Sulfur Or Halogen Containing Patents (Class 536/122)
  • Patent number: 6943248
    Abstract: A crystalline form of sucralose, and a method of making it. The method involves continuously crystallizing sucralose from an aqueous solution by a process providing continuous removal and recirculation of the vessel contents, and providing a long residence time for sucralose in the system. The crystals thus formed are of a relatively low length/diameter ratio, have an unsymmetrical shape, and exhibit good stability. The larger crystals in particular are tapered as compared to the rod-like larger crystals in prior art product.
    Type: Grant
    Filed: April 30, 2003
    Date of Patent: September 13, 2005
    Assignee: Tate & Lyle Public Limited Company
    Inventors: Steven J. Catani, Carolyn M. Merkel, Nicholas M. Vernon
  • Patent number: 6927209
    Abstract: The present invention relates to novel compounds of formula (I): in which: R1, R2 and R3, which are identical or different, are each independently: a (C1-C6)alkyl group, a pyridinyl group or a group —CH2—NR4R5, in which R4 and R5 are each independently a hydrogen atom or a (C1-C4)alkyl group, or alternatively R4 and R5 form, with the nitrogen atom to which they are bonded, a pyrrolidinyl, piperidinyl, hexahydroazepinyl, morpholinyl or piperazinyl group, with the proviso that at least one of the substituents R1, R2 and R3 is other than a (C1-C6)alkyl group, and their salts, solvates and hydrates, especially those which are pharmaceutically acceptable. These compounds are useful particularly for the treatment of disorders of the venous circulation.
    Type: Grant
    Filed: May 6, 2002
    Date of Patent: August 9, 2005
    Assignee: Laboratoires Fournier S.A.
    Inventors: Véronique Barberousse, Soth Samreth
  • Patent number: 6891035
    Abstract: Process for bulk autoclaving of polysaccharides, wherein the process includes: a) dissolving the polysaccharides in an aqueous solution and mixing until a homogeneous solution is obtained; b) filling the resulting solution in at least one container; c) placing the filled container(s) including the solution in an autoclave; d) placing a sensor in at least one of the containers; and e) autoclaving the filled containers.
    Type: Grant
    Filed: July 1, 2002
    Date of Patent: May 10, 2005
    Assignee: Biovitrum AB
    Inventor: Olle Ljungquist
  • Patent number: 6875840
    Abstract: Disclosed are novel polymers derivatized with at least one —NOx group per 1200 atomic mass unit of the polymer. X is one or two. In one embodiment, the polymer is an S-nitrosylated polymer and is prepared by reacting a polythiolated polymer with a nitrosylating agent under conditions suitable for nitrosylating free thiol groups. The polymers of the present invention can be used to coat medical devices to deliver nitric oxide in vivo to treatment sites.
    Type: Grant
    Filed: September 23, 2003
    Date of Patent: April 5, 2005
    Assignee: Duke University
    Inventors: Jonathan S. Stamler, Eric J. Toone, Richard S. Stack
  • Patent number: 6844329
    Abstract: The present invention relates to novel synthetic polysaccharides with antithrombotic activity exhibiting at least one covalent bond with biotin or a biotin derivative and to a process employing avidin or streptavidin which makes it possible to neutralize these polysaccharides.
    Type: Grant
    Filed: September 20, 2001
    Date of Patent: January 18, 2005
    Assignee: Sanofi-Synthelabo
    Inventors: Philippe Duchaussoy, Jean-Marc Herbert, Maurice Petitou, Pierre Savi
  • Patent number: 6828334
    Abstract: The present invention relates to pharmaceutical compositions containing fenofibrate in the form of an inclusion complex with cyclodextrin, having high dissolution profile and in vivo enhanced bioavailability as compared with plain micronized fenofibrate compositions. An inclusion complex has a molar ratio of fenofibrate (preferably in micronized form) to cyclodextrin of from about 1:0.5 to about 1:4, preferably from about 1:1 to about 1:2. The immediate release fenofibrate composition is preferably in the form of a tablet or in the form of granules inside a capsule.
    Type: Grant
    Filed: January 7, 2003
    Date of Patent: December 7, 2004
    Assignee: USV Limited
    Inventors: Suresh Kumar Gidwani, Purushottam Sharshikant Singnurkar
  • Patent number: 6812223
    Abstract: The present invention relates to novel crystalline glucosamine sulphate metal salts for use in the treatment of acute and chronic forms of rheumatic and arthritic diseases and of all the pathological conditions originating from metabolic disorders of the osteo-articular tissues. More particularly, the present invention relates to novel crystalline glucosamine sulphate metal salts having low metal content wherein the metal may be either sodium or potassium. The present invention further relates to a solution-based and a solvent-free process for the preparation of the novel crystalline glucosamine sulphate metal salts having low metal content and to pharmaceutical compositions comprising the novel crystalline glucosamine sulphate metal salts having low metal content.
