Carboxylic Patents (Class 536/119)
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Patent number: 5792840Abstract: Compounds of formula (I): ##STR1## in which: R.sup.1 is hydroxy, protected hydroxy, fluorine, or --OP(O)(OH).sub.2 ; R.sup.2 and R.sup.3 are independently optionally substituted C.sub.6 -C.sub.20 aliphatic acyl; R.sup.4 is hydroxy, protected hydroxy, or --OP(O)(OH).sub.2, where at least one of R.sup.1 and R.sup.4 is --OP(O)(OH).sub.2 ; and R.sup.5 is hydroxy, protected hydroxy, or fluorine; provided that, except where at least one of R.sup.1 and R.sup.5 is fluorine, then at least one of R.sup.2 and R.sup.3 is a substituted C.sub.6 -C.sub.20 aliphatic acyl having (i) at least one halogen substituent and (ii) at least one substituent selected from the group consisting of halogen, hydroxy and C.sub.6 -C.sub.20 aliphatic acyloxy or at least one of R.sup.2 and R.sup.3 is a substituted C.sub.6 -C.sub.20 aliphatic acyl which is substituted by at least one halogen-substituted C.sub.6 -C.sub.Type: GrantFiled: July 26, 1994Date of Patent: August 11, 1998Assignee: Sankyo Company, LimitedInventors: Masao Shiozaki, Noboru Ishida, Masami Arai, Tetsuo Hiraoka, Tomowo Kobayashi, Yuzuru Akamatsu, Masahiro Nishijima
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Patent number: 5789579Abstract: The invention provides an acidic polysaccharide by culturing acidic polysaccharide-producing germ belonging to Aureobasidium sp. isolated from soil, which has no toxicity and is applicable to growth promotion by adding to feed, waste water-treating agent and foods.Type: GrantFiled: January 21, 1997Date of Patent: August 4, 1998Assignees: Kabushikigaisha Sophy, Frederick L. Luth, James J. King, Leo C. JohnsonInventors: Noboru Fujii, Genichi Kadota
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Patent number: 5789571Abstract: A free acid form of a polysaccharide is produced from its alkali-metal salt. In one example, free-form hyaluronic acid is produced by preparing a solution of an alkali-metal salt of hyaluronic acid, dispersing into the solution a strong acid, enclosing the dispersion within a semi-permeable membrane, dialyzing the dispersion in water, and harvesting the product from within the membrane. The strong acid can be hydrochloric acid, sulfuric acid, nitric acid, orthophosphoric acid, or oxalic acid, for example. The semi-permeable membrane has a molecular weight cut-off large enough to pass the strong acid, and preferably much larger. The invention provides a simple and economical way to produce a product which is not commercially available.Type: GrantFiled: January 15, 1997Date of Patent: August 4, 1998Assignee: Biocoat IncorporatedInventors: Ellington M. Beavers, Djoerd Hoekstra, Yee San Su, Nicole Willard
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Patent number: 5783677Abstract: The present invention relates to a method for making a compound of the structure: ##STR1## comprising the steps: (a) adding 6-deoxy-.alpha.-L-mannopyranosyl bromide, 2,3,4-tri-O-benzoate; DMSO; a base, selected from the group including tertiary amines, amidines, bicarbonates, carbonates, heteroaryl amine, and a solvent, hydrocarbons, esters, and ethers, in a slurry heated to 50.degree.-150.degree. C.;(b) stirring the reaction mixture at 50.degree.-150.degree. C. for 5 minutes to 30 minutes,(c) pouring the reaction mixture over ice water; and(d) extracting the product with a solvent selected from the group consisting of chlorinated solvents, aromatic hydrocarbons, esters, ethers, and evaporating said layer to give a solid.Type: GrantFiled: June 5, 1995Date of Patent: July 21, 1998Assignee: Procter & Gamble Pharmaceuticals, Inc.Inventors: Song Liu, David Edward Portlock, Gilles Yves Genain, Jean-Jacques Koenig, Jacques de Rostolan, Randy Stuart Muth
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Patent number: 5773605Abstract: The invention relates to sulfated glycosaminoglycanoid derivatives of the heparin and heparan sulfate type, of which N-sulfate, N-acetate, and hydroxy groups, are replaced by alkoxy, aryloxy, aralkoxy, or O-sulfate groups. The compounds have antithrombotic and smooth muscle cell proliferation inhibiting activities.Type: GrantFiled: May 23, 1996Date of Patent: June 30, 1998Assignee: Akzo Nobel N.V.Inventors: Maurice Petitou, Constant Adriaan Anton van Boeckel
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Patent number: 5767257Abstract: Methods for the solventless transesterification of a polyol comprise reacting polyol with fatty acid alkyl ester in the presence of a basic catalyst to produce polyol fatty acid polyester product and lower alkyl alcohol by-product, wherein a majority of the polyol is fully esterified. The reaction is conducted in a reactor at a temperature in the range of from about 60.degree. to about 180.degree. C. and at atmospheric or superatmospheric pressure. An inert gas is sparged through the reactor with sufficient mass transfer surface area contact between the inert gas and reactor liquid to transfer the lower alkyl alcohol by-product from a liquid mixture of reactant and product to the inert gas and promote full esterification of a majority of the polyol without the use of vacuum pressure.Type: GrantFiled: July 19, 1996Date of Patent: June 16, 1998Assignee: The Procter & Gamble CompanyInventors: Richard Gerard Schafermeyer, Patrick Joseph Corrigan, Corey James Kenneally, James Earl Trout
