WO2008082596A2 - Low calorie sweetener compositions - Google Patents

Low calorie sweetener compositions Download PDF

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Publication number
WO2008082596A2
WO2008082596A2 PCT/US2007/026396 US2007026396W WO2008082596A2 WO 2008082596 A2 WO2008082596 A2 WO 2008082596A2 US 2007026396 W US2007026396 W US 2007026396W WO 2008082596 A2 WO2008082596 A2 WO 2008082596A2
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WO
WIPO (PCT)
Prior art keywords
sweetener
sweetener composition
composition
maltitol
present
Prior art date
Application number
PCT/US2007/026396
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French (fr)
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WO2008082596A3 (en
Inventor
Timothy A. Christensen
Frans Sarneel
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Cargill, Incorporated
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Application filed by Cargill, Incorporated filed Critical Cargill, Incorporated
Priority to EP07868074A priority Critical patent/EP2129239A2/en
Priority to CA002673773A priority patent/CA2673773A1/en
Priority to US12/521,152 priority patent/US20100112174A1/en
Publication of WO2008082596A2 publication Critical patent/WO2008082596A2/en
Publication of WO2008082596A3 publication Critical patent/WO2008082596A3/en

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    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G3/00Sweetmeats; Confectionery; Marzipan; Coated or filled products
    • A23G3/34Sweetmeats, confectionery or marzipan; Processes for the preparation thereof
    • A23G3/346Finished or semi-finished products in the form of powders, paste or liquids
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G3/00Sweetmeats; Confectionery; Marzipan; Coated or filled products
    • A23G3/34Sweetmeats, confectionery or marzipan; Processes for the preparation thereof
    • A23G3/343Products for covering, coating, finishing, decorating
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/30Artificial sweetening agents
    • A23L27/33Artificial sweetening agents containing sugars or derivatives
    • A23L27/34Sugar alcohols
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L29/00Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/20Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents
    • A23L29/206Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents of vegetable origin
    • A23L29/212Starch; Modified starch; Starch derivatives, e.g. esters or ethers
    • A23L29/219Chemically modified starch; Reaction or complexation products of starch with other chemicals
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00Food compositions, function of food ingredients or processes for food or foodstuffs

Definitions

  • Low calorie sweeteners have gained widespread use because of the demand for low calorie foods and beverages that mimic the taste of higher calorie food and beverages that are prepared with sugar.
  • many low calorie sweetener compositions cause gastrointestinal intolerance when consumed in typical amounts. Examples include sugar alcohols such as erythritol, maltitol, isomalt, sorbitol, mannitol, and xylitol; and low digestibility oligosaccharides.
  • Gastrointestinal intolerance typically includes undesirable symptoms such as gastrointestinal rumbling, abdominal cramping, gas, bloating, excessive flatulence, loose stools, and diarrhea.
  • a low calorie sweetener composition that is suitable for use in foods (e.g., baked goods) and beverages that has improved gastrointestinal tolerance when consumed by humans.
  • the invention is directed to low calorie sweetener compositions.
  • Embodiments of the low calorie sweetener compositions of the invention have improved gastrointestinal tolerance in humans.
  • embodiments of the low calorie sweetener of the invention have improved gastrointestinal tolerance when compared to maltitol.
  • Gastrointestinal tolerance can be measured, for example, using human studies where test foods comprising the sweetener to be tested and a comparative sweetener are consumed by human subjects in controlled fashion, and the human subjects rate the foods for gastrointestinal effects including, for example, gastrointestinal rumbling, abdominal cramping, gas, bloating, excessive flatulence, loose stools, and diarrhea.
  • the invention is directed to low calorie sweetener compositions comprising: (a) about 5 wt.% to about 40 wt.% erythritol; (b) about 0 wt.% to about 30 wt.% sorbitol; (c) about 0 wt.% to about 50 wt.% of an ingredient selected from the group consisting of isomalt, maltitol, or a mixture thereof; (d) about 5 wt.% to about 40 wt.% polydextrose; and (e) about 5 wt.% to about 40 wt.% resistant starch.
  • the low calorie sweetener compositions of the first aspect comprise: (a) about 25 wt.% to about 35 wt.% erythritol; (b) about 10 wt.% to about 20 wt.% sorbitol; (c) about 25 wt.% to about 30 wt.% isomalt, maltitol, or a mixture thereof; (d) about 5 wt.% to about 20 wt.% resistant starch; and (e) about 10 wt.% to about 20 wt.% polydextrose.
  • the invention is directed to low calorie sweetener compositions comprising: (a) about 5 wt.% to about 40 wt.% erythritol; (b) up to about 68 wt.% of an ingredient selected from isomalt, maltitol, sorbitol, or a mixture thereof; (c) about 5 wt.% to about 40 wt.% of an ingredient selected from polydextrose, resistant maltodextrin, or a mixture thereof.
  • the low calorie sweetener comprises about 29 wt.% polydextrose, about 57% maltitol, and 14% erythritol.
