Abstract: The invention relates to sulfated glycosaminoglycanoid derivatives of the dermatan sulfate and chondroitin 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.

Abstract: There is disclosed a process for recovering sucralose-6-ester from a feed mixture of 6-O-acyl-4,1',6'-trichloro-4,1',6'-trideoxygalactosucrose in a reaction medium comprising a tertiary amide (such as N,N-dimethylformamide), wherein said process comprises removing a major proportion of said tertiary amide by steam distillation. In preferred aspects of the invention, the steam distillation is followed by extraction and then purification by crystallization or crystal aging to recover sucralose-6-ester in good yield.

Abstract: A water insoluble, biocompatible composition composed of an acyl derivative of a polyanionic polysaccharide, a carbodiimide, and optionally, a nucleophile.

Abstract: A process for preparing a sucrose fatty acid ester having a low degree of substitution, comprising heat-melting a sucrose fatty acid ester (A) having an average degree of substitution of from 3 to 8 and sucrose or a sucrose fatty acid ester (B) having a lower degree of substitution than that of said sucrose fatty acid ester (A) in the presence of an alkali catalyst and a soap; and a process for preparing a sucrose fatty acid ester having a high degree of substitution comprising a first step of heat-melting a sucrose fatty acid ester (A) having an average degree of substitution of from 3 to 8 and sucrose or a sucrose fatty acid ester (B) having a lower degree of substitution than that of said sucrose fatty acid ester (A) in the presence of an alkali catalyst and a soap and a second step of reacting the resulting molten mixture with a fatty acid lower alkyl ester are disclosed.

Abstract: The present invention relates to an antihyperlipidemic and antiobesity agent which has levan and/or a partial hydrolysate of levan as its active ingredient in order to provide an agent which can suppress increases in lipids in the blood serum and increases in body fat even when high-calorie foods such as carbohydrates are eaten; and at the same time, it is easy to take in effective quantities and there are no adverse side effects or toxicity.

Abstract: The invention is directed to the formation of cellulose derivatives using homogenous phase reaction conditions. Cellulose is dissolved using DMAc/LiCl and a reagent system is added to promote the acylation of an appropriate acid anhydride or free carboxylic acid. One reagent system includes N,N-dicyclohexylcarbodiimide (DCC) and 4-pyrrolidinopyridine (PP). Another reagent system includes p-toluene sulfonyl chloride (TsCl) and pyridine (Py).

Abstract: The present invention provides:(1) a polysaccharide derivative having hydrophilic functional groups and nitrate groups per one repeating unit in the following range:0.2.ltoreq.X.ltoreq.1.5, 0.4.ltoreq.Y.ltoreq.2.2, X+Y<3;wherein X and Y represent the number of hydrophilic functional groups and nitrate groups, respectively;(2) the neutralized polysaccharide derivative;(3) the composition used as a binder containing the neutralized polysaccharide and water; and(4) the composition used as a vehicle containing the neutralized polysaccharide, a resin, an organic solvent and water.The vehicle composition has excellent properties such as drying characteristic, pigment dispersibility, compatibility with water soluble resins and thixotropic property, and it can form a clear continuous film having excellent heat resistance and blocking resistance.

Abstract: Water soluble or water-dispersible cellulose acetoacetate esters are prepared by contacting a cellulose material with diketene, an alkyl acetoacetate, 2,2,6-trimethyl-4H-1,3-dioxin-4-one or a mixture thereof and a carboxylic anhydride in a solvent system comprising lithium chloride plus a carboxamide. Compositions containing the cellulose acetoacetate esters are useful for coatings applications.

