MXPA97009711A - Fat substitutes containing beta-carotenosoluble in a - Google Patents

Abstract

The present invention relates to a composition of matter, characterized in that it comprises: a) an edible, nonabsorbable, non-digestible fat, and b) beta-carotene, wherein the beta-carotene is complexed with a cyclodextrin selected from the group which consists of beta-cyclodextrin or water-soluble beta-cyclodextrin derivatives and mixtures thereof having a molecular weight of at least 972 grams / m

Description

FAT SUBSTITUTES CONTAINING BETA-CAROTENE SOFFUBLg SN WATER AN ^ qGEDEN-TgS, S! & JjN g CIQ The present invention relates to food products containing edible fat comprising a non-digestible fat and water-soluble beta-carotene. More particularly, the present invention relates to a composition comprising non-absorbable, non-digestible fats and water-soluble beta-carotene in which beta-carotene has increased bioavailability. It is recognized that the high content of cholesterol in the blood. { hypercholesterolemia) as a risk factor in cardiovascular disease, which comprises a major health problem today. Epidemiological studies have shown that, with few exceptions, populations that consume large amounts of saturated fat and cholesterol have a relatively high serum cholesterol concentration and a high mortality rate of coronary heart disease. A regimen for alleviating or preventing hypercholesterolemla is to reduce the intake of fats using reduced-calorie fats or a fat substitute (i.e. non-absorbable, non-digestible fat), in particular, polyol fatty acid polyesters, and more specifically polyesters of Fatty acids of sugars. While they are desired for the treatment of hypercholesterolemia, the sugar fatty acid polyesters interfere with the absorption of soluble fat-soluble vitamins from the body, see for example the U.S. 4,005,196 and the U.S. 4,034,083. Any oil soluble vitamins which dissolve in the fatty acid polyesters of sugars are lost when the non-digestible fat passes through the digestive tract. Therefore, the composition containing polyesters of fatty acids of sugars are fortified with increased levels of fat-soluble vitamins to solve the possible malabsorption of the vitamin. However, fortification levels of high vitamins can impart negative flavor, odor and color to the product.

For example, US 5,248,504 discloses a product containing oil-soluble vitamins, digestible fats and fatty acid polyesters of non-digestible polyols which comprise two distinct phases of fat, A and B, both of which contain a fat-soluble vitamin. Phase (B) fat contains an oil soluble vitamin at a concentration level that is at least twice as high as the level of fat (A) phase concentration. In addition 1 & phrase (A) fat comprises non-digestible polyol fatty acid polyesters, which have been shown to interfere with the absorption of oil-soluble vitamins. It has also been taught, for example, to see EPO 415,464 A2, to use compounds which have reduced hydrophobicity. Although reduced hydrophobicity can reduce the loss of oil-soluble vitamins, vitamins are still essentially insoluble in water. An important fat-soluble vitamin is vitamin A. Beta-carotene is a well-known precursor to vitamin A and is the most commonly used source of vitamin A for nutritional supplementation. It is also reported to beta-carotene to protect cells from free radicals that can induce cancer and atherosclerosis. The present invention relates to a combination of non-absorbable and non-digestible fat and water-soluble beta-carotene. The loss of oil-soluble vitamins can be overcome by adding beta-carotene of the type described hereinafter to fat substitutes, or foods containing these fat substitutes. The present invention is a beta-carotene complex with cyclodextrin, resulting in a water-soluble beta-carotene. While it is not desirable to bind it to theory, it is believed that the beta-carotene complex prefers the aqueous phase in the body rather than the fat or fat-like phase. By lev. both become more bioavailable, that is, it does not leave the body with non-digestible, non-absorbable fat and can therefore be used by the body. The fortification of products containing non-digestible, non-absorbable fat with the bioavailable form of beta-carotene, soluble in water requires a lower level of use of the vitamin precursor to divert the effects of decreased serum levels, thus , reducing the cost of fortification. Since beta-carotene is encapsulated, the negative color, taste and stability associated with high vitamin use uses are minimized. The present invention relates to nonabsorbable, nondigestible fat compositions fortified with a water soluble carotenoid / cyclodextrin complex. The compositions are useful as fat substitutes in food and pharmaceutical compositions. The carotenoid is easily bioavailable and resists the division between the fatty phase. This benefit is achieved by formulating compositions comprising a polyol fatty acid polyester and a complex carotenoid / cyclodextrin powder. The compositions of the present invention may consist of a non-digestible fat or a mixture of nondigestible fats or a combination of nondigestible fats and natural or synthetic triglycerides, and a water-soluble carotenoid / cyclodextrin complex. ,.

