Reacting A Carbohydrate With An Organic -o- Containing Compound (e.g., Reacting Glucose With Methanol, Etc.) Patents (Class 536/18.6)
  • Patent number: 11466298
    Abstract: The present invention relates to a method for preparing phosphorylated keto polyols by biocatalysis and uses thereof.
    Type: Grant
    Filed: May 22, 2018
    Date of Patent: October 11, 2022
    Assignees: COMMISSARIAT A L'ENERGIE ATOMIQUE ET AUX ENERGIES ALTERNATIVES, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, UNIVERSITE CLERMONT AUVERGNE, UNIVERSITE D'EVRY VAL D'ESSONNE
    Inventors: Véronique De Berardinis, Marcel Salanoubat, Marielle Lemaire, Christine Guerard-Helaine
  • Patent number: 11325937
    Abstract: The present invention discloses a glycoside compound represented by Formula III, and a preparation method, a composition, use and an intermediate thereof. The glycoside compound provided in the present invention has simple preparation method, can significantly increase the expression of VEGF-A mRNA, and is effective in promoting the angiogenesis. This provides a reliable guarantee for the development of drugs with pro-angiogenic activity for treating cerebral infarction cerebral stroke, myocardial infarction, and ischemic microcirculatory disturbance of lower limbs.
    Type: Grant
    Filed: May 7, 2019
    Date of Patent: May 10, 2022
    Assignee: SHANGHAI HUTCHISON PHARMACEUTICALS LIMITED
    Inventors: Guoqiang Lin, Jiange Zhang, Ping Tian, Chenguo Feng, Changsen Zhan, Junjie Zhou
  • Patent number: 11312928
    Abstract: This invention provides a cleaning agent composition that exhibits good storage stability, especially storage stability at low temperature, and a cleaning agent composition that can be favorably dispensed from a dispenser. The cleaning agent composition of the present invention comprises (a) a fatty acid salt and (b) a sophorose lipid, wherein the proportion of the component (a) is 4 to 18 mass % based on the cleaning agent composition taken as 100 mass %; the proportion of a fatty acid salt having 12 or fewer carbon atoms is 15 parts by mass or more, and the proportion of a fatty acid salt having 16 or more carbon atoms is 60 parts by mass or less, based on 100 parts by mass of the total amount of the component (a); the proportion of an acidic sophorose lipid is 80 mass % or more based on the total amount of the component (b) taken as 100 mass %; and the proportion of the component (b) is 5 to 80 parts by mass per 100 parts by mass of the total amount of the component (a).
    Type: Grant
    Filed: March 7, 2018
    Date of Patent: April 26, 2022
    Assignee: SARAYA CO., LTD.
    Inventors: Emi Okada, Reiko Matsumura, Masashi Yamamoto
  • Patent number: 10106862
    Abstract: The present invention relates to a process for generating glucose and glucose derivatives from the direct contacting of cellulose, hemicelluloses and/or polysaccharides with a mixed super critical fluid system of alcohol and water whereby the partial pressure of the system provides for both alcoholysis and hydrolysis of the material to generate primarily glucose, and glucose derivatives.
    Type: Grant
    Filed: March 27, 2017
    Date of Patent: October 23, 2018
    Assignee: INVENTURE RENEWABLES, INC.
    Inventors: William W. Berry, William Rusty Sutterlin, Mark G. Tegen
  • Patent number: 9605325
    Abstract: The present invention relates to a process for generating glucose and glucose derivatives from the direct contacting of cellulose, hemicelluloses and/or polysaccharides with a mixed super critical fluid system of alcohol and water whereby the partial pressure of the system provides for both alcoholysis and hydrolysis of the material to generate primarily glucose, and glucose derivatives.
    Type: Grant
    Filed: May 24, 2016
    Date of Patent: March 28, 2017
    Assignee: Inventure Renewables, Inc.
    Inventors: William W. Berry, William Rusty Sutterlin, Mark G. Tegen
  • Patent number: 9527928
    Abstract: Anhydrous methods of fractionating corn grain that do not require the use of water but rather depends on use of organic solvents are described. The methods include contacting whole grain corn flour with a at least one organic solvent selected from the group consisting of a C1-C6 alcohol, ketone, ester or furan to form an admixture having no more than 15% w/w water. The admixture is separated into i) a solids fraction enriched with corn fiber and protein and 2) a liquid organic slurry comprising suspended starch, dissolved corn oil and the organic solvent. The starch is separated from the first organic slurry to obtain a solvent extracted solid starch fraction and a clarified organic solution. The clarified organic solution which contains dissolved oils is retained and may be evaporated to obtain corn oil that can be further refined.