Abstract: Variant xanthan gums are provided which include a water-soluble polysaccharide polymer comprising repeating pentamer units having a D-glucose:D-mannose:D-glucuronic acid ratio of about 2:2:1, and a water-soluble polysaccharide polymer comprising repeating tetramer units having a D-glucose:D-mannose:D-glucuronic acid ratio of about 2:1:1. The D-glucose moieties are linked in a beta- 1,4! configuration. The inner D-mannose moieties are linked in an alpha- 1,3! configuration, generally to alternate glucose moieties. The D-glucuronic acid moieties are linked in a beta- 1,2! configuration to the inner mannose moieties. The outer mannose moieties are linked to the glucuronic acid moieties in a beta- 1,4! configuration. Processes for preparing the polysaccharide polymers are also provided.

Abstract: The invention relates to 3-deoxy oligosaccharides of formula I: ##STR1## in which X represents an --OSO.sub.3.sup.- radical, a radical of formula R--O, a radical of formula: ##STR2## or a radical of formula: ##STR3## Y represents a radical of formula: ##STR4## R represents an alkyl radical, R.sub.1, R.sub.3, R.sub.5, R.sub.7, R.sub.8, R.sub.10, R.sub.12 and R.sub.13 represent a hydroxyl radical, an alkoxy radical or an --OSO.sub.3.sup.- radical,R.sub.2, R.sub.4, R.sub.6, R.sub.9 and R.sub.11 represent a hydrogen atom, a hydroxyl radical, an alkoxy radical or an --OSO.sub.3.sup.- radical, with the proviso that at least R.sub.2 or R.sub.4 or R.sub.6 or R.sub.9 or R.sub.11 represents a hydrogen atom,and their pharmaceutically acceptable salts with a base.

Abstract: Esters of citric acid or acetylcitric anhydride with compounds of at least 3 OH groups selected from the group consisting of polyglycerol, sugarcarboxylic acids, alkyl glucosides, derivatives of oligosaccharides, aminosorbitol, aminodisorbitol, glucosamine, triethanolamine and trishydroxyethylmelamine, each OH group of the alcohol component of the esters being esterified on average with from 0.15 to 1 molecule of citric acid or acetylcitric anhydride, are useful as additives in low-phosphate or phosphate-free detergents.

Abstract: A process for preparing a sucrose fatty acid polyester comprising mixing a sucrose ether having an average degree of etherification of from about 4 to about 8 with a basic catalyst and an excess of a fatty acid lower alkyl ester, heating the resultant mixture to a temperature of from about 120.degree. C. to about 180.degree. C. at a pressure of up to about 10 mm of mercury while removing the alcohol formed during the formation of the sucrose fatty acid polyester, and then separating the sucrose fatty acid polyester from the reaction mixture. The sucrose fatty acid polyester is a synthetic low calorie fat substitute and is useful in preparing edible non-digestible food products.

Abstract: A new process is disclosed for the preparation of esters of polyhydroxy compounds having three or more hydroxy compounds. The process is based on the reaction with an alkyl chloroformate to form a mixed anhydride which is contacted with a polyol.

Abstract: There is disclosed a process for producing sucralose from sucralose-6-ester whereby the sucralose-6-ester is deacylated directly either prior to or after removal of the tertiary amide reaction vehicle from the neutralized chlorination reaction mixture, to produce an aqueous solution of sucralose plus salts and impurities, from which sucralose is recovered by extraction and is then preferably purified by crystallization.

Abstract: Solid nondigestible polyol polyesters wherein the ester groups contain (1) fatty acid radicals having at least one hydroxyl group that is esterified with another fatty acid or other organic radical, and (2) at least about 15% long chain (C.sub.20 or higher) saturated fatty acid radicals. The molar ratio of (1):(2) is from about 0.1:7.9 to about 3:5. These solid nondigestible polyol polyesters are very efficient passive oil loss control agents for liquid nondigestible oils. Edible fat-containing products including nondigestible fats containing these solid polyol polyesters can be less waxy tasting due to the lower level of solids required for passive oil loss control.

Abstract: A process for preparing polyol fatty acid polyesters having levels of triglyceride below 0.5% is described. Methyl esters having a level of monoglycerides below 500 ppm, a nondetectable level of di- and triglyceride and a glycerine level of less than about 200 ppm are prepared and then used in a two-stage, solvent-free transesterification reaction to prepare the polyol fatty acid polyesters.

