Patents Examined by S. Saucier
  • Method of the production of (s)-gamma-halogenated-.gamma.-hydroxybutyric acid esters
    Patent number: 5413921
    Abstract: The present invention provides a method of the production of (S)-.gamma.-halogenated-.beta.-hydroxybutyric acid esters at a high accumulation and a high yield. A microorganism belonging to the genus Stemphylium, Alternaria, Corynespora or Torulaspora is used to asymmetrically reduce a .gamma.-halogenated-acetoacetic acid ester into an (S)-.gamma.-halogenated-.beta.-hydroxybutyric acid ester, and the (S)-.gamma.-halogenated-.beta.-hydroxybutyric acid ester produced is recovered from the reaction mixture.
    Type: Grant
    Filed: May 25, 1993
    Date of Patent: May 9, 1995
    Assignee: Ajinomoto Co., Ltd.
    Inventors: Norimasa Onishi, Megumi Shimaoka, Ikuo Kira, Masakazu Nakazawa
  • Process for producing optically active 1,3-butanediol by asymmetric assimilation
    Patent number: 5401660
    Abstract: An optically active 1,3-butanediol can be produced by either (1) treating a mixture of 1,3-butanediol enantiomers with a microorganism, which has been optionally treated, capable of asymmetrically assimilating said mixture, or (2) preparing a microorganism, which has been optionally treated, capable of asymmetrically reducing 4-hydroxy-2-butanone, and collecting optically active 1,3-butanediol.
    Type: Grant
    Filed: October 21, 1992
    Date of Patent: March 28, 1995
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Akinobu Matsuyama, Teruyuki Nikaido, Yoshinori Kobayashi
  • 7-(4-[4-aminophenyl)sulphonyl]-1-piperazinyl fluorquinolonic derivatives and synthesis
    Patent number: 5395936
    Abstract: The present invention relates to novel compounds of 7-(4-[4-aminophenyl)sulphonyl]-1-piperazinyl) fluorquinolonic derivatives, of the formula: ##STR1## wherein R.sub.1 represents C.sub.1 -C.sub.3 alkyl, and are denominated N-sulphanilyl-derivatives. They are obtained by the process of the invention from the 7-(1-piperazinyl) fluorquinolonic compounds and their esters.
    Type: Grant
    Filed: June 4, 1993
    Date of Patent: March 7, 1995
    Inventors: Ruben H. Manzo, Daniel A. Allemandi, Jorge D. Perez
  • Stereoselective preparation of halophenyl alcohols from ketones
    Patent number: 5393663
    Abstract: A process is described for selectively preparing a compound of the formula ##STR1## wherein: R.sup.1 is halogen;R.sup.2 is halogen, alkyl, cycloalkyl, aryl or ##STR2## and R.sup.3 hydrogen, alkyl, cycloalkyl, aryl, ##STR3## wherein the process comprises treating the associated ketone with an oxido-reductase or a microorganism comprising an oxidoreductase. Compounds prepared by this process are useful antipsychotic agents or useful intermediates therefor.
    Type: Grant
    Filed: April 14, 1993
    Date of Patent: February 28, 1995
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Ramesh N. Patel, Mark Liu, Amit Banerjee, Laszlo J. Szarka
  • Method of preparing (S)-1-phenyl-1,3-propanediol or derivatives thereof from their respective ketones
    Patent number: 5393664
    Abstract: (S)-1phenyl-1,3-propanediol or a derivative thereof having high optical purity can be produced simply in high yield, by contacting 1-phenylpropan-3-ol-1-one with a culture of microorganisms, microorganism cells isolated from the culture, or a product obtained by processing the microorganism cells.
    Type: Grant
    Filed: November 16, 1992
    Date of Patent: February 28, 1995
    Assignee: Ajinomoto Co. Inc.
