Isomerization Patents (Class 536/125)
  • 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
  • Patent number: 5501965
    Abstract: This invention relates to a process for the production of fructose 2,6-bisphosphate which comprises effecting reactions among (i) fructose 6-phosphate, (ii) glucose, (iii) fructose or (iv) glucose 6-phosphate, ATP and a phosphate donor, in the presence of (i) fructose 6-phosphate 2-kinase (PFK 2) and an enzyme which converts ADP into ATP (ADP/ATP converting enzyme), (ii) PFK 2, an ADP/ATP converting enzyme, hexokinase or glucokinase and glucose 6-phosphate isomerase, (iii) PFK 2, an ADP/ATP converting enzyme and hexokinase or glucokinase, or (iv) PFK 2, an ADP/ATP converting enzyme and glucose 6-phosphate isomerase; to a process for the production of fructose 2,6-bisphosphate which comprises allowing diesterase to coexist in a solution containing fructose 1,2-cyclic, 6-bisphosphate; and to a process for the purification of fructose 2,6-bisphosphate which comprises adding zinc salt to a solution containing fructose 2,6-bisphosphate, removing formed precipitate of impurities and adding a zinc salt to the result
    Type: Grant
    Filed: March 16, 1994
    Date of Patent: March 26, 1996
    Assignee: Unitika Ltd.
    Inventors: Ken Iwata, Tatsuo Katayama, Hiroshi Nakajima
  • Patent number: 5473061
    Abstract: The process for the treatment of cellulose for activation for subsequent chemical reactions by bringing the cellulose in contact with liquid ammonia at a pressure higher than atmospheric pressure in a pressure vessel and subsequent expansion by rapid reduction of the pressure to atmospheric pressure, is carried out by using a cellulose pulp of an alpha-cellulose content of at least 92 mass %, letting the ammonia act on the pulp at room temperature or at a temperature higher than room temperature, after the expansion, removing the ammonia then still remaining in the pressure vessel except for a minimum content at which the state of activation reached by the action of the ammonia is still maintained and finally replacing the residual ammonia still needed to maintain the state of activation by another swelling or inclusion agent.
    Type: Grant
    Filed: August 30, 1994
    Date of Patent: December 5, 1995
    Assignee: Rhone-Poulenc Rhodia Aktiengesellschaft
    Inventors: Karl Bredereck, Ties Karstens, Harro Lentz, Hans Steinmeier
  • Patent number: 5472860
    Abstract: A method for preparing N-acetylneuraminic acid characterized in reacting N-acetylglucosamine with pyruvic acid at an alkaline pH in the presence of N-acetylneuraminic acid lyase.
    Type: Grant
    Filed: September 30, 1993
    Date of Patent: December 5, 1995
    Assignee: Marukin Shoyu Co., Ltd.
    Inventors: Yoji Tsukada, Yasuhiro Ohta
  • Patent number: 5466795
    Abstract: A process for the manufacture of mannitol in which:in a first step, a fructose syrup containing less than 15% glucose is subjected to an enzymatic isomerization using at least one enzyme capable of interconverting fructose and mannose, the enzymatic isomerization resulting in the production of a mixture of fructose and mannose containing at least 15% mannose,in a second step, the mixture of fructose and mannose is subjected to a chromatographic separation treatment so as to obtain at least two fractions one of which (fraction X1) is highly enriched with mannose and the other of which (fraction X2) is highly enriched with fructose,in a third step, fraction X2 is at least partially recycled to the top of the enzymatic isomerization step,in a fourth step, fraction X1, highly enriched with mannose, is hydrogenated so as to obtain a mannitol-rich syrup.
    Type: Grant
    Filed: July 12, 1993
    Date of Patent: November 14, 1995
    Assignee: Roquette Freres
    Inventor: Francis Devos
  • Patent number: 5430140
    Abstract: A process for producing a starch intermediate product in which the reactive hydroxy groups are activated by swelling and disintegrating starch with dilute aqueous-alkali lye, precipitating the disintegrated starch from an aqueous-alkali solution by adding a precipitant which is miscible with water, separating the precipitated disintegrated starch, which exists in a highly activated form, from the filtrate producing a starch intermediate product, and drying the starch intermediate product. A starch intermediate product produced by this process results in a starch which exists in a highly activated form but which is stable in storage.