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Patent number: 5767107Abstract: The present invention relates to compositions useful for encapsulating fats, oils or solids, comprising gluten and polysaccharides that contains uronic acid residues.Type: GrantFiled: September 3, 1996Date of Patent: June 16, 1998Assignee: BASF CorporationInventors: Frederick K. Chaundy, Scott P. Melidosian, Rudolph E. Lisa, Jeffrey L. Finnan
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Patent number: 5767255Abstract: The present invention relates to glucose- and sophorose-lipids of the formula I ##STR1## in which R.sup.4 is --OH or a group of the formula II, ##STR2## n is an integer from 2 to 26, R.sup.1 and R.sup.2 are, independently of one another, H or ##STR3## R.sup.3 is H or --OH in the case where R.sup.4 is --OH, and is H or --OH or a group of the formula III, ##STR4## in the case where R.sup.4 is a group of the formula II, to a process for obtaining them by fermentation, and to their use as surfactants.Type: GrantFiled: May 20, 1996Date of Patent: June 16, 1998Assignee: Hoechst AktiengesellschaftInventors: Dieter Wullbrandt, Carlo Giani, Andreas Brakemeier, Siegmund Lang, Fritz Wagner
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Patent number: 5760200Abstract: A water insoluble, biocompatible composition that is formed by a method which combines, in an aqueous mixture, a polyanionic polysaccharide, a nucleophile, and an activating agent, under conditions sufficient to form the composition. Also, a water insoluble, biocompatible composition that is formed by a method which combines, in an aqueous mixture, a polyanionic polysaccharide, a modifying compound, a nucleophile and an activating agent under conditions sufficient to form the composition.Type: GrantFiled: January 25, 1995Date of Patent: June 2, 1998Assignee: Genzyme CorporationInventors: Robert J. Miller, Xuejian Xu
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Patent number: 5756716Abstract: Disclosed is a process for manufacturing an sugar ester product of a sugar and a fatty acid. First, a fatty acid and methyl or ethyl alcohol is reacted in the presence of sulfuric acid catalyst to produce a fatty acid ester and water. The sulfuric acid catalyst is neutralized with a metal carbonate to make a metal sulfate, with the fatty acid ester being separated from the metal sulfate, the alcohol and the water. The recovered fatty acid ester is reacted in the presence of a metal carbonate catalyst with sugar dissolved in dimethyl sulfoxide to produce the sugar ester product and alcohol. The dimethyl sulfoxide is separated from the reaction mixture by vacuum distillation, and then water is added to emulsify the sugar ester product and unreacted fatty acid ester. The unreacted sugar and the metal carbonate is dissolved in the water.Type: GrantFiled: June 7, 1995Date of Patent: May 26, 1998Assignee: Kimball Chase Tech. Ltd.Inventors: William A. Farone, Robert W. Serfass
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Patent number: 5756719Abstract: Method of making compositions comprising gluten and polysaccharides that contain uronic acid residues encapsulating fats, oils and solids comprising double emulsion techniques.Type: GrantFiled: September 3, 1996Date of Patent: May 26, 1998Assignee: BASF CorporationInventors: Frederick K. Chaundy, Scott P. Melidosian, Rudolph E. Lisa, Jeffrey L. Finnan
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Patent number: 5756720Abstract: Nonionic and cationic derivatized guar gum which demonstrates greater than 75% light transmission at a wavelength of from about 500-600 nanometers when dispersed in water in the amount of 0.5 parts per 100 parts water and the process for producing such guar gum is disclosed. The compositions are particularly useful for producing products having utility in personal care and industrial cleaning products.Type: GrantFiled: October 25, 1996Date of Patent: May 26, 1998Assignee: Rhodia Inc.Inventor: Manjit Singh Chowdhary
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Patent number: 5731430Abstract: The invention relates to a new composition for sizing paper and board, containing a cationic polysaccharide esterified by a dicarboxylic acid anhydride, characterized in that the said dicarboxylic acid anhydride is substituted with a carbon chain, saturated or unsaturated, of branched structure.The anhydride may for example consist of tetrapropenylsuccinic anhydride or of any one of its isomers.The composition for sizing according to the invention may, if necessary, contain an oxidizing agent such as a persulphate. It may advantageously be applied to the surface treatment of printing and/or writing papers, in particular of papers for envelopes and of papers for impact-free printing such as inkjet printing.Type: GrantFiled: December 20, 1996Date of Patent: March 24, 1998Assignee: Roquette FreresInventors: Patrick Fuertes, Anne Lambin nee Delmotte, Jean-Louis Dreux