    Inventors: Ikuo Kira, Kazuhiro Watanabe, Eiji Nakanishi, Hiroshi Ban, Norimasa Onishi, Takayuki Suzuki
  • Process for selectively producing optically active 1-derivatized-2-diol using lipase CES and triglyceride
    Patent number: 5391494
    Abstract: This invention provides optically active compounds which are starting materials of physiologically active substances, functional materials and the like, and the compounds are represented by the general formula (I): ##STR1## wherein R.sup.1 is hydrogen or alkanoyl of 2-20 carbon atoms, R.sup.2 is alkyl of 1-40 carbon atoms, alkenyl of 1-40 carbon atoms, or alkynyl of 1-40 carbon atoms in which the alkyl, alkenyl or alkynyl moiety is possible to have phenyl, cyclohexyl, pyridyl, pyrimidyl, pyridadyl, pyrazyl, dioxyl, bicyclooctyl, or a substituent thereof, or halogen, cyanogen, oxygen, nitrogen, silicon or sulfur, and X is a protective group removable by a chemical method of organic synthesis and C* is an asymmetric carbon.
    Type: Grant
    Filed: August 10, 1993
    Date of Patent: February 21, 1995
    Assignee: Chisso Corporation
    Inventors: Kazutoshi Miyazawa, Naoyuki Yoshida
  • Preparation of 3-[z-benzoxazol-2-yl)ethyl]-5-(1-hydroxyethyl)-6-methyl-2-(1H)-pyridinon e by biotransformation
    Patent number: 5387512
    Abstract: Incubation of ##STR1## with a preparation from mammalian organ yields as biotransformation product the compound 3-[2-(benzoxazol-2-yl)ethyl]-5-(1-hydroxyethyl)-6-methyl-2-(1H)-pyridinone . This product is useful in the prevention or treatment of infection by HIV and the treatment of AIDS.
    Type: Grant
    Filed: February 24, 1992
    Date of Patent: February 7, 1995
    Assignee: Merck & Co. Inc.
    Inventors: Suresh K. Balani, Steven M. Pitzenberger, Harri G. Ramjit
  • Method for analyzing the glycation of hemoglobin
    Patent number: 5384239
    Abstract: As red blood cells age, their hemoglobin is progressively glycosylated. This invention relates to analyzing the history of blood sugar metabolism over a period of several months by taking a blood sample, separating the cells into age-ordered cohorts, determining glycohemoglobin levels in the cells of each cohort, and correlating glycohemoglobin levels with red blood cell age, while correcting for the reversibility of the Amadori rearrangement.
    Type: Grant
    Filed: January 21, 1993
    Date of Patent: January 24, 1995
    Assignee: Chronomed, Inc.
    Inventor: Alexander Saunders
  • Process for preparing (2S,3R)-3-alkyl-phenylglycidic acid esters using lipase
    Patent number: 5378627
    Abstract: A process for preparing optically active 3-phenylglycidic acid esters comprising reacting a racemic trans-3-phenylglycidic acid with an alkanol in the presence of a hydrolase to esterify preferentially either (2S, 3R) isomer or (2R, 3S) isomer of said racemic compound and isolating and collecting the resulting optically active 3-phenylglycidic acid ester from the reaction mixture, whereby the optically active ester can be produced in a single step and in a highly pure form. The optically active 3-phenylglycidic acid esters are useful for the preparation of 1,5-benzothiazepine derivatives having pharmacological activities such as platelet aggregation inhibitory activity.
    Type: Grant
    Filed: August 10, 1992
    Date of Patent: January 3, 1995
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Takeji Shibatani, Hiroaki Matsumae, Eri Kawai
  • Platelet storage medium containing acetate and phosphate
    Patent number: 5376524
    Abstract: The invention is an improved platelet storage method and composition. Medium for the storage of platelets for transfusion comprising acetate or an acetate-like compound and phosphate is disclosed.
    Type: Grant
    Filed: December 1, 1992
    Date of Patent: December 27, 1994
    Assignee: Thomas Jefferson University
    Inventors: Scott Murphy, Tetsuo Shimizu
  • Process for the production of optically active 2-hydroxy acid esters using microbes to reduce the 2-oxo precursor
    Patent number: 5371014
    Abstract: An optically active 2-hydroxy acid derivative is produced by treating a 2-oxo acid derivative with a microorganism, which has been optionally treated, capable of asymmetrically reducing said 2-oxo acid derivative into an optically active (R)- or (S)-2-hydroxy acid derivative represented by the formula (II) and recovering the optically active (R)- or (S)-hydroxy acid derivative thus formed. Optically active 2-hydroxy acid derivatives are important intermediates in the synthesis of various drugs such as a remedy for hypertension.