    Type: Grant
    Filed: July 16, 1993
    Date of Patent: July 4, 1995
    Assignee: EMS-Inventa AG
    Inventors: Rainer Frische, Bernd Best, Hermann Schomann, Heinz G. Roff
  • Patent number: 5424416
    Abstract: A stereoselective process for preparing a .beta.-anomer enriched 2-deoxy-2,2-difluoro-D-ribofuranosyl-3,5-hydroxy protected-1-alkyl and aryl sulfonate intermediates by contacting an .alpha.-anomer enriched 2-deoxy-2,2-difluoro-D- ribofuranosyl-3,5-hydroxy protected-1-fluoroalkyl and fluoroaryl sulfonate with a conjugate anion of a sulfonic acid containing the desired alkyl or aryl sulfonate.
    Type: Grant
    Filed: August 25, 1993
    Date of Patent: June 13, 1995
    Assignee: Eli Lilly and Company
    Inventor: Charles D. Jones
  • Patent number: 5415695
    Abstract: The invention relates to a method of preparing solid forms of administration of lactulose by evaporating lactulose syrup to a water content of at most 10%, preferably 2 to 6%, cooling the thick, evaporated syrup, grinding and sieving, or breaking the solid product.
    Type: Grant
    Filed: December 29, 1993
    Date of Patent: May 16, 1995
    Assignee: Duphar International Research B.V.
    Inventors: Hendrikus W. Weterings, Hendrik Pluim
  • Patent number: 5393744
    Abstract: A compound having the following formula I: ##STR1## in which: R' represents a hydrogen atom or an azido group,alc represents an alkyl group of 1 to 4 carbon atoms, an alkoxy group of 1 to 4 carbon atoms or an amino group.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: February 28, 1995
    Assignee: Institut Pasteur
    Inventors: Tam Huynh Dinh, Catherine Gouyette, Bernadette Dupraz, Jean Igolen, Nathalie Savatier, Jean-Francois Nicolas, Francoise Barre-Sinoussi
  • Patent number: 5386019
    Abstract: The total synthesis of a group of compounds with inhibitory effects on calmodulin-mediated enzyme activities has been accomplished. Among these synthesized compounds are KS-501 and KS-502. Other compounds that have been synthesized by the described scheme are ent-KS-501 and ent-KS-502 which are enantiomers of KS-501 and KS-502 and which also have inhibitory effects on calmodulin-mediated enzyme activities.
    Type: Grant
    Filed: January 15, 1992
    Date of Patent: January 31, 1995
    Assignee: Yale University
    Inventors: Samuel J. Danishefsky, Russell Dushin, William N. Hait
  • Patent number: 5378833
    Abstract: A process of preparing galacto-oligosaccharides comprising the step of heating up lactose, or, a mixture of lactose and galactose under presence of an inorganic acid as a catalyst in an anhydrous powder condition.
    Type: Grant
    Filed: December 26, 1990
    Date of Patent: January 3, 1995
    Assignee: Matsutani Chemical Industries Co., Ltd.
    Inventors: Yasuo Katta, Kazuhiro Ohkuma, Mitsuko Satouchi, Reiji Takahashi, Takehiko Yamamoto
  • Patent number: 5326405
    Abstract: The present invention is concerned with a method for the preparation of crystal-water-free crystalline lactulose by subjecting an aqeous solution or suspension of lactulose to simultaneous reduction of the water content by evaporation and continuous stirring, optionally in the presence of seed crystals, until a free-flowing solid powder is obtained.
    Type: Grant
    Filed: October 9, 1991
    Date of Patent: July 5, 1994
    Assignee: Duphar International Research B.V.
    Inventors: Henk Pluim, Jan G. Kraaijenbrink
  • Patent number: 5298611
    Abstract: 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: Grant
    Filed: March 12, 1993
    Date of Patent: March 29, 1994
    Assignee: McNeil-PPC, Inc.
    Inventors: Juan L. Navia, Robert E. Walkup, Nicholas M. Vernon, Robert E. Wingard, Jr.