Preferred fat substitutes are polyesters of polyol fatty acids.

Polyesters of polyol fatty acids By "polyol" is meant a polyhydric alcohol containing by at least 4, preferably from 4 to 12, and, more preferably from 6 to 8, hydroxyl groups. Polyols include monosaccharides, disaccharides and trisaccharides, sugar alcohols, other sugar derivatives (e.g., alkyl glycosides), polyglycerols (e.g., diglycerol and triglycerol), pentaerythritol, and polyvinyl alcohols. Preferred polyols include xylose, arabinose, ribose, xylitol, erythritol, glucose, ethylglucoside, mannose, galactose, fructose, sorbitol, maltose, lactose, sucrose, raffinose and altotriosa. Sucrose is an especially preferred polyol. By "polyol polyester" is meant a polyol having an average of at least 4 ester groups. It is not necessary that all hydroxyl groups of the polyol be esterified, however the disaccharide polyesters should not have more than 3 on average, and preferably no more than 2 unesterified hydroxyl groups. Typically, substantially all (for example at least about 85%) of the hydroxyl groups of the polyol are esterified. In the case of sucrose polyesters, approximately 7 to 8 of the hydroxyl groups of the polyol are typically esterified. Fatty acids and / or other organic radicals having at least two carbon atoms and up to 30 carbon atoms can be used to esterify the polyol. Typically they contain 8-24 carbon atoms and more typically at least 12-18 carbon atoms. Acid radicals can be saturated or unsaturated, including positional or geometric isomers, for example cis or trans-isomers, aliphatics or branched-chain or straight-chain aromatics, and can be the same for all ester groups, or they can be mixtures of different acid radicals. Cyclic aliphatics such as carboxylic and polymeric carboxylic ester radicals of cyclohexane such as polyacrylic fatty acid and dimer can also be used to esterify the polyol. The polyesters of liquid polyols and non-digestible oils have a full melting point below about 37 ° C. Suitable liquid nondigestible edible oils for use herein include liquid polyol polyesters (see Mattson et Volpenhein; US Patent 3,600,186 Published August 17, 1971; Jandacek U.S. Patent 4,005,195; Published January 25, 1977); Liquid esters of tricarballylic acids (see Hamm, US Patent 4,508,746, Published April 2, 1985); liquid diesters of dicarboxylic acids such as malonic acid and succinic acid derivatives (see Fulcher, US Patent 4,582,927; Published April 15, 1986); liquid triglycerides of alpha-branched chain carboxylic acids (see Whyte; US Patent 3,579,548; Published May 18, 1971); liquid esters and ether esters containing the neopentyl portion (see Minich; US Patent 2,962,419; Published November 9, 1960); liquid polyglycerol fatty polyethers (see Hunter et al; US Patent 3,932,532; Published January 13, 1976); fatty acid polyesters of liquid alkyl glycosides (see Meyer et al; US Patent 4,840,815; Published June 20, 1989); liquid polyesters of two ethers linked to hydroxypolycarboxylic acids (for example citric or isocitric acid) (see Huhn et al; US Patent 4,888,195; Published December 19, 1988); and liquid esters of extended polyols to epoxides (see White et al; US Patent 4,861,613; Published August 29, 1989); as well as liquid polydimethyl siloxanes (for example, Fluid Silicones available from Dow Corning). Preferred liquid non-digestible oils are sugar polyesters, sugar alcohol polyesters, and mixtures thereof, preferably esterified with fatty acids containing from 8 to 26 carbon atoms., and more preferably with fatty acids having 8 to 18 carbon atoms. Those which have a minimum amount of solids or no solids at body temperature (ie 98.6 ° F, 37 ° C) usually contain ester groups that have a high proportion of C1 ° radicals of lower fatty acids or even a high proportion of C18 or radicals of higher unsaturated fatty acids. Preferred unsaturated fatty acids in such liquid polyol polyesters are oleic acid, linoleic acid, and mixtures thereof. Solid or rigidly prohibited nondigestible polyol polyester materials suitable for use herein may be selected from solid sugar polyesters, solid sugar alcohol polyesters, and mixtures thereof, and contain ester groups, for example, generally to 8 ester groups, which essentially consist of long chain saturated fatty acid radicals. Suitable saturated fatty acid radicals contain at least 14, preferably from 14 to 26, more preferably from 16 to 22 carbon atoms. The long chain saturated fatty acid radicals can be used individually or in mixtures with each other. In addition, straight chain (ie normal) fatty acid radicals are typical for the long chain saturated fatty acid radicals.