Abstract: Novel NeuAc-Gal dissacharide sialidase substrates and inhibitors which are locked into rigid conformation by the attachment of an alkyl group at the C-6 arm of the galactose core are provided. Also provided is a method for the inhibition of sialidase activity.

Abstract: Compounds of formulae I and IaR--Y--CO--R.sub.3 --CO--O--A (I),R--Y--CO--R.sub.3 --CO--O--CH.sub.2 --A.sub.1 (Ia),whereinR is a radically polymerisable hydrocarbon group,R.sub.3 is a direct bond, linear or branched C.sub.1 -C.sub.22 alkylene, C.sub.3 -C.sub.8 cycloalkylene or C.sub.6 -C.sub.14 arylene,A is the radical, reduced by a hydroxy group in a 2- or 3position, of a cyclic-oligomeric carbohydrate or of a derivative of such a carbohydrate,A.sub.1 is the radical, reduced by a hydroxymethyl group, of a monomeric or linear oligomeric carbohydrate or of a derivative of such a carbohydrate, andY is --O--, --NH-- or --N(C.sub.1 -C.sub.6 alkyl)-.Homo- and co-polymers having those monomers have, depending upon their composition, hydrophilic, amphiphilic or hydrophobic properties and are able to form hydrogels. The polymers can be used, for example, as surfactants, thickeners, carriers for biologically active ingredients or in the manufacture of contact lenses.

Abstract: The invention relates to a process for the production of carbonic acid esters of polysaccharides which is characterized in that polysaccharides are reacted with carbonic acid esters.

Abstract: Nondigestible fat compositions useful as a replacement for triglyceride fats or oils in foods are disclosed. These compositions have relatively flat Solid Fat Content (SFC) profile slopes between typical room and body temperatures. The nondigestible fat compositions comprise a liquid nondigestible oil and nondigestible particles of solid polyol polyester material dispersed in the oil in an amount sufficient to control passive oil loss. The ester groups of the solid polyol polyester material comprise (i) at least about 15% ester groups formed from C.sub.20 -C.sub.26 long chain saturated fatty acid radicals, and (ii) ester groups formed from fatty or other organic acid radicals which are dissimilar said long chain saturated fatty acid radicals. The molar ratio of said dissimilar acid radicals to said long chain saturated fatty acid radicals ranges from about 0.1:7.9 to about 3:5. Moreover, the dissimilar acid radicals cannot consist solely of C.sub.2 -C.sub.12 short chain saturated fatty acid radicals, C.sub.

Abstract: The present invention relates to a method of protecting the hemiacetal or acetal group at the anomeric carbon of a saccharide molecule comprising forming a 4-alkenyl glycoside or 4-alkenoyl glycosyl ester. The invention also relates to use of 4-alkenyl glycosides and 4-alkenoyl glycosyl esters in carbohydrate chemistry, including in the synthesis of oligosaccharides.

Abstract: A poly(sugar acrylate) is prepared by reacting vinyl acrylate with a sugar in the presence of hydrolytic enzymes to prepare an acryloyl ester of the sugar. The acryloyl ester of the sugar is then polymerized to form the poly(sugar acrylate). Useful hydrolytic enzymes include alkaline protease, aminoacylase, fungal amylase, bacterial protease, lipase from Pseudomonas cepacia and subtilisin. Useful sugars include .alpha.- or .beta.-alkyl- or .alpha.- or .beta.-halo-glycosides, sucrose, fructose, mannose, trehalose, raffinose, lactose and maltose. A free radical initiator can be used in the polymerization. A copolymer can be formed by mixing the sugar ester with a monomer such as 2-hydroxyethyl methacrylate before polymerizing. During formation of the copolymer, a cross-linking agent such as ethylene glycol dimethacrylate may be present. The poly(sugar acrylates) form hydrogels which are useful in absorbent materials such as diaper liners, packaging materials and drug delivery polymers.