    Type: Grant
    Filed: June 2, 2003
    Date of Patent: November 2, 2004
    Assignee: Nicholas Piramal India Limited
    Inventors: Triptikumar Mukhopadhyay, Ravi Gajanan Bhat, E. S. Sreekumar
  • Patent number: 6809198
    Abstract: The present invention provides an improved form of sucralose and a process for making it.
    Type: Grant
    Filed: August 1, 2003
    Date of Patent: October 26, 2004
    Assignee: Tate & Lyle Public Limited Company
    Inventors: Fiesal El Kabbani, Amal Brohmi, Christian Heiss, Juan Navia, Steven J. Catani
  • Patent number: 6720419
    Abstract: A smaller molecule obtainable by allowing a sulfated fucan-digesting enzyme which digests a novel sulfated polysaccharide derived from an alga belonging to Laminariales to act on a sulfated fucan, and a method for producing the same.
    Type: Grant
    Filed: October 24, 2002
    Date of Patent: April 13, 2004
    Assignee: Takara Bio Inc.
    Inventors: Takeshi Sakai, Hitomi Amarume, Takashi Kawai, Kaoru Kojima, Kazuo Shimanaka, Katsushige Ikai, Ikunoshin Kato
  • Patent number: 6673891
    Abstract: Disclosed are novel polymers derivatized with at least one —SNO group per 1200 atomic mass unit of the polymer. In one embodiment, the S-nitrosylated polymer has stabilized —S-nitrosyl groups. In another embodiment the S-nitrosylated polymer prepared by polymerizing a compound represented by the following structural formula: R is an organic radical. Each X′ is an independently chosen aliphatic group or substituted aliphatic group. Preferably, each X′ is the same and is a C2-C6 alkylene group, more preferably —CH2—, —CH2CH2—, —CH2CH2CH2— or —CH2CH2CH2CH2—. p and m are independently a positive integer such that p+m is greater than two. The polymers of the present invention can be used to coat medical devices to deliver nitric oxide in vivo to treatment sites.
    Type: Grant
    Filed: June 5, 2002
    Date of Patent: January 6, 2004
    Assignee: Duke University
    Inventors: Jonathan S. Stamler, Eric J. Toone, Richard S. Stack
  • Patent number: 6670338
    Abstract: Pentasaccharides in acidic form and their pharmaceutically acceptable salts, the anionic form thereof having the formula: wherein: R represents hydrogen or an —SO3−, (C1-C3)alkyl or (C2-C3)acyl group; T represents hydrogen or an ethyl group; and n represents 1 or 2 for use in the treatment of pathologies associated with a clotting dysfunction.
    Type: Grant
    Filed: July 16, 2001
    Date of Patent: December 30, 2003
    Assignee: Sanofi-Synthelabo
    Inventor: Maurice Petitou
  • Patent number: 6660722
    Abstract: Therapeutical method comprising administration to a patient of an effective amount of especially soluble laminarin for the treatment of tumors and more generally of cancers of the group comprising breast cancer, lung cancer, oesophagus cancer, stomach cancer, intestine and colon cancers, and for the treatment of viral, bacterial and fungal diseases as well as diseases related to immunostimulant deficiencies of human beings and warm-blood animals.
    Type: Grant
    Filed: November 30, 2001
    Date of Patent: December 9, 2003
    Assignee: Laboratoires Goemar S.A.
    Inventors: Jean-Claude Yvin, Vaclav Vetvicka
  • Patent number: 6656922
    Abstract: Polysaccharides, which are widely used as an anticoagulation drugs, especially heparin, are clinically administered only by intravenous or subcutaneous injection because of their strong hydrophilicity and high negative charge. Amphiphilic heparin derivatives were synthesized by conjugation to bile acids, sterols, and alkanoic acids, respectively. These heparin derivatives were slightly hydrophobic, exhibited good solubility in water, and have high anticoagulation activity. These slightly hydrophobic heparin derivatives are efficiently absorbed in the gastrointestinal tract and can be used in oral dosage forms. Methods of using these amphiphilic heparin derivatives and similarly modified macromolecules for oral administration are also disclosed.
    Type: Grant
    Filed: April 30, 2001
    Date of Patent: December 2, 2003
    Assignee: Mediplex Corporation, Korea
    Inventors: Youngro Byun, Yong-Kyu Lee
  • Patent number: 6642366
    Abstract: A process for manufacturing morphine-6-glucuronide and related compounds of the general structure of Formula 1: wherein optionally substituted morphine is conjugated with an optionally substituted member of a new class of intermediates, namely, 1-haloglucuronate esters, in the presence of iodine or an iodinium compound. The conjugation may be followed by conversion of R1 of Formula 1 into hydrogen and/or the removal of the ester groups from the glucuronic residue at R2 of Formula 1.
