Esters Patents (Class 536/115)
-
Process for purifying products containing esters of a non-reducing sugar and one or more fatty acids
Patent number: 5378834Abstract: The invention relates to a process for purifying crude products containing esters of a non-reducing sugar like sucrose, and one or more fatty acids such as palmitic acid, stearic acid etc. by subjecting the crude esterification products to an extraction treatment with supercritical carbon dioxide. After carrying out this extraction treatment a residue comprising the fatty acid esters of non-reducing sugars, the unreacted sugar and the salts as well as an extract comprising the fatty acids, fatty acid alkyl esters and also any solvents, if present, are obtained. The unreacted sugar and the salts, present in the obtained residue, can be removed from the residue by, for example, a washing operation resulting in a final product of pure esters of the non-reducing sugar and one or more fatty acids. This last removal step concerning the unreacted sugar and salts may also be carried out before the application of the above indicated extraction treatment with supercritical carbon dioxide.Type: GrantFiled: July 14, 1993Date of Patent: January 3, 1995Assignee: Cooperatieve Vereniging Suiker Unie U.A.Inventors: Kees Koerts, Age Bakker, Gerardus M. Vianen -
Patent number: 5371208Abstract: A bed of transparent, water insoluble, charge-free crosslinked gel which is suitable for use in electrophoresis is prepared. The gel is formed by dissolving a linear polysaccharide, such as agarose, in a suitable solvent, such as water. This dissolution may be accomplished with agitation. A suitable cross linking agent, which is not itself charged, nor does it become charged upon contact with water, at a pH of 2 to 12, is then added to the solution, possibly with agitation in order to get thorough mixing of the linear polysaccharide and the cross linking agent. This mixture is then allowed to incubate and react in a quiescent state to substantially simultaneously gel and crosslink to form the desired cross linked gel bed. Preferred cross-linking agents are bis-epoxides, halo-epoxides, bis-haloalkanes, bis-halo-alcohols, alkanediol-bis-alkyl sulfonates, alkanediol-bis-aryl sulfonates or divinylsulfone. The liner polysaccharide maybe mixed with a synthetic polymer such as polyvinyl alcohol.Type: GrantFiled: December 30, 1992Date of Patent: December 6, 1994Assignee: Guest Elchrom Scientific Ltd.Inventor: Branko Kozulic
-
Patent number: 5371203Abstract: The invention relates to a process for the stereoselective preparation of .beta.-L-fucopyranosyl phosphates via the trichloroacetimidates of protected L-fucose and the synthesis and purification of very pure GDP-fucose from the .beta.-L-fucopyranosyl phosphates.Type: GrantFiled: January 31, 1992Date of Patent: December 6, 1994Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Richard R. Schmidt, Karl-Heinz Jung, Barbara Spahngehl, Willy Kinzy, Jurgen Hemberger
-
Patent number: 5358859Abstract: Aureobacterium barkerei strain KDO-37-2 (ATCC 49977) KDO aldolase (EC 4.1.2.23) isolated therefrom are disclosed. The DKDO aldolase is further disclosed to have a broad substrate specificity with respect to its reverse reaction, i.e. the condensation of aldoses with pyruvate to form a wide range of 2-keto-3-deoxy-onic acids, including 2-keto-3-deoxy-nonulosonic acid, 2-keto-3-deoxy-octulosonic acid, 2-keto-3-deoxy-heptulosonic acid, and 2-keto-3-deoxy-hexulosonic acid. In particular, 3-deoxy-D-manno-2-octulosonic acid (D-KDO), a vital component of lipopolysaccharides found in the bacterial outer membrane may be synthesized from D-arabinose and pyruvate in 67% yield. Additionally, protected forms of the KDO aldolase products, e.g. hexaacetyl 2-keto-3-deoxy-nonulosonic acid and pentaacetyl 2-keto-3-deoxy-octulosonic acid, may be decarboxylated to form the corresponding 2-deoxy-aldoses, e.g. 2-deoxy-octulose and 2-deoxy-heptulose respectively.Type: GrantFiled: December 18, 1992Date of Patent: October 25, 1994Assignee: The Scripps Research InstituteInventors: Chi-Huey Wong, Takeshi Sugai, Gwo-Jenn Shen
-
Patent number: 5336668Abstract: Total and partial esters of alginic acid which possess important bioplastic and pharmaceutical qualities and are useful in various fields including medical, surgical, cosmetics and foods.Type: GrantFiled: June 20, 1991Date of Patent: August 9, 1994Assignee: Fidia, S.p.A.Inventors: Francesco della Valle, Aurelio Romeo
-