    Type: Grant
    Filed: May 8, 2013
    Date of Patent: December 27, 2016
    Assignee: Archer-Daniels-Midland-Company
    Inventor: Thomas P. Binder
  • Patent number: 9266918
    Abstract: An alkenyl glycoside is prepared by reacting a metathesis-derived unsaturated fatty alcohol containing 10 to 30 carbon atoms with either (1) a reducible monosaccharide or composition hydrolyzable to a reducible monosaccharide, or (2) a hydrocarbyl glycoside produced by reacting an alcohol containing up to 6 carbon atoms with a reducible monosaccharide or composition hydrolyzable to a reducible monosaccharide. Each of these reactions is performed in the presence of an acid catalyst and under conditions sufficient to form the alkenyl glycoside or hydrocarbyl glycoside. The preferred alkenyl glycosides are 9-decen-1-yl glycoside; 9-dodecen-1-yl glycoside; 9-tridecen-1-yl glycoside; 9-pentadecen-1-yl glycoside; 9-octadecen-yl glycoside; or 9-octadecen-1,18-diyl glycoside.
    Type: Grant
    Filed: March 10, 2014
    Date of Patent: February 23, 2016
    Assignee: Elevance Renewable Sciences, Inc.
    Inventors: Ryan A. Littich, Jonathan Brekan, Timothy Montavon
  • Patent number: 9035032
    Abstract: A method of preparing the anthracyclin carminomycin using a starting material comprising daunorubicin. The method comprises reacting daunorubicin or N-protected daunorubicin with soft Lewis acids for the demethylation of the 4-methoxy group, resulting in a reaction mass. The reaction mass is treated with an aqueous solution of a strong organic acid or a mineral acid. After decomposition of the resulting carminomycin and Lewis acids reactive complex, the reaction mass is extracted using a water insoluble organic solvent. As a result, carminomycin is extracted as a base.
    Type: Grant
    Filed: December 13, 2006
    Date of Patent: May 19, 2015
    Assignee: SOLUX CORPORATION
    Inventors: Alexander F. Zabudkin, Victor Matvienko, Alexey Matveev, Aleksandr M. Itkin
  • Patent number: 8987437
    Abstract: The invention provides synthetic processes and synthetic intermediates that can be used to prepare compounds having useful anti-HIV properties.
    Type: Grant
    Filed: May 18, 2012
    Date of Patent: March 24, 2015
    Assignee: Gilead Sciences, Inc.
    Inventors: Richard Hung Chiu Yu, Brandon Heath Brown, Richard P. Polniaszek, Benjamin R. Graetz, Keiko Sujino, Duong Duc-Phi Tran, Alan Scott Triman, Kenneth M. Kent, Steven Pfeiffer
  • Publication number: 20150038689
    Abstract: Provided are methods for the efficient stereoselective formation of glycosidic bonds, without recourse to prosthetic or directing groups.
    Type: Application
    Filed: July 29, 2014
    Publication date: February 5, 2015
    Inventors: Clay S. Bennett, John P. Issa, Dina Lloyd
  • Patent number: 8927698
    Abstract: The present invention relates to an improved synthesis of a trisaccharide of the formula, novel intermediates used in the synthesis and the preparation of the intermediates.
    Type: Grant
    Filed: April 7, 2010
    Date of Patent: January 6, 2015
    Assignee: Glycom A/S
    Inventors: Gyula Dékany, Istvan Bajza, Julien Boutet, Ignacio Pérez Figueroa, Markus Hederos, Ferenc Horvath, Piroska Kovács-Pénzes, Lars Kröger, Johan Olsson, Christoph Röhrig, Andreas Schroven, Ioannis Vrasidas
  • Publication number: 20140275506
    Abstract: An alkenyl glycoside is prepared by reacting a metathesis-derived unsaturated fatty alcohol containing 10 to 30 carbon atoms with either (1) a reducible monosaccharide or composition hydrolyzable to a reducible monosaccharide, or (2) a hydrocarbyl glycoside produced by reacting an alcohol containing up to 6 carbon atoms with a reducible monosaccharide or composition hydrolyzable to a reducible monosaccharide. Each of these reactions is performed in the presence of an acid catalyst and under conditions sufficient to form the alkenyl glycoside or hydrocarbyl glycoside. The preferred alkenyl glycosides are 9-decen-1-yl glycoside; 9-dodecen-1-yl glycoside; 9-tridecen-1-yl glycoside; 9-pentadecen-1-yl glycoside; 9-octadecen-yl glycoside; or 9-octadecen-1,18-diyl glycoside.
    Type: Application
    Filed: March 10, 2014
    Publication date: September 18, 2014
    Applicant: ELEVANCE RENEWABLE SCIENCES, INC.