    Type: Grant
    Filed: June 7, 2002
    Date of Patent: November 4, 2003
    Assignee: UFC Limited
    Inventors: Feodor Scheinmann, Andrew Valentine Stachulski, John Ferguson, Jane Louise Law
  • Patent number: 6638916
    Abstract: A method for the inhibition of vascular smooth muscle cell hyperplasia in a human or other warm-blooded animal patient in need of such treatment, comprises administration to the patient of an effective amount of at least one sulfated oligosaccharide, wherein the oligosaccharide has the general formula I: R1—(Rx)n—R2  (I) wherein R1 and R2 and each Rx represents a monosaccharide unit, all of which may be the same or different, adjacent monosaccharide units being linked by 1→2, 1→3, 1→4 and/or 1→6 glycosidic bonds and n is an integer of from 1 to 6.
    Type: Grant
    Filed: May 9, 2000
    Date of Patent: October 28, 2003
    Assignee: The Australian National University
    Inventors: William B. Cowden, Douglas J. Francis, Christopher R. Parish
  • Patent number: 6627744
    Abstract: The present invention relates to a chemically modified mutant protein including a cysteine residue substituted for a residue other than cysteine n a precursor protein, the substituted cysteine residue being subsequently modified by reacting the cysteine residue with a glycosylated thiosulfonate. Also a method of producing the chemically modified mutant protein is provided. The present invention also relates to a glycosylated methanethiosulfonate. Another aspect of the present invention is a method of modifying the functional characteristics of a protein including providing a protein and reacting the protein with a glycosylated methanethiosulfonate reagent under conditions effective to produce a glycoprotein with altered functional characteristics as compared to the protein. In addition, the present invention relates to methods of determining the structure-function relationships of chemically modified mutant proteins.
    Type: Grant
    Filed: April 2, 2001
    Date of Patent: September 30, 2003
    Assignee: Genencor International, Inc.
    Inventors: Benjamin G. Davis, John Bryan Jones, Richard R. Bott
  • Patent number: 6627751
    Abstract: A hydrophobically modified anionic cellulose ether obtainable by a process comprising reacting an alkali metal cellulose with at least three alkylating reagents A, B, and C. Reagent A is selected from the group of haloacetic acids, alkali metal haloacetates, alkali metal vinyl sulfonates, and vinyl sulfonic acid. Reagent B has the formula R1—(OCH2CH(R2))n—P, wherein R1 represents a C2-C7 group, R2 is hydrogen or a methyl group, n is 0-2, and P represents a glycidyl ether group, a 3-halo-2-hydroxypropyl ether group, a 1,2-epoxy group, or a halide, and reagent C has the formula R3—(OCH2CH(R2))m—P, wherein R3 represents a C8-C30 group, m is 0-10, and R2 and P have the meaning as described above.
    Type: Grant
    Filed: December 6, 1999
    Date of Patent: September 30, 2003
    Assignee: Akko Nobel N.V.
    Inventors: Jan Gerardus Batelaan, Berend Jan Dijk, Peter Marten Van Der Horst
  • Patent number: 6589943
    Abstract: Formulations for enhanced mucosal absorption of heparin are disclosed. In one embodiment, a powdered heparin composition is made by dissolving an amphiphilic heparin derivative including heparin covalently bonded to a hydrophobic agent in a water phase, dispersing the water phase in an organic phase such that an emulsion is formed, and drying the emulsion. In another embodiment, an amorphiphilic heparin derivative dispersed in an oil phase is made by dissolving the amphiphilic heparin derivative in water or a water/organic co-solvent, dispersing the water or co-solvent in the oil phase, and evaporating the water or co-solvent. In another embodiment, heparin-containing nanoparticles having surfactant molecules associated with a hydrophobic agent on the outside of the nanoparticles are made by dissolving the amphiphilic heparin derivative in an aqueous solvent, mixing the surfactant with the aqueous solvent, and disrupting nanoparticles of the amphiphilic heparin derivative.
    Type: Grant
    Filed: May 9, 2001
    Date of Patent: July 8, 2003
    Assignee: Mediplex Corporation, Korea
    Inventors: Youngro Byun, Yong-Kyu Lee
  • Publication number: 20030066523
    Abstract: A sugar/additive blend useful as a binder or impregnant for carbon products. Simple sugars as well as sucrose are combined either in solution or in solid form with reactive additives such as ammonium hydrogen phosphate, ammonium chloride and para-toluene sulfuric acid. The sugar/additive blends form more and denser carbon residue than sugar alone when subjected to pyrolysis.
    Type: Application
    Filed: June 28, 2002
    Publication date: April 10, 2003
    Applicant: UCAR Carbon Company Inc.
    Inventors: Irwin Charles Lewis, Terrence Anthony Pirro
  • Patent number: 6528497
    Abstract: Novel synthetic polysaccharides for use in the treatment of pathologies associated with a coagulation dysfunction.
    Type: Grant
    Filed: September 5, 2000
    Date of Patent: March 4, 2003
    Assignees: Sanofi-Synthelabo, Akzo Nobel N.V.