Patent number: 5334311Abstract: A separation agent essentially comprises an aliphatic or aromatic ester of a polysaccharide, except for cellulose acetate and an aromatic ester of cellulose. It is useful for separation of various chemical substances, especially optical resolution of optical isomers.Type: GrantFiled: September 15, 1993Date of Patent: August 2, 1994Assignee: Daicel Chemical Industries, Ltd.Inventors: Tohru Shibata, Hajime Namikoshi, Ichiro Okamoto
-
Patent number: 5332809Abstract: The present invention is directed to total and partial esters of gellan in which the esterifying alcohol component is derived from aliphatic, araliphatic, cycloaliphatic or heterocyclic alcohols, and salts of said partial esters with inorganic or organic bases, and compositions containing the same.Type: GrantFiled: February 11, 1992Date of Patent: July 26, 1994Assignee: Fidia S.p.A.Inventors: Francesco Della Valle, Vittorio Crescenzi, Lanfranco Callegaro
-
Patent number: 5298611Abstract: A process for producing substantially pure sucralose pentaester from a mixture of 6-O-acyl-4,1' ,6' -trichloro-4,1',6'-trideoxygalactosucrose in a reaction medium comprising a tertiary amide, wherein said process comprises the steps of:(a) recovering the 6-O-acyl-4,1' ,6' -trichloro-4,1' ,6' -trideoxygalactosucrose from said mixture;(b) peracylating the 6-O-acyl-4,1' ,6' -trichloro-4,1' ,6' -trideoxygalactosucrose product of step (a) to produce thereby 4,1',6' -trichloro-4,1' ,6' -trideoxygalactosucrose pentaester; and(c) crystallizing the 4,1',6' -trichloro-4,1' ,6' -trideoxygalactosucrose pentaester product of step (b) to produce substantially pure 4,1',6' -trichloro-4,1' ,6' -trideoxygalactosucrose pentaester.Type: GrantFiled: March 12, 1993Date of Patent: March 29, 1994Assignee: McNeil-PPC, Inc.Inventors: Juan L. Navia, Robert E. Walkup, Nicholas M. Vernon, Robert E. Wingard, Jr.
-
Patent number: 5278300Abstract: 4,6-O-hydroxyphosphoryl-glucosamine derivatives as shown in the following formula [I] and their pharmaceutically-acceptable salts: ##STR1## wherein R.sub.1 and R.sub.2 represent a hydrogen atom or a hydroxy group; one of R.sub.3 and R.sub.4 represents --OCO(CH.sub.2).sub.n CH.sub.3, --CH.sub.2 (CH.sub.2).sub.n CH.sub.3, or --O--CH.sub.2 (CH.sub.2).sub.n CH.sub.3, and the other represents a hydrogen atom; l is an integer of 4-16; m is an integer of 4-16; and n is an integer of 6-18.Type: GrantFiled: December 12, 1991Date of Patent: January 11, 1994Assignees: Japan Tobacco, Inc., Akira HasegawaInventors: Akira Hasegawa, Shinichi Uesato, Tomio Ishida, Tomio Ishida
-
Patent number: 5278301Abstract: Axial anomeric sulfoxides generated via thiophenol Ferrier rearrangement of glucal and galactal derivatives are used to synthesize glycals of the gulal and allal series. An application of the method led to the synthesis of the esperamicin thiosugar.Type: GrantFiled: April 13, 1992Date of Patent: January 11, 1994Assignee: Yale UniversityInventors: Randall L. Halcomb, Samuel J. Danishefsky, Mark D. Wittman
-
Patent number: 5270421Abstract: A method of making a novel sugar-based polymer is disclosed. A sugar and an organic acid derivative having at least two carboxylate functionalities are mixed in a substantially non-aqueous organic solvent with a hydrolytic enzyme and, thereafter, the resulting mixture is agitated for a time sufficient to allow for the polymerization of the sugar. The resulting sugar-based polymer has sugar incorporated in the polymer backbone.Type: GrantFiled: July 22, 1992Date of Patent: December 14, 1993Assignee: University of Iowa Research FoundationInventors: Jonathan S. Dordick, David G. Rethwisch, Damodar R. Patil
-
Patent number: 5270460Abstract: Sucrose or derivatives thereof such as esters are acylated at the 4'- and/or the 6- position by reaction with a donor acyl ester, e.g. a reactive ester of an alkanoic acid or benzoic acid, in the presence of lipase. Sucrose 6,4' so produced can be chlorinated and deacylated to produce the sweetener sucralose.Type: GrantFiled: June 3, 1992Date of Patent: December 14, 1993Assignee: Tate & Lyle Public Limited CompanyInventors: Jonathan S. Dordick, Andrew J. Hacking, Riaz A. Khan
-
Patent number: 5264422Abstract: Partial esters of alginic acid and salts thereof possess important bioplastic and pharmaceutical qualities and are useful in various fields including medical, surgical, cosmetics and foods.Type: GrantFiled: June 20, 1991Date of Patent: November 23, 1993Assignee: Fidia S.p.A.Inventors: Francesco della Valle, Aurelio Romeo
-
