Isomerization Patents (Class 536/125)
  • Patent number: 10246477
    Abstract: The present invention relates to isomerization of C4-C6 aldoses to their corresponding C4-C6 ketoses. In particular, the invention concerns isomerization of C4-C6 aldoses over solid zeolite catalysts free of any metals other than aluminum, in the presence of suitable solvent(s) at suitable elevated temperatures. C6 and C5 aldose sugars such as glucose and xylose, which are available in large amounts from biomass precursors, are isomerized to fructose and xylulose respectively, in a one or two-step process over inexpensive commercially available zeolite catalysts, containing aluminum as the only metal in the catalyst. The ketoses obtained are used as sweeteners in the food and/or brewery industry, or treated to obtain downstream platform chemicals such as lactic acid, HMF, levulinic acid, furfural, MMHB, and the like.
    Type: Grant
    Filed: September 3, 2013
    Date of Patent: April 2, 2019
    Assignee: DANMARKS TEKNISKE UNIVERSITET
    Inventors: Anders Riisager, Shunmugavel Saravanamurugan
  • Patent number: 9242222
    Abstract: Systems for converting aldose sugars to ketose sugars and separating and/or concentrating these sugars using differences in the sugars' abilities to bind to specific affinity ligands are described.
    Type: Grant
    Filed: April 19, 2011
    Date of Patent: January 26, 2016
    Assignee: The University of Toledo
    Inventors: Sasidhar Varanasi, Patricia Relue, Bin Li
  • Patent number: 9096631
    Abstract: The present invention relates to a process for an epimerization of a saccharide in a microdevice consisting of a network of micron-sized channels in presence of molybdenum containing catalyst. It further relates to the use of a microdevice consisting of a network of micron-sized channels for the epimerization reaction of saccharides and the oligomerization of the thus obtained epimerized saccharide, preferably into manno-oligosaccharides.
    Type: Grant
    Filed: February 7, 2011
    Date of Patent: August 4, 2015
    Assignee: CARGILL, INCORPORATED
    Inventor: Bruno Frederic Stengel
  • Publication number: 20150126731
    Abstract: The invention relates to a method for the isomerisation of glucose into fructose in water in the presence of a solid base catalyst characterised by its reversibility of CO2 adsorption at a low temperature, the catalyst being a catalyst comprising at least one supported or non-supported lanthanide oxide or a molecular sieve based on silicon containing the organic template thereof. The invention also relates to a method for preparing HMF from glucose, comprising the isomerisation of glucose into fructose.
    Type: Application
    Filed: August 24, 2012
    Publication date: May 7, 2015
    Applicants: Université Claude Bernard Lyon 1, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S)
    Inventors: Nadine Essayem, Rodrigo Lopes De Souza, Franck Rataboul, Cyril Feche, Dilson Cardoso, Demian Fabiano
  • Publication number: 20140356280
    Abstract: Provided is a surfactant-free, single-step synthesis of delaminated aluminosilicate zeolites. The process comprises the step of heating a borosilicate zeolite precursor in a metal salt solution, e.g., an aluminum nitrate solution, zinc nitrate solution or manganese nitrate solution. The delaminated aluminosilicate zeolite product is then recovered from the solution.
    Type: Application
    Filed: May 30, 2014
    Publication date: December 4, 2014
    Applicants: CHEVRON U.S.A. INC., THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
    Inventors: Xiaoying OUYANG, Alexander KATZ, Stacey Ian ZONES
  • Publication number: 20140309415
    Abstract: The present invention is directed to methods for preparing sorbose from glucose, said method comprising: (a) contacting the glucose with a silica-containing structure comprising a zeolite having a topology of a 12 membered-ring or larger, an ordered mesoporous silica material, or an amorphous silica, said structure containing Lewis acidic Ti4+ or Zr4+ or both Ti4+ and Zr4+ framework centers, said contacting conducted under reaction conditions sufficient to isomerize the glucose to sorbose. The sorbose may be (b) separated or isolated; or (c) converted to ascorbic acid.