Some intermediate melting polyol fatty acid polyesters having a specific rheology defining their physical properties have been developed, ie, their melting points, viscosity, and shear viscosities and crystal size and shape are also useful, ( see Bernhardt; European Patent Applications Nos. 236,288 and 233,856; Published September 9 and August 26, 1987, respectively). These intermediate melting polyol polyesters are viscous and have a liquid / solid stability at high body temperature. An example of such intermediate fusion polyol polyesters are those obtained by substantially and completely esterifying sucrose with a 55:45 mixture of fatty acid methyl esters of partially hydrogenated and fully hydrogenated soybean oil. These polyol polyesters are more preferred for products in which a high level of solids is required to provide stability, for example shortening, pasta, chocolate, biscuits, etc. Mixtures of liquid polyol polyesters with hard stocks of fully solid polyol polyester, preferably esterified with saturated C 10 -C 22 fatty acids (for example sucrose octa stearate), can be solid or semi-solid at room temperature (See, for example, Jandacek; US Patent 4,005,195; and Jandacel / Mattson; US Patent 4,005,196; both published on January 25, 1977). Liquid or solid polyol polyesters can be prepared by a variety of methods known to those skilled in the art. These methods include: transesterification of the polyol (i.e. sugar or sugar alcohol) with methyl, ethyl or glycerol esters containing the desired acidic radicals using a variety of catalysts; acylation of the polyol with an acid chloride; acylation of the polyol with an acid anhydride; and acylation of the polyol with the desired acid, per se. (see, for example, US Pat. Nos. 2,831,854, 3,600,186, 3,963,699, 4,517,360 and 4,518,772, all of which are incorporated herein by reference, these patents describe all suitable methods for preparing polyol polyesters). When the mixtures of non-digestible and nonabsorbable liquid and solid materials are made, the non-digestible particles can be dispersed as discrete, non-aggregated entities in the liquid non-digestible oil. However, these non-digestible particles can also agglomerate together to form much larger aggregates which disperse in the liquid non-digestible oil. This is particularly true for those non-digestible particles that are in the platelet-like form. Aggregates of nondigestible platelet-like particles are typically porous in character and thus capable of entrapping significant amounts of liquid non-digestible oil. Solid non-digestible particles can be used alone or dispersed in the non-digestible liquid oil component.

