-8674(82)90219-7
Rapid acidification of endocytic vesicles containing α2-macroglobulin
B. Tycko (1982)
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Pharmacokinetic behavior of vincristine sulfate following administration of vincristine sulfate liposome injection
L. Embree (1998)
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Characterization of the insertion of Pseudomonas exotoxin A into membranes.
L. S. Zalman (1985)
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Virosomes constructed from lipid and purified Friend leukaemia virus glycoprotein.
J. Schneider (1983)
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In vitro characterization of a novel polymeric-based pH-sensitive liposome system.
M. Zignani (2000)
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Triggered release of hydrophilic agents from plasmalogen liposomes using visible light or acid.
V. C. Anderson (1992)
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Interaction of Hydrophobically‐Modified Poly‐N‐isopropylacrylamides with Model Membranes—or Playing a Molecular Accordion
H. Ringsdorf (1991)
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Fusion activity of an amphiphilic polypeptide having acidic amino acid residues: generation of fusion activity by alpha-helix formation and charge neutralization.
K. Kono (1993)
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pH-sensitive liposomes: acid-induced liposome fusion.
J. Connor (1984)
10.3109/08982109509012690
Rational design of amphiphile-based drug carriers and sterically stabilized carriers
Y. Barenholz (1995)
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Preparation, properties, and applications of reconstituted influenza virus envelopes (virosomes).
R. Bron (1993)
Secretion of cyclic GMP by cultured epithelial and fibroblast cell lines in response to nitric oxide.
M. Patel (1995)
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Interaction of tetanus toxin with lipid vesicles at low pH. Protection of specific polypeptides against proteolysis.
M. Roa (1985)
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Membrane binding and conformational properties of peptides representing the NH2 terminus of influenza HA-2.
J. Lear (1987)
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Changes in the conformation of influenza virus hemagglutinin at the pH optimum of virus-mediated membrane fusion.
J. Skehel (1982)
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Engineered liposomes and virosomes for delivery of macromolecules.
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Preparation and characterization of pH-responsive polymeric micelles for the delivery of photosensitizing anticancer drugs.
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Triggerable liposomal fusion by enzyme cleavage of a novel peptide-lipid conjugate.
C. C. Pak (1998)
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CHAPTER 4.4 – Cellular distribution of DOXIL® within selected tissues, assessed by confocal laser scanning microscopy
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Interaction of tetanus toxin with lipid vesicles. Effects of pH, surface charge, and transmembrane potential on the kinetics of channel formation.
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Inhibition of Semliki forest virus penetration by lysosomotropic weak bases.
A. Helenius (1982)
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Glycoprotein micelles isolated from vesicular stomatitis virus spontaneously partition into sonicated phosphatidylcholine vesicles.
W. Petri (1980)
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Phase transitions and phase separations in phospholipid membranes induced by changes in temperature, pH, and concentration of bivalent cations.
K. Jacobson (1975)
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Hemagglutinin-neuraminidase enhances F protein-mediated membrane fusion of reconstituted Sendai virus envelopes with cells.
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Fluorescence ratio imaging of interstitial pH in solid tumours: effect of glucose on spatial and temporal gradients.
M. Dellian (1996)
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pH-induced destabilization of phosphatidylethanolamine-containing liposomes: role of bilayer contact.
H. Ellens (1984)
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Acid-catalyzed plasmenylcholine hydrolysis and its effect on bilayer permeability: a quantitative study.
O. Gerasimov (1997)
Regulation of adenosine 3':5'-monophosphate efflux from animal cells.
M. Rindler (1978)
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Solution Properties of Poly(N-isopropylacrylamide)
M. Heskins (1968)
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Thermosensitive liposomes: extravasation and release of contents in tumor microvascular networks.
M. H. Gaber (1996)
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Membrane fusion and molecular segregation in phospholipid vesicles.