    Inventors: Ryan A. Littich, Jonathan Brekan, Timothy Montavon
  • Publication number: 20140221633
    Abstract: The present invention provides a one-pot method of preparing an unprotected ?-O-glycolipid. The first step involves contacting a protected ?-iodo sugar with a catalyst and a lipid comprising a hydroxy group, under conditions sufficient to prepare a protected ?-O-glycolipid. The second step involves deprotecting the protected ?-O-glycolipid under conditions sufficient to prepare the unprotected ?-O-glycolipid, wherein the contacting and deprotecting steps are performed in a single vessel. The present invention also provides a one-pot method of preparing an unprotected ?-O-glycolipid following the steps for the preparation of the unprotected ?-O-glycolipid.
    Type: Application
    Filed: January 6, 2014
    Publication date: August 7, 2014
    Inventors: Jacquelyn Gervay-Hague, Wenjun Du, Suvarn S. Kulkarni, Matthew Schombs
  • Patent number: 8765936
    Abstract: An amine or hydrazide derivative of a sialic acid unit, e.g. in a polysaccharide, is reacted with a bifunctional reagent at least one of the functionalities of which is an ester of N-hydroxy succinimide, to form an amide or hydrazide product. The product has a useful functionality, which allows it to be conjugated, for instance to proteins, drugs, drug delivery systems or the like. The process is of particular utility for derivatising amine groups introduced in sialic acid terminal groups of polysialic acids.
    Type: Grant
    Filed: October 8, 2012
    Date of Patent: July 1, 2014
    Assignee: Lipoxen Technologies Limited
    Inventors: Sanjay Jain, Ioannis Papaioannou, Smita Thobhani
  • Patent number: 8710210
    Abstract: A method for synthesizing an oligonucleotide which comprises using a sulfurizing agent of general formula (I) for sulfurizing at least one phosphorus internucleotide linkage of a precursor of the oligonucleotide, wherein R is an aryl group or a heteroaryl group, which is bonded to the S-atom through an annular carbon atom; and R1 and R2 are independently organic residues, preferably a C1-C20 hydrocarbon residue. The method may further comprise purifying the oligonucleotide. Also included is a process for the synthesis of the sulfurizing agent.
    Type: Grant
    Filed: June 30, 2011
    Date of Patent: April 29, 2014
    Assignee: Girindus America, Inc.
    Inventors: Yigang He, Victor Sorokin, Wieslaw Adam Mazur
  • Patent number: 8703923
    Abstract: Processes for the synthesis of the Factor Xa anticoagulent Fondaparinux, and related compounds are described. Also described are protected pentasaccharide intermediates as well as efficient and scalable processes for the industrial scale production of Fondaparinux sodium by conversion of the protected pentasaccharide intermediates via a sequence of deprotection and sulfonation reactions.
    Type: Grant
    Filed: September 14, 2012
    Date of Patent: April 22, 2014
    Assignee: Reliable Biopharmaceutical Corporation
    Inventors: Sourena Nadji, James T. Smoot, Joseph A. Vanartsdalen
  • Patent number: 8653049
    Abstract: The invention provides a compound (which can act as an adjuvant) of Formula I or Formula (II), wherein R1 R4 R5 R6 and R7 are each independently selected from hydrogen, acetyl, hydrocarbyl, a lipid moiety and a lipid acyl moiety; R2 is a hydroxyl, a hydrocarbyl, a lipid moiety, a lipid acyl moiety; or an amino hydrocarbyl group optionally substituted with a hydrocarbyl, a lipid moiety or a lipid acyl moiety; R3 and R8 are each independently selected from acetyl, a hydrocarbyl, a lipid moiety and a lipid acyl moiety; X is a peptide chain; The above normuramylglycopeptide compounds can be located in liposomes and micelles and can function as immunomodulators, along with a desired antigen (or DNA encloding the antigen), in (e.g. DNA) vaccines.
    Type: Grant
    Filed: March 17, 2009
    Date of Patent: February 18, 2014
    Assignees: Imuthes Limited, Institute of Organic Chemistry and Biochemistry AV CR, V.V.I., Vyzkumny USTAV Veterinarniho Lekarstvi, V.V.I.
    Inventors: Karsten Hipler, Andrew Miller, Jaroslav Turanek, Miroslav Ledvina
  • Patent number: 8637649
    Abstract: A method of preparing a ribofuranose derivative essentially free of pyranose compounds includes a step of contacting a solution of MDR containing MDRP as an impurity in a solvent including methanol and/or tetrahydrofuran with at least one alkali metal periodate under conditions sufficient to oxidize at least a portion of the MDRP. MDR containing at most 5 wt % of MDRP based on the total weight of MDR and MDRP may be produced.
    Type: Grant
    Filed: November 23, 2011
    Date of Patent: January 28, 2014
    Assignee: Johnson Matthey Public Limited Co.