  • Patent number: 5238826
    Abstract: Process for manufacture of D-xylose characterized by the fact that:in a first step, syrup of D-xylulose is subjected to an enzymatic isomerization in M.sub.3 providing a mixture of D-xylose and D-xylulose,in a second step, the abovesaid mixture is subjected to chromatographic treatment in M.sub.4 leading to at least two fractions of which one is highly enriched in D-xylose (fraction X.sub.1) et of which the other is highly enriched in D-xylulose (fraction X.sub.2),in a third step, the fraction X.sub.2 is recycled through a pipe P to M.sub.3,the D-xylose being recovered from the fraction X.sub.1, the latter can also be subjected directly to a hydrogenation step.
    Type: Grant
    Filed: June 14, 1990
    Date of Patent: August 24, 1993
    Assignee: Roquette Freres
    Inventors: Jean-Bernard Leleu, Pierrick Duflot, Jean-Jacques Caboche
  • Patent number: 5162517
    Abstract: The sugar alcohols given in the title can be prepared in epimer-free form from the corresponding sugars by catalytic hydrogenation in aqueous solution using hydrogen, the hydrogenation being carried out continuously at 100-500 bar of H.sub.2 and 60.degree.-125.degree. C. on a fixed bed of carrier-free mouldings composed of pressed powders of the elements of the iron group of the periodic table. The mouldings have a compressive strength of above 50 N and an internal surface of 10-90 m.sup.2 /g.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: November 10, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventor: Gerhard Darsow
  • Patent number: 5136031
    Abstract: A process for the chlorination of sucrose or a derivative thereof, comprises reaction of the sucrose or derivative thereof with thionyl chloride and a nitrogen base at a ratio of about 1 molar equivalent (ME) of thionyl chloride and about 1 ME of base for every ME of free hydroxyl, in a non-reactive moderately polar solvent. The process is particularly suitable for the preparation of sucralose.
    Type: Grant
    Filed: July 9, 1990
    Date of Patent: August 4, 1992
    Assignee: Tate & Lyle Public Limited Company
    Inventors: Riaz A. Khan, George H. Sankey, Philip J. Simpson, Nicholas M. Vernon
  • Patent number: 5128323
    Abstract: The invention relates to pharmaceutical compositions having antiendotoxic activity, comprising as the active component a fraction which can be isolated from lactulase syrup by means of absorption at a sulphonated polystyrene cation resin in the Ca.sup.2+ - form and elution with a suitable solvent. The lactulose syrup can be obtained by basic isomerization of lactose at elevated temperature, optionally in the presence of sodiumsulphite.
    Type: Grant
    Filed: May 23, 1989
    Date of Patent: July 7, 1992
    Assignee: Duphar International Research B.V.
    Inventor: Maarten H. Pranger
  • Patent number: 5122601
    Abstract: A process for manipulating any polyhydroxy compound bearing two or more primary and secondary hydroxyl groups to expose only the primary hydroxyl groups, while blocking all interfering secondary hydroxyl groups as their methyl or other alkyl ethers. More particularly, the present invention relates to the synthesis of 2,3,3',4,4'-penta-O-methylsucrose by using this method.
    Type: Grant
    Filed: December 7, 1990
    Date of Patent: June 16, 1992
    Assignee: Hawaiian Sugar Planters'Association
    Inventor: Navzer D. Sachinvala
  • Patent number: 5078796
    Abstract: A process is disclosed for the synthesis of D-tagatose by isomerizing a mixture containing D-galactose with a metal hydroxide in the presence of a catalyst at a relatively low temperature to form an intermediate metal hydroxide-D-tagatose complex, and then neutralizing the intermediate with acid to yield D-tagatose. The method is also suitable for the synthesis of L-tagatose from L-galactose, and for the recovery of pure tagatose from crude tagatose syrups. Whey, deproteinized whey, or lactose may be used as the raw material for the D-galactose. The lactose in such cases is hydrolyzed to D-galactose and D-glucose before the isomerization step.
    Type: Grant
    Filed: March 25, 1991
    Date of Patent: January 7, 1992
    Assignee: Biospherics Incorporated
    Inventors: James R. Beadle, James P. Saunders, Thomas J. Wajda, Jr.