Patent number: 5237057Abstract: The present invention is directed to novel THC derivatives which are synthesized for the covalent attachment to antigens (proteins or polypeptides) for the preparation of antibodies or receptors to the THC metabolites. The resulting novel antigens may be used for the production of antibodies or receptors using standard methods. Once generated, the antibodies or receptors and the novel derivatives which are covalently attached to proteins, polypeptides or labels may be used in the immunoassay process.Type: GrantFiled: April 6, 1992Date of Patent: August 17, 1993Assignee: Biosite Diagnostics, Inc.Inventors: Kenneth F. Buechler, Si S. Moi
-
Patent number: 5218097Abstract: The reaction of protected monosaccharides or oligosaccharides or protected monosaccharide and oligosaccharide derivatives containing an anomeric hydroxyl group with secondary .alpha.-haloenamines affords high yields of protected glycosyl halides, which are valuable intermediates for the introduction of sugar groups in the synthesis of oligosaccharides, glycolipids or glycopeptides.Type: GrantFiled: November 28, 1989Date of Patent: June 8, 1993Assignee: Ciba-Geigy CorporationInventor: Beat Ernst
-
Patent number: 5212299Abstract: Aqueous gel compositions and their use in electrophoresis, and anhydrous compositions useful in the preparation of the aqueous gel compositions.The aqueous gel compositions comprise:A. water,B. at least one di- or tri-hydroxy C.sub.2-4 alkyl ether moiety (preferably glyceryl) substituted agarose, andC. from about 20 to about 400 mM of at least one borate compound per liter of aqueous gel composition.The anhydrous compositions comprise the agarose in powder form and the borate in powder or aqueous solution.Type: GrantFiled: May 10, 1991Date of Patent: May 18, 1993Assignee: FMC CorporationInventor: Joshua D. Smith
-
Patent number: 5204330Abstract: A compound of formula (I) or a pharmaceutically acceptable salt thereof: ##STR1## wherein: R.sub.1 is a group --CH.sub.2 --X where X is hydrogen, halogen, --CN, --N.sub.3, --OC(O)R.sub.5, --S(O).sub.n R.sub.5, --SH, --OC(O)NHR.sub.5, --NHCONHR.sub.5 or --NR.sub.6 R.sub.7, where R.sub.5 is hydrogen optionally substituted C.sub.1-8 alkyl, or aryl, heteroaryl, aryl C.sub.1-4 alkyl or heteroaryl C.sub.1-4 alkyl in each of which the aromatic moiety is optionally substituted with the proviso that when X is --S(O).sub.n R.sub.5, R.sub.5 does not represent hydrogen, R.sub.6 and R.sub.7 are independently hydrogen or C.sub.116 alkyl, or one of R.sub.6 and R.sub.7 is hydrogen and the other is --formyl, C.sub.2-8 alkanoyl, dialkoxyphosphoryl, aroyl, heteroaroyl, aryl C.sub.1-4 alkanoyl, heteroaryl C.sub.1-4 alkanoyl, C.sub.1-8 alkylsulphonyl, arylsulphonyl, heteroarylsulphonyl, aryl C.sub.1-4 alkylsulphonyl or heteroaryl C.sub.1-4 alkylsulphonyl, where any aromatic moiety in R.sub.6 or R.sub.Type: GrantFiled: December 6, 1990Date of Patent: April 20, 1993Assignee: Beecham Group p.l.c.Inventors: Michael J. Driver, Alexander R. Greenlees, David T. MacPherson
-
Patent number: 5200328Abstract: Fatty acid esters of methyl glycosides are prepared by reacting a fatty acid or ester with a methyl glycoside in the presence of an enzyme catalyst, in particular a lipase. The resulting fatty acid esters are preferably monoesters.The methyl glycoside fatty acid esters may be used as surface-active agents in cleaning compositions or personal care products.Type: GrantFiled: March 16, 1990Date of Patent: April 6, 1993Assignee: Novo Nordisk A/SInventors: Ole Kirk, Sven Erik Godtfredsen, Fredrik Bjorkling
-
Patent number: 5191072Abstract: Lipid A monosaccharide analogues of the following general formula: ##STR1## wherein R.sub.1 is a hydrogen atom or a hydroxyl group, 1 is an integer of 8-14, m is an integer of 11-17 integer, and n is 8-14 integer.Type: GrantFiled: July 17, 1991Date of Patent: March 2, 1993Assignees: Japan Tobacco Inc., Akira HasegawaInventors: Akira Hasegawa, Makoto Kiso, Shinichi Uesato, Masanobu Suzuki, Tomio Ishida, Yutaka Saito
-
Patent number: 5190747Abstract: An oral detergent composition comprising a nonionic surface active agent comprising a fatty acid ester of a hexose sugar or an alkyl glycoside thereof, wherein the content of monoester is from 93 to 99.0% by weight, the content of diester is from 0.1 to 7% by weight and the content of tri- and higher polyesters is from 0 to 1% by weight in the fatty acid ester.Type: GrantFiled: January 29, 1992Date of Patent: March 2, 1993Assignee: Lion CorporationInventors: Shizuo Sekiguchi, Tomoko Yasumasu, Hiroshi Miyake, Yoshihisa Endo
-
Patent number: 5191071Abstract: Compounds of the formula (R-COO).sub.n X-OR.sup.1, wherein R.sup.1 is optionally substituted alkyl, phenyl, or alkyl phenyl, n is 1, 2 or 3, X is a carbohydrate moiety, and R is optionally substituted alkyl, have superior effects as additives in detergents. These compounds can be prepared by esterification of glycosides using specific enzymes.Type: GrantFiled: June 28, 1991Date of Patent: March 2, 1993Assignee: Novo Nordisk A/SInventors: Ole Kirk, Frederik Bjorkling, Sven E. Godtfredsen
