Accumulations of amino acids and peptides into liposomes

Details Accumulations of amino acids and peptides into liposomes Accumulations of amino acids and peptides into liposomes

1992-06-02

1995-01-10

Page, Thurman K.

Drug, bio-affecting and body treating compositions

Preparations characterized by special physical form

Liposomes

264 41, 436829, 4284022, A61K 9127

Patent

active

053805313

ABSTRACT:
The present invention relates to liposomal compositions having a concentration gradient which load amino acids and peptides exhibiting weak acid or base characteristics into liposomes. Specifically loaded into liposomes by the methods of the present invention are C-terminal substituted amino acids or peptides. The liposomes are preferably large unilamellar vesicles. The concentration gradient is formed by encapsulating a first medium in the liposomes, said medium having a first concentration of the one or more charged species, and suspending the liposomes in a second medium having a second concentration of the one or more charged species, such as for example a pH gradient. Also disclosed are pharmaceutical preparations comprising such C-terminal substituted amino acids or peptides which have been loaded into the liposomes by the method of the invention.

REFERENCES:
patent: 3962429 (1976-06-01), Furuno et al.
patent: 3993754 (1976-11-01), Rahman et al.
patent: 4016100 (1977-04-01), Suzuki et al.
patent: 4145410 (1979-03-01), Sears
patent: 4193983 (1980-03-01), Ullman et al.
patent: 4217344 (1980-08-01), Vanlerberghe et al.
patent: 4224179 (1980-09-01), Schneider
patent: 4229360 (1980-10-01), Schneider et al.
patent: 4235871 (1980-11-01), Papahadjopoulos et al.
patent: 4241046 (1980-12-01), Papahadjopoulos et al.
patent: 4370349 (1983-01-01), Evans et al.
patent: 4372949 (1983-02-01), Kodama et al.
patent: 4389330 (1983-06-01), Tice et al.
patent: 4397846 (1983-08-01), Weiner et al.
patent: 4411894 (1983-10-01), Schrank et al.
patent: 4419348 (1983-12-01), Rahman et al.
patent: 4438052 (1984-03-01), Weder et al.
patent: 4460577 (1984-07-01), Moro et al.
patent: 4485045 (1984-11-01), Regen
patent: 4515736 (1985-05-01), Deamer et al.
patent: 4522803 (1985-06-01), Lenk et al.
patent: 4529561 (1985-07-01), Hunt et al.
patent: 4532089 (1985-07-01), MacDonald et al.
patent: 4588578 (1986-05-01), Fountain et al.
patent: 4721612 (1988-01-01), Janoff et al.
patent: 4769250 (1988-09-01), Forssen
patent: 4885172 (1989-12-01), Bally et al.
patent: 4946683 (1990-08-01), Forssen
Bally, et al., "Dopamine Accumlation in Large Unilamellar Vesicles Systems Induced by Transmembrane Ion Gradients", Chem. Phys. Lipids, 47 (1988) 97-107.
de Kroon et al., "Association of Synthetic Model Peptides with Phospholipid Vesicles Induced by a Membrane Potential", BBA, 981 (1989) 371-373.
Fiske, et al., "The Colorimetric Determination of Phosphorus", J. Biol. Chem. 66:375-379 (1925).
Hope, et al., 1987 Biochim. Biophys. Acta., 812.55, "Production of Large Unilamellar Vesciles by a Rapid Extrusion Procedure. Characterization of Size Distribution, Trapped Volume and Ability to Maintain a Memebrane Potention".
Hope, et al., "Lipid Asymmetry Induced by Transmembrance pH Gradients in Large Unilamellar Vesicles", J. Biol. Chem. 262 (1987), 9, 4360-4366.
Koppel, "Analysis of Macromolecular Polydispersity in Intesity Correlation Spectroscopy: The method of Cumulants", J. Chem. Phys. 57 (1972), 11, 4814-4820.
Madden, et al., "The Accumalation of Drugs within Large Unilamellar Vescisles Exhibiting a Proton Gradient: A Survey", Chem. Phys. Lipids, 53, (1990) 37-46.
Mayer, et al., "Uptake of Adriamycin into Large Unilamellar Vesicles in Response to a pH Gradient", BBA, 857 (1986) 123-126.
Mayer, et al., "Influence of Ion Gradients on the Transbilayer Distribution of Dibucaine in Large Unilamellar Vesicles", Biochemistry, 27, (1988), 2053-2060.
Mayer, et al., "Techniques for Encapsulating Bioactive Agents into Liposomes", Chem. Phys. Lipids, 40 (1986) 333-345.
Abra, et al., 1983, Cancer Chemother. Pharmacol, 11:98, "Delivery of Therapeutic Doses of Doxorubicin in the Mouse Lung Using Lung-Accumulating Liposomes Proves Unsuccessful".
Akerman, et al., 1976, Biochim. Biophys. Acta., 426:624, "Stacking of Safranine in Liposomes During Valinomycin Induced Efflux of Potassium Ions".
Bally, et al., 1985, Biochim. Biophys. Acta., 812:66, "Uptake of Saframine and Other Lipophilic Cations into Model Membrane System in Response to a Membrane Potential".