Polyol polyesters variously etherified "Variously esterified polyol polyesters" contain two basic types of ester groups: (a) groups formed from long chain saturated fatty acid radicals, and (b) groups formed from acid radicals which are "different" to these acid radicals saturated long chain fatty acids. Suitable long chain saturated fatty acid radicals contain from 20 to 30, more preferably 22-26, carbon atoms. Long chain saturated fatty acid radicals can be used alone, or in mixtures with each other, in all proportions. Usually straight chain (ie normal) fatty acid radicals are used. The different radicals comprise higher unsaturated fatty acid radicals or C 12 ° C-C 12 saturated fatty acid radicals mixtures thereof or can be fatty-fatty acid radicals, radicals of aromatic acids, or ultra long chain fatty acids or various branched or substituted cyclic acid radicals. Preferred "different" acid radicals comprise long chain unsaturated fatty acid radicals, containing at least 12, preferably from 12 to 26, more preferably from 18 to 22 carbon atoms and short chain saturated fatty acid radicals which they have from 2 to 12 and preferably from 6 to 12 carbon atoms and mixtures thereof. The fatty-fatty acid radicals are a fatty acid radical having at least one hydroxyl group which is itself esterified with another fatty acid or other organic acid. Resinoleic acid is preferred as hydroxy fatty acid. Sources of hydroxy fatty acids include hydrogenated castor oil, strophanthus seed oil, calendula officinalis seed oils, hydrogenated strophanthus seed oils and hydrogenated marigold officinalis seed oils, cardamine impatiens seed oils, kamala, oil of mallotus discolor and oil of mallotus claoxiloides. Synthetic hydroxy fatty acids can be prepared by oxidative hydroxylation of unsaturated fatty acids using oxidizing agents such as potassium permanganate, osmium tetroxide and percents such as peracetic acid. Using this method, 9,10-dihydroxy-octadecanoic acid can be made from oleic acid, and 9,10,12,13-tetrahydroxy-octadecanoic acid can be prepared from linoleic acid. Another way to prepare hydroxy fatty acids, such as 10-hydroxy-12-cis-octadecenoic acid and 10-hydroxy-12-cis, 15-cis-octadecanoic acid, synthetically by conversion of fatty acids such as linoleic and linolenic via microorganisms such as Nocardia Colesteroliim. The same fatty acid sources used for esterification of the polyols for esterification of the hydroxyl group of the hydroxy fatty acid radical can be used. These include aromatic acids such as benzoic or toluic; branched chain radicals such as isobutyric, neoctanoic or methyl stearic acids; saturated or unsaturated ultra-long chain fatty acid radicals, such as tricosanoic or trichosenoic; cyclic aliphatics such as carboxylic cyclohexane; and radicals that form polymeric esters such as polyacrylic fatty acid and dimer. The aromatic acid radicals can also be used as a different ester group. A wide variety of aromatic compounds can be used including benzoic compounds such as benzoic or toluic acid; aminobenzoic compounds such as aminobenzoic and aminomethylbenzoic acids; hydroxybenzoic compounds such as hydroxybenzoic, vanillic and salicylic acids; methoxybenzoic compounds such as anicic acid; acetoxyphenylacetic compounds such as acetylmandelic acid; and halobenzoic compounds such as chlorobenzoic, dichlorobenzoic and fluorobenzoic acids; acetylbenzoic, cumic, phenylbenzoic and nicotinic; and polycyclic aromatic radicals that include fluoreno carboxylic individually, or in mixtures with each other, in all proportions. Various other ester forming radicals can also serve as those which form the different ester groups of the variously esterified polyol polyester particles used herein. The other radicals can be branched alkyl chain; saturated or unsaturated radicals of ultra long chain; cyclic aliphatic radicals including cyclobutane carboxylic, cyclopentane carboxylic, cyclohexane carboxylic, cyclohene acetic, and hydroxycyclic such as ascorbic; polycyclic aliphatics such as abietic acid; radicals forming polymeric esters such as polyacrylic acid and fatty dimer; and alkyl chain radicals containing halogen amino or aryl groups.

The variously esterified polyol polyesters can be prepared by esterifying the desired polyol with the requirement of the type of ester-forming radicals by the methods described for making polyol polyesters. When a methyl ester route is used to prepare these variously esterified solid polyol polyesters having different mixed acid radicals and long chain saturated fatty acid radicals, the octaester of one of the acid types (eg different acids) can be prepared first. , or long chain saturated fatty acids), followed by partial interesterification of this initial reaction product with the methyl ester of the other type of acid. These polyol polyesters are particularly useful where lower levels of solids are desirable since they are less waxy.