  • Low calorie sweetener compositions of the invention may further comprise one or more high intensity sweeteners, such as acesulfame potassium and neotame.
  • the invention is directed to foods, such as baked goods and beverages that comprise the low calorie sweetener compositions of the invention.
  • the invention is directed to low calorie sweetener compositions.
  • Embodiments of the low calorie sweetener compositions of the invention have improved gastrointestinal tolerance in humans.
  • the ingredients making up the sweetener compositions of the invention are described in more detail below.
  • Ervthritol Sweetener compositions of the invention comprise erythritol.
  • Erythritol or tetrahydroxybutane is a tetrahydric polyol or sugar alcohol that has the empirical formula C 4 H 10 O 4 and the structural formula CH 2 OH-CHOH-CHOH-CH 2 OH.
  • Erythritol has a low caloric content of about 0.2 calories/gram.
  • Erythritol has a sweetness level that is about 75% that of sucrose. Due to its small molecular size, erythritol behaves differently than other polyols that are used as sugar substitutes. Erythritol is absorbed very quickly in the small intestine and is not subject to metabolic conversion in the body. Because of this, erythritol has a higher digestive tolerance than other sugar alcohols. Erythritol is typically manufactured synthetically by fermenting glucose with special yeast strains in appropriate aqueous nutrient media, or by treating an aqueous alkali carbonate solution of 2-buten-l,4-diol with chlorine, and saponifying the resulting chlorohydrin.
  • Erythritol is typically provided as a white crystalline powder that has a melting point of about 120°C. Erythritol is present in the sweetener compositions of the invention in an amount ranging from about 5 wt.% to about 40 wt.%. In more preferred embodiments, erythritol is present in an amount ranging from about 25 wt.% to about 35 wt.%. Erythritol may be obtained commercially under the trade designation "ERIDEX" (from Cargill Specialty Sweeteners division of Cargill, Incorporated). Sorbitol: .
  • the sweetener compositions of the invention comprise sorbitol.
  • Sorbitol is a sugar alcohol that has the formula C 6 Hg(OH) 6 . Sorbitol is obtained by reducing the aldehyde group in glucose to form an alcohol group. Sorbitol is a nutrituve sweetener providing about 2.6 calories/gram. Sorbitol has a sweetness level that is about 60% that of sucrose. Because it metabolizes slowly, ingestion of large amounts of sorbitol may in some instances lead to gastrointestinal intolerance such as abdominal pain, gas, and diarrhea.
  • Sorbitol may be obtained commercially under the trade designation "SORBIDEX” (from Cerestar division of Cargill, Incorporated). Isomalt:
  • the sweetener compositions of the invention comprise isomalt.
  • Isomalt is a sugar alcohol that comprises two components: 1,6- glucopyranosyl-D-sorbitol (GPS) and 1,1-glucopyranosyl-D-mannitol (GPM), in a 1 : 1 ratio.
  • Isomalt is an odorless, white, crystalline substance which typically contains about 5% water. Isomalt has about 2 calories/gram. Like most sugar alcohols, ingestion of large amounts of isomalt may in some instances lead to gastrointestinal intolerance such as abdominal pain, gas, and diarrhea. Isomalt is typically derived from sucrose by enzymatic conversion into isomaltulose, which is then hydrogenated to obtain the two component mixture of GPS and GPM.
  • the sweetener compositions of the invention comprise maltitol.
  • Maltitol is a polyol or sugar alcohol type sweetener.
  • Maltitol is disaccharide consisting of glucose and sorbitol.
  • As a sweetener maltitol has about 90% of the sweetness of sugar and has nearly identical properties, except for browning.
  • Maltitol may be manufactured by the catalytic hydrogenation of high maltose corn syrup, which transforms the maltose to the sugar alcohol maltitol. It is often provided in as a syrup, or in solid form as a white crystalline powder.
  • Maltitol powders and syrups typically comprise about 50 wt.% to 90 wt.% maltitol.
  • Maltitol provides about 2.1 calories/gram, approximately 75% that of sugar. Being a sugar alcohol, maltitol is known to cause gastric distress, particularly if consumed in large quantities.
  • maltitol When present, maltitol is typically present in the sweetener compositions of the invention in an amount up to about 50 wt.%. In preferred embodiments, maltitol is present in an amount ranging from about 15 wt.% to about 45 wt.%. Maltitol may be obtained commercially under the trade designation "MALTISORB" (from
  • the sweetener compositions of the invention comprise polydextrose.
  • Polydextrose is a non-sweet, water-soluble, low-calorie, bulking agent that can provide both bulk and texture properties that are similar to sugar when used in sweetener compositions.
  • polydextrose is a randomly bonded highly branched glucose polymer.
  • Polydextrose can be synthesized by the acid catalyzed condensation of glucose.
  • polydextrose is made from glucose, sorbitol, and citric acid. Synthesis of polydextrose is described, for example, in U.S. Pat. Nos. 3,766,165 and 3,876,794. Polydextrose provides about 1 calorie/gram.