    Type: Grant
    Filed: October 22, 1993
    Date of Patent: December 6, 1994
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Akinobu Matsuyama, Teruyuki Nikaido, Yoshinori Kobayashi
  • Method of hydroxylating 3-[3-(5-ethyl-2-methoxy-6-methylpyridyl)methyl]amino-5-ethyl-6-methyl-2( 1H)-pyridinone with liver slices
    Patent number: 5364776
    Abstract: Incubation of ##STR1## with a preparation from mammalian organ yields as biotransformation products the 5-(1-hydroxy)ethyl pyridinone analog as well as the 5-(1-hydroxy)ethyl pyridyl and the 5-(2-hydroxy)ethyl pyridyl derivatives.
    Type: Grant
    Filed: February 24, 1992
    Date of Patent: November 15, 1994
    Assignee: Merck & Co., Inc.
    Inventors: Suresh K. Balani, Laura R. Kauffman, Anthony D. Theoharides
  • Bacteria capable of stereospecifically hydrolyzing R-(-)-2,2-dimethylcyclopropanecarboxamide
    Patent number: 5360731
    Abstract: A microbiological process for the production of S-(+)-2,2-dimethylcyclopropanecarboxamide, starting from R,S-(.+-.)-2,2-dimethylcyclopropanecarboxamide. For this process, new microorganisms are selected and isolated, which are capable of biotransforming R-(-)-2,2-dimethylcyclopropanecarboxamide in racemic 2,2-dimethylcyclopropanecarboxamide to R-(-)-2,2- dimethylcyclopropanecarboxylic acid. The process can then be performed either with the microorganisms or with the cell-free enzymes from the microorganisms.
    Type: Grant
    Filed: October 28, 1992
    Date of Patent: November 1, 1994
    Assignee: Lonza Ltd.
    Inventors: Karen T. Robins, Thomas Gilligan
  • Processes for production of optically active 3-phenyl-1,3-propanediol by asymmetric assimilation
    Patent number: 5356812
    Abstract: A microorganism or a preparation thereof is permitted to act on a mixture of enantiomers of 3-phenyl-1, 3-propanediol, and the residual optically active 3-phenyl-1,3-propanediol is harvested.The genera of those microorganisms which are able to leave (R)-3-phenyl-1,3-propanediol include Candida, Hansenula, Rhodotorula, Protaminobacter, Aspergillus, Alternaria, Macrophomina, Preussia and Talaromyces.The genera of those microorganisms which are able to leave (S)-3-phenyl-1,3-propanediol include Candida, Geotrichum, Leucosporidium, Pichia, Torulaspora, Trichosporon, Escherichia, Micrococcus, Corynebacterium, Gordona, Rhodococcus, Aspergillus, Emericella, Absidia, Fusarium, Dactylium, Serratia and Pseudomonas.
    Type: Grant
    Filed: April 7, 1992
    Date of Patent: October 18, 1994
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Akinobu Matsuyama, Michio Ito, Yoshinori Kobayashi, Naoki Kawada
  • Method of producing enantiomerically pure, open-chain N-alkyl-L or D-amino acids using comamonas testosteroni
    Patent number: 5348882
    Abstract: A method of producing enantiomerically pure, open-chain N-alkyl-L or D amino acids which can be carried out with good yields and without excessive or expensive purification and suitable for industrial production. A racemic mixture of an open-chain N-acyl-N-alkyl amino acid is split by means of a stereospecific amino acylase coordinated with an enantiomerically pure N-acyl-N-alkyl-L or D amino acid to yield one of the antipodes to the corresponding, enantiomerically pure, open-chain N-alkyl-L or D amino acid. Then, either the remaining initial compound or the cleavage product is separated. The enantiomerically pure, open-chain N-alkyl amino acids are useful, for e.g. cyclosporins.