  • Patent number: 5071530
    Abstract: For the manufacture of lactulose, an alkaline aqueous solution of lactose and borax is prepared and heated at a temperature above 80.degree. C. The lactulose is separated from the resulting conversion products. Apart from the borax, no alkalizing material is added to the solution. The conversion is carried out at pH 8.3.In order to maintain the sodium ions in the production cycle, the borax may be manufactured in an aqueous solution of boric acid and already simultaneously with the lactose, while the sodium ions are transferred from the solution of the conversion products in the solution of the boric acid by electrodialysis.Alternatively the sodium ions may also be removed from the solution of the conversion products as readily as possible by means of a weakly acid ion exchanger and only thereafter by means of a more strongly acid ion exchanger.The weakly acid ion exchanger is regenerated with boric acid so that borax is formed again.
    Type: Grant
    Filed: December 18, 1989
    Date of Patent: December 10, 1991
    Assignee: Duphar International Research B.V.
    Inventors: Rudolf E. Krumbholz, Michael G. Dorscheid
  • Patent number: 4960762
    Abstract: A chiral two-phase system for resolution of racemic mixtures, or for separation of diastereomers, is disclosed. The system comprises two immiscible liquid phases and one or more enantioselectively binding chiral components, each of which is substantially in one of said phases.Also disclosed is a method for chiral resolution of racemic mixtures, or for separation of diastereomers. Use is here made of the fact that different enantiomers are partitioned differently between the phases in the above-mentioned two-phase system in that one of the enantiomers is selectively bound to one of the chiral components which is substantially in one of said phases.
    Type: Grant
    Filed: February 27, 1987
    Date of Patent: October 2, 1990
    Inventors: Borje Sellergren, Bjorn A. Ekberg, Per-Ake Albertsson, Klaus Mosbach
  • Patent number: 4959467
    Abstract: Hydrogen cyanide addition to a monosaccharide results in a mixture of product cyanohydrins whose ratio can be changed by conducting the hydrogen cyanide addition in the presence of an agent which forms a complex with the monosaccharide. It is preferred to add the elements of hydrogen cyanide to a preformed complex of the monosaccharide. The product selectivity appears to be dependent upon the concentration of the complexing agent up to about one molar proportion of the latter relative to the monosaccharide with the selectivity being invariant thereafter.
    Type: Grant
    Filed: February 16, 1988
    Date of Patent: September 25, 1990
    Assignee: Allied-Signal Inc.
    Inventor: Blaise J. Arena
  • Patent number: 4957564
    Abstract: A process for preparing lactulose from lactose in which an aqueous lactose mixture is reacted with a sodium aluminate solution and the solution obtained is continuously neutralized by feeding this solution and a sulphuric acid solution to a reactor simultaneously in such a manner as to obtain a pH of between 4.5 and 8.By operating in this manner an aluminium hydroxide suspension is obtained which can be easily separated from the lactulose solution.
    Type: Grant
    Filed: November 17, 1988
    Date of Patent: September 18, 1990
    Assignee: SIRAC S.r.l.
    Inventors: Renato Carobbi, Franco Innocenti
  • Patent number: 4920207
    Abstract: 2,3,4,3',4'-penta-O-acetyl sucrose (4-PAS), a key intermediate in the preparation of sucralose, is prepared by the selective removal of trityl groups from 6,1', 6'-tri-O-trityl-penta-O-acetyl sucrose (TRISPA) in which a catalytic amount of an aralkyl chloride or hydrogen chloride is added to a solution of TRISPA is an inert organic solvent is hydrogenated in the presence of a hydrogenolysis catalyst such a platinum or palladium.
    Type: Grant
    Filed: September 17, 1987
    Date of Patent: April 24, 1990
    Assignee: Tate & Lyle Public Ltd. Co.
    Inventors: George H. Sankey, Nigel J. Homer
  • Patent number: 4801700
    Abstract: A process for the preparation of 1,6-dichloro-1,6-dideoxy-.beta.-D-fructofuranosyl-4-chloro-4-deoxy-.alpha. -galactopyranoside comprising the steps of (a) reacting sucrose with a tritylating agent; (b) acetylating the tritylated reaction product; (c) detritylating the acetylated reaction product; (d) isomerizing the resulting penta-acetate; (e) chlorinating the isomerized product; and (f) deacetylating the chlorinated reaction product.