    Inventors: Xing Fu, Albrecht Zumbrunn
  • Publication number: 20130331556
    Abstract: A catalytic glycosylation method comprising: installing thioether to an anomeric carbon of a carbohydrate; and catalytically activating the thioether with a non-oxophilic Lewis acid. The thioether may comprise an anomerically stable thioether leaving group. The catalytic glycosylation method may further comprise: utilizing an acid-sensitive ester protecting group as permanent protecting group or using a reactivity-based one-pot glycosylation that employs a single-component catalyst to accelerate an oligosaccharide assembly process. A protecting group to mask hydroxyl functionalities in the production of oligosaccharides, natural products or any molecule having a hydroxyl group comprising an acid-labile ester protecting group.
    Type: Application
    Filed: June 6, 2013
    Publication date: December 12, 2013
    Inventor: Xinyu Liu
  • Publication number: 20130324708
    Abstract: A carbohydrate-containing feedstock is converted in a process by contacting the feedstock in a first step with an alcohol in the presence of a first acid catalyst at a temperature below 100° C. to yield an intermediate product, and contacting at least part of the intermediate product in a second step with an alcohol in the presence of a second acid catalyst at a temperature of at least 100° C. Products of such conversion may include hydroxymethylfurfural, hydroxymethylfurfural ethers, levulinic acid, esters thereof and furfural.
    Type: Application
    Filed: December 28, 2011
    Publication date: December 5, 2013
    Applicant: FURANIX TECHNOLOGIES B.V.
    Inventors: Ana Sofia Vagueiro de Sousa Dias, Gerardus Johannes Maria Gruter, Robert-Jan van Putten
  • Publication number: 20130303742
    Abstract: The present invention relates to a process for generating glucose and glucose derivatives from the direct contacting of cellulose, hemicelluloses and/or polysaccharides with a mixed super critical fluid system of alcohol and water whereby the partial pressure of the system provides for both alcoholysis and hydrolysis of the material to generate primarily glucose, and glucose derivatives.
    Type: Application
    Filed: November 1, 2011
    Publication date: November 14, 2013
    Inventors: William Rusty Sutterlin, Mark G. Tegen, William Berry
  • Patent number: 8513395
    Abstract: The present invention relates to methods of preparing anthocyanins, and methods of preparing precursors of anthocyanins. The methods utilize a coupling reaction between a sugar and a suitable electrophilic precursor to form Eastern half intermediates that are then reacted with Western half intermediates to form the target anthocyanins. Some Eastern half intermediates and electrophilic precursors also form part of the invention.
    Type: Grant
    Filed: June 15, 2006
    Date of Patent: August 20, 2013
    Assignee: Biosynth AS
    Inventor: Einar Bakstad
  • Patent number: 8470984
    Abstract: The present invention provides a process for the preparation of a morpholinyl anthracycline derivative in good yields and purity, including 3?-deamino-3?-4?-anhydro-[2?(S)-methoxy-3?(R)-hydroxy-4?-morpholinyl]doxorubicin (1).
    Type: Grant
    Filed: December 1, 2011
    Date of Patent: June 25, 2013
    Assignee: Nerviano Medical Sciences S.R.L.
    Inventors: Michele Caruso, Vittoria Lupi, Matteo Salsa
  • Publication number: 20130158242
    Abstract: The present invention provides an ?-selective glycosylation method. The ?-selective glycosylation method includes performing a reaction of a donor having a saccharide structure and a formamide-containing compound to form a glycosyl imidate compound; and in one pot environment, performing an addition reaction of the glycosyl imidate compound and an acceptor having a hydroxyl group to form an ?-glycoside with high ?-selectivity. The ?-selective glycosylation method is applicable to the large scale production and easy to recover the formamide-containing compound.
    Type: Application
    Filed: June 18, 2012
    Publication date: June 20, 2013
    Applicant: National Chiao Tung University
    Inventors: Kwok-Kong Tony Mong, Chin-Sheng Chao, Shao-Ru Lu, Chih-Yueh Liu
  • Publication number: 20130066057
    Abstract: The invention relates to a method for obtaining surfactants from cellulose and hemicellulose, which comprises one reaction in a single reactor (one pot) and which includes at least the following steps: a) a first hydrolysis step, in which the cellulose is mixed with at least one ionic liquid, water and a catalyst; and b) a second glycosylation step, in which at least one alcohol is added when the hydrolysis level of the cellulose is between 10 and 80%. The resulting products are preferably alkyl-?,?-glycosides.