Polyol Polymer Polymers Other solid nondigestible polyol polyesters comprise polyol polyester polymers. The polyol polyester polymers are formed by polymerizing a polyol polyester monomer to provide a molecule having at least two separate esterified polyol portions linked by covalent bonds between the fatty acid radicals. For example, two sucrose octabehenate monomers can be cross-linked between fatty acids to form a polymer. Repeated units of such polyol polyester polymers may be the same or different such that the generic term "polymer" in this context includes the specific term "copolymer". The number of repeating units of monomer (or comonomer) which make such polyol polyester polymers can be in the range of 2 to 20, preferably from about 2 to 12. Depending on the method for preparing them, polyol polyester polymers are frequently oligomers containing from 2 to 4 monomer units, ie dimers, trimers or tetramers. The most preferred polyol polyester polymers are the sucrose polyester polymers having an average molecular weight number from about 4000 to about 60,000, preferably from about 4000 to 36,000, more preferably from 5,000 to about 12,000. One way to prepare the solid polyol polyester polymers is by polymerizing the polyol polyesters using well known methods, including, but not limited to, photochemical reactions and reactions with transition metal ions, heat or free radical initiators such as diol peroxide. -ter-butyl.

Alternatively, the polyol polyester polymers can be prepared by directly esterifying and / or interesterifying the polyol material with polybasic poly-fatty acids or their derivatives. For example, polyol polyester polymers can be prepared by reacting acid chlorides or acid anhydrides of the acids of the desired polymer with sucrose, preferably using sequential esterification processes. Polyester polyol polymers can also be prepared by reacting methyl esters of the desired polymeric acids with sucrose in the presence of a fatty acid soap and a basic catalyst such as potassium carbonate. Common examples of polymerizable acids are those which contain two or more double bonds (polyunsaturated acids) such as linoleic acid, linolenic and eleostearic acids, parinárico acid, eicosadienoico acid, eicosatetraenoic acid, araquidónico acid, acid 5, 13-docosadienoico and acid clupanodónico. The monounsaturated fatty acids such as oleic, elaidic and erucic acids can also be used to prepare suitable long chain fatty acid dimers which in turn can then be used to form the solid polyol polyester polymers. Preferred polybasic polymerized fatty acids and fatty acid derivatives for use in preparing polyol polyesters containing polymers include dibasic acids produced by dimerization of fatty acids or lower fatty acid esters derived from polyunsaturated vegetable oils such as soybean oil or cottonseed oil or animal fats such as tallow. All types of polybasic polymerized fatty acids mentioned above can themselves be processed by a variety of methods by those skilled in the art. (See Lutton; US Patent 3,353,967; Published on November 21, 1967, Goebel; US Patent 2,482,761; Published on September 27, 1949, Harrison et al; US Patent 2,731,481; Published on January 17, 1956 and Barret et al; US Patent 2,793,219; Published on May 21, 1957, all of which are incorporated herein by reference).

Polycrylic ester esters A third type of non-digestible solid is the polyglycerol ester. The polyglycerol esters contain at least about two glycerol moieties, preferably from about 3 to 10 glycerol moieties, including the most preferred form of 4 to 8 glycerol moieties. The distribution of the number of glycerol portions in such a mixture of polyglycerol ester can be narrow or broad. Typically at least about 30% of the hydroxyl groups of the polyglycerol are esterified with fatty acids. Preferably at least about 50% of the hydroxyl groups are esterified with long chain fatty acid (C 16 -C 2 g) radicals with at least 40% of these long chain fatty acids which are saturated and having at least 18 carbon atoms. Preferably, at least about 50%, and more preferably at least 75% of the long chain fatty acids are saturated and have at least 18 carbon atoms. The polyglycerol esters preferably have an iodine value of less than 50, preferably less than about 20, and more preferably less than about 5. The solid polyglycerol ester materials can be made according to the same known methods for preparing polyol polyesters.