-
Patent number: 5185436Abstract: Compounds which are hydrolyzed in vivo to n-butyric acid are esters of butyric acid in which the alcohol group is selected from the group consisting of polyhydric alcohols, cyclic and acyclic aldose or ketose monosaccharides and their acetonides. Of particular interest are O-butanoyl-6-O-ispropylidene-1,2,.alpha. O-glucofuranose, tri-O-butanoyl 3, 5, 6,- isopropylidene-1,2 .alpha.-D-glucofuranose, O-butanoyl-6-di-O-isopropylidene-1,2 : 3,4 .alpha.-D-galactopyranose, and penta-O-butanoyl-1,2,3,4,6 D-galactopyranose and penta-O-butanoyl-1,2,3,4,6.alpha. D-galactopyranose, )-n-butanoyl-1-isopropylidene-2,3 glyceryl, O-butanoyl-3-di-o-palmitoyl-1,2 glyceryl, and di-O-n butanoyl-2,3 O-palmitoyl-1 glyceryl.Type: GrantFiled: March 29, 1990Date of Patent: February 9, 1993Assignee: Association Pour La Recherche Therapeutique Anti-CancereuseInventors: Pierre J. Villa, Francois Pieri, Ginolino Ronco, Emile P. R. Segard
-
Patent number: 5175276Abstract: An improved process for the production of cellulose ester fibrets wherein a thickened slurry of the fibrets in a liquid mixture of a solvent for the fibrets and a fibret non-solvent is contacted with saturated steam in the separation of the solvent from the fibrets.Type: GrantFiled: December 14, 1990Date of Patent: December 29, 1992Assignee: Hoechst Celanese CorporationInventors: Samuel S. McNair, Jr., David M. Gault
-
Patent number: 5147861Abstract: Total esters of alginic acid with aliphatic and araliphatic alcohols possess important bioplastic and pharmaceutical qualities and are useful in various fields including the sanitary and surgical fields.Type: GrantFiled: September 18, 1991Date of Patent: September 15, 1992Assignee: Fidia S.p.A.Inventors: Francesco della Valle, Aurelio Romeo
-
Patent number: 5144023Abstract: The invention pertains to a process for the synthesis of polyol fatty acid sters involving transesterification under substantially solvent-free conditions in which the preparation of the starting reaction mixture for the esterification reaction comprises the step of spray-drying. The process provids a very convenient method of desolvatizing and homogenizing the reactants which is economically feasible on a technical scale.Type: GrantFiled: November 18, 1991Date of Patent: September 1, 1992Assignee: Van den Bergh Foods Co., Division of Conopco, Inc.Inventor: Gerardus W. M. Willemse
-
Patent number: 5144022Abstract: The present invention provides a new method of purifying a high HLB sugar fatty acid ester without using any solvent and giving it as a powdery form, in which a crude sugar ester is neutralized in pH value, and added with water, a neutral salt and sugar to give a sediment; this sediment is washed with acidic water; the washed water containing the high HLB sugar fatty acid ester at higher concentration is added with a fatty acid to separate a deposition; and this deposition is neutralized and spray dried.Type: GrantFiled: April 30, 1990Date of Patent: September 1, 1992Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Shusaku Matsumoto, Yoshio Hatakawa, Akihiko Nakajima
-
Patent number: 5141929Abstract: Ethers and/or esters of D-desosamine having the formula ##STR1## whereinn represents 0 or 1; R and R', each independently, represent linear or branched alkyl having 1-30 carbon atoms, alkenyl having 5-21 carbon atoms, cycloalkyl having 4-10 carbon atoms, cycloalkylalkyl having 5-11 carbon atoms or phenyl or arylalkyl optionally substituted; or R can represent hydrogen when n=1 and R' can represent hydrogen when n=0, the number of carbon atoms of R, R' or R+R' being equal to 9 to 33 inclusive; or R represents the aglyconic part of erythralosamine and R' represents linear or branched alkyl having 9-30 carbon atoms or alkenyl having 11-21 carbon atoms; and the .alpha. and .beta. anomers, their mixture and their salts.These compounds are usefully employed as anti-bacteria and anti-fungus agents in pharmaceutical and cosmetic compositions.Type: GrantFiled: December 6, 1989Date of Patent: August 25, 1992Assignee: Societe Anonyme dite: L'OrealInventors: Michel Phillippe, Henri Sebag
-
Patent number: 5128248Abstract: Sucrose or derivatives thereof such as esters are acylated at the 4'- and/or the 6-position by reaction with a donor acyl ester, e.g. a reactive ester of an alkanoic acid or benzoic acid, in the presence of lipase. Sucrose 6,4'-diesters so produced can be chlorinated and deacylated to produce the sweetener sucralose.Type: GrantFiled: September 26, 1989Date of Patent: July 7, 1992Assignee: Tate & Lyle Public Limited CompanyInventors: Jonathan S. Dordick, Andrew J. Hacking, Riaz A. Khan