    Inventors: Johannes Basten, Cornelia Dreef-Tromp, Pierre Alexandre Driguez, Philippe Duchaussoy, Jean Marc Herbert, Maurice Petitou, Constant Van Boeckel
  • Patent number: 6495678
    Abstract: An immunosuppressant comprising Glucopyranose derivatives of the formula (I): wherein R is H, OH etc; G is —CH2CH(R1—R2)(R3—R4), in which R1 is a single bond, OCO-alkyl; R2, R4 is H, phenyl which may be substituted by halogen atoms etc.; R3 is alkylene; R5 is OCO-alkyl, R6 is H, phenyl which may be substituted by halogen atoms etc. or R5—R6 is OCO—Z-(dialkoxyphenyl); R7 is H, CH2OH etc; or non-toxic salts thereof as active ingredient. Glucopyranose derivatives of the formula (I) or non-toxic salts thereof possess an activity of immunosuppression, and being useful as the prevention and/or treatment of diseases caused by abnormal enhancement of immunity, e.g. allergic diseases, autoimmune diseases.
    Type: Grant
    Filed: November 6, 2000
    Date of Patent: December 17, 2002
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Gen-ichiro Soma, Nagashige Omawari
  • Patent number: 6462191
    Abstract: A process for deoxofluorinating a C2-hydroxyl group of a furanose, includes: (a) mixing the furanose and a deoxofluorinating agent in a solvent to form a reaction mixture, and (b) heating the reaction mixture to greater than about 50° C. The process provides deoxofluorinated products, such as 2-fluoro-arabinoses, in yields of at least 80% of theoretical.
    Type: Grant
    Filed: July 13, 2000
    Date of Patent: October 8, 2002
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Gauri Sankar Lal
  • Patent number: 6462215
    Abstract: A process that can be used for sulfonating, sulfating, or sulfamating an organic compound is disclosed. The process can comprise, consist essentially of, or consist of, contacting the organic compound with sulfur trioxide under a condition sufficient to effect the sulfonation, sulfation, or sulfamation of the organic compound. The organic compound can be an aromatic compound, alcohol, carbohydrate, amine, amide, protein, or combinations of two or more thereof. The sulfur trioxide can be present in a complex comprising an inorganic support such as zeolite, silicalite, silica, titanosilicate, borosilicate, clay, aluminophosphate, and combinations of two or more thereof.
    Type: Grant
    Filed: February 4, 2002
    Date of Patent: October 8, 2002
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Stephen Ernest Jacobson, David Richard Corbin
  • Patent number: 6407072
    Abstract: Novel N-acyl-lysogangliosides obtained from gangliosides by deacyation of the ceramide group, wherein the acyl group is derived from an aliphatic acid having from 2 to 24 carbon atoms, substituted by one or more polar groups. The N-acyl-lysogangliosides of the invention exhibit an inhibiting action on protein-kinase C activation and, thus, can be utilized in therapies for various pathologies of the nervous system.
    Type: Grant
    Filed: June 30, 1994
    Date of Patent: June 18, 2002
    Assignee: Fidia S.p.A.
    Inventors: Francesco Della Valle, Aurelio Romeo
  • Patent number: 6403759
    Abstract: Disclosed are novel polymers derivatized with at least one —SNO group per 1200 atomic mass unit of the polymer. In one embodiment, the S-nitrosylated polymer has stabilized-S-nitrosyl groups. In another embodiment the S-nitrosylated polymer prepared by polymerizing a compound represented by the following structural formula: R is an organic radical. Each X′ is an independently chosen aliphatic group or substituted aliphatic group. Preferably, each X′ is the same and is a C2-C6 alkylene group, more preferably—CH2—, —CH2CH2—, —CH2CH2CH2— or —CH2CH2CH2CH2—. p and m are independently a positive integer such that p+m is greater than two. The polymers of the present invention can be used to coat medical devices to deliver nitric oxide in vivo to treatment sites.
    Type: Grant
    Filed: December 29, 2000
    Date of Patent: June 11, 2002
    Assignee: Duke University
    Inventors: Jonathan S. Stamler, Eric J. Toone, Richard S. Stack
  • Patent number: 6391862
    Abstract: A cyclodextrin composition of substantially pure, sulfated-cyclodextrin derivatives particularly suitable as chiral resolving agents for enantioseparation by electrophoresis. The cyclodextrin composition preferably have an isomeric purity of at least 80 mole %. Non-sulfato substituents for the substantially pure cyclodextrin derivatives are hydrogen, C1-C12 alkyl groups, C2-C8 hydroxyalkyl groups, C1-C12 alkylnitryl groups, C2-C12 acyl groups, aryl groups, carbamate groups, thiocarbamate groups or combinations thereof.
    Type: Grant
    Filed: October 14, 1998
    Date of Patent: May 21, 2002
    Assignee: The Texas A&M University System
    Inventor: Gyula Vigh
  • Patent number: 6388060
    Abstract: This present invention provides methods of sulfating uronic acid-containing polysaccharides. High levels of sulfation can be obtained using the methods of the present invention.
    Type: Grant
    Filed: November 4, 1999
    Date of Patent: May 14, 2002
    Assignee: Vascular Therapeutics Inc.
