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Patent US5763172 - Method of phosphate ester hydrolysis - Google PatentsSearch Images Maps Play YouTube News Gmail Drive More »Sign inPatentsA method of phosphate ester hydrolysis including incubating a solution of an aqueous phosphate ester with a metallotexaphyrin complex under conditions and for a time sufficient to hydrolyze the phosphate ester. The metal is a metal cation having catalytic activity for ester bond hydrolysis in aqueous...http://www.google.com/patents/US5763172?utm_source=gb-gplus-sharePatent US5763172 - Method of phosphate ester hydrolysisAdvanced Patent SearchPublication numberUS5763172 APublication typeGrantApplication numberUS 08/486,962Publication dateJun 9, 1998Filing dateJun 7, 1995Priority dateJan 21, 1992Fee statusLapsedPublication number08486962, 486962, US 5763172 A, US 5763172A, US-A-5763172, US5763172 A, US5763172AInventorsDarren Magda, Jonathan L. Sessler, Meredith Wright, Richard A. Miller, William C. DowOriginal AssigneeBoard Of Regents, The University Of Texas System, Pharmacyclics, Inc.Export CitationBiBTeX, EndNote, RefManPatent Citations (39), Non-Patent Citations (259), Referenced by (11), Classifications (35), Legal Events (7) External Links: USPTO, USPTO Assignment, EspacenetMethod of phosphate ester hydrolysis
US 5763172 AAbstract
1. A method for enhancing the therapeutic activity of an oligonucleotide in a cell, the method comprising:contacting a targeted intracellular RNA in a cell with a metallotexaphyrin-oligonucleotide conjugate, the contact being under physiologic conditions and for a time sufficient to hydrolyze the phosphate ester bond of said targeted intracellular RNA, wherein the metallotexaphyrin of said metallotexaphyrin-oligonucleotide conjugate has catalytic activity for phosphate ester bond hydrolysis and the oligonucleotide of said metallotexaphyrin-oligonucleotide conjugate has complementary binding affinity to said targeted intracellular RNA. 2. A method for enhancing the therapeutic activity of an oligonucleotide in a cell, the method comprising:contacting a targeted intracellular RNA in a cell with a metallotexaphyrin-oligonucleotide conjugate, the contact being under physiologic conditions and for a time sufficient to hydrolyze the phosphate ester bond of said targeted intracellular RNA, wherein the metallotexaphyrin of said metallotexaphyrin-oligonucleotide conjugate has catalytic activity for phosphate ester bond hydrolysis and the oligonucleotide of said metallotexaphyrin-oligonucleotide conjugate has complementary binding affinity to said targeted intracellular RNA; where the metallotexaphyrin-oligonucleotide conjugate has the following structure: ##STR6## M is a divalent or a trivalent metal cation catalyzing phosphate ester bond hydrolysis in aqueous solution; R1 -R4, R7 and R8 are independently hydrogen, halide, hydroxyl, alkyl, aryl, haloalkyl, nitro, formyl, acyl, hydroxyalkyl, oxyalkyl, oxyhydroxyalkyl, saccharide, carboxy, carboxyalkyl, carboxyamide, carboxyamidealkyl, aminoalkyl, sulfonatoalkyl, amidealkyl, aryl, a site-directed molecule, a catalytic group, or a couple to a site-directed molecule or to a catalytic group; R6 and R9 are independently selected from the groups of R1 -R4, R7 and R8, with the proviso that the halide is other than iodide and the haloalkyl is other than iodoalkyl; R5 and R10 -R12 are independently hydrogen, alkyl, aryl, hydroxyalkyl, oxyalkyl, oxyhydroxyalkyl, carboxyalkyl, carboxyamidealkyl or a couple to a saccharide to a site-directed molecule or to a catalytic group; and Z is less than or equal to 5;where at least one of R1 -R12 is a site-directed molecule or a couple to a site-directed molecule, and the site-directed molecule is an oligonucleotide having binding affinity to said targeted intracellular RNA. 3. The method of claim 2 wherein the catalytic group is imidazole, guanidine, an amino acid, an amino acid derivative, a polyamino acid, an amine-substituted saccharide or a metallotexaphyrin complex.
Many divalent and trivalent metal salts have been shown to promote the hydrolysis of phosphate ester bonds. Komiyama et al. (1992) reported the hydrolysis of adenylyl(3'-5')adenosine and uridyl(3'-5')uridine at pH 8.0, 30� C. by rare earth metal(III) ions. A cerium(III) hydroxide cluster has been reported to hydrolyze 3',5'-cyclic adenosine monophosphate (Sumaoka, et al. 1992). Browne and Bruice (1992) reported the hydrolysis of bis(8-hydroxyquinoline)phosphate in the presence of divalent cations. However, in order to convey a degree of specificity to catalysis by the metal ion, complexes of metals with various ligands have been studied. The ligand may serve a number of roles in catalysis, including modulation of catalytic efficiency and maintenance of the metal ion in solution, while also allowing for coupling of reagents having a binding specificity for a desired substrate.
Hydrolysis of Monoesters by Lanthanide(III) T2B2 Texaphyrin
Generalized Hydrolysis of RNA Using a Metallotexaphyrin Complex
Site-Specific Hydrolysis of RNA by Dysprosium(III)-Texaphyrin and Europium(III)-Texaphyrin Conjugated to Synthetic Oligodeoxyribonucleotides of Varying Lengths
Site-Specific Hydrolysis of a 36-Mer RNA by Dysprosium(III)-Texaphyrin Conjugated to a Synthetic Oligodeoxyribonucleotide
Synthesis of Texaphyrin-Oligonucleotide Conjugates Having a Texaphyrin Attached to the 3' end of the Oligonucleotide
Synthesis of an Eu(III) Texaphyrin-Oligonucleotide Dual Conjugate
Sequence-Specific Inhibition of Cell Proliferation by Dy(III) Texaphyrin Conjugated to a 15-mer Phosphorothioate
Further Uses for Texaphyrin-Metal Complexes Coupled to Site-Directed Molecules