D. Papahadjopoulos (1974)
10.1016/B978-044482917-7/50031-4
CHAPTER 7.1 – Design of liposome-based drug carriers: From basic research to application as approved drugs
Y. Barenholz (1998)
GENE TRANSFER MEDIATED BY INFLUENZA VIRUS PEPTIDES : THE ROLE OF PEPTIDE SEQUENCES
K. Mechtler (1997)
10.1016/0005-2736(90)90365-U
Endocytosis of liposomes by macrophages: binding, acidification and leakage of liposomes monitored by a new fluorescence assay.
D. Daleke (1990)
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Endocytosis and molecular sorting.
I. Mellman (1996)
Demonstration of organic anion transport in T lymphocytes. L-lactate and fluo-3 are target molecules.
F. Sommer (1994)
10.1021/BC00023A012
Polyamidoamine cascade polymers mediate efficient transfection of cells in culture.
J. Hänsler (1993)
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Folate-mediated tumor cell targeting of liposome-entrapped doxorubicin in vitro.
R. Lee (1995)
10.1083/JCB.105.6.2695
Macrophages possess probenecid-inhibitable organic anion transporters that remove fluorescent dyes from the cytoplasmic matrix
T. Steinberg (1987)
10.1021/MA9600522
pH-Sensitive, cation-selective channels formed by a simple synthetic polyelectrolyte in artificial bilayer membranes
J. C. Chung (1996)
10.1021/BI9618474
Design, synthesis, and characterization of a cationic peptide that binds to nucleic acids and permeabilizes bilayers.
T. B. Wyman (1997)
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Immunopotentiating reconstituted influenza virus virosome vaccine delivery system for immunization against hepatitis A.
R. Glück (1992)
10.1126/SCIENCE.364652
Design of liposomes for enhanced local release of drugs by hyperthermia.
M. Yatvin (1978)
10.1073/PNAS.95.20.11886
Site-specific gene delivery in vivo through engineered Sendai viral envelopes.
K. Ramani (1998)
10.1016/0304-4165(78)90025-9
Disintegration of phosphatidylcholine liposomes in plasma as a result of interaction with high-density lipoproteins.
G. Scherphof (1978)
10.1016/0264-410X(92)90325-E
Immunopotentiating reconstituted influenza virosomes (IRIVs) and other adjuvants for improved presentation of small antigens.
R. Glueck (1992)
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Generation of pH-sensitive liposomes: use of large unilamellar vesicles containing N-succinyldioleoylphosphatidylethanolamine.
R. Nayar (1985)
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PH-RESPONSIVE LIPOSOMES WHICH CONTAIN AMPHIPHILES PREPARED BY USING LIPOPHILIC RADICAL INITIATOR
H. Kitano (1991)
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Specificity of amphiphilic anionic peptides for fusion of phospholipid vesicles.
M. Murata (1993)
10.1016/0024-3205(82)90455-6
Stability of small unilamellar liposomes in serum and clearance from the circulation: the effect of the phospholipid and cholesterol components.
J. Senior (1982)
10.1021/BC9701454
Temperature-dependent associating property of liposomes modified with a thermosensitive polymer.
H. Hayashi (1998)
10.1074/JBC.271.18.10560
Target Cell-specific DNA Transfer Mediated by a Chimeric Multidomain Protein
J. Fominaya (1996)
10.1016/0092-8674(91)90647-H
Liposome-encapsulated antigens are processed in lysosomes, recycled, and presented to T cells
C. Harding (1991)
10.1146/ANNUREV.PH.52.030190.003331
Viral and cellular membrane fusion proteins.
J. White (1990)
10.1084/JEM.186.7.1159
pH-dependent Perforation of Macrophage Phagosomes by Listeriolysin O from Listeria monocytogenes
K. Beauregard (1997)
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Effect of Bilayer Cholesterol and Surface Grafted Poly(Ethylene Glycol) on pH-Induced Release of Contents from Liposomes by Poly(2-Ethylacrylic Acid)
Jeffrey K. Mills (1999)
10.1016/s0021-9258(18)83370-1
Hydrophobic binding of the ectodomain of influenza hemagglutinin to membranes occurs through the "fusion peptide".