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Patent number: 5721109Abstract: A reagent for the detection of an antibody against an acid-fast bacterial antigen comprising at least one compound selected from the group comprising mycolic acids, mycolic acid salts, mycolic acid esters and esters of fatty acids having a carbon number of 14 or more other than mycolic acid with a mono- or disaccharide, a method of detecting an antibody against an acid-fast bacterial antigen using said reagent and a method of diagnosis of acid-fast bacterial infections by said detection method are simpler in procedures and offer much higher specificity in comparison with conventional reagents and methods, enabling identification of acid-fast bacterial genera (including the genera Mycobacterium, Nocardia and Rhodococcus) and acid-fast bacterial species, and thus it is possible to make diagnoses to identify the infecting acid-fast bacterium, which leads to the quick choice of therapeutic drug for the disease.Type: GrantFiled: August 23, 1993Date of Patent: February 24, 1998Assignees: Sawai Pharmaceutical Co., Ltd., Medisa Shinyaku Inc.Inventors: Ikuya Yano, Shiro Oka, Yoshiteru Ueno, Yayoi Natsuhara, Junji Yoshinaga, Yoshiko Kato
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Patent number: 5719214Abstract: A polyester-grafted starch-polymer alloy is capable of imparting practical flexibility and toughness to moldings with no or only a little plasticizer. The polyester-grafted starch-polymer alloy comprises a blend of a polyester-grafted starch (a starch which has polyester graft chains on the starch molecule, with the terminal hydroxyl groups of the polyester graft chains and the hydroxyl groups connected directly to the starch entirely or partly blocked with the ester group) and an independent polyester (a polyester which is constructed of the same unit as said polyester graft chain, with its terminal hydroxyl groups entirely or partly blocked with the ester group) which are uniformly mixed together. A method of preparing the alloy and thermoplastic resin compositions containing the alloy also are disclosed.Type: GrantFiled: February 26, 1996Date of Patent: February 17, 1998Assignee: Japan Corn Starch Co., Ltd.Inventors: Hideyuki Tanaka, Tetsuya Kawamatsu, Isamu Utsue, Yasuhito Okumura, Hiroshi Tanaka
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Patent number: 5714540Abstract: A starch derivative which, when incorporated with no or only a little plasticizer, yields moldings having good flexibility, toughness, and water-relating properties for practical use comprises an esterified, polyvinyl ester-grafted starch derivative which is formed by esterifying starch and grafting starch with a polyvinyl ester. The polyvinyl ester is derived from one or more saturated or unsaturated aliphatic acids or aromatic carboxylic acids having 2 to 18 carbon atoms.Type: GrantFiled: February 26, 1996Date of Patent: February 3, 1998Assignee: Japan Corn Starch Co., Ltd.Inventors: Hideyuki Tanaka, Isamu Utsue, Yasuhito Okumura, Tetsuya Kawamatsu, Hiroshi Tanaka
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Patent number: 5712387Abstract: A process of preparing mannosylated alcohols or phenols in high chemical yield and purity using tetra-O-pivaloylmannosylfluoride and a Lewis acid catalyst.Type: GrantFiled: May 20, 1996Date of Patent: January 27, 1998Assignee: Texas Biotechnology CorporationInventors: Ian L. Scott, Timothy P. Kogan, Harold Meckler
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Patent number: 5700929Abstract: A coating base for solid enteric pharmaceutical preparations having a dissolution pH ranging from 3.5 to 4.5 essentially consisting of hydroxypropylmethyl cellulose trimellitate obtained by substituting water-soluble hydroxypropylmethyl cellulose having 1.1 to 1.6 methoxy group per glucose ring thereof with 0.2 to 1.0 trimellitate group per glucose ring, or obtained by substituting water-soluble hydroxypropylmethyl cellulose having 1.7 to 2.1 methoxy groups per glucose ring thereof with 0.2 to 0.5 trimellitate group per glucose ring. The coating base can be dissolved at the upper portion of the small intestine without delay and a solid enteric pharmaceutical preparation provided with a coating film of the base can completely release the drug included therein before the preparation passes through the small intestine. Therefore, the base can ensure a high pharmacological action of the drug.Type: GrantFiled: April 29, 1996Date of Patent: December 23, 1997Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hiroyasu Kokubo, Katsuyoshi Minemura
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Patent number: 5688931Abstract: A novel polysaccharide derivative, a drug carrier comprising a novel polysaccharide derivative, and a drug complex are disclosed. The polysaccharide derivative according to the present invention comprises a polysaccharide having a carboxyl group in which a peptide chain is introduced at a part or all of the carboxyl groups of the polysaccharide. The peptide chain comprises 1-8 amino acids which may be the same or different. A part or all of the amino groups in the peptide chain which are not involved in the linkages with the carboxyl groups of the polysaccharide or the carboxyl groups in the peptide chain may form an acid amide linkage or an ester linkage with a carboxyl group, an amino group or a hydroxyl group of a third compound such as drugs. The polysaccharide derivative has a property of accumulating in a high amount at a tumor, and thus can deliver efficiently a drug which has a side-effect or a limited sustainment of the drug efficacy to the tumor.Type: GrantFiled: December 28, 1994Date of Patent: November 18, 1997Assignee: Drug Delivery System Institute, Ltd.Inventors: Hideo Nogusa, Hiroshi Hamana, Toshiro Yano, Masahiro Kajiki, Keiji Yamamoto, Satoshi Okuno, Shuichi Sugawara, Nobukazu Kashima, Kazuhiro Inoue