  • Polydextrose can be obtained commercially under the trade designation "LITESSE” (from Danisco, Company) and StaLite III (from Tate and LyIe). Resistant Starch:
  • the sweetener compositions of the invention comprise resistant starch.
  • Resistant starch is a special form of starch that resists digestion in the small intestine.
  • Sarch is a complex carbohydrate that is made up of two types of polysaccharide molecules: amylase and amylopectin.
  • Starch is predominately digested in the small intestine because of the action of the enzyme alpha-amylase.
  • conventional starch can be transformed into resistant starch, a type of starch that is resistant to enzymatic hydrolysis in the small intestine.
  • Resistant starch can be classified into four general types depending on the mechanism of its digestive resistance.
  • RSl is a physically inaccessible starch due to entrapment of granules within a protein matrix or within a plant cell wall. Examples include partly milled grains, seeds, and legumes.
  • RS2 is a granular starch that resists digestion by pancreatic alpha-amylase. Examples include native uncooked potato starch and green banana.
  • RS3 is a non-granular retrograded or crystalline starch. Examples include cooled-cooked potato, bread, and breakfast cereals.
  • RS4 is chemically modified resistant starch that has some linkages other than alpha-1,4- and alpha- 1 ,6-D-glucosidic bonds.
  • U.S. Pat. No. 5,593,503 describes a method of making a granular resistant starch.
  • U.S. Pat. Nos. 5,281,276 and 5,409,542 describe methods of making resistant starches of the RS3 type from high amylose starches.
  • U.S. Pat. No. 6,043,229 discloses a partially degraded and retrograded resistant starch.
  • the sweetener compositions of the invention comprise a RS3 type resistant starch.
  • Type RS3 resistant starch may be prepared by enzymatic de-branching of a tapioca maltodextrin and subsequent retrogradation. During retrogradation, slightly hydrolysed amylose (i.e., the linear carbohydrate chain in starch) forms double-helical crystalline structures called crystallites.
  • AOAC American Association of Analytical Chemists
  • the resistant starches have 35% or greater resistance, and most preferably 50% or greater resistance to alpha-amylase digestion.
  • the reported starches can be prepared from any type of starting starch (e.g., wheat, corn, oat, rice, tapioca, mung bean, potato or high amylose starches).
  • the cross-linked starches are most preferably phosphorylated to form distarch phosphate diesters and typically contain at least 0.1 wt.% residual phosphorous, and more preferably at least about 0.2 wt.% residual phosphorous.
  • the preferred phosphorylating agent is a mixture of sodium trimetaphosphate (STMP) and sodium tripolyphosphate (STPP) in the presence of sodium chloride or sulfate.
  • the mixture comprises from about 1-20 wt.% STMP (most preferably from about 5-12 wt.% STMP) and from about 0.01-0.2 wt.% STPP (most preferably from about 0.05-0.12 wt.% STPP).
  • Another useful phosphorylating agent is phosphoryl chloride.
  • other cross-linking agents such as adipic acid or epichlorohydrin may also be used.
  • the RS4 starch of U.S. Patent No. 5,855,946 may be prepared by reacting a starting (usually native and unmodified) starch in the presence of water and a cross- linking agent under conditions of pH and temperature to yield a modified starch having the desired alpha-amylase digestion properties.
  • the preferred preparation method involves initially forming a slurry of the starting starch in water and adding the cross-linking agent to the slurry.
  • the slurry typically has about 15-60 wt.% starch, and more preferably from about 30-50 wt.% starch.
  • the preferred phosphorylating cross-linker would be STMP alone or a mixture of STMP and STPP.
  • the reaction need be carried out only for a sufficient time to provide the requisite degree of alpha-amylase digestion resistance, for example, a period of about 10 minutes to about 24 hours, more preferably from about 1-3 hours.
  • STMP or the STMP/STPP mixture is used as the phosphorylating agent, it is sometimes preferred to add an amount (from about 0.1-20% by weight, based upon the weight of the starting starch taken as 100% by weight) of sodium sulfate or sodium chloride to the slurry.
  • the presence of one of these salts serves to retard gel formation during the reaction and to accelerate the reaction by increasing the base adsorbed by the starch granules.
  • Useful resistant starch has a dextrose equivalent of about 100.
  • Dextrose equivalent as used herein, is intended to mean the reducing power of the hydrolysate. Since each starch molecule has one reducing end, DE is inversely related to molecular weight. The DE of anhydrous D-glucose is defined as 100 and the DE of unhydrolyzed starch is almost zero.
  • Maltodextrin typically has a DE of about 5 to 20. Some types of resistant maltodextrin have a DE of about 8 to 12.5.
  • Useful resistant starch may be obtained commercially under the trade designation "ACTISTAR RT” (from Cargill Texturizing Solutions). Resistant Maltodextrin:
  • the sweetener compositions of the invention comprise resistant maltodextrin.