-
Patent number: 5109127Abstract: A nonionic surface active agent comprising a fatty acid ester of a hexose sugar or an alkyl glycoside thereof, wherein the content of monoester is from 93 to 99.9% by weight, the content of diester is from 0.1 to 7% by weight and the content of tri- and higher polyesters is from 0 to 1% by weight in the fatty acid ester.Type: GrantFiled: November 5, 1990Date of Patent: April 28, 1992Assignee: Lion CorporationInventors: Shizuo Sekiguchi, Tomoko Yasumasu, Hiroshi Miyake, Yoshihisa Endo
-
Patent number: 5106967Abstract: Disclosed are novel 5-C-hydroxymethylhexose compounds and their derivatives which exhibit sugar-like functionality when used in food compositions. The derivatives include stereoisomers, di-, tri-, and polysaccharides, alkyl glycosides, polyol, and alditol derivatives. Also disclosed are sugar substitute compositions and food compositions containing these compounds and their derivatives.Type: GrantFiled: May 28, 1991Date of Patent: April 21, 1992Assignee: The Procter & Gamble CompanyInventor: Adam W. Mazur
-
Patent number: 5089608Abstract: There is disclosed a process which comprises the steps of:(a) reacting a di(hydrocarbyl)tin oxide such as a dialkyltin oxide with a dihydric alcohol, alkanolamine, or an enolizable .alpha.-hydroxyketone in an inert organic reaction vehicle, with removal of water, at a temperature and for a period of time sufficient to produce a cyclic adduct of said dialkyltin oxide and said dihydric alcohol, alkanolamine, or enolizable .alpha.-hydroxyketone;(b) reacting said cyclic adduct product of Step (a) with sucrose in an inert organic reaction vehicle such as a dipolar aprotic liquid, at a temperature and for a period of time sufficient to produce a 6-O-[dihydrocarbyl(hydroxy- or amino- or oxohydrocarbyl)stannoxyl]sucrose; and(c) reacting the product of Step (b) with an acylating agent to produce a sucrose-6-ester.Type: GrantFiled: March 23, 1990Date of Patent: February 18, 1992Assignee: McNeil-PPC, Inc.Inventors: Robert E. Walkup, Nicholas M. Vernon, Robert E. Wingard, Jr.
-
Patent number: 5079355Abstract: The invention pertains to a process for the synthesis of polyol fatty acid polyesters involving transesterification of a reaction mixture comprising a soap emulsifier in which during the reaction at a degree of conversion within the range of from 15 to 60% the soap level is substantially reduced. By this process the high-viscosity and separating-out problems attached to the soap emulsifier in the later stages of the reaction are avoided.Type: GrantFiled: January 4, 1989Date of Patent: January 7, 1992Assignee: Van den Bergh Foods Co., division of Conopco, Inc.Inventors: Yulir Meszaros Grechke, Pleun van der Plank, Adrianus Rozendaal
-
Patent number: 5071975Abstract: A process for preparing polyol fatty acid polyesters, e.g. sucrose polyesters (SPE) is improved by(1) mixing the polyol with an alkaline catalyst such as KOH, NaOH or their carbonates, preferably in aqueous solution or dissolved in C.sub.1-5 alcohols or ketones at atmospheric pressure and 10.degree.-80.degree. C.(2) preparing a mixture of fatty acid lower alkyl esters with an emulsifier, preferably a fatty acid soap, and(3) adding the alkaline polyol solution to the mixture of (2), whereby preferably the solvent is removed during the addition of (1) to (2), e.g. at 60.degree. C. and 5 mbar.The ratio fatty acid lower alkyl esters:polyol is preferably (10-20):1.The reaction is improved so that SPE are formed at 110.degree.-145.degree. C. within 5-10 hours.Type: GrantFiled: July 21, 1987Date of Patent: December 10, 1991Assignee: Van den Bergh Foods Co., Division of Conopco Inc.Inventors: Pleun van der Plank, Adrianus Rozendaal
-
Patent number: 5068182Abstract: The present invention provides compounds of the general formula ##STR1## wherein R.sub.1 is a hydrogen atom, a methyl, ethyl, propyl, isopropyl, butyl, tert. butyl or 1-alkoxyalkyl radical or an optionally hydrophilically substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, phenyl, tetrahydropyranyl, piperidinyl, N-methyl substituted piperidinyl or N-ethyl substituted piperidinyl, pyridinyl, thiophenyl or 1,1-dioxo-tetra- hydrothiopyranyl radical or an amino group which is optionally substituted by the same or different substituents selected from methyl, ethyl, propyl and isopropyl radicals. R.sub.2 is an oligoglucoside residue with 2, 3 or 4 glucose units and X is a hydrogen atom or an optically determinable residue. The present invention also provides processes for the preparation of compounds (I) and reagents for the determination of .alpha.-amylase containing them. Furthermore, the present invention provides a process for the determination of .alpha.Type: GrantFiled: December 22, 1988Date of Patent: November 26, 1991Assignee: Boehringer Mannheim GmbHInventors: Axel Schmidt, Herbert Von Der Eltz, Elli Rauscher