    Inventors: Steven Y. C. Guo, Edward H. Conrad
  • Patent number: 6355784
    Abstract: The present invention discloses new and novel halogenated anthracyclines linked through the saccharide portions. These congeners show high activity in vitro against several tumor cell lines. In doxorubicin (DOX) sensitive cell lines, they are at least as cytotoxic as DOX and in some cases more so. Many of these 4′- and 6′-fluorinated anthracyclines are more effective against multidrug-resistant tumors than was DOX, and/or have greater effectiveness than DOX against DOX sensitive cells. The compounds of this invention also have anti-amyloidogenic effects and the use of these compounds in the treatment of Alzheimer's disease is contemplated.
    Type: Grant
    Filed: June 10, 1999
    Date of Patent: March 12, 2002
    Inventors: Waldemar Priebe, Marta Krawczyk, Piotr Skibicki, Izabela Fokt, Krzysztof Dziewiszek, Grzegorz Grynkiewicz, Roman Perez-Soler
  • Patent number: 6288043
    Abstract: An injectable composition is provided for promoting bone and/or cartilage growth comprising hyaluronic acid cross-linked to sulfated polysaccharide through linking groups. The linking groups are diamines or amino polyalkylene glycols. The sulfated polysaccharide binds growth factors suitable for promoting tissue growth at the site of application of the composition.
    Type: Grant
    Filed: June 18, 1999
    Date of Patent: September 11, 2001
    Assignee: Orquest, Inc.
    Inventors: Robert C. Spiro, LinShu Liu
  • Patent number: 6245753
    Abstract: Polysaccharides, which are widely used as an anticoagulation drugs, especially heparin, are clinically administered only by intravenous or subcutaneous injection because of their strong hydrophilicity and high negative charge. Amphiphilic heparin derivatives were synthesized by conjugate to bile acids, sterols, and alkanoic acids, respectively. The hydrophobicity of the heparin derivatives depended on the feed mole ratio of heparin to hydrophobic agent. The heparin derivatives were slightly hydrophobic and exhibited good solubility in a water-acetone solvent, as well as water. The heparin derivatives have a high anticoagulant activity. These slightly hydrophobic heparin derivatives can be absorbed in gastric intestinal tract and can be used as oral dosage form. Also, the heparin derivatives can be used for the surface modification to prevent anticoagulation for medical devices such as extracorporeal devices and implanted devices.
    Type: Grant
    Filed: April 27, 1999
    Date of Patent: June 12, 2001
    Assignee: Mediplex Corporation, Korea
    Inventors: Youngro Byun, Yong-Kyu Lee
  • Patent number: 6232434
    Abstract: Disclosed are novel polymers derivatized with at least one —SNO group per 1200 atomic mass unit of the polymer. In one embodiment, the S-nitrosylated polymer has stabilized —S-nitrosyl groups. In another embodiment the S-nitrosylated polymer prepared by polymerizing a compound represented by the following structural formula: R is an organic radical. Each X′ is an independently chosen aliphatic group or substituted aliphatic group. Preferably, each X′ is the same and is a C2-C6 alkylene group, more preferably —CH2—, —CH2CH2—, —CH2CH2CH2— or —CH2CH2CH2CH2—. p and m are independently a positive integer such that p+m is greater than two. The polymers of the present invention can be used to coat medical devices to deliver nitric oxide in vivo to treatment sites.
    Type: Grant
    Filed: June 23, 1998
    Date of Patent: May 15, 2001
    Assignee: Duke University Medical Center
    Inventors: Jonathan S. Stamler, Eric J. Toone, Richard S. Stack
  • Patent number: 6229008
    Abstract: &agr;-D-pentofuranoside derivatives have the general formula (D), in which R stands for (C1-C4)alkyl that is non-substituted or substituted one or several times by halogen, (C1-C4)alkyl, (C1-C4)alkoxy and/or phenyl, and R1 stands for [(C6-C20)aryl]k−[(C1-C4)alkyl or [(C6-C20)]aryl]k−[(C1-C12)alkyl)(3-k)Si in which k=0 to 3, that are non-substituted or substituted one or several times by halogen, (C1-C4)alkyl, (C1-C4)alkoxy and/or (C6-C20) aryl, or preferably a benzyl that is non-substituted or substituted one or several times by the above substituents. Also disclosed are starting and intermediary compounds, up to furanosides (D) having an analogous structure, processes for preparing said furanosides and their precursors, and their use.
    Type: Grant
    Filed: April 18, 1997
    Date of Patent: May 8, 2001
    Inventors: Jörn Saischek, Berndt Stadelmann
  • Patent number: 6228998
    Abstract: A glycosaminoglycan derivative is disclosed wherein a first amino group of a spacer compound (NH2—Y—NH2) is bonded to an aldehyde formed by reducing and partially oxidizing a reducing end sugar of a glycosaminoglycan, via an aminoalkyl bond, or a lactone formed by oxidizing and cyclodehydrating the reducing end sugar of a glycosaminoglycan, via an acid amide bond, and further a hydrocarbon compound having a allyl group at one end and a functional group at another end which is bonded to the second amino group of the spacer compound. This derivative is useful as a substrate in a process for identifying a glycosaminoglycan-degrading enzyme that gives good reproducibility and sensitivity.