Patent CitationsCited PatentFiling datePublication dateApplicantTitleUS4318825 *Aug 18, 1980Mar 9, 1982Frame Robert RCatalytic composite, and method of manufactureUS4647447 *Jan 23, 1984Mar 3, 1987Schering AktiengesellschaftDiagnostic mediaUS4835263 *Dec 18, 1986May 30, 1989Centre National De La Recherche ScientifiqueNovel compounds containing an oligonucleotide sequence bonded to an intercalating agent, a process for their synthesis and their useUS4878891 *Jun 25, 1987Nov 7, 1989Baylor Research FoundationMethod for eradicating infectious biological contaminants in body tissuesUS4880008 *May 7, 1986Nov 14, 1989The General Hospital CorporationVivo enhancement of NMR relaxivityUS4883790 *Apr 23, 1987Nov 28, 1989University Of British ColumbiaWavelength-specific cytotoxic agentsUS4899755 *May 8, 1985Feb 13, 1990The General Hospital CorporationHepatobiliary NMR contrast agentsUS4915683 *Mar 10, 1987Apr 10, 1990The Medical College Of Wisconsin, Inc.Antiviral method, agents and apparatusUS4935498 *Mar 6, 1989Jun 19, 1990Board Of Regents, The University Of Texas SystemExpanded porphyrins: large porphyrin-like tripyrroledimethine-derived macrocyclesUS4959363 *Jun 23, 1989Sep 25, 1990Sterling Drug Inc.Quinolonecarboxamide compounds, their preparation and use as antivirals.US4977177 *Apr 30, 1985Dec 11, 1990Nippon Petrochemicals Company, Ltd.Tetrapyrrole polyaminomonocarboxylic acid therapeutic agentsUS5021236 *Mar 2, 1987Jun 4, 1991Schering AktiengesellschaftMethod of enhancing NMR imaging using chelated paramagnetic ions bound to biomoleculesUS5030200 *Nov 6, 1989Jul 9, 1991Baylor Research FoundationMethod for eradicating infectious biological contaminants in body tissuesUS5041078 *Dec 21, 1989Aug 20, 1991Baylor Research Foundation, A Nonprofit Corporation Of The State Of TexasPhotodynamic viral deactivation with sapphyrinsUS5141911 *Aug 7, 1990Aug 25, 1992Societe Nationale Elf AquitaineOxidation catalysts based on supported metalloporphyrinUS5162509 *Jun 18, 1990Nov 10, 1992Board Of Regents, The University Of Texas SystemProcess for preparing expanded porphyrins: large porphyrin-like tripyrroledimethine-derived macrocyclesUS5242797 *Jan 2, 1992Sep 7, 1993Myron J. BlockNucleic acid assay methodUS5252720 *Jan 21, 1992Oct 12, 1993Board Of Regents, The University Of Texas SystemMetal complexes of water soluble texaphyrinsUS5256399 *May 7, 1992Oct 26, 1993Board Of Regents, The University Of Texas SystemAromatic pentadentate expanded porphyrins in magnetic resonance imagingUS5272056 *Jan 3, 1991Dec 21, 1993The Research Foundation Of State University Of New YorkModification of DNA and oligonucleotides using metal complexes of polyaza ligandsUS5272142 *May 7, 1992Dec 21, 1993Board Of Regents, The University Of Texas SystemExpanded porphyrins: large porphyrin-like tripyrroledimethine-derived macrocycles and methods for treating tumorsUS5292414 *Apr 20, 1992Mar 8, 1994Board Of Regents, The University Of Texas SystemExpanded porphyrins: large porphyrin-like tripyrroledimethine-derived macrocycles for singlet oxygen productionUS5302714 *Oct 26, 1992Apr 12, 1994Board Of Regents, The University Of Texas SystemSapphyrins, derivatives and synthesesUS5369101 *Dec 16, 1993Nov 29, 1994Board Of Regents, The University Of Texas SystemExpanded porphyrins: large porphyrin-like tripyrroledimethine-derived macrocyclesUS5371199 *Aug 14, 1992Dec 6, 1994The Trustees Of The University Of PennsylvaniaSubstituted porphyrins, porphyrin-containing polymers, and synthetic methods thereforUS5432171 *Jul 28, 1993Jul 11, 1995Board Of Regents, The University Of Texas SystemWater soluble texaphyrin metal complexes for viral deactivationUS5439570 *Aug 25, 1993Aug 8, 1995Board Of Regents, The University Of Texas SystemWater soluble texaphyrin metal complexes for singlet oxygen productionUS5451576 *Aug 25, 1993Sep 19, 1995Board Of Regents, The University Of Texas SystemTumor imaging and treatment by water soluble texaphyrin metal complexesUS5457183 *Oct 12, 1993Oct 10, 1995Board Of Regents, The University Of Texas SystemHydroxylated texaphyrinsEP0111418A2 *Dec 6, 1983Jun 20, 1984Edelson, Richard L., Dr.System for externally treating the bloodEP0196515A1 *Mar 13, 1986Oct 8, 1986Baxter Travenol Laboratories, Inc.Photodynamic inactivation of virus in therapeutic protein compositionsEP0233701A2 *Jan 16, 1987Aug 26, 1987HAMARI YAKUHIN KOGYO KABUSHIKI KAISHA also known as HAMARI CHEMICALS, LTD.Porphyrin derivativesWO1990001208A1 *Jul 28, 1989Feb 8, 1990Best Industries, Inc.Device and method for encapsulating radioactive materialsWO1990010633A1 *Mar 6, 1990Sep 20, 1990Board Of Regents, The University Of Texas SystemExpanded porphyrins: large porphyrin-like tripyrroledimethine-derived macrocyclesWO1991019730A1 *Jun 3, 1991Dec 26, 1991Monsanto CompanyRna hydrolysis/cleavageWO1992001781A1 *Jun 27, 1991Feb 6, 1992The Regents Of The University Of CaliforniaAntibody-mediated cofactor-driven reactionsWO1993014093A1 *Jan 7, 1993Jul 22, 1993Board Of Regents, The University Of Texas SystemMetal complexes of water soluble texaphyrinsWO1994009003A1 *Oct 18, 1993Apr 28, 1994Board Of Regents, The University Of Texas SystemSapphyrin derivatives, conjugates and polymers thereof and expanded porphyrin chromatographic supportsWO1994029316A2 *Jun 9, 1994Dec 22, 1994Board Of Regents, The University Of Texas SystemTexaphyrin metal complex mediated ester hydrolysis* Cited by examinerNon-Patent CitationsReference1"2-Athylamino-2-methyl-propanol-(1)", Beilstein's Handbuch, 4:785, 1950.2"Tentative Rules for Carbohydrate Nomenclature Part 1 (1969)," Handbook of Biochemistry and Molecular Biology, 3rd ed., Fasman, Ed., CRC Press, Cleveland, Ohio, pp. 100-102.3 *2 A thylamino 2 methyl propanol (1) , Beilstein s Handbuch , 4:785, 1950.4Abid et al., "Lanthanide Complexes of Some Macrocyclic Schiff Bases Derived from Pyridine-2,6-dicarboxaldehyde and α,ω-Primary Diamines", Inorg. Chim. Acta, 95:119-125, 1984.5 *Abid et al., Lanthanide Complexes of Some Macrocyclic Schiff Bases Derived from Pyridine 2,6 dicarboxaldehyde and , Primary Diamines , Inorg. Chim. Acta , 95:119 125, 1984.6Acholla et al., "A Binucleating Accordian Tetrapyrrole Macrocycle", Tetrahedron Lett., 25:3269-3270, 1984.7Acholla et al., "Binucleating Tetrapyrrole Macrocycles", J. Am. Chem. Soc., 107:6902-6908, 1985.8 *Acholla et al., A Binucleating Accordian Tetrapyrrole Macrocycle , Tetrahedron Lett. , 25:3269 3270, 1984.9 *Acholla et al., Binucleating Tetrapyrrole Macrocycles , J. Am. Chem. Soc. , 107:6902 6908, 1985.10Agrawal and Tang, "Efficient Synthesis of Oligoribonucleotide and Its Phosphorothioate Analogue Using H-Phosphonate Approach," Tetrahedron Letters, 31(52):7541-7544, 1990.11 *Agrawal and Tang, Efficient Synthesis of Oligoribonucleotide and Its Phosphorothioate Analogue Using H Phosphonate Approach, Tetrahedron Letters , 31(52):7541 7544, 1990.12Agrawal et al., "Cellular Uptake and Anti-HIV Activity of Oligonucleotides and Their Analogs," Gene Regulation: Biology of Antisense RNA and DNA, 273-283, 1992.13 *Agrawal et al., Cellular Uptake and Anti HIV Activity of Oligonucleotides and Their Analogs, Gene Regulation: Biology of Antisense RNA and DNA , 273 283, 1992.14Akhtar et al., "Pharmaceutical Aspects of the Biological Stability and Membrane Transport Characteristics of Antisense Oligonucleotides," Gene Regulation: Biology of Antisense RNA and DNA, 133-145, 1992.15 *Akhtar et al., Pharmaceutical Aspects of the Biological Stability and Membrane Transport Characteristics of Antisense Oligonucleotides, Gene Regulation: Biology of Antisense RNA and DNA , 133 145, 1992.16Ansell, "X-Ray Crystal Structure of the Pentagonal Bipyramidal Nickel(11) Complex Ni11 (L)(H2 O)2 !