    Type: Application
    Filed: March 5, 2014
    Publication date: October 16, 2014
    Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY
    Inventors: MARK E. DAVIS, RAJAMANI GOUNDER
  • Publication number: 20140275518
    Abstract: Disclosed is a process for the production of L-glucose from a mixture of L-mannose and L-glucose to provide a high purity L-glucose product. More particularly, the invention relates to a process for the isomerization of mixtures of L-mannose and L-glucose to favor the epimerization or transformation of the L-mannose into L-glucose combined with the selective removal of impurities and the selective separation of L-glucose by a multi-stage simulated moving bed SMB separation process integrating ion exclusion and isomer separation. The process is useful for providing a simplified and economic continuous processing route to providing pure L-glucose from mixtures of L-glucose and L-mannose in the presence of inorganic and organic salts and other sugars such as L-arabinose. L-glucose is useful as a sweetener, a laxative and as a therapeutic agent.
    Type: Application
    Filed: March 14, 2013
    Publication date: September 18, 2014
    Applicant: OROCHEM TECHNOLOGIES, INC.
    Inventors: Anil R. Oroskar, Rakesh Vilraman Nair Rema
  • Patent number: 8729256
    Abstract: Disclosed are processes for isomerizing saccharides. Also disclosed are processes for converting saccharides to furan derivatives. Also disclosed are processes for converting starch to furan derivatives.
    Type: Grant
    Filed: January 14, 2011
    Date of Patent: May 20, 2014
    Assignee: California Institute of Technology
    Inventors: Manuel Moliner-Marin, Yuriy Roman-Leshkov, Mark E. Davis, Eranda Nikolla
  • Publication number: 20130317210
    Abstract: Disclosed is a process for the production of d-tagatose from lactose after acid hydrolysis to provide a hydrolysate having 1 equiv of d-glucose and 1 equiv of d-galactose for each unit of lactose converted. More particularly, the invention relates to a process for the isomerization of d-galactose to d-tagatose and the use of a simplified separation scheme based on simulated moving bed (SMB) separation. The isomerization of d-galactose to d-tagatose is carried out in the presence of calcium oxide or calcium hydroxide. The process is useful for providing a simplified processing route to providing pure d-tagatose and glucose as two products from lactose hydrolysate. In an alternate embodiment, a process is disclosed for the production of d-tagatose from fermented lactose hydrolysate to provide a crystallized d-tagatose product. D-tagatose is useful as a food additive, as a sweetener, as a texturizer, as a stabilizer, or as a humectant.
    Type: Application
    Filed: May 22, 2012
    Publication date: November 28, 2013
    Applicant: OROCHEM TECHNOLOGIES INC.
    Inventors: Anil R. Oroskar, Omkar M. Kulkami, David W. House, Deepak Sharma, Rakesh Vikraman Nair Rema
  • Patent number: 8481720
    Abstract: The present invention relates to a manufacturing method of tagatose using galactose isomerization of high yield, more particularly a method to enhance conversion rate of isomerization by adding borate which binds specifically to tagatose and a manufacturing method of tagatose using the same.
    Type: Grant
    Filed: December 10, 2007
    Date of Patent: July 9, 2013
    Assignee: CJ Cheiljedang Corporation
    Inventors: Seong-bo Kim, Seung-won Park, Sang-hoon Song, Kang-pyo Lee, Deok-kun Oh, Byoung-chul Lim, Hye-jung Kim
  • Patent number: 8445460
    Abstract: The invention relates to soluble, highly branched glucose polymers which are obtained by enzymatic treatment of starch, having a reducing sugars content of less than 3.5%, exhibiting a proportion of ?-1,6-glucosidic linkages of between 20% and 30%, a Mw, determined by light scattering, of between 20·103 and 30·103 daltons, and an osmolality of less than 25 mOsm/kg. The invention likewise relates to a method of obtaining these polymers and to their use in the pharmaceutical and food industries, more particularly in the field of enteral and parenteral nutrition, and in the field of peritoneal dialysis.
    Type: Grant
    Filed: February 15, 2007
    Date of Patent: May 21, 2013
    Assignee: Roquette Freres
    Inventors: Laëtitia Deremaux, Carole Petitjean, Daniel Wills
  • Patent number: 8367641
    Abstract: The present invention relates to the use of at least one compound of formula (I) or (II), in which R1 is H and n is an integer from 2 to 10, for the preparation of a medicament for treating diseases chosen from the group comprising tumour, cancer, viral disease, bacterial disease, fungal disease, disease of the immune system, auto-immune disease or disease linked to a deficiency in immunostimulation, in human beings and warm-blooded animals. The invention also relates to new products having a mannose or mannitol termination as well as a method for preparing them.