C. Harter (1989)
10.1016/0005-2736(95)00210-3
Triggerable plasmalogen liposomes: improvement of system efficiency.
D. F. Thompson (1996)
10.1016/0022-1759(91)90320-F
An improved method of loading pH-sensitive liposomes with soluble proteins for class I restricted antigen presentation.
F. Zhou (1991)
10.1016/0092-8674(83)90291-X
Endocytosis of liposomes and intracellular fate of encapsulated molecules: Encounter with a low pH compartment after internalization in coated vesicles
R. Straubinger (1983)
10.1016/0005-2736(92)90084-Y
In vitro cytotoxicity of liposome-encapsulated doxorubicin: dependence on liposome composition and drug release.
A. Horowitz (1992)
10.1080/096876899294814
Surface aggregation and membrane penetration by peptides: relation to pore formation and fusion.
S. Nir (1999)
10.1021/JA00115A039
Tuning the response of a pH-sensitive membrane switch
J. L. Thomas (1995)
10.3109/08982109209010213
On the Molecular Mechanism of Steric Stabilization of Liposomes in Biological Fluids
D. Lasič (1992)
10.1021/BI00322A001
pH-dependent fusion of liposomes using titratable polycations.
P. S. Uster (1985)
10.1111/j.1751-1097.1995.tb05233.x
LIPOSOME FUSION AND LIPID EXCHANGE ON ULTRAVIOLET IRRADIATION OF LIPOSOMES CONTAINING A PHOTOCHROMIC PHOSPHOLIPID
C. Morgan (1995)
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Synthesis and characterization of N-acylated, pH-sensitive 'caged' aminophospholipids.
D. C. Drummond (1995)
10.1016/0042-6822(84)90405-7
Mouse mammary tumor virus can mediate cell fusion at reduced pH.
S. Redmond (1984)
10.1016/S0169-409X(97)00136-1
Controlling liposome blood clearance by surface-grafted polymers.
Woodle (1998)
10.1074/jbc.271.31.18638
Oxidation of Sulfhydryl Groups of Ribonuclease Inhibitor in Epithelial Cells Is Sufficient for Its Intracellular Degradation*
M. Blázquez (1996)
10.1083/JCB.112.2.257
Formation and intracellular transport of a heterodimeric viral spike protein complex
R. Persson (1991)
10.1073/PNAS.88.24.11460
Sterically stabilized liposomes: improvements in pharmacokinetics and antitumor therapeutic efficacy.
D. Papahadjopoulos (1991)
10.1016/S0169-409X(99)00033-2
Application of membrane-active peptides for nonviral gene delivery.
Wagner (1999)
10.1038/375291A0
The envelope glycoprotein from tick-borne encephalitis virus at 2 Å resolution
F. Rey (1995)
10.1016/0014-5793(85)80210-6
pH‐sensitive liposomes mediate cytoplasmic delivery of encapsulated macromolecules
R. Straubinger (1985)
10.1016/S0005-2736(96)00244-1
Cytoplasmic delivery of calcein mediated by liposomes modified with a pH-sensitive poly(ethylene glycol) derivative.
K. Kono (1997)
10.1021/BI00385A002
pH-dependent bilayer destabilization by an amphipathic peptide.
N. K. Subbarao (1987)
10.3109/08982109609031138
Lipidic supramolecular assemblies for gene transfer
S. Li (1996)
10.1038/sj.gt.3300614
A chimeric fusion protein containing transforming growth factor-α mediates gene transfer via binding to the EGF receptor
J. Fominaya (1998)
10.1074/JBC.270.42.24864
Cationic Liposome-mediated Intravenous Gene Delivery (*)
Y. Liu (1995)
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