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Patent number: 5681948Abstract: A two-stage method for the preparation of polyol fatty acid polyesters is provided. The resulting polyol fatty acid polyesters are very lightly colored (i.e., colorless to slightly yellow) and have a high degree of substitution with fatty acid groups. The first stage of this two-stage method is a solvent-based esterification reaction; the second stage is an essentially solvent-free esterification reaction. In the first stage, a polyol in a solvent (e.g., sucrose in dimethylsulfoxide)) is reacted with fatty acid lower alkyl esters at relatively low temperatures using an alkaline salt catalyst. After the desired degree of esterification is obtained, the resulting partially-esterified polyol fatty acid polyesters and the solvent-containing phase are separated.Type: GrantFiled: March 6, 1995Date of Patent: October 28, 1997Assignee: Kraft Foods, Inc.Inventors: Mark Stuart Miller, Leslie George West, Robert Charles Dinwoodie, Richard S. Silver
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Patent number: 5679657Abstract: Low molecular weight acetylhyaluronate has the following characteristics:intrinsic viscosity: 50 to 200 cm.sup.3 /gsubstitution degree of acetyl group: 2.6 to 3.6 (excluding N-acetyl group)A skin-softening composition is mainly composed of this low molecular weight acetylhyaluronate. It can exhibit excellent skin-softening effect and moisturizing effect, while appropriately suppressing the thread-forming ability inherent in hyaluronic acid. A method of manufacturing acetylhyaluronate comprises the steps of suspending hyaluronic acid powder in an acetic anhydride solvent and then adding concentrated sulfuric acid thereto to effect acetylation. A method of purifying acetylhyaluronate comprises the steps of adding raw acetylhyaluronate to an aqueous acetone solution, adding and dissolving sodium lactate therein, and then adding highly concentrated acetone thereto to precipitate highly pure acetylhyaluronate. Acetylhyaluronate having highly purity can be obtained inexpensively.Type: GrantFiled: August 2, 1996Date of Patent: October 21, 1997Assignee: Shiseido Co., Ltd.Inventors: Takashi Oka, Toshio Yanaki, Michihiro Yamaguchi
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Patent number: 5676964Abstract: Inter and/or intramolecular cross-linked esters of acid polysaccharides are disclosed in which a part or all of the carboxy groups are esterified with hydroxyl groups of the same molecule and/or of different molecules of the acid polysaccharide. These inner cross-linked esters of polysaccharide acids are useful in the field of biodegradable plastic materials, to manufacture sanitary and surgical articles, in the cosmetic and pharmaceutical fields, in the food industry and in many other industrial fields.Type: GrantFiled: June 5, 1995Date of Patent: October 14, 1997Assignee: Fidia, S.p.A.Inventors: Francesco Della Valle, Aurelio Romeo
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Patent number: 5658880Abstract: Compounds that exhibit selectin binding activity are described and have the following structural formula: ##STR1## where W is selected from a group including structures a-d below ##STR2## wherein p is an integer of from 0-2, q is an integer of from 0-3, and r is an integer of from 0-5;A is selected from the group consisting of .alpha. and .beta. forms of sialic acid, Kemp's acid, quinic acid, R and S forms of mandelic acid, R and S forms of glyceric acid, R and S forms of lactic acid, propionic and acetic acid, and esters and amides thereof, --SO.sub.3, sulfonate, --PO.sub.3, phosphonate, trifluoromethyl, diazine and triazine;B is selected from a group consisting of .alpha. and .beta. forms of fucose, arabinose and esters and substituted forms thereof wherein one or more of the OH groups is independently substituted with F, N.sub.3, NHAc, NHCOCF.sub.3. The remaining variable are described in the specification.Type: GrantFiled: August 12, 1994Date of Patent: August 19, 1997Assignee: Glycomed IncorporatedInventors: Falguni Dasgupta, John H. Musser, Daniel E. Levy, Peng Cho Tang
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Patent number: 5656746Abstract: A temporary wet strength polymer and compositions for paper products, e.g., toilet tissue, is disclosed. The temporary wet strength polymer is the oxidation product of an esterified polyhydroxy polymer, more preferably of an esterified polysaccharide. The esterified polymer compound is formed by reacting the polyhydroxy polymer with a 1,2-disubstituted alkene compound that has at least one carboxylic acid group. The temporary wet strength polymer provides paper products having an initial wet strength that enables use of the product in the moistened condition, along with a suitable wet strength decay rate.Type: GrantFiled: March 28, 1996Date of Patent: August 12, 1997Assignee: The Proctor & Gamble CompanyInventors: David Jay Smith, Michael Martyn Headlam