Abstract: Sucrose is mono-acylated in the 6-position by reacting sucrose with a carboxylic acid anhydride such as acetic or benzoic anhydride in a reaction mixture containing a polar aprotic solvent and a catalytic quantity of a 1,3-diacyloxy-1,1,3,3-tetra(hydrocarbyl)distannoxane, for a period of time and at a temperature sufficient to produce a sucrose-6-ester.

Abstract: Oligosaccharide 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.

Abstract: The invention relates to a process for the preparation of low-calorie polysaccharide derivatives, obtained by feeding a worm shaft reactor, operating at elevated temperature and under elevated pressure, with a mixture of at least a saccharide, a polyol and a food-grade polycarboxylic acid. The products obtained may be added as low-calorie bulking agent to (diet) foodstuffs like puddings, cake etc..

Abstract: The invention relates to a method of producing a high-monoester sucrose higher fatty acid ester with a monoester content of at least 90%. In accordance with this invention, a sucrose higher fatty acid ester which is actually a mixture of the corresponding monoester, diester, triester, etc. is dissolved in 1 to 12 parts by weight of a solvent having a specific inductive capacity, at 25.degree. C., of 30 to 50 at an elevated temperature, the precipitate formed on subsequent cooling is removed to recover a supernatant and the solvent is removed from the supernatant. In accordance with the invention, a high-monoester sucrose higher fatty acid ester can be produced easily and with good reproducibility.

Abstract: Nondigestible fat compositions having relatively flat Solid Fat Content (SFC) profile slopes between typical room and body temperatures are disclosed. These nondigestible fat comprise a liquid nondigestible oil and relatively small nondigestible particles dispersed in the oil to control passive oil loss. These nondigestible particles consist essentially of a cocrystallized blend of a nondigestible solid polyol fatty acid polyester hardstock and a crystal modifier capable of inducing this hardstock to form these relatively small particles. Edible fat-containing products comprising these nondigestible fat can be less waxy tasting due to the lower level of solids required for passive oil loss control.

Abstract: A method is provided for the preparation of a sucrose 6-ester by: (i) reacting a solution of sucrose in an inert organic solvent with a reagent selected from the group consisting of a trialkyl orthoester and a ketene acetal, in the presence of an acid catalyst to provide a sucrose alkyl 4,6-orthoester, (ii) treating the sucrose alkyl 4,6-orthoester under mild aqueous acidic conditions to provide a mixture of sucrose 4- and 6-monoesters, (iii) treating the mixture of esters with a base to convert the sucrose 4-ester into sucrose 6-ester, and (iv) neutralizing the solution and isolating the sucrose 6-ester, in which stage (i) is effected in a continuous manner by passing the solution of sucrose and reagent through a strong acid macroreticular ion exchange resin at ambient temperature. Sucralose is prepared by chlorinating the sucrose 6-esters obtained.

Abstract: A mixture of disaccharide esters of 3-methylpentanoic and acetic acid is prepared and used as flavor precursors. The esters average at least 4 and preferably at least 4.5 3-methylpentanoyl groups per disaccharide moiety, with remaining positions being substantially occupied by acetyl groups. Suitable disaccharides are sucrose and lactose. Preferably the disaccharide ester has an acetyl/methylpentanoyl group ratio of about 2.3 to 3.2:4.8 to 5.7. The disaccharide esters are suitable for flavoring products undergoing a heating step during preparation or consumption, such as ingredient mixes for extrusion, frying or baking, and especially tobacco. On heating they liberate 3-methylpentanoic acid and/or its decomposition products.