    Type: Grant
    Filed: December 20, 2007
    Date of Patent: February 5, 2013
    Assignee: ASE & BIO
    Inventors: Jean-Claude Yvin, Karine Descroix, Vincent Ferrieres, Frank Jamois, Isabelle Laurent, Vaclav Vetvika
  • Patent number: 8304534
    Abstract: A process for producing the crystals of difructose dianhydride III (DFA III), namely a indigestible disaccharide where two fructose molecules are bonded to each other at positions 1, 2? and 2,3? (di-D-fructofuranose-1,2?:2,3?-dianhydride), where solutions containing DFA III are adjusted to and/or maintained at pH 5 or more, preferably pH 5 to 8, and more preferably 6 to 8. DFA III can be produced industrially without lowering the crystal yield even when the crystallization thereof is done in a recycling system; additionally by adjusting the total fructose content in mother solutions for (crude) crystallization to 5% or less per a solid content basis and adjusting the fructose content to 1% or less, DFA III can more effectively be produced.
    Type: Grant
    Filed: August 16, 2011
    Date of Patent: November 6, 2012
    Assignee: Nippon Beet Sugar Manufacturing Co., Ltd.
    Inventors: Taizo Nagura, Katsuya Honjyo, Hiroto Kikuchi, Norimitsu Takagi, Tsutomu Aritsuka
  • Patent number: 8227595
    Abstract: The present invention relates to a process for industrially producing tagatose starting from galactose and provides for chemical isomerisation in presence of XAlO2 and XOH (with X=Na, K) and microbiological purification of the residual galactose.
    Type: Grant
    Filed: March 9, 2010
    Date of Patent: July 24, 2012
    Assignee: Inalco S.p.A.
    Inventors: Luana Vagnoli, Silvia Giacomelli, Marco Manoni, Giovanni Cipolletti
  • Patent number: 8227232
    Abstract: Object: To provide a thermostable L-ribose isomerase. Means for Resolution: The thermostable L-ribose isomerase with MW. 32,000 (by SDS-PAGE), optimal temperature of 45° C., optimal pH of pH 9.0 (glycine-NaOH buffer), and stable physicochemical properties such as temperature stability up to 45° C. during thermal treatment at pH 9.0 for 10 minutes, and with an action to isomerize L-ribose to generate L-ribulose or of inversely to isomerize L-ribulose to generate L-ribose.
    Type: Grant
    Filed: March 26, 2007
    Date of Patent: July 24, 2012
    Assignees: National University Corporation Kagawa Univeristy, Rare Sugar Production Technical Research Laboratories, LLC., Matsutani Chemical Industry Co., Ltd.
    Inventors: Ken Izumori, Kenji Morimoto, Goro Takata, Masaaki Tokuda, Yoshio Tsujisaka, Kei Takeshita, Keiji Tsusaki, Kazuhiro Okuma
  • Patent number: 8039615
    Abstract: The invention provides a process for producing the crystals of difructose dianhydride III (DFA III), namely a indigestible disaccharide where two fructose molecules are bonded to each other at positions 1,2? and 2,3? (di-D-fructofuranose-1,2?,2,3?-dianhydride), where solutions containing DFA III are adjusted to and/or maintained at pH 5 or more, preferably pH 5 to 8, and more preferably 6 to 8. In accordance with the invention, DFA III can be produced industrially without lowering the crystal yield even when the crystallization thereof is done in a recycling system; additionally by adjusting the total fructose content in mother solutions for (crude) crystallization to 5% or less per a solid content basis and adjusting the fructose content to 1% or less, DFA III can more effectively be produced.
    Type: Grant
    Filed: December 28, 2004
    Date of Patent: October 18, 2011
    Assignee: Nippon Beet Sugar Manufacturing Co., Ltd.
    Inventors: Taizo Nagura, Katsuya Honjyo, Hiroto Kikuchi, Norimitsu Takagi, Tsutomu Aritsuka
  • Publication number: 20110207923
    Abstract: Disclosed are processes for isomerizing saccharides. Also disclosed are processes for converting saccharides to furan derivatives. Also disclosed are processes for converting starch to furan derivatives.