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Patent number: 5656747Abstract: The invention relates to a process for quantitatively purifying glycolipids, wherein the purification of the glycolipids is effected by acidifying the glycolipid-containing solution to pH .ltoreq.5.0, then heating the batch to 60.degree. C.-130.degree. C., and then cooling the batch down to .ltoreq.50.degree. C. and centrifuging it at .gtoreq.500 g in order to sediment the glycolipid-containing phase.Type: GrantFiled: November 3, 1993Date of Patent: August 12, 1997Assignee: Hoechst AktiengesellschaftInventors: Johann Mixich, Reinhardt Rothert, Dieter Wullbrandt
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Patent number: 5648483Abstract: Polyol polyesters can be made by a transesterification reaction of a polyol with a lower alkyl fatty acid ester. A by product of that reaction are the alcohols from the lower alkyl esters. These are usually removed from the transesterification reaction by inert gas stripping. The process herein links the transesterification reaction with a lower alkyl ester formation reaction. The transesterification reaction acts as a the source of the lower alkyl alcohols for the formation of the lower alkyl esters used in the polyol fatty acid polyester synthesis. A preferred method for both reactions uses a reactive absorption column.Type: GrantFiled: June 7, 1995Date of Patent: July 15, 1997Assignee: The Procter & Gamble CompanyInventors: Eric Paul Granberg, Richard Gerard Schafermeyer, James Anthony Letton
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Patent number: 5646270Abstract: The invention provides an acidic polysaccharide by culturing acidic polysaccharide-producing germ belonging to Aureobasidium sp. isolated from soil, which has no toxicity and is applicable to growth promotion by adding to feed, waste water-treating agent and foods.Type: GrantFiled: March 20, 1995Date of Patent: July 8, 1997Assignees: Kabushikigaisha Sopy, Frederick L. Luth, James J. King, Leo C. JohnsonInventors: Noboru Fujii, Genichi Kadota
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Patent number: 5644012Abstract: A polyester represented by the following general formula (I) and a copolymer which comprises two structural units represented by the following general formulae (I') and (II). ##STR1## and a coating material for use in large intestine-selective drug release pharmaceutical preparations, which contains the above polyester and/or copolymer. The polyester and copolymer of the present invention contain a saccharide residue which is hydrolyzed and/or assimilated specifically in the large intestine, drugs contained in solid oral pharmaceutical administration pharmaceutical preparations coated with the coating material of the present invention are not decomposed or absorbed by digestive organs other than the large intestine, but instead are released selectively and therefore in a high concentration in the large intestine.Type: GrantFiled: November 16, 1992Date of Patent: July 1, 1997Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventors: Koji Iritani, Tetsuya Kawasaki, Nobutaka Tani, Shigeki Masuda, Yoshiaki Yano
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Patent number: 5635609Abstract: Particles, preparation methods therefor, and compositions containing same. The particles include at least one esterified polysaccharide and at least one polyamine, as well as at least one gellable polysaccharide when neither the esterified polysaccharide nor the polyamine can be gelled under the selected operating conditions. Said particle includes, at least on its surface, a membrane consisting of the product of the transacylation reaction between the esterified polysaccharide and said polyamine within an optionally gellable gel, said reaction causing the formation of covalent amide bonds. Such particles may be used to encapsulated various active principles useful in the fields of cosmetics, pharmaceuticals and agri-foodstuffs, enzymes, cells and micro-organisms.Type: GrantFiled: July 20, 1995Date of Patent: June 3, 1997Assignee: ColeticaInventors: Marie-Christine Levy, Florence Edwards-Levy, Isabelle Orly
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Patent number: 5635614Abstract: The invention disclosed relates to a process for the preparation of sugar and sugar alcohol esters of general formula I(R--COO--).sub.n --R.sup.1 (I)wherein R is an alkyl group, R.sup.1 is derived from a sugar or a polyol moiety and n is 1 to 3, comprising reacting a sugar or a polyol with an acyl moiety, such as a carboxylic acid or ester, in a suitable solvent therefor and in the presence of an enzymatic catalyst capable of catalyzing the formation of ester bonds, and under reduced pressure sufficient to vaporize the solvent and by-product water, and continuously removing the water.Type: GrantFiled: June 9, 1995Date of Patent: June 3, 1997Assignee: National Research Council of CanadaInventors: Amelie Ducret, Robert Lortie, Michael Trani