    Type: Grant
    Filed: May 20, 1992
    Date of Patent: September 20, 1994
    Assignee: Degussa Aktiengesellschaft
    Inventors: Ulrich Groeger, Karlheinz Drauz
  • Stereoisomeric enrichment of 2-amino-3-hydroxy-3-phenylpropionic acids using d-threonine aldolase
    Patent number: 5346828
    Abstract: Mixtures of enantiomeric D,L-threo 2-amino-3-hydroxy-3-phenylpropionic acids can be stereoisomerically enriched by contacting the mixture with a D-threonine aldolase. In a typical embodiment, D- and L-threo 2-amino-3-hydroxy-3-(4-methylsulfonylphenyl)propionic acid is treated with D-threonine aldolase to produce L-threo 2-amino-3-hydroxy-3-(4-methylsulfonylphenyl)propionic acid with a high ee. The benzaldehyde and amino acid formed from the D-threo isomer can be recycled.
    Type: Grant
    Filed: March 2, 1992
    Date of Patent: September 13, 1994
    Assignee: Celgene Corporation
    Inventors: David I. Stirling, Muppala S. Raju, Andrew L. Zeitlin
  • Enzymatic process for the enantioselective preparation of optically active cyanohydrins
    Patent number: 5346816
    Abstract: Enantioselective process for the preparation of the S enantiomer of an optically active cyanohydrin by reacting an aldehyde or an asymmetric ketone with a cyanide group donor in the presence of an S-hydroxynitrile lyase in a diluent and isolating the cyanohydrin formed from the reaction mixture.
    Type: Grant
    Filed: September 1, 1992
    Date of Patent: September 13, 1994
    Assignee: Chemie Linz Gesellschaft m.b.H.
    Inventors: Herfried Griengl, Norbert Klempier, Peter Pochlauer
  • Method of inactivation of viral blood contaminants using acridine deriatives
    Patent number: 5342752
    Abstract: A method is provided for inactivating viral and/or bacterial and/or parasitic contamination in cellular blood matter or blood plasma protein fractions, using radiation sensitizing chemical compounds and irradiation with, for example, UV radiation.
    Type: Grant
    Filed: April 16, 1991
    Date of Patent: August 30, 1994
    Assignee: Cryopharm Corporation
    Inventors: Matthew S. Platz, Raymond P. Goodrich, Jr., Victoria A. Wong
  • Preserved, non-infectious control cell for use in the identification of a disease through blood testing
    Patent number: 5342754
    Abstract: The invention describes the preparation of non-infectious control cells from normal, non-infectious, non-disease altered blood by depletion or augmentation of one or more cell types found in normal blood to reflect a specific disease state. The control cells so produced are preserved and thereafter reconstituted for use in immunological assays.
    Type: Grant
    Filed: September 14, 1992
    Date of Patent: August 30, 1994
    Assignee: Coulter Corporation
    Inventors: John A. Maples, Robert H. Raynor, Olavi Siiman, Melissa J. Stiglitz, Stephen F. Healy, Jr.
  • Process for producing optically active 1,3-butanediol
    Patent number: 5336619
    Abstract: Optically active 1,3-butanediol can be obtained by treating an enantiomorphic mixture of 1,3-butanediol with a microorganism or cells thereof which have been ground, acetone-treated, or lyophilized, capable of acting on an enantiomorphic mixture of 1,3-butanediol so as to leave (R)- or (S)-1,3-butanediol as such.Further, optically active 1,3-butanediol can be obtained by treating 4-hydroxy-2-butanone with a microorganism or cells thereof which have been ground, acetone-treated, or lyophilized, capable of asymmetrically reducing the 4-hydroxy-2-butanone into (R)- or (S)-1,3-butanediol.
    Type: Grant
    Filed: December 31, 1991
    Date of Patent: August 9, 1994
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Akinobu Matsuyama, Yoshinori Kobayashi