Co-crystallized Mixture of Rigid Provision and Crystal Modifier A co-crystallized mixture of: (1) a rigid supply of glycol polyester, i.e. a solid, usually saturated polyol polyester; and (2) a crystal modifier. The particular ratio of the rigid provision to the crystal modifier depends on the specific rigid provision and / or crystal modifier selected and the specific solid properties desired. Preferably, the ratio of rigid provision to crystal modifier is from about 95: 5 to about 25:75, more preferably from about 90:10 to about 40:60 and more preferably from about 80:20 to about 60:40. The rigid provisions of solid polyol fatty acid polyester useful for forming the co-crystallized mixtures are those which are solid at temperatures of about 37 ° C and more preferably about 50 ° C and higher, and more preferably about 60 ° C or higher. The crystal modifier material can comprise any material which is capable of inducing rigid polyol polyester rigid supply materials to form smaller particles, when they are co-crystallized in a liquid non-digestible oil. Examples of suitable types of crystal modifiers include the variously esterified polyol polyesters, polyol polyester polymers, polyglycerol esters and other materials such as fatty acid monoglycerides, waxes found naturally with ester groups or chain alkyl long, paraffinic hydrocarbon microcrystalline waxes and long chain alcohols. Preferred are monoglycerides containing C18 and higher saturated fatty acids. Monobehenin is particularly preferred. A naturally produced waxy material, preferably is beeswax. The beeswax consists mainly of myristyl palmitate, ceric acid and esters and some paraffins with high carbon content. Specific examples of suitable modified crystal type polyol polyesters include sucrose tetracaprylate tetrabehenate, sucrose pentabehenate trilaromate sucrose, sucrose hexapehenate dicaprylate, sucrose hexabehenate saccharide. Other examples include the sorbitol hexaester of palmitoleic acid radicals and arachidic fatty acid in a molar ratio of 1: 2, the octaester of raffinose of the linoleic acid radicals and behenic fatty acid in a molar ratio of 1: 3, the heptaester of maltose of a mixture of sunflower oil and lignoceric fatty acid radicals in a 3: 4 molar ratio, the sucrose octaester of oleic acid and behenic fatty acid radicals in a 2: 6 molar ratio, the sucrose octaester of acid radicals lauric, linoleic and behenic fatty acid in a molar ratio 1: 3: 4, and the mono- and / or diunsaturated fatty acid radicals of C1Q of hepta and octaesters of sucrose and behenic fatty acid radicals in a molar ratio of acid radicals Behenic: unsaturated from about 1: 7 to 3: 5.

Conventional Greases The compositions of the present invention may additionally contain natural or synthetic fats or oils. The oils or triglycerides to be used herein include, partially or fully hydrogenated coconut oil, palm kernel oil, palm oil, marine oils, bacon oil, tallow, butter fat, cocoa butter fat, oil soybeans, safflower oil, cottonseed oil, colsa oil, corn oil, sunflower oil, canola oil and mixtures thereof. The total amount of these fats or natural or synthetic oils used will depend to some degree on the total amount of fat reduction desired.

Beta-carotene complex / Cyclodextrin Beta-carotene Beta-carotene is a precursor that is naturally present for vitamin A and is often used as an orange / yellow pigment. The molecular structure is similar to that of vitamin A. Beta-carotene is typically derived by extraction from plant sources such as algae. The extraction processes are well known in the art. Beta-carotene can also be synthesized using known chemical processes such as those described in U.S. 4,504,499. Beta-carotene is easily degraded when subjected to air, UV light or high temperatures. Therefore, beta-carotene is generally sold in stabilized forms. Stabilized beta-carotene is readily available from several commercial sources, for example BASF Corporation and Hoffman LaRoche, Nutley, NJ. In the practice of the present invention, it is preferred to use pure beta-carotene crystals, available only through the special arrangement with a supplier. The beta-carotene is dissolved in an organic solvent. Suitable organic solvents for use herein are known solvents for carotenoids. The solvent must boil below the boiling point of the water or distill with water. Such solvents include acetone, alcohols, esters, hexane and methyl ethyl ketone. Other solvents may also be used, but are less preferred for food applications, for example, hydrocarbons, halogenated aliphatic hydrocarbons, petroleum ether, polyhalogenated methane for example chloroform, carbon tetrachloride, methylene chloride, benzene and carbon disulphide. The preferred solvent for use herein is acetone. The compositions of the present invention which are in powder form contain from about 0.1% to about 32%, preferably from about 1% to about 32% and more preferably from about 10% to about 32% by weight, of beta-carotene. , the rest that are cyclodextrins. ? icwigXTRiNA Cyclodextrins for use herein are water soluble derivatives of beta-cyclodextrin capable of forming inclusion complexes with beta-carotene and similar carotenoids. Beta-cyclodextrins for use in the present invention include, for example, beta-cyclodextrin, heptakis (2,6-di-O-methyl) -beta-cyclodextrin, 2-hydroxypropyl-beta-cyclodextrin, 2,3-dihydroxypropyl- beta-cyclodextrin, poly-beta-cyclodextrin or mixtures thereof. Cyclodextrins for use herein have molecular weights of at least 972 g / mol and a solubility in water of at least 1.8 grams / 100 milliliters at 25 ° C. Cyclodextrins are dissolved in water in a concentration of about 0.5% to about 50%.