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Patent number: 5629412Abstract: A class of molecules that alter cell adhesion. A cell adhesion affector according to the present invention essentially consists of an amino acid linked to a carbohydrate wherein the amino acid and the carbohydrate are linked to form a compound chosen from the group consisting of Schiff bases, N-glycosides, esters, and Amadori products. The carbohydrate is preferably a monosaccharide or a small oligosaccharide. The carbohydrate and amino acid sub-units may be chemically modified. For example, the amino acid may be modified by covalently bonding other groups to the amino group, carboxyl group, or side chain group of the amino acid. The carbohydrate sub-unit is preferably a pentose such as arabinose, xylose, ribose, ribulose, a hexose such as fructose, deoxyfructose, galactose, glucose, mannose, tagatose, rhamnose, or a disaccharade based on two of the above such as maltose, lactose, maltulose, or lactulose.Type: GrantFiled: July 11, 1994Date of Patent: May 13, 1997Inventor: Guennadi V. Glinskii
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Patent number: 5627273Abstract: The present invention is directed to methods of preparing hydrophobically-terminated polysaccharide polymers. The methods utilized to prepare the hydrophobically-terminated polysaccharide polymers utilize water as the reaction solvent and do not utilize any cosolvent. The invention is also directed to hydrophobically-terminated polysaccharide polymers which are useful as deflocculants in liquid detergent compositions and to the liquid detergent compositions which contain the hydrophobically-terminated polysaccharide polymers.Type: GrantFiled: January 31, 1995Date of Patent: May 6, 1997Assignee: National Starch and Chemical Investment Holding CorporationInventors: John S. Thomaides, James Burkert
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Patent number: 5620961Abstract: A specialized derivative of fructose in which the compound is a fructose ester complexed with .beta.-cyclodextrin. Preferably, the fructose derivative is fructosehexanoate .beta.-cyclodextrin complex, and more preferably the fructose derivative is fructose-1-O-hexanoate .beta.-cyclodextrin complex. Fructose pentanoate and fructose heptanoate .beta.-cyclodextrin complexes are also included within the scope of the invention, and the fructose ester and the .beta.-cyclodextrin must be combined in approximately molar equivalent amounts. The present invention also includes a method for treating animals and humans with the instant fructose derivatives, to protect against tissue damage caused by doxorubicin cytotoxicity (particularly doxorubicin-induced cardiomyopathy or mucositis), ischemia, radiation damage and other sources of free oxygen radical cellular damage to the tissue of living animals and humans.Type: GrantFiled: October 24, 1994Date of Patent: April 15, 1997Inventors: Nenad S. Markovic, Olivera T. Markovic
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Patent number: 5621093Abstract: A method for sterilizing solid hyaluronic acid includes autoclaving solid hyaluronic acid, whereby the solid hyaluronic acid is exposed to saturated steam at positive gauge pressure for a period of time that is sufficient to sterilize the solid hyaluronic acid. In one embodiment, autoclaving includes exposing the solid hyaluronic acid to saturated steam at a gauge pressure of about one atmosphere for a period of time between about fifteen and thirty minutes.Type: GrantFiled: June 6, 1995Date of Patent: April 15, 1997Assignee: Anika Research, Inc.Inventors: David A. Swann, Jing-wen Kuo, Vladimir Pinsky
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Patent number: 5618933Abstract: Chemoenzymatic methods of making sugar-based polymers are disclosed as well as novel sugar-based polymers. In one embodiment, acylated sugars are copolymerized with coreactants to yield novel sugar-based polymers. In another embodiment, non-reducing sugars acylated with a compound having a terminal double bond are polymerized to yield novel sugar-based polymers.Type: GrantFiled: May 31, 1994Date of Patent: April 8, 1997Assignee: University of Iowa Research FoundationInventors: Jonathan S. Dordick, David G. Rethwisch, Damodar R. Patil
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Patent number: 5612475Abstract: A process for sizing natural and synthetic yarns by contacting the yarns with a sizing agent containing alkali metal salts of carboxymethyl guar galactomannan having degrees of substitution below 0.15.Type: GrantFiled: December 20, 1995Date of Patent: March 18, 1997Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Hans P. Miemietz, Kaspar Schlueter, Siegrid Waltenberger-Scharffetter, Bernhard Wuestnienhaus
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Patent number: 5612321Abstract: Grafted polysaccharide compositions comprising polysaccharides grafted with antioxidants on at least one hydroxyl group of the polysaccharide. The use of antioxidant grafted polysaccharides or antioxidant grafted crosslinked polysaccharides as a treatment for arthritis, as a drug delivery vehicle, to reduce the incidence of post-operative adhesion formation, to promote the healing of chronic wounds and ulcers, and as a component of cosmetic formulations.Type: GrantFiled: June 22, 1995Date of Patent: March 18, 1997Assignee: Hercules IncorporatedInventor: Tuyen T. Nguyen