Bottcher, et al. 1961 Anal. Chim. Acta., 24:203-204, "A Rapid and Sensitive Sub-Micro Phosphorus Determination".
Burke et al., Chem. Abstracts, vol. 102, No. 3, Jan. 21, 1985.
Cafisco, et al., 1983, Biophys. J. 44:49, "Electrogenic H+/OH- Movement Accorss Phospholipid Vesicles Measured by Spin-Labeled Hydrophobic Ions".
Casey et al., "Active Proton Uptake by Chromaffin Granules: Observation by Amine Distribution and Phosphorous--31 Nuclear Magnetic Resonance Techniques", 1977 Biochemistry 16(5) pp. 972-976.
Chemical Abstracts 103:174355e.
Chemical Abstracts 99:49240m.
Chen, et al., 1956, Analytical Chem., 11:1756-1758, "Microdeterination of Phosphorus".
Corda, et al., J. Membr. Bio., 1982 65(3) 235-42, "Increase in Lipid Microviscosity of Unilamellar Vesicles upon the Creation of Transmembrane Potential", Chem. Abs. vol. 96, 1982, Abs. 176569p.
Cramer and Prestegard, "NMR Studies of pH-Induced Transport of Carboxylic Acids Across Phospholipid Vesicle Membranes", Biochem. Res. Commun. 1977, 75(2) pp. 295-301.
Crommelin, et al. "Preparation and Characterization of Doxorubicin-containing liposomes II. Capacity. Long Term Stability and Doxorubicin-bilayer interaction mechanism", Abst. 109032w., Int. J. Pharm. 1983, 17(2-3) 135-44.
Crommelin, et al., 1983, Int. J. Pharm. 16(1):79 "Preparation and Characterization of Doxorubicin-Containing Liposomes: I. Influence of Liposome Charge and pH of Hydration Medium on Loading Capacity and Particle Size".
Crommelin, et al., "Stability of Liposomes on Storage: Freeze Dried, Frozen or as an Aqueous Dispersions", Phar. Res. (1984) pp. 159-163.
Cullis, et al., "Generating and loading of liposomal systems for drug-delivery applications", Adv. Drug, Delivery, Rev, 3, (1989) 267-282.
Deamer, 1983, in: Liposomes, 1983, M. Ostro (ed.), Marcel Dekker, New York.
Deamer, et al., "The Response of Fluorescent Amines to pH Gradients Across Liposomes Membranes", 1972, Biochemi. Biophys. Acta, 274, pp. 323-335.
Forssen, et al., 1983, Cancer Res., 43:546, "Improved Therapeutic Benefits of Doxorubicin by Entrapment in Anionic Liposomes".
Gabizon, et al., 1982, Cancer Res. 42-4734, "Liposomes as in Vivo Carriers of Adriamycin:Reduced Cardiac Uptake and Preserved Antitumor Activity in Mice".
Garcia, et al., 1983, Biochemisty 22(10):2524, "Mechanism of Lactose Translocation in Proteoliposomes Reconstituted with Iac Carrier Protein Purified from Escherichia coli. 1. Effect of pH and Imposed Membrane Potential on Efflux, Exchange, and Counterflow".
Gierasch, L., "Signal Sequences", Biochemistry, 28(3), Feb. 1989, 923-930.
Gutknecht, et al. "Histamine, Theophylline and Tryptamine Transport Through Lipid Bilayer Membranes", BBA, 649, (1981), 149-154.
Herbette, et al., Chem. Abstracts, vol. 102, No. 3, Jan. 21, 1985.
Hope, et al., "Phospholipid Asymmetry in Large Unilamellar Vesciles Induced by Transmembrane pH Gradient", Biochemistry, 1989, 28, 4181.
Jonah, et al., 1975, Biochim, et Biophys. Acta 401:336-348, "Tissue Distribution of EDTA Encapsulated Within Liposomes of Varying Surface Properties".
Kano, et al., 1977, Life Sciences, 20:1729, "Enhanced Uptake of Drugs in Liposomes" Use of Lavile Vitamin B12 Complexes of 6-Mercaptopurine and 8-Azaguanine.
Kano and Fendler, "Pyranine as a Sensitive pH Probe for Liposome Interiors and Surfaces", Biochemic. Biophys Acta. 1978, 509, pp. 289-299.
Kirby and Gregoriadis, "The Effect of Lipid Composition of Small Unilamellar Liposomes Containing Melphalan and Vincristine on Drug Clearance After Injection into Mice", Abstract of Biochem. Pharmacol. 1983, 32(4) pp. 609-615.
Kirby, et al., 1984 in Liposome Technology, vol. 1, Preparation of Liposomes, G. Gregoriadias, et. pp. 19-27, "A Simple Procedure for Preparing Liposomes Capable of High Encapsultion Efficiency Under Mild Conditions".
Kirby, et al., 1984, Bio/Technology, 2(11):979, "Dehydration-Rehydraton Vesicles: A Simple Method for High Yield Drug Entrapment in Liposomes".
Kornberg, et al., "Measurement of Transmembrane Potentials in Phospholipid Vesicles", 1972, Proc. Nat. Aca.

Affiliated with

Also associated with

Rating

Accumulations of amino acids and peptides into liposomes does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Accumulations of amino acids and peptides into liposomes, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Accumulations of amino acids and peptides into liposomes will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-849457