    Type: Application
    Filed: March 10, 2011
    Publication date: March 14, 2013
    Applicants: UNIVERSIDAD POLITECNICA DE VALENCIA, CONSEJO SUPERIOR DE INVESTIGACIONES CIENTIFICAS (CSIC)
    Inventors: Avelino Corma Canos, Nicolás David Villandier
  • Patent number: 8394755
    Abstract: Provided are compositions comprising one or more compounds having a structure comprising a node structure with from four to twelve carbon atoms, one or more (poly)glyceryl groups, and one or more hydrophobic moieties, wherein each of the one or more (poly)glyceryl groups is linked to the node structure by a first primary linking group, the one or more hydrophobic moieties are each independently linked either to the node structure by a primary linking group or to one of the (poly)glyceryl groups by a secondary linking group, and wherein the polyglyceryl thickener has an average degree of glyceryl polymerization of from greater than 3 to less than about 11 and an average number of hydrophobic groups per primary linking group of about 0.35 or greater. Also provided are polyglyceryl compounds, compositions comprising water, a surfactant, and a polyglyceryl thickener, as well as, methods of making polyglyceryl compounds and compositions of the present invention.
    Type: Grant
    Filed: March 30, 2011
    Date of Patent: March 12, 2013
    Assignee: Johnson & Johnson Consumer Companies, Inc.
    Inventors: Sasa Andjelic, Modesto Erneta, Michael J. Fevola, Frank C. Sun
  • Patent number: 8394935
    Abstract: An object of the present invention is to provide a industrially appropriate method for producing the ?-anomers of ribofuranose derivatives in a highly selective manner at a high yield. The present invention provides a method for producing ribofuranose derivatives wherein ?-anomers is precipitated from among the generated furanose derivatives by controlling the amount of a reaction reagent used and/or using a poor solvent in the acetolysis reactions of 2,3,5-tri-O-acyl-1-O-alkyl-ribofuranose and 2,3-di-O-acyl-1-O-alkyl-5-deoxy-ribofuranose.
    Type: Grant
    Filed: December 7, 2007
    Date of Patent: March 12, 2013
    Assignee: API Corporation
    Inventors: Manabu Katsurada, Tomoko Sasaki, Yasuko Nakajima, Nobuo Kyoumura
  • Publication number: 20130060015
    Abstract: The present invention relates to methods for producing glucosides directly from glucose or a polysaccharide comprising glucose as a structural unit. The present invention provides a method comprising reacting glucose or a polysaccharide comprising glucose as a structural unit with a compound represented by R—OH in the presence of a supercritical or subcritical carbon dioxide to produce glucosides and a method comprising dissolving or suspending glucose or a polysaccharide comprising glucose as a structural unit in an organic solvent containing a compound represent by R—OH and reacting the glucose or polysaccharide with the compound represented by R—OH in the presence of a supercritical or subcritical carbon dioxide to produce glucosides.
    Type: Application
    Filed: May 13, 2011
    Publication date: March 7, 2013
    Applicants: JX NIPPON OIL & ENERGY CORPORATION, NAGASAKI UNIVERSITY
    Inventors: Suguru Motokucho, Toshio Inoue
  • Patent number: 8389698
    Abstract: A method of generating synthetic metabolites of tanaproget derivatives thereof is provided. These compounds and methods of using these derivatives for detecting tanaproget metabolites in samples are provided.
    Type: Grant
    Filed: June 26, 2009
    Date of Patent: March 5, 2013
    Assignee: Wyeth LLC
    Inventors: Li Shen, Kelly Keating, Oliver McConnell, William DeMaio, Appavu Chandrasekaran
  • Patent number: 8298436
    Abstract: Fire extinguishing compositions and methods of extinguishing a fire comprising compounds of formula (I) where Rf is a fluorocarbon group. The compounds and compositions described herein are useful as intermediates in the preparation of or as additives to AFFF (aqueous film forming foam) formulations used for the extinguishment of fuel and solvent fires.
    Type: Grant
    Filed: October 14, 2008
    Date of Patent: October 30, 2012
    Assignee: Ansul, Incorporated
    Inventor: Jeffrey D. Michael
  • Patent number: 8293878
    Abstract: Methods of synthesizing sodium glucose co-transporter 2 inhibitors, as well as compounds useful therein, are disclosed. Particular inhibitors are compounds of formula I.
    Type: Grant
    Filed: August 11, 2011
    Date of Patent: October 23, 2012
    Assignee: Lexicon Pharmaceuticals, Inc.