Abstract: An improved method for the preparation of saccharide fatty acid polyesters via a two-step process is provided. In the first step, a saccharide is partially esterified so as to contain, on average, between about 1.5 to 3.5 lower acyl ester groups. In the second step, the partially esterified saccharide is reacted with a fatty acid-containing reagent (for example, fatty acids, fatty acid esters, salts of fatty acids, or fatty acid anhydrides) whereby the lower acyl ester groups and the hydroxyl groups on the partially esterified saccharide are replaced with fatty acid ester groups in a transesterification reaction to form a saccharide fatty acid polyesters. The use of a partially esterified saccharide as a reactant in the transesterification reaction allows for a more homogeneous reaction system, less caramelization or other decomposition reactions, and less low molecular weight ester by-product formation.

Abstract: A method for the preparation of a sucrose 6-ester comprises:(i) reacting sucrose with a ketene acetal in the presence of an acid catalyst in an inert organic solvent to form a sucrose alkyl 4, 6-orthoester;(ii) subjecting the sucrose alkyl 4, 6-orthoester to mild acidic hydrolysis to provide a mixture of 4- and 6-monoesters of sucrose; and(iii) treating the mixture of sucrose monoesters with a base to convert the sucrose 4-ester into sucrose 6-ester. Sucralose may be prepared by chlorination of sucrose 6-esters prepared according to the invention.

Abstract: A compound represented by formula (I): ##STR1## wherein R.sup.1 represents --CO--Z.sup.1 --N(Z.sup.11)--CO--Z.sup.2 --H or --CO--Z.sup.3 --H, wherein Z.sup.1, Z.sup.2, and Z.sup.3 each represent an alkylene group having from 1 to 20 carbon atoms, a phenylene group, or a combination thereof, and Z.sup.11 represents a hydrogen atom, an alkyl group having from 1 to 20 carbon atoms which may be substituted with a phenyl group, a phenyl group which may be substituted with an alkyl group having from 1 to 20 carbon atoms, or an alkylene group having from 1 to 20 carbon atoms which may contain therein a phenylene group; R.sup.2 represents --CO--Z.sup.4 --N(Z.sup.12)--CO--Z.sup.5 --H, --CO--Z.sup.6 --H or a hydrogen atom, wherein Z.sup.4, Z.sup.5, and Z.sup.6 each have the same meaning as Z.sup.1, and Z.sup.12 has the same meaning as Z.sup.11 ; Q.sup.1 and Q.sup.2 each represent a carboxyl group or a phosphonoxy group; Q.sup.

Abstract: A process for chemically modifying substantially pure xylose-rich oligosaccharides and polysaccharides in homogenous phase solution. The process may be advantageously utilized to produce biodegradable, thermoplastic, melt flowable, low shear resistant and low viscosity xylan derivatives.

Abstract: The invention relates to the synthesis of 6-deoxykermesates, 6-deoxykermesic acid, and carminic acid, based on a reaction of a 2-halogenonapthazarin with a bis-trimethylsilyl-diene.

Abstract: An improved method for the preparation of saccharide fatty acid polyesters via an intermolecular transesterification reaction is provided. A saccharide lower acyl ester (for example, sucrose octaacetate) is reacted with a fatty acid lower alkyl ester (for example, methyl stearate) in the presence of an alkali metal alkoxide catalyst to produce a saccharide fatty acid polyester. The reaction is carried out at relatively low temperatures in the absence of solvent. The relatively low molecular weight by-produce ester is removed from the reaction mixture during the course of the reaction in order to drive the equilibrium transesterification reaction to completion. The saccharide fatty acid polyesters are useful as fat substitutes or low-calorie fats in food compositions.

Abstract: Nondigestible fats having relatively flat Solid Fat Content (SFC) profile slopes between typical room and body temperatures are disclosed. These nondigestible fat contain a liquid nondigestible oil and relatively small nondigestible particles dispersed in the oil to control passive oil loss. Edible fat-containing products containing these nondigestible fats can be less waxy tasting due to the lower level of solids required for passive oil loss control.

Abstract: 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.