(BF4)2 and the Selective Stabilisation of the Nickel (1) Oxidation State by a Quinquedentate Macrocyclic Ligand", J. Chem. Soc., Chem. Commun. pp. 546-547, 1982.17 *Ansell, X Ray Crystal Structure of the Pentagonal Bipyramidal Nickel(11) Complex Ni 11 (L)(H 2 O) 2 (BF 4 ) 2 and the Selective Stabilisation of the Nickel (1) Oxidation State by a Quinquedentate Macrocyclic Ligand , J. Chem. Soc., Chem. Commun. pp. 546 547, 1982.18Aoyama et al., "Multi-Point Interaction of Phosphates with Protonated Pyridylporphyrin. Discrimination of Monoalkyl and Dialkyl Phosphates," Chemistry Letters, 1241-1244 (1991).19 *Aoyama et al., Multi Point Interaction of Phosphates with Protonated Pyridylporphyrin. Discrimination of Monoalkyl and Dialkyl Phosphates, Chemistry Letters , 1241 1244 (1991).20Basile et al., "Metal-Activated Hydrolytic Cleavage of DNA," J. Am. Chem. Soc., 109:7550-7551, 1987.21 *Basile et al., Metal Activated Hydrolytic Cleavage of DNA, J. Am. Chem. Soc. , 109:7550 7551, 1987.22Bauer et al., "Sapphyrins: Novel Aromatic Pentapyrrolic Macrocycles", J. Am. Chem. Soc., 105:6429-6436, 1983.23 *Bauer et al., Sapphyrins: Novel Aromatic Pentapyrrolic Macrocycles , J. Am. Chem. Soc. , 105:6429 6436, 1983.24Bhan and Miller, "Photo-Cross Linking of Psoralen-Derivatized Oligonucleoside Methylphosphonates to Single-Stranded DNA," Bioconjugate Chem., 1:82-88, 1990.25 *Bhan and Miller, Photo Cross Linking of Psoralen Derivatized Oligonucleoside Methylphosphonates to Single Stranded DNA, Bioconjugate Chem. , 1:82 88, 1990.26Boutorine et al., "Fullerene-Oligonucleotide Conjugates: Photo-Induced Sequence Specific DNA Cleavage", Agnew. Chem. Int. Ed. Engl., 33(23/24):2462-2465, 1994.27 *Boutorine et al., Fullerene Oligonucleotide Conjugates: Photo Induced Sequence Specific DNA Cleavage , Agnew. Chem. Int. Ed. Engl. , 33(23/24):2462 2465, 1994.28Bradley et al., "Antisense Therapeutics," Gene Regulation: Biology of Antisense RNA and DNA, 285-293, 1992.29Broadhurst et al., "18-and 22-π-Electron Macrocycles Containing Furan, Pyrrole, and Thiophen Rings", J. Chem. Soc., Chem. Commun. pp. 1480-1482, 1969.30Broadhurst et al., "New Macrocyclic Aromatic Systems Related to Porphins", J. Chem. Soc., Chem. Commun. pp. 23-24, 1969.31Broadhurst et al., "Preparation of Some Sulphur-containing Polypyrrolic Macrocycles. Sulphur Extrusion from a meso-Thiaphlorin", J. Chem. Soc., Chem. Commun. pp. 807-809, 1970.32 *Broadhurst et al., 18 and 22 Electron Macrocycles Containing Furan, Pyrrole, and Thiophen Rings , J. Chem. Soc., Chem. Commun. pp. 1480 1482, 1969.33 *Broadhurst et al., New Macrocyclic Aromatic Systems Related to Porphins , J. Chem. Soc., Chem. Commun. pp. 23 24, 1969.34 *Broadhurst et al., Preparation of Some Sulphur containing Polypyrrolic Macrocycles. Sulphur Extrusion from a meso Thiaphlorin , J. Chem. Soc., Chem. Commun. pp. 807 809, 1970.35Brown and Truscott, "New Light on Cancer Therapy," Chemistry in Britain, 955-958, 1993.36 *Brown and Truscott, New Light on Cancer Therapy, Chemistry in Britain , 955 958, 1993.37Browne and Bruice, "Chemistry of Phosphodiesters, DNA and Models. 2. The Hydrolysis of Bis(8-hydroxyquinoline) Phosphate in the Absence and Presence of Metal Ions," Journal of the American Chemical Society, 114(13):4951-4958, 1992.38Chin and Banaszczyk, "Highly Efficient Hydrolytic Cleavage of Adenosine Monophosphate Resulting in a Binuclear Co(III) Complex with a Novel Doubly Bidentate μ4 -Phosphato Bridge," J. Am. Chem. Soc., 111:4103-4105, 1989.39Chin and Banaszczyk, "Rate-Determining Complexation in Catalytic Hydrolysis of Unactivated Esters in Neutral Water," J. Am. Chem. Soc., 111:2724-2726, 1989.40Chin and Zou, "Catalytic Hydrolysis of cAMP," Can. J. Chem., 65:1882-1884, 1987.41Chin et al., "Co(III) Complex Promoted Hydrolysis of Phosphate Diesters: Comparison in Reactivity of Rigid cis-Diaquotetraazacobalt(III) Complexes," J. Am. Chem. Soc., 111:186-190, 1989.42Chung et al., "Synthesis and Characterization of a Reactive Binuclear Co(III) Complex. Cooperative Promotion of Phosphodiester Hydrolysis," Tetrahedron Letters, 31(38):5413-5416, 1990.43Claude et al., "Binding of Nucleosides, Nucleotides and Anionic Planar Substrates by Bis-Intercaland Receptor Molecules," J. Chem. Soc. Chem. Commun., 1991, 17:1182-1185.44 *Claude et al., Binding of Nucleosides, Nucleotides and Anionic Planar Substrates by Bis Intercaland Receptor Molecules, J. Chem. Soc. Chem. Commun. , 1991, 17:1182 1185.45Cramer et al., "Synthesis and Structure of the Chloride and Nitrate Inclusion Complexes of 16-Pyrimidinium crown-4!," J. Am. Chem. Soc., 1991, 113:7033-7034.46 *Cramer et al., Synthesis and Structure of the Chloride and Nitrate Inclusion Complexes of 16 Pyrimidinium crown 4 , J. Am. Chem. Soc. , 1991, 113:7033 7034.47Cuellar et al., "Synthesis and Characterization of Metallo and Metal-Free Octaalkylphthalocyanines and Uranyl Decaalkysuperphthalocyanines", Inorg. Chem., 20:3766-3770, 1981.48 *Cuellar et al., Synthesis and Characterization of Metallo and Metal Free Octaalkylphthalocyanines and Uranyl Decaalkysuperphthalocyanines , Inorg. Chem., 20:3766 3770, 1981.49Day et al., "Large Metal Ion-Centered Template Reactions. A Uranyl Complex of Cyclopentakis (2-iminoisoindoline)", J. Am. Chem. Soc., 97:4519-4527, 1975.50 *Day et al., Large Metal Ion Centered Template Reactions. A Uranyl Complex of Cyclopentakis (2 iminoisoindoline) , J. Am. Chem. Soc. , 97:4519 4527, 1975.51De Cola et al., "Hexaaza Macrocyclic Complexes of the Lanthanides", Inorg. Chem., 25:1729-1732, 1986.52 *De Cola et al., Hexaaza Macrocyclic Complexes of the Lanthanides , Inorg. Chem. , 25:1729 1732, 1986.53Dervan, Peter B., "Design of Sequence-Specific DNA-Binding Molecules," Science, 232:464-471, 1986.54 *Dervan, Peter B., Design of Sequence Specific DNA Binding Molecules, Science , 232:464 471, 1986.55Dietrich et al., "Proton Coupled Membrane Transport of Anions Mediated by Cryptate Carriers," J. Chem. Soc. Chem. Comm., 1988, 11:691-692.56 *Dietrich et al., Proton Coupled Membrane Transport of Anions Mediated by Cryptate Carriers, J. Chem. Soc. Chem. Comm., 1988, 11:691 692.57Dixon et al., "Molecular Recognition: Bis-Acylguanidiniums Provide a Simple Family of Receptors for Phosphodiesters," J. Am. Chem. Soc., 1992, 114:365-366.58 *Dixon et al., Molecular Recognition: Bis Acylguanidiniums Provide