    Type: Application
    Filed: January 14, 2011
    Publication date: August 25, 2011
    Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY
    Inventors: Manuel Moliner-Marin, Yuriy Roman-Leshkov, Mark E. Davis, Eranda Nikolla
  • Publication number: 20100298550
    Abstract: It is an object of the present invention to provide a process for producing 1,2,3-tri-O-acetyl-5-deoxy-ribofuranose in an industrially appropriate manner. The present invention provides a process for producing a 1,2,3-tri-O-acetyl-5-deoxy-ribofuranose which comprises hydrogenating a compound represented by the formula (1) or formula (2) in the presence of a metal catalyst: wherein P1 and P2 independently represent a hydrogen atom or an acyl group, OP1 and OP2 may together form an acetal group, and R represents a hydrogen atom, an alkyl group, an aryl group, an aralkyl group, or an acyl group; wherein X1 represents Br or I, P3 and P4 independently represent a hydrogen atom or an acyl group, and R represents a hydrogen atom, an alkyl group, an aryl group, an aralkyl group, or an acyl group.
    Type: Application
    Filed: October 3, 2008
    Publication date: November 25, 2010
    Applicant: API CORPORATION
    Inventors: Tomoko Maeda, Hisatoshi Uehara, Naoki Harada, Manabu Katsurada, Mitsuharu Sano
  • Publication number: 20100234587
    Abstract: The present invention relates to a process for industrially producing tagatose starting from galactose and provides for chemical isomerisation in presence of XAlO2 and XOH (with X=Na, K) and microbiological purification of the residual galactose.
    Type: Application
    Filed: March 9, 2010
    Publication date: September 16, 2010
    Inventors: Luana Vagnoli, Silvia Giacomelli, Marco Manoni, Giovanni Cipolletti
  • Publication number: 20100159012
    Abstract: The present invention discloses modified polymer conjugates of a polymer and a drug having reduced toxicity relative to the unmodified parent compound while retaining substantially the same degree of therapeutic activity as of the unmodified parent compound.
    Type: Application
    Filed: September 26, 2006
    Publication date: June 24, 2010
    Applicants: HADASIT MEDICAL RESEARCH SERVICES & DEVELOPMENT LIMITED, YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM
    Inventors: Abraham J. Domb, Itzhack Polacheck, Marina Sokolsky, Jacob Golenser
  • Publication number: 20090306366
    Abstract: The present invention relates to a manufacturing method of tagatose using galactose isomerization of high yield, more particularly a method to enhance conversion rate of isomerization by adding borate which binds specifically to tagatose and a manufacturing method of tagatose using the same.
    Type: Application
    Filed: December 10, 2007
    Publication date: December 10, 2009
    Applicant: CJ CHEILJEDANG CORPORATION
    Inventors: Seong-bo Kim, Seung-won Park, Sang-hoon Song, Kang-pyo Lee, Deok-kun Oh, Byoung-chul Lim, Hye-jung Kim
  • Publication number: 20090123638
    Abstract: A monosaccharide production system is disclosed. The production system can be directed to processes for producing a D-galactose preparation, a D-galactose preparation and an isoflavones preparation, a tagatose preparation, and a tagatose preparation and an isoflavones preparation.
    Type: Application
    Filed: November 22, 2005
    Publication date: May 14, 2009
    Inventor: Aharon Meir Eyal
  • Patent number: 7202219
    Abstract: Oral intake of D-tagatose in a prebiotic food induces production of butyrate and stimulates the growth of beneficial bacteria in the human colon. Therefore it is believed to be useful in food or the like as preventive drug against colon cancer.
    Type: Grant
    Filed: February 23, 1999
    Date of Patent: April 10, 2007
    Assignee: MD Foods AMBA
    Inventors: Mads Liendgaard Vigh, Henrik Andersen
  • Patent number: 7084131
    Abstract: A method for preparing a polydispersed saccharide composition in which a fructan-containing material is dissolved in water prior to partial enzymatic treatment of the fructans.
    Type: Grant
    Filed: December 12, 2002
    Date of Patent: August 1, 2006
    Assignee: Raffinerie Tirlemontoise S.A.