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Patent number: 5601799Abstract: The present invention relates to a D 25 polysaccharide compound whose lipid has been partially removed and to its derivatives, wherein at least 85% by weight, preferably 90% of the compound, exists in aqueous solution in monomeric form. The 30 kD molecular weight polysaccharide compound extracted from the membrane proteoglycan of the bacterium Klebsiella pneumoniae is mentioned in particular. The amount of palmitic fatty acids which is bound to it in esterified form does not exceed 0.01% by weight of the compound and the amount of palmitic fatty acids which is associated with it in the free form does not exceed 0.1% by weight of the compound.Type: GrantFiled: January 6, 1995Date of Patent: February 11, 1997Assignee: Pierre Fabre MedicamentInventors: Hans Binz, Lucien Dussourd D'Hinterland, Gerard Normier, Alain Le Pape, Michel Favaron, Souhail Delassan
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Patent number: 5596085Abstract: An improved method for the preparation of polyol fatty acid polyesters via a one step reaction. A polyol-type reagent is mixed with a fatty-acid containing reagent, and an esterification catalyst to form a reaction mixture. The polyol-type reagents include polyols and saccharides having hydroxyl groups, partially-esterified polyols and saccharides having both hydroxyl groups and lower alkyl ester groups, and fully-esterified polyols and saccharides having lower alkyl ester groups. The reaction is heated to about 95.degree. to 200.degree. C. for a time sufficient for the formation of saccharide fatty acid polyester while a non-fatty acid-containing lower alkyl ester by-product or an alcohol by-product are removed from the reaction mixture by a thin film reaction techniques. The use of thin film reaction methodology provides more efficient removal of by-products and greater yields of the polyol fatty acid polyesters.Type: GrantFiled: April 11, 1995Date of Patent: January 21, 1997Assignee: Kraft Foods, Inc.Inventors: Richard S. Silver, Gerard L. Hasenhuettl
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Patent number: 5593887Abstract: Oligosacaharide compounds that are substrates and inhibitors of glycosyltransferase and glycosidase enzymes and compositions containing such compounds are disclosed. A method of glycosylation is also disclosed. An E. coli transformed with phagemid CMPSIL-1, which phagemid comprises a gene for a modified CMP-sialic acid synthetase enzyme, which transformed E. coli has the ATCC accession No. 68531 is also provided.Type: GrantFiled: June 7, 1995Date of Patent: January 14, 1997Assignee: The Scripps Research InstituteInventors: Chi-Huey Wong, Yoshitaka Ichikawa, Gwo-Jenn Shen
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Patent number: 5589465Abstract: Novel glycolipid derivatives of Formula (I): ##STR1## wherein R is a long chain alkyl, or their salts are disclosed. These compounds act as a ligand for selectin family and exhibit a remarkable inhibitory effect on the binding of selectin family to its native ligand sialyl Lewis.sup.x.Type: GrantFiled: March 1, 1995Date of Patent: December 31, 1996Assignees: Akira Hasegawa, Kanebo Ltd.Inventors: Hideharu Ishida, Makoto Kiso, Akira Hasegawa
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Patent number: 5580858Abstract: Disclosed are novel Lewis.sup.x and Lewis.sup.a analogues, pharmaceutical compositions containing such analogues, methods for their preparation and methods for their use.Type: GrantFiled: November 4, 1994Date of Patent: December 3, 1996Assignee: Alberta Research CouncilInventors: Robert M. Ippolito, Wasimul Haque, Cong Jiang, H. Rizk Hanna, Andre P. Venot, Pandurang V. Nikrad, Mohammed A. Kashem, Richard H. Smith
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Patent number: 5563251Abstract: A process for producing a nonionic surfactant wherein a polyol, e.g. a saccharide, is introduced into a reaction vessel, a mixture of an alkylene oxide containing from about 2 to about 5 carbon atoms and a lipophilic compound containing an epoxide group and having at least 6 carbon atoms is introduced into the reaction vessel, the polyol and the mixture being reacted in the presence of a catalyst and under conditions such that the rate of introduction of the mixture into the reaction vessel is controlled by the rate of reaction between the alkylene oxide and the polyol, the reaction between the polyol and the mixture being conducted at a temperature above the boiling point of the alkylene oxide.Type: GrantFiled: January 7, 1991Date of Patent: October 8, 1996Assignee: CONDEA Vista CompanyInventor: Thomas M. Lachocki
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Patent number: 5559226Abstract: Polyol fatty acid polyesters having improved oxidative stability are prepared using the addition of an alkaline material to the synthesized crude polyol fatty acid polyesters before conducting the finishing of the crude. The alkaline material is added in an amount such that the finished product has a pH of from about 6.0 to about 8.5.Type: GrantFiled: March 21, 1994Date of Patent: September 24, 1996Assignee: The Procter & Gamble CompanyInventor: Robert J. Sarama