a Simple Family of Receptors for Phosphodiesters, J. Am. Chem. Soc. , 1992, 114:365 366.59Doan et al., "Sequence-targeted Chemical Modifications of Nucleic Acids by Complementary Oligonucleotides Covalently Linked to Porphyrins," Nucleic Acids Research, 15(21):8643-8659, 1987.60Doan et al., "Targeted Cleavage of Polynucleotides by Complementary Oligonucleotides Covalently Linked to Iron-Prophyrins," Biochemistry, 26:6736-6739, 1986.61 *Doan et al., Sequence targeted Chemical Modifications of Nucleic Acids by Complementary Oligonucleotides Covalently Linked to Porphyrins, Nucleic Acids Research , 15(21):8643 8659, 1987.62 *Doan et al., Targeted Cleavage of Polynucleotides by Complementary Oligonucleotides Covalently Linked to Iron Prophyrins, Biochemistry , 26:6736 6739, 1986.63Dolphin et al., "Porphocyanine: An Expanded Tetrapyrrolic Macrocycle," J. Am. Chem. Soc., 115:9301-9302, 1993.64 *Dolphin et al., Porphocyanine: An Expanded Tetrapyrrolic Macrocycle, J. Am. Chem. Soc., 115:9301 9302, 1993.65Dougherty, "Photosensitizers: Therapy and Detection of Malignant Tumors", Photochem. Photobiol., 45:879-889, (1987).66 *Dougherty, Photosensitizers: Therapy and Detection of Malignant Tumors , Photochem. Photobiol. , 45:879 889, (1987).67Ehrenberg et al., "Spectroscopy, Photokinetics and Cellular Effect of Far-Red and Near Infrared Absorbing Photosensitizers," Proc. SPIE-Int. Soc. Opt. Eng 1992, 1645 (Proc. Opt. Methods Tumor Treat. Dect.: Mech. Tech. Photodyn. Ther.., 259-263, 1992.68Ehrenberg et al., "The Binding and Photosensitization Effects of Tetrabenzoporphyrins and Texaphyrin in Bacterial Cells," Lasers in Medical Science, 8:197-203, 1993.69 *Ehrenberg et al., Spectroscopy, Photokinetics and Cellular Effect of Far Red and Near Infrared Absorbing Photosensitizers, Proc. SPIE Int. Soc. Opt. Eng 1992, 1645 (Proc. Opt. Methods Tumor Treat. Dect.: Mech. Tech. Photodyn. Ther.. , 259 263, 1992.70 *Ehrenberg et al., The Binding and Photosensitization Effects of Tetrabenzoporphyrins and Texaphyrin in Bacterial Cells, Lasers in Medical Science , 8:197 203, 1993.71Fedorova et al., "Palladium(II)-Coproporphyrin I as a Photoactivable Group in Sequence-Specific Modification of Nucleic Acids by Oligonucleotide Derivatives," FEBS Lett., 259(2):335-337, 1990.72 *Fedorova et al., Palladium(II) Coproporphyrin I as a Photoactivable Group in Sequence Specific Modification of Nucleic Acids by Oligonucleotide Derivatives, FEBS Lett. , 259(2):335 337, 1990.73Furuta et al., "Enhanced Transport of Nucleosides and Nucleoside Analogues with Complementary Base-Pairing Agents," Journal of the American Chemical Society, 1991, 113:4706-4707.74Furuta et al., "Phosphate Anion Binding: Enhanced Transport of Nucleotide Monophosphates Using a Sapphyrin Carrier," J. Am. Chem. Soc., 113:6677-6678, 1991.75 *Furuta et al., Enhanced Transport of Nucleosides and Nucleoside Analogues with Complementary Base Pairing Agents, Journal of the American Chemical Society , 1991, 113:4706 4707.76 *Gal a n et al., A Synthetic Receptor for Dinucleotides, J. Am. Chem. Soc. , 1991, 113:9424 9425.77 *Gal a n et al., Selective Complexation of Adenosine Monophosphate Nucleotides By Rigid Bicyclic Guanidinium Abiotic Receptors, Tetrahedron Letters , 32(15):1827 1830, 1991.78Galan et al., "A Synthetic Receptor for Dinucleotides," J. Am. Chem. Soc., 1991, 113:9424-9425.79Galan et al., "Selective Complexation of Adenosine Monophosphate Nucleotides By Rigid Bicyclic Guanidinium Abiotic Receptors," Tetrahedron Letters, 32(15):1827-1830, 1991.80Goodchild, John, "Conjugates of Oligonucleotides and Modified Oligonucleotides: A Review of Their Synthesis and Properties," Bioconjugate Chemistry, 1(3):165-187, 1990.81 *Goodchild, John, Conjugates of Oligonucleotides and Modified Oligonucleotides: A Review of Their Synthesis and Properties, Bioconjugate Chemistry , 1(3):165 187, 1990.82Gosmann et al., "Synthesis of a Fourfold Enlarged Porphyrin with an Extremely Large, Diamagnetic Ring-Current Effect", Angew. Chem., Int. Ed Engl., 25:1100-1101, (1986).83 *Gosmann et al., Synthesis of a Fourfold Enlarged Porphyrin with an Extremely Large, Diamagnetic Ring Current Effect , Angew. Chem., Int. Ed Engl. , 25:1100 1101, (1986).84Groves and Farrell, "DNA Cleavage by a Metal Chelating Tricationic Porphyrin," J. Am. Chem. Soc., 111:4998-5000, 1989.85 *Groves and Farrell, DNA Cleavage by a Metal Chelating Tricationic Porphyrin, J. Am. Chem. Soc. , 111:4998 5000, 1989.86Hanvey et al., "Antisense and Antigene Properties of Peptide Nucleic Acids," Science, 258:1481-1485, 1992.87Harriman et al., "Metallotexaphyrins: A New Family of Photosensitisers for Efficient Generation of Singlet Oxygen", J. Chem. Soc., Chem. Commun., 314-316, 1989. Submitted as A32 in 1449 for UTSB:458.88 *Harriman et al., Metallotexaphyrins: A New Family of Photosensitisers for Efficient Generation of Singlet Oxygen , J. Chem. Soc., Chem. Commun. , 314 316, 1989. Submitted as A32 in 1449 for UTSB:458.89Hayashi et al., "Site-Selective Hydrolysis of tRNA by Lanthanide Metal Complexes," Inorg. Chem., 32:5899-5900, 1993.90Hendry and Sargeson, "Metal Ion Promoted Phosphate Ester Hydrolysis. Intramolecular Attack of Coordinated Hydroxide Ion," J. Am. Chem. Soc., 111:2521-2527, 1989.91Hisatome et al., "Porphyrins Coupled with Nucleoside Bases. Synthesis and Characterization of Adenine-and Thymine-Porphyrin Derivatives," Chemistry Letters, 1990, 2251-2254.92 *Hisatome et al., Porphyrins Coupled with Nucleoside Bases. Synthesis and Characterization of Adenine and Thymine Porphyrin Derivatives, Chemistry Letters , 1990, 2251 2254.93Hosseini et al., "Multiple Molecular Recognition and Catalysis. A Multifunctional Anion Receptor Bearing an Anion Binding Site, an Intercalating Group, and a Catalytic Site for Nucleotide Binding and Hydrolysis," J. Am. Chem. Soc., 1990, 112:3896-3904.94Hosseini et al., "Multiple Molecular Recognition and Catalysis. Nucleotide Binding and ATP Hydrolysis by a Receptor Molecule Bearing an Anion Binding Site, an Intercalcator Group, and a Catalytic Site," J. Chem. Soc. Chem. Commun., 1988, 9:596-598.95 *Hosseini et al., Multiple Molecular Recognition and Catalysis. A Multifunctional Anion Receptor Bearing an Anion Binding Site, an Intercalating Group, and a Catalytic Site for Nucleotide Binding and Hydrolysis, J. Am. Chem. Soc. , 1990, 112:3896 3904.96 *Hosseini et al., Multiple Molecular Recognition and Catalysis. Nucleotide Binding and ATP Hydrolysis by a Receptor Molecule Bearing an Anion Binding Site, an Intercalcator Group, and a Catalytic