    Inventors: Nicole Cathleen Goodwin, Bryce Alden Harrison, Shinya Iimura, Ross Mabon, Qiuling Song, Wenxue Wu, Jie Yan, Haiming Zhang, Matthew Mangzhu Zhao
  • Patent number: 8252752
    Abstract: Hydrophilic transportable N-linked glycosyl dopaminergic prodrug compounds according to FORMULA V and methods of their use, wherein, Ring 1 comprises an aryl or heteroaryl ring having 4 to 8 carbon atoms, among which atoms are counted “X” and “Y”; each of X and Y is optional; X, when present is either —C(R1)2— or —C(R)2—; Y, when present, is either —CH2— or —CH2—CH2—; z, R5 and R5? are optional, and when present z, R5 and R5? together form a lower alkyl or a substituted lower alkyl moiety; N is part of either an amine or an amide linkage; E is a saccharide which forms a linkage with N through a single bond from a carbon or oxygen atom thereof; R1 and R4 are selected form the group consisting of hydrogen, hydroxyl, halogen, halo-lower alkyl, alkoxyl, alkoxyl-lower alkyl, halo-alkoxy, thioamido, amidosulfonyl, alkoxylcarbonyl, carboxamide, aminocarbonyl, and alkylamino-carbonyl; R2 and R3 are hydroxyl; R5 and R6, when present, are selected from the group consisting of hydrogen, hydroxyl, alkoxyl, carbonyl
    Type: Grant
    Filed: December 27, 2007
    Date of Patent: August 28, 2012
    Assignee: Glycon LLC
    Inventor: Samuel T. Christian
  • Patent number: 8211850
    Abstract: Provided are compositions comprising one or more compounds having a structure comprising a node structure with from four to twelve carbon atoms, one or more (poly)glyceryl groups, and one or more hydrophobic moieties, wherein each of the one or more (poly)glyceryl groups is linked to the node structure by a first primary linking group, the one or more hydrophobic moieties are each independently linked either to the node structure by a primary linking group or to one of the (poly)glyceryl groups by a secondary linking group, and wherein the polyglyceryl thickener has an average degree of glyceryl polymerization of from greater than 3 to less than about 11 and an average number of hydrophobic groups per primary linking group of about 0.35 or greater. Also provided are polyglyceryl compounds, compositions comprising water, a surfactant, and a polyglyceryl thickener, as well as, methods of making polyglyceryl compounds and compositions of the present invention.
    Type: Grant
    Filed: March 30, 2011
    Date of Patent: July 3, 2012
    Assignee: Johnson & Johnson Consumer Companies, Inc.
    Inventors: Sasa Andjelic, Modesto Erneta, Michael J. Fevola, Frank C. Sun
  • Patent number: 8212013
    Abstract: In preparing a glycoside compound from (a) a furanose compound or pyranose compound, and (b) an alcohol compound, a process for preparing a glycoside compound in which glycosidic bond locates selectively trans form relative to C-2 hydroxyl group, the process comprising using a furanose compound wherein the hydroxyl at the 2-position may have a substituent protected with a group A, or a pyranose compound which may have a substituent wherein R2 and R3 are the same or different and are each alkyl having 1 to 4 carbon atoms or aryl having or not having a substituent, or R2 and R3 are combined to form alkylene having 2 to 4 carbon atoms (the alkylene may be substituted with alkyl having 1 to 4 carbon atoms, or may have intervening phenylene), and m and n are each an integer of 0 or 1.
    Type: Grant
    Filed: February 20, 2006
    Date of Patent: July 3, 2012
    Assignee: Otsuka Chemical Co., Ltd.
    Inventor: Shigeru Yamago
  • Publication number: 20120116065
    Abstract: The present invention relates to an improved synthesis of a trisaccharide of the formula, novel intermediates used in the synthesis and the preparation of the intermediates.
    Type: Application
    Filed: April 7, 2010
    Publication date: May 10, 2012
    Applicant: Glycom A/S
    Inventors: Gyula Dékany, Istvan Bajza, Julien Boutet, Ignacio Pérez Figueroa, Markus Hederos, Piroska Kovács-Pénzes, Lars Króger, Johan Olsson, Christoph Róhrig, Andreas Schroven, Ioannis Vrasidas
  • Patent number: 8163891
    Abstract: A process for the preparation of a poly(alkoxylated) oligonucleotide is provided. The process comprises reacting an oligonucleotide which has been purified by ultrafiltration with a poly(alkoxide) thereby to form a poly(alkoxylated) oligonucleotide. The poly(alkoxyalted) oligonucleotide may be separated from non-poly(alkoxyalted) oligonucleotide by ultrafiltration under denaturing conditions, such as the presence of organic solvents, for example, ethanol; the presence of urea; the addition of chaotropic salts, for example perchlorate and guanidinium salts; the presence of formamide; and the application of heat, for example a temperature of up to about 70° C.
    Type: Grant
    Filed: November 20, 2006
    Date of Patent: April 24, 2012
    Assignee: Avecia Biotechnology Inc
    Inventors: Nanda Dulal Sinha, Saied Shaikh, Satya Kuchimanchi
  • Publication number: 20120095199
    Abstract: A method of forming a sucrose-6-ester includes in sequence the steps of: a) contacting sucrose with a organotinbased acylation promoter in a solvent in the presence of a base selected from amines and basic alkali metal salts; b) removing water to form a tin-sucrose adduct; and c) contacting the tin-sucrose adduct with an acylating agent to form the sucrose- 6-ester. The sucrose-6-ester may then be converted to sucralose.