-
Patent number: 5057605Abstract: Sialocylglycerolipids represented by the following general formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom or a group CH.sub.3 CO--; R.sup.2 represents an alkali metal, a hydrogen atom or a lower alkyl group; R.sup.3 represents a hydrogen atom or a group C.sub.n H.sub.2n+1 -- (n is an integer ranging from 1 to 30); and R.sup.4 represents a group C.sub.m H.sub.2n+1 -- (m is an integer ranging from 1 to 30) are herein disclosed. They are prepared by treating a corresponding compound in an alkaline aqueous solvent. The method makes it possible to provide these compounds in a high yield by a simple processes.Type: GrantFiled: November 10, 1988Date of Patent: October 15, 1991Assignee: Mect CorporationInventors: Shoji Yoshimura, Yuzi Matsuzaki, Mamoru Sugimoto, Masayoshi Ito, Yoshiyasu Shitori, Tomoya Ogawa
-
Patent number: 5055571Abstract: The present invention pertains to a method of purifying crude polyol fatty acid polyesters, in particular sugar polyesters, comprising, preferably more than one, alkaline washing treatments at pH of at least 12.5, optionally in combination with water and/or acid washing treatments and further conventional refining steps. By this method better color-removal and stability against high-temperature discoloring is achieved.Type: GrantFiled: December 5, 1988Date of Patent: October 8, 1991Assignee: Van den Bergh Foods Co., Division of Conopco Inc.Inventor: Gerard J. Van Lookeren
-
Patent number: 5049664Abstract: A trehalose derivative of the formula: ##STR1## wherein one, two, three or four of R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are independently selected from the group consisting of C.sub.1-40 aliphatic acyl groups and all the rest of them are hydrogen atoms,with the proviso that:a) when one of them is C.sub.1-40 aliphatic acyl group, then it is not 2-palmitoyl or 6-aliphatic acyl,b) when two of them are C.sub.1-40 aliphatic acyl groups, then they are not located at corresponding positions with each other,c) when three of them are C.sub.1-40 aliphatic acyl groups, then they are not 2,3,2'-tripalmitoyl, andd) when four of them are C.sub.1-40 aliphatic acyl groups, then they are not located at corresponding positions with each other or at 2,3,4,2'- or 2,3,6,2'-positions.The compounds of the above formula have anti-tumor activity.Type: GrantFiled: August 16, 1989Date of Patent: September 17, 1991Assignee: Sawai Pharmaceutical Co., Ltd.Inventors: Junji Yoshinaga, Takeshi Shogaki, Takao Kakita, Hiromi Ozeki, Yoshiko Kato
-
Patent number: 5043438Abstract: The present invention pertains to a process for the synthesis of polyol fatty-acid esters by reacting a polyol and a fatty-acid lower-alkyl ester under substantially solvent-free conditions in the presence of a transesterification catalyst and an emulsifier. The process comprises a continuous initial reaction stage in a first reaction zone wherein a steady-state conversion is achieved of over 1% and a further reaction stage in which the reaction mixture from said first zone is further reacted to the required polyol fatty-acid esters in one or more subsequent reaction zones.Type: GrantFiled: February 9, 1990Date of Patent: August 27, 1991Assignee: Van den Bergh Foods Co., Division of Conopco Inc.Inventor: Markus G. Buter
-
Patent number: 5041427Abstract: Compounds are disclosed which are useful in a method of treating animals to protect them from the toxic effects of Gram negative endotoxin. They include the diphosphoryl lipid A (DPLA) which can be obtained from R. sphaeroides ATCC 17023 grown at about 26.degree. C.Type: GrantFiled: January 19, 1990Date of Patent: August 20, 1991Assignee: Wisconsin Alumni Research FoundationInventors: Kuni K. Takayama, Nilofer Qureshi
-
Patent number: 5028725Abstract: This invention relates to novel compounds which are precursors for di- and triarylmethane dye precursor compounds possessing a thiolactone, dithiolactone or thioether ring-closing moiety.Type: GrantFiled: December 7, 1989Date of Patent: July 2, 1991Assignee: Polaroid CorporationInventor: Patrick F. King
-