Site, J. Chem. Soc. Chem. Commun. , 1988, 9:596 598.97Kim and Chin, "Dimethyl Phosphate Hydrolysis at Neutral pH," J. Am. Chem. Soc., 114:9792-9795, 1992.98Kimura et al., "A Study of New Bis(macrocyclic polyamine) Ligands as Inorganic and Organic Anion Receptors," J. Org. Chem., 1990, 55(1):46-48.99 *Kimura et al., A Study of New Bis(macrocyclic polyamine) Ligands as Inorganic and Organic Anion Receptors, J. Org. Chem. , 1990, 55(1):46 48.100Kobayashi et al., "Uptake of Chlorophyll-Derivatives by Cellular Nuclei and Mitochondria," Photomed. Photobiol., 15:75-84, 1993.101 *Kobayashi et al., Uptake of Chlorophyll Derivatives by Cellular Nuclei and Mitochondria, Photomed. Photobiol. , 15:75 84, 1993.102Kolasa et al., "Trivalent Lanthanide Ions Do Not Cleave RNA in DNA-RNA Hybrids", Inorg. Chem., 32:3983-3984, 1993.103Komiyama et al., "Unprecedentedly Fast Hydrolysis of the RNA Dinucleoside Monophosphates ApA and UpU by Rare Earth Metal Ions," J. Chem. Soc. Chem. Commun., 640-641, 1992.104Lauffer, "Paramagnetic Metal Complexes as Water Proton Relaxation Agents for NMR Imaging: Theory and Design", Chem. Rev., 87:901-927, 1987.105 *Lauffer, Paramagnetic Metal Complexes as Water Proton Relaxation Agents for NMR Imaging: Theory and Design , Chem. Rev. , 87:901 927, 1987.106Le Doan et al., "Sequence-Specific Recognition, Photocrosslinking and Cleavage of the DNA Double Helix by an Oligo- α!-Thymidylate Covalently Attached to an Azidoproflavine," Nucleic Acids Res., 15:7749-7760, 1987.107Le Doan et al., "Sequence-Targeted Photochemical Modifications of Nucleic Acids by Complementary Oligonucleotides Covalently Linked to Porphyrins," Bioconjugate Chem., 1:108-113, 1990.108 *Le Doan et al., Sequence Specific Recognition, Photocrosslinking and Cleavage of the DNA Double Helix by an Oligo Thymidylate Covalently Attached to an Azidoproflavine, Nucleic Acids Res. , 15:7749 7760, 1987.109 *Le Doan et al., Sequence Targeted Photochemical Modifications of Nucleic Acids by Complementary Oligonucleotides Covalently Linked to Porphyrins, Bioconjugate Chem., 1:108 113, 1990.110Lee et al., "Interaction of Psoralen-Derivatized Oligodeoxyribonucleoside Methylphosphonates with Single-Stranded DNA," Biochemistry, 27:3197-3203, 1988.111 *Lee et al., Interaction of Psoralen Derivatized Oligodeoxyribonucleoside Methylphosphonates with Single Stranded DNA, Biochemistry , 27:3197 3203, 1988.112LeGoff et al., "Synthesis of a 1,5,1,5! Platyrin, a 26 π-Electron Tetrapyrrolic Annulene", J. Org. Chem., 52:710-711, 1987.113 *LeGoff et al., Synthesis of a 1,5,1,5 Platyrin, a 26 Electron Tetrapyrrolic Annulene , J. Org. Chem. , 52:710 711, 1987.114Levina et al., "Photomodification of RNA and DNA Fragments by Oligonucleotide Reagents Bearing Arylazide Groups," Biochimie, 75:25-27, 1993.115 *Levina et al., Photomodification of RNA and DNA Fragments by Oligonucleotide Reagents Bearing Arylazide Groups, Biochimie , 75:25 27, 1993.116Li and Diederich, "Carriers for Liquid Membrane Transport of Nucleotide 5'-Triphosphates," J. Org. Chem., 1992, 47:3449-3454.117 *Li and Diederich, Carriers for Liquid Membrane Transport of Nucleotide 5 Triphosphates, J. Org. Chem. , 1992, 47:3449 3454.118Lin et al., "Use of EDTA Derivatization to Characterize Interactions between Oligodeoxyribonucleoside Methylphosphonates and Nucleic Acids," Biochemistry, 28:1054-1061, 1989.119 *Lin et al., Use of EDTA Derivatization to Characterize Interactions between Oligodeoxyribonucleoside Methylphosphonates and Nucleic Acids, Biochemistry , 28:1054 1061, 1989.120Magda et al., "Sequence-Specific Photocleavage of DNA by an Expanded Porphyrin with Irradiation Above 700 nm," J. Am. Chem. Soc., 117:3629-3630, 1995.121Magda et al., "Site-Specific Hydrolysis of RNA by Europium (III) Texaphyrin Conjugated to a Synthetic Oligodeoxyribonucleotide," Journal of the American Chemical Society, 116(16):7439-7440, 1994.122 *Magda et al., Site Specific Hydrolysis of RNA by Europium (III) Texaphyrin Conjugated to a Synthetic Oligodeoxyribonucleotide, Journal of the American Chemical Society , 116(16):7439 7440, 1994.123Maiya et al., "Ground-and Excited-State Spectral and Redox Properties of Cadmium(II) Texaphyrin," Journal of Physical Chemistry, 93(24):8111-8115, 1989.124 *Maiya et al., Ground and Excited State Spectral and Redox Properties of Cadmium(II) Texaphyrin, Journal of Physical Chemistry , 93(24):8111 8115, 1989.125Marks and Stojakowvic, "Large Metal Ion-Centered Template Reactions. Chemical and Spectral Studies of the Superphthalocyanine Dioxocyclopentakis (1-iminoisoindolinato) uranium(VI) and Its Derivatives," J. Am. Chem. Soc., 1978, 1695-1705.126 *Marks and Stojakowvic, Large Metal Ion Centered Template Reactions. Chemical and Spectral Studies of the Superphthalocyanine Dioxocyclopentakis (1 iminoisoindolinato) uranium(VI) and Its Derivatives, J. Am. Chem. Soc., 1978, 1695 1705.127Marks et al., "Large Metal Ion-Centered Template Reactions. Chemical and Spectral Studies of the Superphthalocyanine Dioxocyclopentakis (1-iminoisoindolinato) uranium (VI) and Its Derivatives", J. Am. Chem. Soc., 100:1695-1705, 1978.128 *Marks et al., Large Metal Ion Centered Template Reactions. Chemical and Spectral Studies of the Superphthalocyanine Dioxocyclopentakis (1 iminoisoindolinato) uranium (VI) and Its Derivatives , J. Am. Chem. Soc. , 100:1695 1705, 1978.129Mastruzzo et al., "Targeted Photochemical Modification of HIV-Derived Oligoribonucleotides by Antisense Oligodeoxynucleotides Linked to Porphyrins," Photochem. Photobiol., 60(4):316-322, 1994.130 *Mastruzzo et al., Targeted Photochemical Modification of HIV Derived Oligoribonucleotides by Antisense Oligodeoxynucleotides Linked to Porphyrins, Photochem. Photobiol. , 60(4):316 322, 1994.131Menger et al., "Phosphate Ester Hydrolysis Catalyzed by Metallomicelles," J. Am. Chem. Soc., 109:2800-2803, 1987.132Modak et al., "Toward Chemical Ribonucleases. 