    Type: Application
    Filed: March 10, 2010
    Publication date: April 19, 2012
    Applicant: Tate & Lyle Technology Ltd.
    Inventors: Thomas Kennedy Hutton, Peter Jay Seaberg, Christopher C. Kerwood
  • Patent number: 8119781
    Abstract: The present invention provides luminescent metal ion complexes for use in a wide range of biological and chemical studies. The luminescent metal ion complexes of the invention comprise a metal ion chelating component covalently bound to a carrier molecule. Also provided are methods of making and using the luminescent metal ion complexes.
    Type: Grant
    Filed: December 21, 2009
    Date of Patent: February 21, 2012
    Assignee: Biosearch Technologies, Inc.
    Inventors: Ronald M. Cook, Matt Lyttle, Mary Katherine Johannson
  • Patent number: 8114987
    Abstract: A method of preparing 2-deoxy-L-ribose represented by the following formula I is disclosed. The preparation method includes the steps of: treating L-arabinose with an alcohol solvent in the presence of an acid to prepare 1-alkoxy-L-arabinopyranose; allowing the prepared 1-alkoxy-L-arabinopyranose to react with acyl chloride so as to prepare 1-alkoxy-2,3,4-triacyl-L-arabinopyranose; brominating the alkoxy group of the prepared 1-alkoxy-2,3,4-triacyl-L-arabinopyranose to prepare a 1-bromo-2,3,4-triacyl compound; allowing the prepared compound to react with zinc in the presence of ethyl acetate and an organic base so as to prepare glycal; treating the glycal with an alcohol solvent in the presence of an acid to prepare 1-alkoxy-2-deoxy-3,4-diacyl-L-ribopyranose; treating the prepared 1-alkoxy-2-deoxy-3,4-diacyl-L-ribopyranose with a base to prepare 1-alkoxy-2-deoxy-L-ribopyranose; and hydrolyzing the prepared 1-alkoxy-2-deoxy-L-ribopyranose in the presence of an acid catalyst.
    Type: Grant
    Filed: October 24, 2007
    Date of Patent: February 14, 2012
    Assignee: Samchully Pharm. Co. Ltd.
    Inventors: Kyung-Il Kim, Seung-Bum Ha, Jae-Hoon Jeon, Soon-Jeong Kwon, Yong-Tae Kim, Ji-Suk Yun
  • Patent number: 8110667
    Abstract: Methods are described for conversion of carbohydrate polymers in ionic liquids, including cellulose, that yield value-added chemicals including, e.g., glucose and 5-hydroxylmethylfurfural (HMF) at temperatures below 120° C. Catalyst compositions that include various mixed metal halides are described that are selective for specified products with yields, e.g., of up to about 56% in a single step process.
    Type: Grant
    Filed: April 28, 2008
    Date of Patent: February 7, 2012
    Assignee: Battelle Memorial Institute
    Inventors: Zongchao C. Zhang, Heather M. Brown, Yu Su
  • Patent number: 8080641
    Abstract: The present invention relates to a process for the production of cross-linked hyaluronic acid (HA) derivatives, in particular multiple, e.g. double cross-linked hyaluronic acid derivatives. The invention also provides novel cross-linked HA derivatives, products containing them and their uses in medical and pharmaceutical and cosmetic applications.
    Type: Grant
    Filed: March 23, 2009
    Date of Patent: December 20, 2011
    Assignee: Mentor Worldwide LLC
    Inventor: Xiaobin Zhao
  • Patent number: 8026347
    Abstract: Methods of synthesizing sodium glucose co-transporter 2 inhibitors, as well as compounds useful therein, are disclosed.
    Type: Grant
    Filed: July 17, 2008
    Date of Patent: September 27, 2011
    Assignee: Lexicon Pharmaceuticals, Inc.
    Inventors: Nicole Cathleen Goodwin, Bryce Alden Harrison, Shinya Iimura, Ross Mabon, Qiuling Song, Wenxue Wu, Jie Yan, Haiming Zhang, Matthew Mangzhu Zhao
  • Publication number: 20110196139
    Abstract: Provided is a method for preparing a cellulose phosphite compound, more particularly a method for preparing a cellulose phosphite compound whereby cellulose is phosphorylated using an ionic liquid comprising an amine-based cation and a phosphite-based anion. Thus prepared cellulose phosphite compound has a good solubility in water and is highly valuable as concentration control agent, medicine, biomembrane, or the like.