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Patent number: 5552462Abstract: A novel blend composition comprising one or more cationic polygalactomannas and xanthan gum is provided. The blend is capable of producing enhanced viscosities when distributed in a solvent. The blend is suitable for use in foods, explosives, oil field chemicals, textile fibers, agricultural chemicals and cosmetics.Type: GrantFiled: November 22, 1993Date of Patent: September 3, 1996Assignee: Rhone-Poulenc Inc.Inventor: Michael H. Yeh
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Patent number: 5550225Abstract: A process for preparing monoesters predominantly in the 6' position of D-maltose involves, in a first step forming in an organic solvent a mixed anhydride of formula (I): ##STR1## wherein R represents a linear or branched alkyl or alkenyl radical having 7-21 carbon atoms or R represents a defined mixture of the alkyl or alkenyl radicals, and R' represents a linear or branched alkyl having 2-10 carbon atoms, by reacting in the presence of a base, an R--COOH acid wherein R has the meaning given above with a ClCOOR' alkyl chloroformate wherein R' has the meaning given above, and in a second step reacting the mixed anhydride of formula (I) in solution in an organic solvent with D-maltose. The monoesters are employed in cosmetic, buccal-dental, pharmaceutical or food compositions.Type: GrantFiled: March 26, 1993Date of Patent: August 27, 1996Assignee: L'OrealInventor: Michel Philippe
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Patent number: 5550220Abstract: A method for producing alkyl glycoside polyesters comprising admixing a lower acyl ester alkyl glycoside, a fatty acid lower alkyl ester, and an alkaline metal catalyst to form a reaction mixture. Thereafter, the reaction mixture is heated to a reaction temperature and maintained at that temperature for a predetermined period of time. A low vacuum is drawn over the mixture. Yields of on the order of 95% to 99% can be achieved in accordance with this method. Novel fat substitute food compositions containing alkyl glycoside fatty acid polyesters are produced in accordance with this present invention. The alkyl moiety may be unsubstituted or substituted by from 1-3 free hydroxyl groups or fatty acid esterified hydroxyl groups.Type: GrantFiled: December 20, 1994Date of Patent: August 27, 1996Assignee: Curtice-Burns, Inc.Inventors: Richard S. Meyer, Michael L. Campbell, Daryl B. Winter, Jeffrey M. Root
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Patent number: 5543512Abstract: The invention concerns a process for preparing saccharide monomers comprising at least one polymerizable acrylate or methacrylate group whereby the saccharide used in the process is selected from mono-, di- and tri-saccharides, in particular from non-reducing mono-, di- and tri-saccharides. The process comprises reacting the saccharide in an aqueous medium with an esterifying reagent containing the polymerizable acrylate or methacrylate group in the presence of a base while maintaining the pH of the reaction medium to a value within the range of 7 to 11 during the entire reaction time. The invention furthermore concerns saccharide monomers comprising at least one polymerizable acrylate or methacrylate group with a controlled degree of substitution.Type: GrantFiled: January 26, 1995Date of Patent: August 6, 1996Assignee: Beghin-SayInventors: Julio Mentech, Isabelle Betremieux, Bruno Legger
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Patent number: 5534284Abstract: Nondigestible fat compositions useful as replacements for triglyceride fats or oils in foods are disclosed. These compositions have relatively flat solid Fat Content (SFC) profile slopes between typical room temperature and body temperature. The nondigestible fat compositions comprise a liquid nondigestible oil and nondigestible solid polyol polyester particles dispersed in the oil in an amount sufficient to control passive oil loss. The solid polyol polyester particles of the composition herein comprise from about 10% to 50% polyol polyester polymer and from 50% to about 90% polyol polyester monomer. The polyol polyester material which forms these solid particles must contain a relatively high proportion of long chain saturated fatty acid ester groups. Edible fat-containing products comprising these nondigestible fats can be less waxy tasting due to the lower level of solids required for passive oil loss control.Type: GrantFiled: September 7, 1994Date of Patent: July 9, 1996Inventors: Patrick J. Corrigan, John K. Howie
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Patent number: 5532221Abstract: A method of reducing post-operative adhesion formation by topically applying an ionically crosslinked carboxyl-containing polysaccharide or a pharmacologically acceptable salt thereof, e.g. sodium hyaluronate crosslinked with ferric chloride, to a site of surgical trauma.Type: GrantFiled: February 4, 1994Date of Patent: July 2, 1996Assignee: Lifecore Biomedical, Inc.Inventors: W. James Huang, Douglas B. Johns, Richard L. Kronenthal