    Type: Grant
    Filed: October 20, 1986
    Date of Patent: January 31, 1989
    Assignee: McNeilab, Inc.
    Inventors: William Tully, Nicholas M. Vernon, Peter A. Walsh
  • Patent number: 4786722
    Abstract: There is disclosed a process for the preparation of a sweetened edible formulation in which the sweetening agent is less calorific than sucrose which comprises the step of mixing a foodstuff with an amount sufficient to sweeten the foodstuff of D-tagatose.
    Type: Grant
    Filed: August 29, 1986
    Date of Patent: November 22, 1988
    Assignee: Biospherics Incorporated
    Inventor: Lee R. Zehner
  • Patent number: 4783526
    Abstract: Chlorination of carbohydrates and alcohols utilizing a chlorinating reagent selected from triphenylphosphine oxide/thionyl chloride, thiphenylphosphine oxide/phosgene, triphenylphosphine sulfide/thionyl chloride and triphenylphosphine sulfide/phosgene.
    Type: Grant
    Filed: October 20, 1986
    Date of Patent: November 8, 1988
    Assignee: McNeilab, Inc.
    Inventors: Eleanor A. O'Brien, Thomas O'Connor, Mathew R. J. Tuite, Leroy B. High
  • Patent number: 4684720
    Abstract: In the preparation of a mixture of .alpha.-D-glucopyranosido-1,6-mannitol and .alpha.-D-glucopyranoside-1,6-sorbitol by catalytically hydrogenating .alpha.-D-glucopyranosido-1,6-fructose in aqueous solution with hydrogen under increased pressure and at elevated temperature, the improvement which comprises effecting the hydrogenation continuously over a fixed bed of support-free shaped pieces of elements of sub-group 8 of the periodic table, which serve as the hydrogenation catalyst. The product can be directly used as a sweetener, without purification. The catalyst life is extremely long.
    Type: Grant
    Filed: January 18, 1985
    Date of Patent: August 4, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Darsow, Wolfgang Biedermann
  • Patent number: 4663449
    Abstract: A process for the conversion of an aldose, or a substituted aldose, to a ketose, or a substituted ketose, in an aqueous reaction mixture containing a halide of a metal from Group II of the Periodic Table at a concentration in the range 0.5 molar to saturation. The process is particularly suitable for converting glucose into fructose. The preferred metal halide is calcium chloride.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: May 5, 1987
    Assignee: Imperial Chemical Industries PLC
    Inventors: Sidney A. Barker, Peter J. Somers
  • Patent number: 4623721
    Abstract: It is disclosed that L-fructose can be produced in high yield from L-sorbose. The process involves the inversion of the hydroxyl groups on carbon atoms C3 and C4 of L-sorbose to produce L-fructose. This inversion can be accomplished in simple, commercial equipment with the aid of common reagents. L-sorbose or an appropriately blocked derivative thereof is reacted so as to introduce or create a good leaving group, preferably mesyl or tosyl, at chiral carbon C3 thereby displacing the hydroxyl previously at that position. The leaving group is then displaced, preferably under alkaline conditions, in such a way that the hydroxyl oxygen atom at chiral carbon C4 attaches to chiral carbon C3, thereby displacing the leaving group while forming a 3,4-oxirane (epoxide) ring. The 3,4-oxirane ring forms in a downward position relative to the Haworth presentation thereby inverting chiral carbon C3 during formation of the 3,4-oxirane ring.
    Type: Grant
    Filed: May 23, 1984
    Date of Patent: November 18, 1986
    Assignee: Purdue Research Foundation
    Inventors: Chyi-Cheng Chen, Roy L. Whistler
  • Patent number: 4602086
    Abstract: A D-ribose-containing solution is produced in a high epimerization ratio, such as 60-94%, by epimerizing D-arabinose dissolved in an adequate solvent in the presence of a molybdic acid ion and a boric acid compound. The solution is useful as an inexpensive material on the industrial syntheses of vitamin B.sub.2 or nucleic acids.