    Type: Application
    Filed: October 21, 2010
    Publication date: August 11, 2011
    Applicant: Korea Institute of Science and Technology
    Inventors: Hyun Joo Lee, Bang Sook Lee, Young-Woong Suh, Byoung Koun Min, Byoung Sung Ahn, Hoon Sik Kim
  • Publication number: 20110059022
    Abstract: Disclosed herein are compounds useful as two-photon tracers. Also, methods are provided for visualizing intracellular glucose uptake, screening anticancer agents, and diagnosing cancer using the compounds. They exhibit preferential uptake by cancer cells, penetrability sufficient to allow bright section images, high water solubility, high pH resistance and low toxicity in addition to applicability to living cells in deep tissues over a long period of time.
    Type: Application
    Filed: September 7, 2010
    Publication date: March 10, 2011
    Applicant: SNU R&DB FOUNDATION
    Inventors: Seung Bum PARK, Bong Rae CHO, Hyang Yeon LEE, Jong Min PARK
  • Patent number: 7875708
    Abstract: An amine or hydrazide derivative of a sialic acid unit, e.g. in a polysaccharide, is reacted with a bifunctional reagent at least one of the functionalities of which is an ester of N-hydroxy succinimide, to form an amide or hydrazide product. The product has a useful functionality, which allows it to be conjugated, for instance to proteins, drugs, drug delivery systems or the like. The process is of particular utility for derivatising amine groups introduced in sialic acid terminal groups of polysialic acids.
    Type: Grant
    Filed: August 12, 2005
    Date of Patent: January 25, 2011
    Assignee: Lipoxen Technologies Limited
    Inventors: Sanjay Jain, Ioannis Papaioannou, Smita Thobhani
  • Publication number: 20100286376
    Abstract: The invention relates to a process for separating bioactive compounds obtained from vegetable materials. The invention also relates to a process for extracting bioactive compounds from vegetable material.
    Type: Application
    Filed: October 9, 2008
    Publication date: November 11, 2010
    Applicant: Lang Technologies Pty., Limited
    Inventors: Tim Lang, Wayne Simpkins
  • Patent number: 7820810
    Abstract: The present invention provides an improved process for the synthesis of 2?-O-substituted purine nucleosides. The process includes anhydro or thioanhydro ring opening of a selected 8,2?-cyclopurine nucleoside with a weak nucleophile in the presence of a Lewis acid ester, followed by reduction to afford the desired 2?-O-substituted purine nucleoside.
    Type: Grant
    Filed: March 19, 2008
    Date of Patent: October 26, 2010
    Assignee: Isis Pharmaceuticals, Inc.
    Inventor: Vasulinga Ravikumar
  • Patent number: 7795423
    Abstract: The present invention provides a new labeling reagent for preparing modified oligonucleotides and processes for their production wherein these oligonucleotides contain at least once the structure P?N—SO2-benzole-L-M-X, characterized in that L is either —(CH2)n- or polyethylene glycol, M is selected from a group consisting of —NH—, —O—, —S—, and —COO—, and X is either a protecting group or a detectable unit. L is preferably either —(CH2)n- or polyethylene glycol.
    Type: Grant
    Filed: May 20, 2008
    Date of Patent: September 14, 2010
    Assignee: Roche Diagnostics Operations, Inc.
    Inventor: Dieter Heindl
  • Patent number: 7772381
    Abstract: A method to synthesize benzyl group protected alpha-pentagalloylglucose (?-PGG) and related compounds. The method comprises the steps of: suspending a highly reactive acylation agent and an acylating catalyst in a donor solvent; adding ?-D-glucose or an analogue thereof to the mixture; reacting the mixture at room temperature for a time sufficient for reaction to occur; evaporating the solvent; taking up the residue in an appropriate solvent; filtering the residue and solvent mixture; and evaporating off the solvent.
    Type: Grant
    Filed: January 24, 2005
    Date of Patent: August 10, 2010
    Assignee: Ohio University
    Inventors: Klaus B. Himmeldirk, Xiaozhou Chen
  • Patent number: 7732583
    Abstract: Novel glycolipid derivatives, where the substituent of the sphingosine base part is a short carbon chain alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted aryl group or substituted or unsubstituted aralkyl group and efficient synthetic methods for practical mass production of the same and intermediates useful for the synthesis of these compounds. Glycolipids having the formula (I): where R3 indicates a substituted or unsubstituted C1 to C7 linear alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted aryl group, or substituted or unsubstituted aralkyl group and R8 indicates a substituted or unsubstituted C1 to C35 alkyl group, substituted or unsubstituted aryl group or substituted or unsubstituted aralkyl group are chemically synthesized.
    Type: Grant
    Filed: February 13, 2004
    Date of Patent: June 8, 2010
    Assignee: Japan as represented by President of National Center of Neurology and Psychiatry
    Inventors: Hirokazu Annoura, Kenji Murata, Takashi Yamamura