Preparation of Beta-Carotene / Cyclodextrin Complex The water-soluble beta-carotene powder compositions of the present invention are prepared by initially forming an aqueous solution of cyclodextrin as described in the above "cyclodextrin" section. The cyclodextrin solution is heated to a temperature of about 45 ° C to about 95 ° C. The beta-carotene is dissolved separately, and if the antioxidant is desired in an organic solvent, forming a supersaturated solution of beta-carotene (b). The solvent / beta-carotene solution (b) is slowly added to the hot beta-cyclodextrin solution (a) with rapid stirring. The addition of the beta-carotene solution to the hot beta-cyclodextrin solution causes the excess solvent to evaporate. It is critical for the present invention that the addition of the solvent containing the beta-carotene solution is added to the beta-cyclodextrin solution in a sufficient ratio to avoid the accumulation of the solvent in the reaction vessel. After all the organic solvent has evaporated, excess beta-carotene present in the combined aqueous solution (c) is removed by any separation method known in the art (ie filtration, decantation, centrifugation, etc.). The preferred method of separation is filtration. The remaining aqueous solution containing the beta-carotene in complex (d) is evaporated to dryness. The resulting powder can be reduced to a desired particle size by methods known in the art. The water-soluble beta-carotene powders produced herein contain from about 0.1% to about 32%, preferably from about 1% to about 32% of beta-carotene. In general, the composition of water-soluble beta-carotene may be included in the composition of the present invention in amounts of about 0.001% to about 10%.

; NGREDIE; NTBS DICION LES Vitamins Vitamins can be used to fortify the polyol polyesters of the present invention. Commercial preparations of the appropriate vitamins and / or appropriate vitamin mixtures which provide vitamins D, E and K can be used herein. Preferably, the fat-soluble vitamins are in an encapsulated form that increases their solubility in water. The fat-soluble vitamins to be used in the present include vitamin D, vitamin E and vitamin K.

The amount of the individual fat-soluble vitamins used to fortify the present compositions may vary. The amount of fat-soluble vitamin used also depends on the solubility of the vitamin in the water. In general, polyesters are fortified with sufficient fat-soluble vitamin to provide from about 0.08% to about 150% of the average recommended daily allowance.

Claims (4)

REIVÍ DICACIC-NES

1. A composition of matter, characterized in that it comprises: a) an edible, nonabsorbable, non-digestible fat, and; b) beta-carotene; wherein the beta-carotene is complexed with a cyclodextrin selected from the group consisting of beta-cyclodextrin or water-soluble beta-cyclodextrin derivatives and mixtures thereof having a molecular weight of at least 972 grams / mole.

2. The product in accordance with the claim 1, characterized in that the nonabsorbable, non-digestible edible fat is selected from the group consisting of polyol fatty acid polyesters, variously esterified polyols, polyol polyester polymers, polyglycerol esters, or co-crystallized mixtures of rigid polyglycerol stores and modifiers of glass and mixtures thereof.

3. The product in accordance with the claim 2, characterized in that the cyclodextrin is 2-hydroxypropyl-beta-cyclodextrin.

4. A composition of matter, characterized in that it comprises: a) an edible, nonabsorbable, non-digestible fat, d) a triglyceride y; c) beta-carotene; wherein the beta-carotene is complexed with a cyclodextrin selected from the group consisting of beta-cyclodextrin or water-soluble beta-cyclodextrin derivatives or mixtures thereof having a molecular weight of at least 972 grams / mole. RBSUME B & A, INVENTION, The present invention relates to nonabsorbable, nondigestible fat compositions fortified with a water soluble carotenoid / cyclodextrin complex. The compositions are useful as fat substitutes in food and pharmaceutical compositions. The carotenoid is easily bioavailable and resists the division between the similar fat / fat phase.