Patent number: 5026834Abstract: A modified cellulose has a structure represented by the formula ##STR1## Cell is the framework of the unmodified cellulose molecule or of the chitin molecule, in each case without hydroxyl groups. Z is a nitrogen or sulfur atom. In the case where Z is a nitrogen atom, T and Z together are an acylamide or urea group and Q is (X'-Y') and/or together with the O an ester group and/or together with the O a carbamate group. In the case where Z is a sulfur atom, T is omitted and Q together with the O is an ester group and/or together with the O a carbamate group and, as desired, (X'--Y'). The relationships 0<n<m and 0.ltoreq.s<m are obeyed and (n+s) indicates the mean degree of substitution. m=3 in the case of the unmodified cellulose molecule and m=2 in the case of the chitin molecule.Type: GrantFiled: December 9, 1988Date of Patent: June 25, 1991Assignee: Akzo N.V.Inventors: Michael Diamantoglou, Helmut Kuhne
-
Patent number: 5023329Abstract: Process which comprises reacting sucrose with a di-(hydrocarbyl)tin oxide in an inert organic reaction vehicle with removal of water for a period of time and at a temperature sufficient to produce a 1,3-di-(6-O-sucrose)-1,1,3,3-tetra(hydrocarbyl)distannoxane.Type: GrantFiled: April 23, 1990Date of Patent: June 11, 1991Assignee: Noramco, Inc.Inventors: David S. Neiditch, Nicholas M. Vernon, Robert E. Wingard, Jr.
-
Patent number: 5011922Abstract: A process for purifying sucrose fatty acid esters included in a reaction mixture formed by a reaction of sucrose and a fatty acid alkyl ester in an organic solvent as reaction medium in the presence of a catalyst, which comprises adjusting the reaction mixture from which a part of the organic solvent as reaction medium may be previously removed and to which water is added to form an aqueous solution, to a neutral pH region, adding a neutral salt and sucrose to the solution to precipitate the sucrose fatty acid ester, filtering off the precipitate, and washing the precipitate with an acidic water. The washed precipitate in the form of slurry is spray-dried to form a dry powder, and the filtrate is contacted with a reverse osmosis membrane to recover sucrose. According to the invention, purified sucrose fatty acid esters can be obtained from the reaction mixture without using an organic solvent as purification solvent, while sucrose can be recovered in high yield.Type: GrantFiled: June 23, 1989Date of Patent: April 30, 1991Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Shusaku Matsumoto, Yoshio Hatakawa, Akihiko Nakajima
-
Patent number: 5008468Abstract: This invention provides an improved process for the conversion of reactant into a reaction product, in the presence of a solid acid catalyst comprising sulfonic acid groups covalently bonded to a polymeric chain, wherein the improvement comprises increasing the rate of conversion, on an equivalent sulfonic acid basis, by providing, as said polymeric chain a compound represented by the general formula:M(O.sub.3 ZO.sub.x R).sub.nwherein M is a tetravalent metal ion; Z is a pentavalent atom, selected from the group consisting of elements of Group V of the Periodic Table of the Elements having an atomic weight greater than 30; x varies from 0 to 1; R is select d from the group consisting or organo radicals and mixtures of hydrogen radicals and organo radicals; and n varies from 1 to 2; provided that n is 1 when R is terminated with a tri- or tetraoxy pentavalent atom.Type: GrantFiled: August 21, 1989Date of Patent: April 16, 1991Assignee: Catalytica, Inc.Inventors: David L. King, Michael D. Cooper, Michael A. Faber
-
Patent number: 5008387Abstract: From a reaction mixture obtained by reaction of sucrose and a fatty acid alkyl ester in the presence of a catalyst, a purified sucrose fatty acid ester is prepared without using organic solvents for purification by adding water to the reaction mixture and subjecting the resulting aqueous solution to ultrafiltration, thereby removing the unreacted sucrose, the catalyst or a salt derived from the catalyst, and the volatile component used as the reaction medium together with water. A powder of the purified sucrose fatty acid ester is easily, economically and safely prepared by subjecting the aqueous solution remaining in the ultrafiltration to reverse osmosis and spray-drying the resulting concentrate.Type: GrantFiled: April 14, 1989Date of Patent: April 16, 1991Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Shusaku Matsumoto, Yoshio Hatakawa, Akihiko Nakajima
-