    Type: Grant
    Filed: October 10, 1984
    Date of Patent: July 22, 1986
    Assignee: Tokyo Tanabe Company, Limited
    Inventors: Namikiri Hiroshi, Tobe Takeshi, Hattori Masahiko
  • Patent number: 4581447
    Abstract: A process converting L-arabinose to L-fructose in high yield and selectivity is described. The success of the process depends upon careful pH control during cyanohydrin formation from L-arabinose and its subsequent selective hydrogenation, the choice of hydrogenation conditions, including catalyst, temperature, and pressure, to selectively convert the cyano group to the imine group with subsequent hydrolysis to the aldehyde group without any significant hydrogenation of the latter, and upon the use of performing reactions, including base catalyzed isomerization, in an atmosphere of an inert gas.
    Type: Grant
    Filed: August 13, 1984
    Date of Patent: April 8, 1986
    Assignee: UOP Inc.
    Inventor: Blaise J. Arena
  • Patent number: 4575549
    Abstract: The process according to the invention provides, for the purification of FDPH.sub.4 -containing solutions, for a double chromatography combined with the molecular filtration.There are thus obtained concentrated and highly pure solutions containing fructose 1,6 diphosphate acid, which are perfectly suitable to be employed for the preparation of FDP and its salts.
    Type: Grant
    Filed: December 18, 1984
    Date of Patent: March 11, 1986
    Assignee: Biomedica Foscama Industria Chimico-Farmaceutica S.p.A.
    Inventors: Massimo Diana, Guglielmo M. Bisso
  • Patent number: 4536221
    Abstract: A process for preparing lactulose from lactose, in the form of a concentrated syrup or high purity crystals, for pharmaceutical use or for use as a sweetener.The process is characterized by using as the lactose epimerizing agent a mixture of equal parts of MgO and sodium hydrosulphite, each component being used to the extent of between 0.05 and 0.2% by weight with respect to the lactulose, at a temperature of about 100.degree. C. The epimerization is complete in a few minutes.The crystalline lactulose is obtained by crystallization from ethanol.
    Type: Grant
    Filed: August 1, 1983
    Date of Patent: August 20, 1985
    Assignee: SIRAC Spa
    Inventors: Renato Carobbi, Sandro Miletti, Vittorio Franci
  • Patent number: 4440854
    Abstract: 6-Deoxy-D-fructose and 6-deoxy-L-sorbose, useful starting materials for the synthesis of 4-hydroxy-2,5-dimethyl-2,3-dihydrofuran-3-one, are obtained from fructose-1,6-diphosphate by a reaction with lactaldehyde, in the presence of an enzymatic system composed of aldolase and triose phosphate isomerase (TPI) in an aqueous medium at pH 7.0, followed by the hydrolysis of the monophosphate salt thus obtained. The same deoxy-sugars are obtained by the reaction between 1,3-dihydroxyacetone phosphate and lactaldehyde in the presence of the same enzymatic system composed of aldolase and TPI. The aforementioned deoxysugars are also prepared by the reaction of 1,3-dihydroxyacetone with lactaldehyde in the presence of an anionic exchange resin.
    Type: Grant
    Filed: August 30, 1982
    Date of Patent: April 3, 1984
    Inventors: George M. Whitesides, Francois P. Mazenod, Chi-Huey Wong
  • Patent number: 4362869
    Abstract: 4,1',6'-trichloro-4,1',6'-trideoxygalactosucrose is prepared by a process including the steps of:(a) isomerizing 2,3,4,3',4'-penta-O-acetyl sucrose to 2,3,6,3',4'-penta-O-acetyl sucrose;(b) chlorinating the isomerized acetate at the 4,1' and 6'-positions; and(c) deacetylating the resulting chlorinated product; the isomerization step (a) being effected by treating a solution of 2,3,4,3',4'-penta-O-acetyl sucrose in an inert solvent with a weak acid at an elevated temperature.
    Type: Grant
    Filed: December 4, 1980
    Date of Patent: December 7, 1982
    Assignee: Talres Development (N.A.) N.V.
    Inventors: Michael R. Jenner, David Waite, Graham Jackson, John C. Williams