    Inventors: Leen De Leenheer, Karl Booten
  • Patent number: 6861519
    Abstract: The invention relates to soluble highly branched glucose polymers having a reducing sugar content of less than 1%, characterized in that they have a level of ?-1,6 glucoside bonds greater than 10%, preferably of between 12 and 30%, a Mw value of between 0.35×105 and 2×105 daltons, and an osmolality having a value of between 1 and 15 mOsm/kg. The invention also relates to their method of production and their applications in the Paper-Carton, Textiles, Cosmetics, and particularly Pharmaceutical and Food industries, and still more particularly in the fields of enteral and parenteral nutrition, peritoneal dialysis as a glycemia inhibiting and/or regulating agent, as an energy source during physical activities and as a digestion regulating agent.
    Type: Grant
    Filed: June 4, 2003
    Date of Patent: March 1, 2005
    Assignee: Roquette Freres
    Inventors: Daniel Backer, Marie-Hélène Saniez
  • Patent number: 6562600
    Abstract: The cyclic tetrasaccharide, cyclo{-6)-&agr;-D-Glcp-(1,3)-&agr;-D-Glcp-(1,6)-&agr;-D-Glcp-(1,3)-&agr;-D-Glcp-(1-}, may be produced by alternanase hydrolysis of complex carbohydrates other than alternan. Panose, pullulan, &agr;-D-Glcp-(1,6)-&agr;-D-Glcp-(1,3)-D-Glc, and D-glucans having alternating &agr;-(1,6) and &agr;-(1,4) linkages, are all hydrolyzed by alternanase to produce this cyclic tetrasaccharide. In this process, the cyclic tetrasaccharide is produced by contacting a solution of one or more of the above-mentioned complex carbohydrates with an amount of alternanase under conditions effective for activity of the enzyme. The substrate panose used in the reaction may be produced from a variety of polysaccharides or oligosaccharides, including starch, maltose, maltodextrins, pullulan, and mixtures thereof.
    Type: Grant
    Filed: June 25, 2001
    Date of Patent: May 13, 2003
    Assignee: The United States of America as represented by the Secretary of Agriculture
    Inventor: Gregory L. Cote
  • 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: 6420535
    Abstract: The invention relates to a novel 6-O-carbamate ketolide compound or a pharmaceutically acceptable salt, ester, solvate or prodrug thereof, to a composition comprising the compound and a suitable carrier, a method of preparing the compound, and a method of treatment and prevention of infections in a mammal.
    Type: Grant
    Filed: May 24, 2000
    Date of Patent: July 16, 2002
    Assignee: Abbott Laboratories
    Inventors: Ly Tam Phan, Yat Sun Or, Zhenkun Ma, Yan Chen
  • Patent number: 6365732
    Abstract: The present invention includes a process for extracting a stereoisomer fro biomass. The method comprises providing biomass and subjecting the biomass to substantially instantaneous pressurization and depressurization to separate cellulose, hemicellulose, and lignin from the biomass. The hemicellulose is hydrolyzed to form hemicellulose hydrolysates. The hydrolysates are separated using chromatography.
    Type: Grant
    Filed: July 10, 2000
    Date of Patent: April 2, 2002
    Assignee: Sweet Beet Incorporated
    Inventor: Doug Van Thorre
  • Patent number: 6294369
    Abstract: An L-ribose isomerase which isomerizes aldoses such as L-ribose, D-lyxose, D-talose, D-mannose, L-allose and L-gulose into their corresponding ketoses such as L-ribulose, D-xylulose, D-tagatose, D-fructose, L-psicose and L-sorbose. The enzymatic reaction is a reversible equilibrium reaction. The L-ribose isomerase can be obtained from microorganisms of the genus Acinetobacter.
    Type: Grant
    Filed: May 31, 2000
    Date of Patent: September 25, 2001
    Assignee: Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo
    Inventors: Ken Izumori, Keiji Tsusaki
  • Patent number: 6204378
    Abstract: A novel method for making palatinitol comprising a first step of epimerising isomaltose under conditions enabling a mixture of &agr;-D-glucopyranosyl-(1→6)-D-mannose and isomaltose to be achieved, a second step of catalytically hydrogenating the mixture, and a third step of chromatographically depleting the isomaltitol in the hydrogenated mixture to give a roughly equimolecular mixture of &agr;-D-glucopyranosyl-(1→6)-D-sorbitol and &agr;-D-glucopyranosyl-(1→6)-D-mannitol.