  • a resistant maltodextrin is defined as a short chain polymer of glucose that is resistant to digestion in the human digestive system. Suitable resistant maltodextrin is commercially available under the trade designation "FIBERSOL-2" (from Archer Daniels Midland Company, Decatur, IL) High Intensity Sweetener:
  • the sweetener compositions of the invention comprise a natural or synthetic high intensity sweetener.
  • useful high intensity sweeteners include sucralose (l ,6-dichloro-l,6-dideoxy- ⁇ -D-fructo-furanosyl 4- chloro ⁇ -deoxy- ⁇ -D-galactopyranoside; "SPLENDA” from Tate & LyIe), acesulfame potassium (potassium salt of 6-methyl- 1,2,3- oxathiazine-4(3H)-one 2,2- dioxide; (SUNETT” from Nutrinova)), N-[N-(3,3-dimethylbutyl)-L-aspartyl]-L- phenylaniline 1 -methyl ester ("NEOTAME” from NutraSweet), aspartame (7V-L-a- aspartyl-L-phenylalanine 1 -methyl ester ("EQUAL” from Merisant Co.)), saccharin, alitame
  • a high intensity sweetener When included, a high intensity sweetener is typically incorporated in an amount up to about 0.4 wt.% of the composition, for example, about 0.1 wt.% to about 0.2 wt.%.
  • a combination of two or more high intensity sweeteners is used.
  • a useful combination of high intensity sweeteners is acesulfame potassium and neotame. The use of these two high intensity sweeteners has been found to provide a desirable sweetness profile. Acesulfame potassium tends to provide an initial sweet taste whereas neotame acts to maintain a sweet flavor profile over time.
  • the weight ratio of acesulfame potassium to neotame in the sweetener composition ranges from about 8: 1 to about 16.7: 1 , more typically ranging from about 9: 1 to about 10: 1. Based upon the weight of the formulation, the amount of acesulfame potassium typically ranges from about 0.09 wt.% to about 0.18 wt.% and the amount of neotame typically ranges from about 0.006 wt.% to about 0.01 1 wt.%.
  • the sweetener compositions of the invention may be utilized for any application where a sugar-free sweetener is desired.
  • the sweetener composition may be used in a food or a beverage.
  • Typical applications of the sweetener composition include baked goods such as breads, cookies, cakes, brownies, and the like; beverages such as coffee and soft drinks; confections such as chocolates, candies, the like; dairy products such as cheesecake, ice cream, smoothies, yogurt, and the like; cereal bars, health bars, protein bars and the like.
  • the sweetener compositions of the invention may be manufactured in any manner. Typically, the compositions are produced by mixing or dry blending the components making up the sweetener composition. Digestive Tolerance:
  • the sweetener compositions of the invention have improved gastrointestinal tolerance in humans.
  • the sweetener compositions of the invention have improved gastrointestinal tolerance as compared to maltitol.
  • Gastrointestinal tolerance can be measured, for example, using a randomized, double blind, crossover, repeated measure design protocol, such described in Test Protocol 1 in the Example section of the application.
  • a test food comprising a sweetener to be tested is consumed by human subjects, and the subjects are required to complete a gastrointestinal survey at various intervals, prior to and after, consuming the test food.
  • the human subject may complete the survey at 0 hours (i.e., just prior to consuming the test food), 2 hours, 6 hours, 12 hours, and 24 hours after consuming the test food.
  • the food is then rated at the various time periods for gastrointestinal tolerance as evidenced by gastrointestinal effects such as gastrointestinal rumbling, abdominal cramping, gas/bloating, excessive flatulence, loose stools, and diarrhea.
  • the reduction in one or more of these gastrointestinal effects is evidence of improved gastrointestinal tolerance for the sweetener composition as compared to the comparative sweetener (e.g., maltitol).
  • improved gastrointestinal tolerance is evidenced by a reduction in more than one gastrointestinal effect for the sweetener composition as compared to the comparative sweetener composition.
  • Sweetener 1 was an embodiment of the present invention.
  • Comparative Sweetener A consisted of 100% maltitol.
  • Comparative Sweetener B was a comparative sweetener composition comprising resistant maltodextrin.
  • Cake batters were prepared having the recipe shown in TABLE 1. Each cake batter was prepared from a standard yellow cake base having the ingredients shown in TABLE 2.
  • each cupcake was iced with an icing composition comprising the same sweetener that was used in the cake batter. That is, Cake Batter 1 was used with Icing Formulation 1 to provide a cupcake comprising SWEETENER 1 ; Cake Batter 2 was used with Icing Formulation 2 to provide a cupcake comprising COMP. SWEETENER A; and Cake Batter 3 was used with Icing Formulation 3 to provide a cupcake comprising COMP. SWEETENER B.
  • the white icings had the recipes listed in TABLE 3.
  • the gastrointestinal symptoms increased after consuming the cupcakes and peaked after 6 hours.
  • the gastrointestinal symptoms generally returned to baseline after 24 hours.