    Type: Grant
    Filed: July 20, 1995
    Date of Patent: May 8, 2001
    Assignee: Seikagaku Kogyo Kabushiki Kaisha
    Inventors: Ryu Miura, Sadako Yamagata, Tatsuya Yamagata
  • Patent number: 6225450
    Abstract: The invention describes a new method to sequence DNA. The improvements over the existing DNA sequencing technologies are high speed, high throughput, no electrophoresis and gel reading artifacts due to the complete absence of an electrophoretic step, and no costly reagents involving various substitutions with stable isotopes. The invention utilizes the Sanger sequencing strategy and assembles the sequence information by analysis of the nested fragments obtained by base-specific chain termination via their different molecular masses using mass spectrometry, as for example, MALDI or ES mass spectrometry. A flirter increase in throughput can be obtained by introducing mass-modifications in the oligonucleotide primer, chain-terminating nucleoside triphosphates and/or in the chain-elongating nucleoside triphosphates, as well as using integrated tag sequences which allow multiplexing by hybridization tag specific probes with mass differentiated molecular weights.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: May 1, 2001
    Assignee: Sequenom, Inc.
    Inventor: Hubert Köster
  • Patent number: 6207652
    Abstract: Apoptosis inducers, anticancer drugs and carcinostatic drugs containing sulfated-fucose-containing polysaccharide(s) and/or degradation product(s) thereof, and a method for inducing apoptosis by using sulfated-fucose-containing polysaccharide(s) and/or degradation product(s) thereof as the active ingredient. A degrading enzyme which is useful in the production of the degradation products of sulfated-fucose-containing polysaccharides.
    Type: Grant
    Filed: April 9, 1998
    Date of Patent: March 27, 2001
    Assignees: Takara Shuzo Co., Ltd., Research Institute for Glycotechnology
    Inventors: Takeshi Sakai, Hideo Kitano, Fu-Gong Yu, Shinji Nakayama, Kaoru Kojima, Hitomi Kimura, Yoshikuni Nakanishi, Kaoru Katayama, Takanari Tominaga, Kazuo Shimanaka, Katsushige Ikai, Ikunoshin Kato
  • Patent number: 6190637
    Abstract: The present invention provides a method for preparing [F-18]-fluoride ion which comprises the step of bringing [O-18]-enriched water containing [F-18]-fluoride ion formed by proton irradiation of [O-18]-enriched water into contact with a strongly acidic cation exchange resin to remove impurity cations, the step of then bringing the [O-18]-enriched water containing [F-18]-fluoride ion treated above into contact with a weakly basic anion exchange resin to make [F-18]-fluoride ion adsorbed to the resin and, along therewith, to recover the [O-18]-enriched water which has passed through the resin, and the step of eluting and collecting the [F-18]-fluoride ion adsorbed to the weakly basic anion exchange resin.
    Type: Grant
    Filed: March 11, 1999
    Date of Patent: February 20, 2001
    Assignee: Nihon Medi-Physics Co., Ltd.
    Inventors: Sento Ino, Masahiko Tamura, Osamu Itoh
  • Patent number: 6184365
    Abstract: 7-O-(4-Amino-2,4,6-trideoxy-2-fluoro-&agr;-L-talopyranosyl)-daunomycinone or -adriamycinone is now synthesized as a novel daunomycinone or adriamycinone derivative having the general formula wherein R is a hydrogen atom or hydroxyl group. These novel compounds according to this invention exhibit excellent antitumor activities and have a high solubility in water, and hence they are useful as an antitumor agent.
    Type: Grant
    Filed: December 16, 1997
    Date of Patent: February 6, 2001
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai
    Inventors: Tomio Takeuchi, Sumio Umezawa, Tsutomu Tsuchiya, Yasushi Takagi
  • Patent number: 6184196
    Abstract: The invention relates to the synthesis of sulfonated sucrose compounds, surfactants and intermediate cyclic sulfates.
    Type: Grant
    Filed: May 27, 1999
    Date of Patent: February 6, 2001
    Assignee: University of Iowa Research Foundation
    Inventors: Helene G. Bazin, Tulay Polat, Robert J. Linhardt
  • Patent number: 6177553
    Abstract: Solid phase synthetic methods of forming sulfur-linked disaccharides and oligosaccharides are described, wherein a saccharide or oligosaccharide bearing a protected thiol-group at the anomeric carbon is immobilized onto a solid support at any position other than the anomeric carbon atom of the reducing sugar. The resultant immobilized thiol, or a derivative thereof, undergoes nuclcophilic saccharide addition to provide a di- or oligosaccharide.
    Type: Grant
    Filed: August 7, 1998
    Date of Patent: January 23, 2001
    Assignee: Synsorb Biotech, Inc.