    Type: Grant
    Filed: September 12, 1997
    Date of Patent: March 20, 2001
    Assignee: Roquette Freres
    Inventors: Pierrick Duflot, Catherine Fouache
  • Patent number: 6156544
    Abstract: A method for the preparation of N-acetyl-D-neuraminic acid (NANA) N-acetyl-D-glucosamine (NAG) is described.
    Type: Grant
    Filed: July 2, 1998
    Date of Patent: December 5, 2000
    Assignee: Glaxo Group Limited
    Inventors: Michael John Dawson, David Noble, Mahmoud Mahmoudian
  • Patent number: 6140498
    Abstract: A process of preparing a L-ribose fraction having greater than 97% purity starting from an aqueous solution of L-arabinose is provided by utilizing an epimerization reaction conducted in the presence of a Mo compound and eluting the product formed by said epimerization reaction through a separation zone containing a strong acid cation exchange resin. A process of crystallized said L-ribose fraction under conditions effective to form monohydrate L-ribose crystals is also disclosed.
    Type: Grant
    Filed: November 17, 1998
    Date of Patent: October 31, 2000
    Assignee: Xyrofin Oy
    Inventors: Juho Jumppanen, Juha Nurmi, Ossi Pastinen
  • Patent number: 6124443
    Abstract: Epimer-free sugar alcohols can be prepared from the corresponding sugars by catalytic hydrogenation with hydrogen in aqueous solution, the hydrogenation being carried out continuously at a hydrogen pressure of 100 to 400 bar and a reaction temperature of 20 to 70.degree. C. on support-free shaped bodies which are arranged in a fixed bed and are made of pressed powders of metals or alloys of the elements of the iron subgroup of subgroup VIII of the Periodic Table of the Elements together with elements of subgroup IV and/or V. The shaped bodies have a compressive strength of 20 to 220 N and an internal surface area of 10 to 100 m.sup.2 /g.
    Type: Grant
    Filed: January 15, 1998
    Date of Patent: September 26, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventor: Gerhard Darsow
  • Patent number: 6037153
    Abstract: An L-ribose isomerase which isomerizes aldoses such as L-ribose, D-lyxose, D-talose, D-mannose, L-allose and L-gulose into their corresponding ketoses such as L-ribulose, D-xylulose, D-tagatose, D-fructose, L-psicose and L-sorbose. The enzymatic reaction is a reversible equilibrium reaction. The L-ribose isomerase can be obtained from microorganisms of the genus Acinetobacter.
    Type: Grant
    Filed: July 27, 1998
    Date of Patent: March 14, 2000
    Assignee: Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo
    Inventors: Ken Izumori, Keiji Tsusaki
  • Patent number: 6022965
    Abstract: An isomerization method wherein a compound of formula ##STR1## wherein X and y together form a 3-oxo radical, or X is a hydrogen atom and Y is either a radical a ##STR2## where R.sub.2 is OH or O-acyl, or an O-alkyl or NH.sub.2 radical; R.sub.1 is a hydrogen atom or a methyl radical; Z is hydrogen or an acyl radical; and R is a hydrogen atom, an NH.sub.2 radical or a (CH.sub.2).sub.n Ar, NH(CH.sub.2).sub.n Ar or N.dbd.CH(CH.sub.2).sub.n Ar radical, in the form of a 10.alpha. isomer or a mixture of 10.alpha. and 10.beta. isomers, is exposed to a basic agent to give the corresponding compound of formula I in which the 10-methyl radical is in the .beta. position.
    Type: Grant
    Filed: November 11, 1998
    Date of Patent: February 8, 2000
    Assignee: Hoechst Marion Roussel
    Inventors: Yannick Benedetti, Jacques Lagouardat, Jacques Scholl
  • Patent number: 5945547
    Abstract: The compound 2-deoxy-2,2-difluoro-D-erythro-pentofuranos-1-ulose-3,5-dibenzoate is described and claimed.