  • Significantly milder gastrointestinal symptoms were reported for several of the symptoms after consuming the cupcakes comprising SWEETENER 1 when compared to the cupcakes comprising COMP.
  • SWEETNER A significantly milder gastrointestinal symptoms were reported for several of the symptoms after consuming the cupcakes comprising COMP.
  • SWEETENER B when compared to the cupcakes comprising COMP.
  • SWEETNER A More specifically, significantly milder gastrointestinal rumbling, abdominal cramping, abdominal gas/bloating and excessive flatulence symptoms were reported 6 hours after consumption for the cupcakes comprising SWEETENER 1 as compared to the cupcakes comprising COMP.
  • SWEETENER A and also as compared to the cupcakes comprising COMP. SWEETENER B.
  • Significantly milder abdominal cramping was reported for COMP. SWEETENER B as compared to COMP. SWEETENER A at 12 hours after consumption.
  • Significantly milder abdominal cramping was reported after 24 hours for COMP. SWEETENER A as compared to SWEETENER 1.
  • Shaded blocks identify comparisons having a significant P-value of P ⁇ 0.05.
  • the milder symptoms experienced after ingesting foods comprising SWEETENER 1 may be attributed to the composition of the sweetener.
  • Erythritol is a better tolerated low-digestible carbohydrate as compared to maltitol because about
  • SWEETENER 1 was observed to be better tolerated than maltitol.

Abstract

The invention is directed to low calorie sweetener compositions. In some embodiments, the sweetener compositions comprise: (a) about 5 wt.% to about 40 wt.% erythritol; (b) about 0 wt.% to about 30 wt.% sorbitol; (c) about 0 wt.% to about 50 wt.% of an ingredient selected from the group consisting of isomalt, maltitol, or a mixture thereof; (d) about 5 wt.% to about 40 wt.% polydextrose; and (e) about 5 wt.% to about 40 wt.% resistant starch. In other embodiments, the sweetener compositions comprise: (a) about 5 wt.% to about 40 wt.% erythritol; (b) up to about 68 wt.% of an ingredient selected from isomalt, maltitol, sorbitol, or a mixture thereof; (c) about 5 wt.% to about 40 wt.% of an ingredient selected from polydextrose, resistant maltodextrin, or a mixture thereof. Embodiments of the low calorie sweetener compositions display improved gastrointestinal tolerance when consumed by humans.

Description

LOW CALORIE SWEETENER COMPOSITIONS
CROSS-REFERENCE TO RELATED APPLICATIONS This application claims priority to U.S. Provisional Application Serial
Number 60/877,525, filed December 28, 2006, the disclosure of which is incorporated herein by reference.
BACKGROUND Low calorie sweeteners have gained widespread use because of the demand for low calorie foods and beverages that mimic the taste of higher calorie food and beverages that are prepared with sugar. However, many low calorie sweetener compositions cause gastrointestinal intolerance when consumed in typical amounts. Examples include sugar alcohols such as erythritol, maltitol, isomalt, sorbitol, mannitol, and xylitol; and low digestibility oligosaccharides. Gastrointestinal intolerance typically includes undesirable symptoms such as gastrointestinal rumbling, abdominal cramping, gas, bloating, excessive flatulence, loose stools, and diarrhea.
In view of the undesirable effects resulting from certain low calorie sweeteners, what is desired is a low calorie sweetener composition that is suitable for use in foods (e.g., baked goods) and beverages that has improved gastrointestinal tolerance when consumed by humans.
SUMMARY The invention is directed to low calorie sweetener compositions.
Embodiments of the low calorie sweetener compositions of the invention have improved gastrointestinal tolerance in humans. For example, embodiments of the low calorie sweetener of the invention have improved gastrointestinal tolerance when compared to maltitol. Gastrointestinal tolerance can be measured, for example, using human studies where test foods comprising the sweetener to be tested and a comparative sweetener are consumed by human subjects in controlled fashion, and the human subjects rate the foods for gastrointestinal effects including, for example, gastrointestinal rumbling, abdominal cramping, gas, bloating, excessive flatulence, loose stools, and diarrhea.
In one aspect, the invention is directed to low calorie sweetener compositions comprising: (a) about 5 wt.% to about 40 wt.% erythritol; (b) about 0 wt.% to about 30 wt.% sorbitol; (c) about 0 wt.% to about 50 wt.% of an ingredient selected from the group consisting of isomalt, maltitol, or a mixture thereof; (d) about 5 wt.% to about 40 wt.% polydextrose; and (e) about 5 wt.% to about 40 wt.% resistant starch.
In preferred embodiments of the invention, the low calorie sweetener compositions of the first aspect comprise: (a) about 25 wt.% to about 35 wt.% erythritol; (b) about 10 wt.% to about 20 wt.% sorbitol; (c) about 25 wt.% to about 30 wt.% isomalt, maltitol, or a mixture thereof; (d) about 5 wt.% to about 20 wt.% resistant starch; and (e) about 10 wt.% to about 20 wt.% polydextrose.