2. Synthesis and Characterization of Nucleoside-Bipyridine Conjugates. Hydrolytic Cleavage of RNA by Their Copper(II) Complexes," J. Am. Chem. Soc., 113:283-291, 1991.133Morgan and Skalkos, "Second Generation Sensitizers: Where are We and Where Should We Be Going?" Proc. SPIE Int. Soc. Opt. Eng. Ser., 6:87-106, 1990134 *Morgan and Skalkos, Second Generation Sensitizers: Where are We and Where Should We Be Going Proc. SPIE Int. Soc. Opt. Eng. Ser. , 6:87 106, 1990135Morrow "Hydrolytic cleavage of RNA catalyzed by metal ion complexes" Metal Ions in Biological Systems, vol. 33, pp. 561-592, 1996.136Morrow et al., "Efficient Catalytic Cleavage of RNA by Lanthanide(III) Macrocyclic Complexes: Toward Synthetic Nucleases for in Vivo Applications," J. Am. Chem. Soc., 114:1903-1905, 1992.137Perrouault et al., "Sequence-Specific Artificial Photo-Induced Endonucleases Based on Triple Helix-Forming Oligonucleotides," Nature, 344:358-360, 1990.138 *Perrouault et al., Sequence Specific Artificial Photo Induced Endonucleases Based on Triple Helix Forming Oligonucleotides, Nature , 344:358 360, 1990.139Phillips and Wasserman, "Promise of Radiosensitizers and Radioprotectors in the Treatment of Human Cancer," Cancer Treatment Reports, 68(1):291-301, 1984.140Pieles and Englisch, "Psoralen Covalently Linked to Oligodeoxyribonucleotides: Synthesis, Sequence Specific Recognition of DNA and Photo-Cross-Linking to Pyrimidine Residues of DNA," Nucleic Acids Res., 17(1):285-299, 1989.141 *Pieles and Englisch, Psoralen Covalently Linked to Oligodeoxyribonucleotides: Synthesis, Sequence Specific Recognition of DNA and Photo Cross Linking to Pyrimidine Residues of DNA, Nucleic Acids Res., 17(1):285 299, 1989.142Praseuth et al., "Sequence-Specific Binding and Photocrosslinking of α and β Oligodeoxynucleotides to the Major Groove of DNA via Triple-Helix Formation," Proc. Natl. Acad. Sci. USA, 85:1349-1353, 1988.143Praseuth et al., "Sequence-Targeted Photosensitized Reactions in Nucleic Acids by Oligo-α-Deoxynucleotides and Oligo-β-Deoxynucleotides Covalently Linked to Proflavin," Biochemistry, 27:3031-3038, 1988.144 *Praseuth et al., Sequence Specific Binding and Photocrosslinking of and Oligodeoxynucleotides to the Major Groove of DNA via Triple Helix Formation, Proc. Natl. Acad. Sci. USA , 85:1349 1353, 1988.145 *Praseuth et al., Sequence Targeted Photosensitized Reactions in Nucleic Acids by Oligo Deoxynucleotides and Oligo Deoxynucleotides Covalently Linked to Proflavin, Biochemistry , 27:3031 3038, 1988.146Ranganathan et al., "Design of a Chemical Nuclease Model with (Lys)2 Cu as the Core Motif," Journal of the Chemical Society, 4:337-339, 1993.147Rexhausen et al., "The Synthesis of a New 22 π-Electron Macrocycle: Pentaphyrin", J. Chem. Soc., Chem. Commun., pp. 275, 1983.148 *Rexhausen et al., The Synthesis of a New 22 Electron Macrocycle: Pentaphyrin , J. Chem. Soc., Chem. Commun. , pp. 275, 1983.149Schmidtchen, "A Non-Macrocyclic Host for Binding Organic Phosphates in Protic Solvents," Tetrahedron Letters, 1989, 30(34):4493-4496.150 *Schmidtchen, A Non Macrocyclic Host for Binding Organic Phosphates in Protic Solvents, Tetrahedron Letters , 1989, 30(34):4493 4496.151Schneider et al., "Catalysis of the Hydrolysis of Phosphoric Acid Diesters by Lanthanide Ions and the Influence of Ligands," Angew. Chem. Int. Ed. Engl., 32(12):1716-1719, 1993.152Seel and Vogtle, "Molecular Recognition and Transport of Nucleobases--Superiority of Macrobicyclid Host Molecules," Angew, Chem. Int. Ed. Engl., 1991, 30(4):442-444.153 *Seel and Vogtle, Molecular Recognition and Transport of Nucleobases Superiority of Macrobicyclid Host Molecules, Angew, Chem. Int. Ed. Engl. , 1991, 30(4):442 444.154Sessler and Burrell, "Expanded Porphyrins," Topics in Current Chemistry, 161:180-273, 1991.155 *Sessler and Burrell, Expanded Porphyrins, Topics in Current Chemistry , 161:180 273, 1991.156Sessler et al., "`Texaphyrin`: A Novel 22 π-Electron Aromatic Pentadentate Macrocyclic Ligand", ACS meeting, Los Angeles, Sep. 1988.157Sessler et al., "A Wafer-Stable Gadolinium (III) Complex Derived from a New Pentadentate Expanded Porphyrin Ligand", Inorg. Chem., 28:3390-3393, 1989.158Sessler et al., "A Water-Stable Gadolinium (III) Complex Derived from a New Pentadentate", Chem. Absts., 111:720, abstract No. 125716e, Oct. 2, 1989.159Sessler et al., "An Expanded Porphyrin: The Synthesis and Structure of a New Aromatic Pentadentate Ligand", J. Am. Chem. Soc., 110:5586-5588, 1988.160Sessler et al., "Anion Binding: A New Direction In Porphyrin-Related Research," Pure & Applied Chem., 65(3):393-398, 1993.161Sessler et al., "Binding of Pyridine and Benzimidazole to a Cadmium Expanded Porphyrin: Solution and X-ray Structural Studies", Inorg. Chem., 28:1333-1341, 1989.162Sessler et al., "Cytosine Amine Derivatives," J. Org. Chem., 1992, 47:826-834.163Sessler et al., "Expanded Porphyrins: The synthesis and Metal Binding Properties of Novel Tripyrrane-Containing Macrocycles", J. Coord. Chem., 18:99-104, 1988.164Sessler et al., "Gadolinium (III) Texaphyrin: A Novel MRI Contrast Agent," Journal of the American Chemical Society, 115(22):10,368-10,369,1993.165Sessler et al., "Photodynamic Inactivation of Enveloped Viruses Using Sapphyrin, α 22 π-Electron Expanded Porphyrin: Possible Approaches to Prophylactic Blood Purification Protocols," SPIE Photodynamic Therapy: Mechanisms II. 1203:233-245, 1990.166Sessler et al., "Preparation of Lanthanide (III) Texaphyrin Complexes and Their Applications to Magnetic Resonance Imaging and Photodynamic Therapy," Abstracts of Papers, Part 1, 204th ACS National Meeting, Aug. 23-28, 1992, Washington, DC.167Sessler et al., "Sapphyrins and Heterosapphyrins," Tetrahedron, 48(44):9661-9672, 1992.168Sessler et al., "Sapphyrins: New Life for an Old Expanded Porphyrin," Synlett, 127-134, 1991.169Sessler et al., "Synthesis and Applications of Schiff-Base Derived Expanded Porphyrins," Abstracts of Papers, Part 1, 204th ACS National Meeting, Aug. 23-28, 1992, Washington, DC.170Sessler et al., "Synthesis and Crystal Structure of a Novel Tripyrrane-Containing Porphyrinogen-like Macrocycle", J. Org. Chem., 52:4394-4397, 1987.171Sessler et al., "Texaphyrins: Synthesis and Applications," Accounts of Chemical Research, 27(2):43-50, 1994.172Sessler et al., "The Coordination Chemistry of Planar Pentadentate Porphyrin-Like Ligands", Comm. Inorg. Chem., 7:333-350, 1988.173Sessler et al., "The Synthesis and Structure of a Novel 22 π-Electron Aromatic Pentadentate Macrocyclic Ligand: An Expanded Porphyrin", Toronto ACS Meeting, Jun. 1988. USA.174Sessler et al., "Tripyrroledimethine-derived (Texaphyrin-type) Macrocycles: Potential Photosensitizers Which Absorb in the Far-red Spectral Region", SPIE, Optical Methods for Tumor Treatment and Early Diagnosis: Mechanism and Technique, 1426:318-329, 1991.175 *Sessler et al., A Wafer Stable Gadolinium (III) Complex Derived from a New Pentadentate Expanded Porphyrin Ligand , Inorg. Chem. , 28:3390 3393, 1989.176 *Sessler et al., A Water Stable Gadolinium (III) Complex Derived from a New Pentadentate , Chem. Absts. , 111:720, abstract No. 125716e, Oct. 2, 1989.177 *Sessler et al., An Expanded Porphyrin: The Synthesis and Structure of a New Aromatic Pentadentate Ligand , J. Am. Chem. Soc. , 110:5586 5588, 1988.178 *Sessler et al., Anion Binding: A New Direction In Porphyrin Related Research, Pure & Applied Chem. , 65(3):393 398, 1993.179 *Sessler et al., Binding of Pyridine and Benzimidazole to a Cadmium Expanded Porphyrin: Solution and X ray Structural Studies , Inorg. Chem. , 28:1333 1341, 1989.180 *Sessler et al., Cytosine Amine Derivatives, J. Org. Chem. , 1992, 47:826 834.181 *Sessler et al., Expanded Porphyrins: The synthesis and Metal Binding Properties of Novel Tripyrrane Containing Macrocycles , J. Coord. Chem. , 18:99 104, 1988.182 *Sessler et al., Gadolinium (III) Texaphyrin: A Novel MRI Contrast Agent, Journal of the American Chemical Society , 115(22):10,368 10,369,1993.183 *Sessler et al., Photodynamic Inactivation of Enveloped Viruses Using Sapphyrin, 22 Electron Expanded Porphyrin: Possible Approaches to Prophylactic Blood Purification Protocols, SPIE Photodynamic Therapy: Mechanisms II. 1203:233 245, 1990.184 *Sessler et al., Preparation of Lanthanide (III) Texaphyrin Complexes and Their Applications to Magnetic Resonance Imaging and Photodynamic Therapy, Abstracts of Papers , Part 1, 204th ACS National Meeting, Aug. 23 28, 1992, Washington, DC.185 *Sessler et al., Synthesis and Applications of Schiff Base Derived Expanded Porphyrins, Abstracts of Papers , Part 1, 204th ACS National Meeting, Aug. 23 28, 1992, Washington, DC.186 *Sessler et al., Synthesis and Crystal Structure of a Novel Tripyrrane Containing Porphyrinogen like Macrocycle , J. Org. Chem. , 52:4394 4397, 1987.187 *Sessler et al., Texaphyrin : A Novel 22 Electron Aromatic Pentadentate Macrocyclic Ligand , ACS meeting , Los Angeles, Sep. 1988.188 *Sessler et al., Texaphyrins: Synthesis and Applications, Accounts of Chemical Research , 27(2):43 50, 1994.189 *Sessler et al., The Coordination Chemistry of Planar Pentadentate Porphyrin Like Ligands , Comm. Inorg. Chem. , 7:333 350, 1988.190 *Sessler et al., The Synthesis and Structure of a Novel 22 Electron Aromatic Pentadentate Macrocyclic Ligand: An Expanded Porphyrin , Toronto ACS Meeting, Jun. 1988. USA.191 *Sessler et al., Tripyrroledimethine derived (Texaphyrin type) Macrocycles: Potential Photosensitizers Which Absorb in the Far red Spectral Region , SPIE, Optical Methods for Tumor Treatment and Early Diagnosis: Mechanism and Technique , 1426:318 329, 1991.192Sessler, Jonathan L., "Texas-Sized Molecule," Discovery, 13(1):44-49, 1993.193 *Sessler, Jonathan L., Texas Sized Molecule, Discovery , 13(1):44 49, 1993.194Shelton and Morrow, "Catalytic Transesterification and Hydrolysis of RNA by Zinc(II) Complexes," Inorg. Chem., 30:4295-4299, 1991.195Shelton and Morrow, "Catalytic Transesterification and Hydrolysis of RNA by Zinc(II) Complexes," Inorganic Chemistry, 30:4295-4299, 1991.196Stein et al. "Antisense Oligonucleotides as Therapeutic Agents--Is the Bullet Really Magical?" Science, vol. 261, p. 1004, Aug. 1993.197Stern et al., "Hydrolysis of RNA by Transition-Metal Complexes," J. Am. Chem. Soc., 112:5357-5359, 1990.198Stinson, "Unusual Porphyrin Analog Promises Many Applications", Chemical and Engineering News, pp. 26-27, Aug. 8, 1988.199 *Stinson, Unusual Porphyrin Analog Promises Many Applications , Chemical and Engineering News, pp. 26 27, Aug. 8, 1988.200Strobel and Dervan, "Cooperative Site Specific Binding of Oligonucleotides to Duplex DNA," Journal of the American Chemical Society, 111(18):7286-7287, 1989.201 *Strobel and Dervan, Cooperative Site Specific Binding of Oligonucleotides to Duplex DNA, Journal of the American Chemical Society , 111(18):7286 7287, 1989.202Sumaoka et al., "Remarkably Fast Hydrolysis of 3',5'-=Cyclic Adenosine Monophosphate by Cerium(III) Hydroxide Cluster," J. Chem. Soc. Chem. Comm., 2 pages, 1992.203Tabushi et al., "Lipophilic Diammonium Cation Having a Rigid Structure Complementary to Pyrophosphate Dianions of Nucleotides. Selective Extraction and Transport of Nucleotides," J. Am. Chem. Soc., 1981, 103:6152-6157.204 *Tabushi et al., Lipophilic Diammonium Cation Having a Rigid Structure Complementary to Pyrophosphate Dianions of Nucleotides. Selective Extraction and Transport of Nucleotides, J. Am. Chem. Soc. , 1981, 103:6152 6157.205Takasugi et al., "Sequence-Specific Photo-Induced Cross-Linking of the Two Strands of Double-Helical DNA by a Psoralen Covalently Linked to a Triple Helix-Forming Oligonucleotide," Proc. Natl. Acad. Sci. USA, 88:5602-5606, 1991.206 *Takasugi et al., Sequence Specific Photo Induced Cross Linking of the Two Strands of Double Helical DNA by a Psoralen Covalently Linked to a Triple Helix Forming Oligonucleotide, Proc. Natl. Acad. Sci. USA , 88:5602 5606, 1991.207Teare and Wollenzien, "Specificity of Site Directed Psoralen Addition to RNA," Nucleic Acids Res., 17(9):3359-3372, 1989.208 *Teare and Wollenzien, Specificity of Site Directed Psoralen Addition to RNA, Nucleic Acids Res. , 17(9):3359 3372, 1989.209 *Tentative Rules for Carbohydrate Nomenclature Part 1 (1969), Handbook of Biochemistry and Molecular Biology , 3rd ed., Fasman, Ed., CRC Press, Cleveland, Ohio, pp. 100 102.210Thaller et al., "Potential Use of Radiolabelled Porphyrins for Tumor Scanning," Porphyrin Photosensitization, Kessel and Dougherty, Eds., Plenum Press, New York and London, Publisher, pp. 265-278, 1981.211 *Thaller et al., Potential Use of Radiolabelled Porphyrins for Tumor Scanning, Porphyrin Photosensitization , Kessel and Dougherty, Eds., Plenum Press, New York and London, Publisher, pp. 265 278, 1981.212To and Neiman, "The Potential For Effective Antisense Inhibition of Retroviral Replication Mediated by Retroviral Vectors," Gene Regulation: Biology of Antisense RNA and DNA, 261-271, 1992.213Tohda et al., "Liquid Membrane Electrode for Guanosine Nucleotides Using a Cytosine-Pendant Triamine Host as the Sensory Element," Analytical Chemistry, 1992, 64(8):960-964.214 *Tohda et al., Liquid Membrane Electrode for Guanosine Nucleotides Using a Cytosine Pendant Triamine Host as the Sensory Element, Analytical Chemistry , 1992, 64(8):960 964.215Tweedle et al., "Principles of Contrast-Enhanced MRI, in Magnetic Resonance Imaging," 2nd ed. Partain, et al, Eds., W. B. Saunders: Philadelphia, vol. I (1988) 793-809.216 *Tweedle et al., Principles of Contrast Enhanced MRI, in Magnetic Resonance Imaging, 2nd ed. Partain, et al, Eds., W. B. Saunders: Philadelphia, vol. I (1988) 793 809.217U.S. Serial No. 08/075,123 to Sessler et al. filed Jun. 9, 1993.218U.S. Serial No. 08/098,514 to Sessler et al. filed Jul. 28, 1993.219U.S. Serial No. 08/112,786 to Sessler et al. filed Aug. 