    Type: Grant
    Filed: March 19, 1997
    Date of Patent: August 31, 1999
    Assignee: Eli Lilly and Company
    Inventors: Ta-Sen Chou, Perry C. Heath
  • Patent number: 5877311
    Abstract: A process is provided which comprises isomerizing a compound having a ketose structure by the use of or in the presence of an organogermanium compound having a structural portion represented by formula (I): ##STR1## Due to the use or presence of the organogermanium compound, the process is free from the problems of the prior art, and is capable of isomerizing a compound having an aldose structure into a compound having a ketose structure at a high isomerization ratio without requiring any special apparatus or any complicated operation.
    Type: Grant
    Filed: July 3, 1997
    Date of Patent: March 2, 1999
    Assignees: National Food Research Institute, Ministry of Agriculture, Forestry & Fisheries, Asai Germanium Research Institute Co., Ltd.
    Inventors: Keiji Umeda, Norihiro Kakimoto, Takafumi Kasumi
  • Patent number: 5872247
    Abstract: Catalytic decarboxylation process for 2-ketoaldonic acids by nickel ions characterized in that an aqueous solution of a 2-ketoaldonic acid is put in contact with a resin carrying vinylpyridine groups.The process allows in particular ribulose, xylulose and erythrulose to be easily obtained.
    Type: Grant
    Filed: May 29, 1997
    Date of Patent: February 16, 1999
    Inventors: Guy Fleche, Pierrick Duflot
  • Patent number: 5859236
    Abstract: The method of the invention involves treating cellulosic vegetable matter (the "Feed Stocks") for the selective recovery of lignin (when present in the feed-stock), cellulose and hemicelluloses by: (1) reducing the material to be processed to an appropriate size; (2) adjusting the moisture content of the ligno-cellulosic feed stock to 15 percent to 30 percent water; (3) impregnating the ligno-cellulosic feed stock with an extraction liquor containing a glycol and an organic or Lewis acid; (4) rapid heating of said impregnated feed stock to a temperature of about 118.degree. C. to about 145.degree. C.; (5) maintaining the desired temperature for about 1 minute to about 6 minutes to solubilize the lignin therefrom (a period of about 2 minutes to about 5 minutes is preferred); (6) stopping the reaction immediately by lowering the temperature to <100.degree. C.
    Type: Grant
    Filed: February 28, 1997
    Date of Patent: January 12, 1999
    Inventor: Leonard Burkart
  • Patent number: 5856469
    Abstract: "A process for the preparation of palatinitol, wherein in a first stage, the epimerization of isomaltose is carried out under conditions which allow a mixture of .alpha.-D-glucopyranosyl-(1.fwdarw.6)-D-mannose and isomaltose to be obtained, in a second stage, the epimerized mixture is depleted of isomaltose so as to obtain a new mixture containing a roughly equimolecular proportion of .alpha.-D-glucopyranosyl-(1.fwdarw.6)-D-mannose and isomaltose, and in a third stage, catalytic hydrogenation is carried out on this roughly eqimolar mixture".
    Type: Grant
    Filed: September 12, 1997
    Date of Patent: January 5, 1999
    Assignee: Roquette Freres
    Inventors: Pierrick Duflot, Catherine Fouache
  • Patent number: 5856465
    Abstract: Methods for the stereospecific synthesis of chirally pure organophosphorus dinucleotide derivatives and nucleoside monomer synthons used in their synthesis are provided. These methods allow for conversion of nucleoside intermediates of unchosen sense of P-chirality to nucleoside monomer synthons of chosen sense of P-chirality. Also provided are novel nucleoside intermediates useful in such methods.
    Type: Grant
    Filed: August 29, 1996
    Date of Patent: January 5, 1999
    Assignee: Polska Akademia Nauk Centrum Badan Molekularnych I Makromolekularnych
    Inventors: Wojciech Jacek Stec, Lucyna Wozniak
  • Patent number: 5831075
    Abstract: A process for the preparation of an amino acid ester of a nucleoside analogue comprises reacting a nucleoside analogue having an esterifiable hydroxy group with a 2-oxa-4-aza-cycloalkane-1,3-dione. Such amino acid esters of nucleoside analogues are able to interfere with viral nucleic acid metabolism and are therefore useful for their anti-viral activity.