In a second aspect, the invention is directed to low calorie sweetener compositions comprising: (a) about 5 wt.% to about 40 wt.% erythritol; (b) up to about 68 wt.% of an ingredient selected from isomalt, maltitol, sorbitol, or a mixture thereof; (c) about 5 wt.% to about 40 wt.% of an ingredient selected from polydextrose, resistant maltodextrin, or a mixture thereof. In a preferred aspect, the low calorie sweetener comprises about 29 wt.% polydextrose, about 57% maltitol, and 14% erythritol. Low calorie sweetener compositions of the invention may further comprise one or more high intensity sweeteners, such as acesulfame potassium and neotame. In yet another aspect, the invention is directed to foods, such as baked goods and beverages that comprise the low calorie sweetener compositions of the invention.
DETAILED DESCRIPTION
In one aspect, the invention is directed to low calorie sweetener compositions. Embodiments of the low calorie sweetener compositions of the invention have improved gastrointestinal tolerance in humans. The ingredients making up the sweetener compositions of the invention are described in more detail below. Ervthritol: Sweetener compositions of the invention comprise erythritol. Erythritol or tetrahydroxybutane is a tetrahydric polyol or sugar alcohol that has the empirical formula C4H10O4 and the structural formula CH2OH-CHOH-CHOH-CH2OH. Erythritol has a low caloric content of about 0.2 calories/gram. Erythritol has a sweetness level that is about 75% that of sucrose. Due to its small molecular size, erythritol behaves differently than other polyols that are used as sugar substitutes. Erythritol is absorbed very quickly in the small intestine and is not subject to metabolic conversion in the body. Because of this, erythritol has a higher digestive tolerance than other sugar alcohols. Erythritol is typically manufactured synthetically by fermenting glucose with special yeast strains in appropriate aqueous nutrient media, or by treating an aqueous alkali carbonate solution of 2-buten-l,4-diol with chlorine, and saponifying the resulting chlorohydrin. Erythritol is typically provided as a white crystalline powder that has a melting point of about 120°C. Erythritol is present in the sweetener compositions of the invention in an amount ranging from about 5 wt.% to about 40 wt.%. In more preferred embodiments, erythritol is present in an amount ranging from about 25 wt.% to about 35 wt.%. Erythritol may be obtained commercially under the trade designation "ERIDEX" (from Cargill Specialty Sweeteners division of Cargill, Incorporated). Sorbitol: .
In some embodiments, the sweetener compositions of the invention comprise sorbitol. Sorbitol is a sugar alcohol that has the formula C6Hg(OH)6. Sorbitol is obtained by reducing the aldehyde group in glucose to form an alcohol group. Sorbitol is a nutrituve sweetener providing about 2.6 calories/gram. Sorbitol has a sweetness level that is about 60% that of sucrose. Because it metabolizes slowly, ingestion of large amounts of sorbitol may in some instances lead to gastrointestinal intolerance such as abdominal pain, gas, and diarrhea.
Sorbitol may be obtained commercially under the trade designation "SORBIDEX" (from Cerestar division of Cargill, Incorporated). Isomalt:
In some embodiments, the sweetener compositions of the invention comprise isomalt. Isomalt is a sugar alcohol that comprises two components: 1,6- glucopyranosyl-D-sorbitol (GPS) and 1,1-glucopyranosyl-D-mannitol (GPM), in a 1 : 1 ratio.
Isomalt is an odorless, white, crystalline substance which typically contains about 5% water. Isomalt has about 2 calories/gram. Like most sugar alcohols, ingestion of large amounts of isomalt may in some instances lead to gastrointestinal intolerance such as abdominal pain, gas, and diarrhea. Isomalt is typically derived from sucrose by enzymatic conversion into isomaltulose, which is then hydrogenated to obtain the two component mixture of GPS and GPM.
Isomalt may be obtained commercially under the trade designation "ISOMALTIDEX" (from Cerestar division of Cargill, Incorporated). Maltitol: In some embodiments, the sweetener compositions of the invention comprise maltitol. Maltitol is a polyol or sugar alcohol type sweetener. Maltitol is disaccharide consisting of glucose and sorbitol. As a sweetener, maltitol has about 90% of the sweetness of sugar and has nearly identical properties, except for browning. Maltitol may be manufactured by the catalytic hydrogenation of high maltose corn syrup, which transforms the maltose to the sugar alcohol maltitol. It is often provided in as a syrup, or in solid form as a white crystalline powder. Maltitol powders and syrups typically comprise about 50 wt.% to 90 wt.% maltitol.
Maltitol provides about 2.1 calories/gram, approximately 75% that of sugar. Being a sugar alcohol, maltitol is known to cause gastric distress, particularly if consumed in large quantities.