    Inventors: Ole Hindsgaul, Gerd Hummel
  • Patent number: 6174863
    Abstract: The invention relates to a carbohydrate derivative having formula I wherein R1 is (1-4C)alkoxy; R2, R3 and R4 are independently (1-4C)alkoxy or OSO3−, the total number of sulfate groups is 4, 5, or 6; and the twisted lines represent bonds either above or below the plane of the six-membered ring to which they are attached; or a pharmaceutically acceptable salt thereof. The compounds of the invention have antithrombotic activity and may be used for treating or preventing thrombosis and for inhibiting smooth muscle cell proliferation.
    Type: Grant
    Filed: November 18, 1998
    Date of Patent: January 16, 2001
    Assignee: Akzo Nobel N.V.
    Inventors: Constant Adriaan Anton van Boeckel, Maurice Petitou, Philippe Duchaussoy, Cornelia Maria Dreef-Tromp, Johannes Egbertus Maria Basten
  • Patent number: 6172207
    Abstract: A process and a device for synthesizing labeled compounds. The process involves preparing a labeling agent, labeling a precursor with the labeling agent, where the precursor is a protected substrate, and deprotecting the labeled precursor to convert the labeled precursor to a labeled compound by passing the labeled precursor through a solid support in a column or a cartridge. The process may be used to convert labeled tetraacetylfluoroglucose (TAFg) to labeled fluoro-deoxy-glucose (FDG) for use in nuclear medical imaging. The process is more rapid than conventional methods and is performed at room temperature rather than high temperature for conventional technology.
    Type: Grant
    Filed: July 29, 1998
    Date of Patent: January 9, 2001
    Assignees: Coincidence S. A., Universite Libre de Bruxelles, Universite de Liege
    Inventors: Philippe E. Damhaut, Michel Monclus, John J. Van Namen, Eric Mulleneers, Jean-Luc E. Morelle, Christian F. Lemaire, Andre Luxen, Benjamin P. Lauricella
  • Patent number: 6156492
    Abstract: An adsorbent for use in direct hemoperfusion to adsorb and remove harmful substances from blood is prepared by immobilizing a sulfated polysaccharide and/or its salt on a water-insoluble carrier. Preferably, the sulfated polysaccharide has a limiting viscosity of 0.005 to 0.5 dl/g and a sulfur content of 5 to 22% by weight, and is immobilized on the carrier in an amount of 0.02 to 200 mg per ml of carrier. Carrier particles can have an average particle size of 30 to 5000 .mu.m, and preferably 120 to 800 .mu.m. The sulfated polysaccharide inhibits adhesion of hemocytes and exhibits an anticoagulation property to extend blood coagulation time, and has additional functions of adsorbing releasing factors released from hemocytes, adsorbing lipoproteins, and enabling reduction of carrier particle size to about 30 .mu.m. Immobilizing a ligand on the carrier with the sulfated polysaccharide makes it possible to adsorb and remove specific substances in blood that bind to the ligand.
    Type: Grant
    Filed: December 18, 1998
    Date of Patent: December 5, 2000
    Assignee: Kaneka Corporation
    Inventors: Akira Kobayashi, Satoshi Takata
  • Patent number: 6139751
    Abstract: Heavy metals can be effectively complexed with a derivative of a fructan, which derivative contains complexing groups chosen from --X--CY--ZM, --X--CY--ZM, --X--CY--S--S--CY--X--Q, --PY'(--Z'M).sub.2, --SO.sub.3 M and --NR--CH.sub.2 --COOM, where M is a metal or hydrogen, Q denotes the residue of an alcohol or polyol, R is hydrogen or carboxymethyl and X, Y, Y', Z and Z', independently of one another, are O, S or NH and at least one of X, Y and Z is S, with a degree of substitution of 0.1-2.5. The complexing groups are in particular xanthate, xanthide or dithiocarbamate groups.
    Type: Grant
    Filed: January 14, 1999
    Date of Patent: October 31, 2000
    Assignee: Cooperatie Cosun U.A.
    Inventors: Piet Marc Paul Bogaert, Theodoor Maximiliaan Slaghek, Henricus Wilhelmus Carolina Raaijmakers
  • Patent number: 6075013
    Abstract: The present invention provides compositions and methods for the treatment of cardiovascular diseases. More particularly, the present invention relates to modifying thrombus formation by administering an agent which, inter alia, is capable of (1) inactivating fluid-phase thrombin and thrombin which is bound either to fibrin in a clot or to some other surface by catalyzing antithrombin; and (2) inhibiting thrombin generation by catalyzing factor Xa inactivation by antithrombin III (ATIII). The compositions and methods of the present invention are particularly usefull for preventing thrombosis in the circuit of cardiac bypass apparatus and in patients undergoing renal dialysis, and for treating patients suffering from or at risk of suffering from thrombus-related cardiovascular conditions, such as unstable angina, acute myocardial infarction (heart attack), cerebrovascular accidents (stroke), pulmonary embolism, deep vein thrombosis, arterial thrombosis, etc.
    Type: Grant
    Filed: June 5, 1998
    Date of Patent: June 13, 2000
    Assignee: Hamilton Civic Hospitals Research Development Inc.