    Type: Grant
    Filed: June 3, 1996
    Date of Patent: November 3, 1998
    Assignee: Rolabo SL
    Inventor: William Paul Jackson
  • Patent number: 5773606
    Abstract: The present invention relates to the regeneration of a supported molybdenum catalyst which has been used for the epimerisation of a saccharide. The preferred epimerisation is the conversion of glucose to mannose. The catalyst is regenerated by using an oxidising agent such as a peroxide. The regeneration step can be repeated several times. A further extension of the useful lifetime of the catalyst is obtained by including one or more washing steps.
    Type: Grant
    Filed: October 31, 1995
    Date of Patent: June 30, 1998
    Assignee: Cerestar Holding B.V.
    Inventors: Ronny Leontina Marcel Vercauteren, Myriam Elseviers
  • Patent number: 5686587
    Abstract: A compound having formula (III). Also, a process of making azithromycin comprising reducing the compound of formula (III) and N-methylating the reduced product.
    Type: Grant
    Filed: November 13, 1995
    Date of Patent: November 11, 1997
    Assignee: Pfizer Inc.
    Inventor: Bingwei V. Yang
  • Patent number: 5679787
    Abstract: A process is provided which comprises isomerizing a compound having a ketose structure by the use of or in the presence of an organogermanium compound having a structural portion represented by formula (I): ##STR1## Due to the use or presence of the organogermanium compound, the process is free from the problems of the prior art, and is capable of isomerizing a compound having an aldose structure into a compound having a ketose structure at a high isomerization ratio without requiring any special apparatus or any complicated operation.
    Type: Grant
    Filed: October 25, 1994
    Date of Patent: October 21, 1997
    Assignees: National Food Research Institute, Ministry of Agriculture, Forestry and Fisheries, Asai Ermanium Research Institute Co., Ltd.
    Inventors: Keiji Umeda, Norihiro Kakimoto, Takafumi Kasumi
  • Patent number: 5665574
    Abstract: A method for preparing N-acetylneuraminic acid characterized in reacting N-acetylglucosamine with pyruvic acid in an alkaline condition by the action of N-acetylneuraminic acid lyase.
    Type: Grant
    Filed: September 14, 1995
    Date of Patent: September 9, 1997
    Assignee: Marukin Shoyu Co., Ltd.
    Inventors: Yoji Tsukada, Yasuhiro Ohta
  • Patent number: 5659021
    Abstract: Enantiomerically pure glycerol derivatives, e.g. S-1,2-O-isopropylidene, S-1,2-O-benzylidene, and R-1,2-O-dibenzyl glycerol, have been prepared from 1,2R-O-protected erythritols in high yields. The latter compounds are easily obtained from erythorbic acid and are useful building blocks in the synthesis of a host of optically active compounds having biological activity.
    Type: Grant
    Filed: July 25, 1994
    Date of Patent: August 19, 1997
    Assignee: The Board of Governors for Higher Education, State of Rhode Island and Providence Plantations
    Inventor: Elie Abushanab
  • Patent number: 5550222
    Abstract: A process for preparing cyclooctaamylose by enzymatic reaction of starch hydrolysate with cyclodextrin glycosyltransferase in the presence of at least two complexing agents. The first is either an aliphatic ketone or an aliphatic alcohol and the second is a cyclic compound which has 12 atoms.
    Type: Grant
    Filed: December 14, 1994
    Date of Patent: August 27, 1996
    Assignee: American Maize-Products Company
    Inventor: Wen Shieh
  • Patent number: 5543511
    Abstract: Level-off DP cellulose, which can be disaggregated in aqueous suspension with the application of mechanical force to give microcrystalline cellulose, is prepared by an environmentally friendly partial hydrolysis of cellulose in such a manner that the cellulose is subjected to partial hydrolysis in a pressurized reactor using water under a gas pressure of 0.1 to 60 bar of oxygen and/or carbon dioxide, measured at 20.degree. C., at a temperature of 100.degree. to 200.degree. C. until the levelling-off DP has been reached. The partial hydrolysis is preferably carried out under a gas pressure of 0.5 to 30 bar, measured at 20.degree. C., and in a temperature range from 140.degree. to 180.degree. C.
    Type: Grant
    Filed: December 12, 1994
    Date of Patent: August 6, 1996
    Assignee: Akzo Nobel N.V.
    Inventors: Manfred J. Bergfeld, J urgen Seifert