When present, maltitol is typically present in the sweetener compositions of the invention in an amount up to about 50 wt.%. In preferred embodiments, maltitol is present in an amount ranging from about 15 wt.% to about 45 wt.%. Maltitol may be obtained commercially under the trade designation "MALTISORB" (from
Roquette); "MALTISWEET" (from SPI Polyols); and "MALTIDEX" (from Cargill Sweetness Solutions division of Cargill, Incorporated). Polydextrose:
In some embodiments, the sweetener compositions of the invention comprise polydextrose. Polydextrose is a non-sweet, water-soluble, low-calorie, bulking agent that can provide both bulk and texture properties that are similar to sugar when used in sweetener compositions.
Chemically, polydextrose is a randomly bonded highly branched glucose polymer. Polydextrose can be synthesized by the acid catalyzed condensation of glucose. In many embodiments, polydextrose is made from glucose, sorbitol, and citric acid. Synthesis of polydextrose is described, for example, in U.S. Pat. Nos. 3,766,165 and 3,876,794. Polydextrose provides about 1 calorie/gram.
Polydextrose can be obtained commercially under the trade designation "LITESSE" (from Danisco, Company) and StaLite III (from Tate and LyIe). Resistant Starch:
In some embodiments, the sweetener compositions of the invention comprise resistant starch. Resistant starch is a special form of starch that resists digestion in the small intestine. Sarch is a complex carbohydrate that is made up of two types of polysaccharide molecules: amylase and amylopectin. Starch is predominately digested in the small intestine because of the action of the enzyme alpha-amylase. Through certain processing techniques, conventional starch can be transformed into resistant starch, a type of starch that is resistant to enzymatic hydrolysis in the small intestine.
Resistant starch can be classified into four general types depending on the mechanism of its digestive resistance. RSl is a physically inaccessible starch due to entrapment of granules within a protein matrix or within a plant cell wall. Examples include partly milled grains, seeds, and legumes. RS2 is a granular starch that resists digestion by pancreatic alpha-amylase. Examples include native uncooked potato starch and green banana. RS3 is a non-granular retrograded or crystalline starch. Examples include cooled-cooked potato, bread, and breakfast cereals. RS4 is chemically modified resistant starch that has some linkages other than alpha-1,4- and alpha- 1 ,6-D-glucosidic bonds.
Various methods have been reported for producing resistant starch. For example, U.S. Pat. No. 5,593,503 describes a method of making a granular resistant starch. U.S. Pat. Nos. 5,281,276 and 5,409,542 describe methods of making resistant starches of the RS3 type from high amylose starches. U.S. Pat. No. 6,043,229 discloses a partially degraded and retrograded resistant starch.
In some embodiments, the sweetener compositions of the invention comprise a RS3 type resistant starch. Type RS3 resistant starch may be prepared by enzymatic de-branching of a tapioca maltodextrin and subsequent retrogradation. During retrogradation, slightly hydrolysed amylose (i.e., the linear carbohydrate chain in starch) forms double-helical crystalline structures called crystallites. A particularly useful RS4 resistant starch is reported in U.S. Patent No. 5,855,946. These resistant starches are reported to exhibit at least about a 20% resistance to alpha-amylase digestion, as measured using American Association of Analytical Chemists (AOAC) Method 992.16 (1995). In some embodiments, the resistant starches have 35% or greater resistance, and most preferably 50% or greater resistance to alpha-amylase digestion. The reported starches can be prepared from any type of starting starch (e.g., wheat, corn, oat, rice, tapioca, mung bean, potato or high amylose starches). The cross-linked starches are most preferably phosphorylated to form distarch phosphate diesters and typically contain at least 0.1 wt.% residual phosphorous, and more preferably at least about 0.2 wt.% residual phosphorous. The preferred phosphorylating agent is a mixture of sodium trimetaphosphate (STMP) and sodium tripolyphosphate (STPP) in the presence of sodium chloride or sulfate. Generally, where the mixture is used, it comprises from about 1-20 wt.% STMP (most preferably from about 5-12 wt.% STMP) and from about 0.01-0.2 wt.% STPP (most preferably from about 0.05-0.12 wt.% STPP). Another useful phosphorylating agent is phosphoryl chloride. In addition, other cross-linking agents such adipic acid or epichlorohydrin may also be used.
The RS4 starch of U.S. Patent No. 5,855,946 may be prepared by reacting a starting (usually native and unmodified) starch in the presence of water and a cross- linking agent under conditions of pH and temperature to yield a modified starch having the desired alpha-amylase digestion properties. The preferred preparation method involves initially forming a slurry of the starting starch in water and adding the cross-linking agent to the slurry. The slurry typically has about 15-60 wt.% starch, and more preferably from about 30-50 wt.% starch. The preferred phosphorylating cross-linker would be STMP alone or a mixture of STMP and STPP. The reaction need be carried out only for a sufficient time to provide the requisite degree of alpha-amylase digestion resistance, for example, a period of about 10 minutes to about 24 hours, more preferably from about 1-3 hours. Where STMP or the STMP/STPP mixture is used as the phosphorylating agent, it is sometimes preferred to add an amount (from about 0.1-20% by weight, based upon the weight of the starting starch taken as 100% by weight) of sodium sulfate or sodium chloride to the slurry. The presence of one of these salts serves to retard gel formation during the reaction and to accelerate the reaction by increasing the base adsorbed by the starch granules.