    Inventors: Jeffrey I. Weitz, Jack Hirsh
  • Patent number: 6068697
    Abstract: A polysaccharide derivative prepared by replacing all or part of the hydroxyl hydrogen atoms of a polysaccharide or polysaccharide derivative by (A) a hydrophobic substituent having a C.sub.8 -C.sub.43 hydrocarbon chain as the partial structure and (B) an ionic hydrophilic substituent having at least one member selected from the group consisting of sulfonic, carboxyl phosphoric, and sulfate groups and salts thereof as the partial structure, wherein the average degree of replacement by the substituent (A) is 0.0001 or above but below 0.001 per constituent monosaccharide residue as determined by Zeisel's method or the diazomethane method and that by the substituent (B) is 0.01 to 2.0 per constituent monosaccharide residue as determined by colloidal titration. This polysaccharide derivative is useful as the admixture for hydraulic materials and can give stable hydraulic compositions excellent in dispersion.
    Type: Grant
    Filed: July 14, 1998
    Date of Patent: May 30, 2000
    Assignee: Kao Corporation
    Inventors: Hotaka Yamamuro, Takeshi Ihara, Tomohito Kitsuki, Tetsuya Miyajima, Fujio Yamato, Makoto Kohama
  • Patent number: 6069238
    Abstract: An improved and a new synthetic route for the reparation of spirocyclic C-glycoside compounds having the following general structure are described. ##STR1## Novel derivatives of spirocyclic C-glycoside compounds are also disclosed which may be used as intermediates in the synthesis and evaluation of potential pharmaceutically active materials.
    Type: Grant
    Filed: June 28, 1999
    Date of Patent: May 30, 2000
    Assignee: Eli Lilly and Company
    Inventors: Stephen Andrew Hitchcock, Chafiq Hamdouchi, Concepcion Sanchez-Martinez, Almudena Rubio Esteban
  • Patent number: 6063915
    Abstract: Carrageenan compostions comprising from about from about 79 mol % to about 95 mol % iota carrageenan and from about 0.1 mol % to about 10 mol % nu carrageenan, and carrageenan and compositions which exhibit elastic modulus, G'--1 Hz at 5.degree. C., of greater than about 200 Pa, elastic modulus, G'--1 Hz at 25.degree. C., of less than about 200 Pa, viscous modulus, G"--0.2 Hz at 5.degree. C., of from about 5 Pa to about 25 Pa, and melting point of less than 60.degree. C., in a 1.2 wt % aqueous gel, and methods of producing the same.
    Type: Grant
    Filed: July 30, 1998
    Date of Patent: May 16, 2000
    Assignee: Hercules Incorporated
    Inventors: Jack Harbo Hansen, Jan Groendal, Henrik Larsen
  • Patent number: 6054577
    Abstract: A novel endo-fucoidan-lyase and a novel microorganism useful in the production of sugar compounds. Sugar compounds represented by the following general formula (1), wherein at least one of alcoholic hydroxyl group has been sulfated, or salts thereof: ##STR1## wherein Y represents hydrogen or a group represented by the following formula (2).
    Type: Grant
    Filed: September 26, 1997
    Date of Patent: April 25, 2000
    Assignees: Takara Shuzo Co., Ltd., Research Institute For Glycotechnology
    Inventors: Takeshi Sakai, Hitomi Kimura, Kaoru Kojima, Katsushige Ikai, Sumiko Akiyoshi, Yoshikuni Nakanishi, Ikunoshin Kato
  • Patent number: 6037327
    Abstract: A pharmaceutical agent for treating an amyloid disease in a patient, wherein the pharmaceutical agent comprises a saccharide containing at least one substituted anionic group, or a pharmaceutically acceptable salt of the saccharide containing at least one substituted anionic group, and in preferred embodiments is a therapeutically effective amount of glucose pentasulfate. The agent is directed to amyloid diseases in general and to Alzheimer's disease in particular. The pharmaceutical agent may advantageously be combined with a pharmaceutically acceptable carrier, diluent or excipient.
    Type: Grant
    Filed: August 28, 1998
    Date of Patent: March 14, 2000
    Assignee: University of Washington
    Inventors: Gerardo Castillo, Alan D. Snow
  • Patent number: 6028191
    Abstract: A method for obtaining sulphated polysaccharides using the free radical depolymerization of a fucan from Phaeophyceae in the presence of a metal catalyst and of hydrogen peroxide is described. The method of the invention provides polysaccharide fractions with a molecular weight of 10,000 g/mol or less, with anticoagulant properties.
    Type: Grant
    Filed: May 6, 1998
    Date of Patent: February 22, 2000
    Assignees: Centre National de la Recherche Scientifique (CNRS), Institut Francais de Recherche Pour L'Exploitation de la Mer (Ifremer)
    Inventors: Alain Nardella, Frederic Chaubet, Corinne Sinquin, Sylvia Colliec Jouault, Catherine Boisson-Vidal, Patrick Durand, Jacqueline Jozefonvicz