25, 1993.220U.S. Serial No. 08/135,118 to Sessler et al. filed Oct. 12, 1993.221U.S. Serial No. 08/196,964 to Sessler et al. filed Feb. 15, 1994.222U.S. Serial No. 08/207,845 to Sessler et al. filed Mar. 8, 1994.223U.S. Serial No. 08/227,370 to Sessler et al. filed Apr. 14, 1994.224U.S. Serial No. 08/236,218 to Sessler et al. filed Apr. 28, 1994.225U.S. Serial No. 08/280,351 to Sessler et al. filed Jul. 26, 1994.226U.S. Serial No. 08/302,061 to Sessler et al. filed Sep. 7, 1994.227U.S. Serial No. 08/310,501 to Sessler et al. filed Sep. 21, 1994.228U.S. Serial No. 08/433,573 to Sessler et al. filed May 3, 1995.229U.S. Serial No. 08/437,968 to Sessler et al. filed May 10, 1995.230U.S. Serial No. 08/449,417 to Sessler et al. filed May 24, 1995.231U.S. Serial No. 08/449,681 to Sessler et al. filed May 24, 1995.232U.S. Serial No. 08/452,261 to Sessler et al. filed May 26, 1995.233U.S. Serial No. 08/458,347 to Sessler et al. filed Jun. 2, 1995.234U.S. Serial No. 08/458,909 to Sessler et al. filed Jun. 2, 1995.235U.S. Serial No. 08/459,333 to Sessler et al. filed Jun. 2, 1995.236U.S. Serial No. 08/469,177 to Magda et al. filed Jun. 6, 1995.237U.S. Serial No. 08/484,551 to Sessler et al. filed Jun. 7, 1995.238U.S. Serial No. 08/485,581 to Magda et al. filed Jun. 7, 1995.239U.S. Serial No. 08/486,209 to Hemmi et al. filed Jun. 6, 1995.240U.S. Serial No. 08/486,311 to Magda et al. filed Jun. 7, 1995.241U.S. Serial No. 08/486,886 to Hemmi et al. filed Jun. 7, 1995.242U.S. Serial No. 08/486,935 to Hemmi et al. filed Jun. 6, 1995.243U.S. Serial No. 08/486,962 to Magda et al. filed Jun. 7, 1995.244U.S. Serial No. 08/486,967 to Sessler et al. filed Jun. 7, 1995.245U.S. Serial No. 08/487,722 to Magda et al. filed Jun. 7, 1995.246Uhlmann et al. "Antisense Oligonucleotides: A new Therapeutic Principle" Chemical Reviews, vol. 90, p. 543, Jun. 1990.247Vogel et al., "2,7,12,17-Tetrapropylporphycene--Counterpart of Octaethylporphyrin in the Porphycene Series", Angew. Chem., Int. Ed. Engl., 26:928-931, 1987.248Vogel et al., "New Porphycene Ligands: Octaethyl-and Etioporphycene (OEPc and EtioPc)-Tetra-and Pentacoordinated Zinc Complexes of OEPc," Angew. Chem. Int. Ed. Engl., 32(11):1600-1604, 1993.249Vogel et al., "Porphycene--a Novel Porphin Isomer", Angew. Chem., Int. Ed. Engl., 25:257-259, 1986.250 *Vogel et al., 2,7,12,17 Tetrapropylporphycene Counterpart of Octaethylporphyrin in the Porphycene Series , Angew. Chem., Int. Ed. Engl., 26:928 931, 1987.251 *Vogel et al., New Porphycene Ligands: Octaethyl and Etioporphycene (OEPc and EtioPc) Tetra and Pentacoordinated Zinc Complexes of OEPc, Angew. Chem. Int. Ed. Engl. , 32(11):1600 1604, 1993.252 *Vogel et al., Porphycene a Novel Porphin Isomer , Angew. Chem., Int. Ed. Engl. , 25:257 259, 1986.253Wagener and Beyrich, "Radiosensitizer-Biochemie und Tumortherapeutische Erfahrungen," Pharmazie, 47:815-824, 1992.254Wessel et al., "Porphyrins with Aromatic 26π-Electron Systems," Agnew. Chem. Int. Ed. Eng., 32(8):1148-1151, 1993.255 *Wessel et al., Porphyrins with Aromatic 26 Electron Systems, Agnew. Chem. Int. Ed. Eng. , 32(8):1148 1151, 1993.256Young et al., "Preclinical Evaluation of Gadolinium (III) Texaphyrin Complex. A New Paramagnetic Contrast Agent for Magnetic Resonance Imaging," Investigative Radiology, 29(3):330-338, 1994.257 *Young et al., Preclinical Evaluation of Gadolinium (III) Texaphyrin Complex. A New Paramagnetic Contrast Agent for Magnetic Resonance Imaging, Investigative Radiology , 29(3):330 338, 1994.258Zuk et al., "Pharmacokinetic and Tissue Distribution Studies of the Photosensitizer bis(Di-Isobutyl Octadecysiloxy)Silicon 2,3-Naphthalocyanine (isoBosinc) in Normal and Tumor-Bearing Rats," Photochemistry and Photobiology, 59(1):66-72, 1994.259 *Zuk et al., Pharmacokinetic and Tissue Distribution Studies of the Photosensitizer bis(Di Isobutyl Octadecysiloxy)Silicon 2,3 Naphthalocyanine (isoBosinc) in Normal and Tumor Bearing Rats, Photochemistry and Photobiology , 59(1):66 72, 1994.* Cited by examinerReferenced byCiting PatentFiling datePublication dateApplicantTitleUS5969111 *Feb 4, 1997Oct 19, 1999Board Of Regents, The University Of Texas SystemTexaphyrins substituted with imidazole are providedUS6069140 *Nov 14, 1997May 30, 2000The Board Of Regents University Of Texas SystemPharmaceutical compositions comprising texaphyrinsUS6924130 *Jun 15, 2000Aug 2, 2005Yissum Research Development Company Of The Hebrew University Of JerusalemEnzymatic transesterification or hydrolysis of phospholipids in aqueous mediaUS7105703Jun 23, 2005Sep 12, 2006University Of Kentucky Research FoundationCleavage of phosphate ester bonds by use of novel group 13 chelate compoundsUS8133474Sep 14, 2007Mar 13, 2012Massachusetts Institute Of TechnologySensors for fluorescence and magnetic resonance imagingUS8263122 *Nov 6, 2008Sep 11, 2012Rigel Pharmaceuticals, Inc.Wet granulation using a water sequestering agentUS8372415 *Feb 12, 2013Rigel Pharmaceuticals, Inc.Wet granulation using a water sequestering agentUS8652492Jan 10, 2013Feb 18, 2014Rigel Pharmaceutical, Inc.Wet granulation using a water sequestering agentUS20060181579 *Feb 14, 2006Aug 17, 2006Brother Kogyo Kabushiki KaishaInkjet Recording ApparatusUS20080138292 *Sep 14, 2007Jun 12, 2008Massachusetts Institute Of TechnologySensors for fluorescence and magnetic resonance imagingUS20090123539 *Nov 6, 2008May 14, 2009Rigel Pharmaceuticals, Inc.Wet granulation using a water sequestering agent* Cited by examinerClassifications U.S. Classification435/6.12, 536/23.1, 536/22.1, 536/25.32, 536/24.3, 514/1, 514/44.00A, 435/6.1International ClassificationC07D487/22, A61K41/00, C07H21/00, B01J31/18, A61K49/00, B01J31/06, B01J31/16, A61K47/48Cooperative ClassificationA61K49/0054, A61K47/48069, A61K41/0038, C07D487/22, A61K49/0021, B01J31/061, B01J31/1658, B01J2531/025, C07H21/00, B01J31/1815, B01J2531/38European ClassificationC07H21/00, A61K41/00P, A61K47/48H4H4, B01J31/16D2, B01J31/18B2B, A61K49/00P4F4C, A61K49/00P4F8K, C07D487/22Legal EventsDateCodeEventDescriptionSep 1, 1998CCCertificate of correctionDec 7, 2001FPAYFee paymentYear of fee payment: 4Jan 2, 2002REMIMaintenance fee reminder mailedDec 9, 2005FPAYFee paymentYear of fee payment: 8Jan 11, 2010REMIMaintenance fee reminder mailedJun 9, 2010LAPSLapse for failure to pay maintenance feesJul 27, 2010FPExpired due to failure to pay maintenance feeEffective date: 20100609RotateOriginal ImageGoogle Home - Sitemap - USPTO Bulk Downloads - Privacy Policy - Terms of Service - About Google Patents - Send FeedbackData provided by IFI CLAIMS Patent Services