Abstract: Disclosed is a method of preparing limulus amoebocyte lysate substantially free from factor G which comprises bringing limulus amoebocyte lysate into contact with an insoluble carrier on which a (1.fwdarw.3)-.beta.-D-glucoside structural portion represented by the following formula [I] produced by depolymerizing and/or fractionating a carbohydrate chain is immobilized: ##STR1## wherein n represents an integer of 2 to 370.

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.

Abstract: Disclosed are ganglioside GM.sub.3 analogs represented by the formula ##STR1## in which X represents a radical of the following formula ##STR2## wherein at least one of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is hydrogen and the remainder is hydroxyl; ##STR3## wherein at least one of R.sub.5 and R.sub.6 is hydrogen and the remainder is methyl; ##STR4## wherein m is an integer of 15 to 25, l is an integer of 0 to 3, n is an integer of 11 to 15 and Ac represents acetyl. The ganglioside GM.sub.3 analogs are expected to possess an inhibitory activity for influenza virus.

Abstract: 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.

Abstract: A method of obtaining a fatty acid-esterified alkoxylated polyol useful as a reduced calorie fat substitute is provided. The method utilizes a C.sub.1 -C.sub.4 alkyl ester of a C.sub.8 -C.sub.24 fatty acid such as methyl stearate or methyl oleate and a short chain acid-esterified alkoxylated polyol such as the acetate of propoxylated glycerin as reactants.

Abstract: A glucofuranose derivative substituted at the 3,5,6- or 3,6-positions with a radical that provides an anionic charge at physiological pH values is disclosed, as are pharmaceutical compositions, and methods of making and using the same. The compounds are useful in treating inflammation, and particularly conditions that involve neutrophil influx; they are also useful in inhibiting gastric ulcer formation.

Abstract: 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.

Abstract: 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.

Abstract: Polyol polyesters are purified by a process comprising bleaching with a specific silica gel and/or heat treatment and removal of volatile products by steam deodorization. Any steam deodorization is at reduced temperatures or in admixture with triglycerides to minimize thermal degradation of the polyol polyesters.

Abstract: Fatty acid esters of polyols having at least 4 hydroxyl groups wherein the fatty acid groups consist essentially of: (1) long chain unsaturated fatty acid radicals containing at least 12 carbon atoms or mixtures of said unsaturated radicals with saturated fatty acid radicals containing 2 to 12 carbon atoms, and (2) long chain saturated fatty acid radicals containing at least 20 carbon atoms, wherein the molar ratio of (1):(2) is from 1:15 to 2:1 and wherein at least 4 of the hydroxyl groups of the polyol are esterified. The compounds are useful as nondigestible substitutes for solid fats in foods.

Abstract: Reduced fat and calorie plastic shortenings are disclosed. The nondigestible portion of these compositions contain low levels of solids, yet still exhibit good passive oil loss control. These compositions also impart good organoleptic properties to foods prepared with them. These shortenings comprise specific solid polyol fatty acid polyesters, a liquid nondigestible oil, and, optionally, a hardstock, a digestible oil, an intermediate melting triglyceride, or other shortening ingredients.

Abstract: Reduced fat and calorie pourable shortenings, cooking oils, salad oils or similar compositions are disclosed. The nondigestible portion of these compositions contain low levels of solids, yet still exhibit good passive oil loss control. These compositions also have good temperature cycling stability and they impart good organoleptic properties to foods prepared with them. Also disclosed are relatively clear oils with reduced calories, All these pourable compositions comprise specific solid polyol fatty acid polyesters, a liquid nondigestible oil and, optionally, a digestible oil and/or a hardstock fat.

Abstract: Process of refining mixtures obtained from treatments of fatty media with cyclodextrin and containing complexes of cyclodextrin substantially with lipophilic substances other than fatty acids, characterized in that the said mixture is successively subjected to a heat treatment in the presence of a solvent system containing water, the mixture thus treated is separated into different raffinates and the raffinates are recovered.