Patent number: 5006514Abstract: An .alpha.,.alpha.-trehalose trimycolate represented by formula: ##STR1## (wherein R.sup.1 through R.sup.8 each represents a hydrogen atom or mycolic acid residue, and three of R.sup.1 through R.sup.8 are mycolic acid residues; these mycolic acid residues may, or may not be identical with each other).Since the said .alpha.,.alpha.-trehalose trimycolate possesses both immunopotentiating activity and antitumor activity on animals and is low in toxicity, it is expected to be applied to a protective drug against infection of various microbes, an antitumor agent and immunopotentiation at the time of decline in physical strength.Type: GrantFiled: October 2, 1987Date of Patent: April 9, 1991Assignee: Sawai Pharmaceutical Co., Ltd.Inventors: Yoshiko Kato, Junji Yoshinaga, Takeshi Shogaki, Satoko Kurano, Ikuya Yano
-
Patent number: 5006648Abstract: A process for preparing partial polyol fatty acid esters, e.g. sucrose or sorbitol esters, is improved by(1) mixing the polyol with an alkaline catalyst such as KOH, NaOH or their carbonates, preferably in aqueous solution or dissolved in C.sub.1-5 alcohols or ketones at atmospheric pressure and 10.degree.-80.degree. C.,(2) preparing a mixture of fatty acid lower alkyl esters with an emulsifier, preferably a fatty acid soap, and(3) adding the alkaline polyol solution to the mixture of (2), whereby preferably the solvent is removed during the addition of (1) to (2), e.g. at 60.degree. C. and 5 mbar.The reaction is improved so that partial polyol fatty acid esters with at most half of the polyol hydroxy groups being esterified are formed at 110.degree.-145.degree. C. within 1-4 hours.Type: GrantFiled: July 22, 1987Date of Patent: April 9, 1991Assignee: Van den Bergh Foods Co., Division of Conopco Inc.Inventors: Pleun Van der Plank, Adrianus Rozendaal
-
Patent number: 5004833Abstract: Disclosed are KS-501 derivatives represented by the formula (I) ##STR1## wherein X represents a hydrogen atom or COOR.sub.3, Y represents hydroxy or ##STR2## and R.sub.1, R.sub.2 and R.sub.3 are the same or different and represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, provided that when R.sub.1, R.sub.2 and R.sub.3 are simultaneously hydrogen atoms, and when R.sub.1, R.sub.2 and X are simultaneously hydrogen atoms, Y does not represent ##STR3## and a pharmaceutically acceptable acid addition salt thereof. The KS-501 derivatives have a platelet aggregation-inhibiting property, and are expected to be useful as antithrombotic agent.Type: GrantFiled: September 15, 1989Date of Patent: April 2, 1991Assignee: Kyowa Hakko Kogyo Co., Ltd.Inventors: Toru Yasuzawa, Satoshi Nakanishi, Chikara Murakata, Hiroshi Kase, Hiroshi Sano, Koji Yamada
-
Patent number: 4996309Abstract: A process for preparing sucrose fatty acid esters by reacting sucrose and a fatty acid alkyl ester in an aqueous reaction system in the presence of a catalyst, adding water to the reaction mixture to dissolve it, adjusting the reaction mixture to a neutral ph region, adding a neutral salt to the solution to precipitate the sucrose fatty acid esters, separating and washing the precipitate with an acidic water, and subjecting the washing liquid to ultrafiltration. The precipitate washed with the acidic water is spray-dried in the form of an aqueous slurry to give a dry powder of the sucrose esters having low HLB, and the concentrate obtained by ultrafiltration is spray-dried to form a dry powder of the sucrose esters having high HLB, and the liquid obtained by separating the precipitate is contacted with a reverse osmosis membrane to recover sucrose. According to the invention, purifed sucrose fatty acid esters can be obtained without using an organic solvent, while sucrose can be recovered in high yield.Type: GrantFiled: October 3, 1989Date of Patent: February 26, 1991Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Shusaku Matsumoto, Yoshio Hatakawa, Akihiko Nakajima
-
Patent number: 4995911Abstract: A process for recovering unreacted sucrose from a reaction mixture of sucrose and a fatty acid alkyl ester in an organic solvent as reaction medium in the presence of a catalyst in the production of a sucrose fatty acid ester which comprises adjusting the reaction mixture from which a part of the organic solvent as reaction medium may be previously removed and to which water is added, to a neutral pH region, adding a neutral salt and sucrose to the reaction mixture to precipitate the sucrose fatty acid ester, filtering off the precipitate, and bringing the filtrate into contact with a reverse osmosis membrane to recover the unreacted sucrose. According to the invention, unreacted sucrose can be easily recovered, while the sucrose fatty acid ester not contaminated with the organic solvent as reaction medium can be obtained from the reaction mixture without using an organic solvent for purification.Type: GrantFiled: June 13, 1989Date of Patent: February 26, 1991Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Shusaku Matsumoto, Yoshio Hatakawa, Akihiko Nakajima