Useful resistant starch has a dextrose equivalent of about 100. Dextrose equivalent, as used herein, is intended to mean the reducing power of the hydrolysate. Since each starch molecule has one reducing end, DE is inversely related to molecular weight. The DE of anhydrous D-glucose is defined as 100 and the DE of unhydrolyzed starch is almost zero. Maltodextrin typically has a DE of about 5 to 20. Some types of resistant maltodextrin have a DE of about 8 to 12.5.
Useful resistant starch may be obtained commercially under the trade designation "ACTISTAR RT" (from Cargill Texturizing Solutions). Resistant Maltodextrin:
In some embodiments, the sweetener compositions of the invention comprise resistant maltodextrin. A resistant maltodextrin is defined as a short chain polymer of glucose that is resistant to digestion in the human digestive system. Suitable resistant maltodextrin is commercially available under the trade designation "FIBERSOL-2" (from Archer Daniels Midland Company, Decatur, IL) High Intensity Sweetener:
In some embodiments, the sweetener compositions of the invention comprise a natural or synthetic high intensity sweetener. Examples of useful high intensity sweeteners include sucralose (l ,6-dichloro-l,6-dideoxy-β-D-fructo-furanosyl 4- chloro^-deoxy-α-D-galactopyranoside; "SPLENDA" from Tate & LyIe), acesulfame potassium (potassium salt of 6-methyl- 1,2,3- oxathiazine-4(3H)-one 2,2- dioxide; (SUNETT" from Nutrinova)), N-[N-(3,3-dimethylbutyl)-L-aspartyl]-L- phenylaniline 1 -methyl ester ("NEOTAME" from NutraSweet), aspartame (7V-L-a- aspartyl-L-phenylalanine 1 -methyl ester ("EQUAL" from Merisant Co.)), saccharin, alitame, cyclamate (Na or K salt of cyclohexanesulfamic acid), monatin (and its salts), monellin, glycyrrhizin (and its salts), thaumatin, stevia, compounds derived from stevia (e.g., rebaudiosides and steviosides), brazzein, neohesperidin dihydrochalcone (NHDC), 3,4-dihydroxybenzylamine (DHBA), Io han guo, or any approved sweeteners potentiator, and the like. Mixtures of high intensity sweeteners may also be used.
When included, a high intensity sweetener is typically incorporated in an amount up to about 0.4 wt.% of the composition, for example, about 0.1 wt.% to about 0.2 wt.%. In some embodiments a combination of two or more high intensity sweeteners is used. For example, a useful combination of high intensity sweeteners is acesulfame potassium and neotame. The use of these two high intensity sweeteners has been found to provide a desirable sweetness profile. Acesulfame potassium tends to provide an initial sweet taste whereas neotame acts to maintain a sweet flavor profile over time. Typically, the weight ratio of acesulfame potassium to neotame in the sweetener composition ranges from about 8: 1 to about 16.7: 1 , more typically ranging from about 9: 1 to about 10: 1. Based upon the weight of the formulation, the amount of acesulfame potassium typically ranges from about 0.09 wt.% to about 0.18 wt.% and the amount of neotame typically ranges from about 0.006 wt.% to about 0.01 1 wt.%. Sweetener Compositions:
The sweetener compositions of the invention may be utilized for any application where a sugar-free sweetener is desired. For example, the sweetener composition may be used in a food or a beverage. Typical applications of the sweetener composition include baked goods such as breads, cookies, cakes, brownies, and the like; beverages such as coffee and soft drinks; confections such as chocolates, candies, the like; dairy products such as cheesecake, ice cream, smoothies, yogurt, and the like; cereal bars, health bars, protein bars and the like. The sweetener compositions of the invention may be manufactured in any manner. Typically, the compositions are produced by mixing or dry blending the components making up the sweetener composition. Digestive Tolerance:
In many embodiments, the sweetener compositions of the invention have improved gastrointestinal tolerance in humans. For example, the sweetener compositions of the invention have improved gastrointestinal tolerance as compared to maltitol. Gastrointestinal tolerance can be measured, for example, using a randomized, double blind, crossover, repeated measure design protocol, such described in Test Protocol 1 in the Example section of the application. In a representative test, a test food comprising a sweetener to be tested is consumed by human subjects, and the subjects are required to complete a gastrointestinal survey at various intervals, prior to and after, consuming the test food. For example, the human subject may complete the survey at 0 hours (i.e., just prior to consuming the test food), 2 hours, 6 hours, 12 hours, and 24 hours after consuming the test food. The food is then rated at the various time periods for gastrointestinal tolerance as evidenced by gastrointestinal effects such as gastrointestinal rumbling, abdominal cramping, gas/bloating, excessive flatulence, loose stools, and diarrhea. The reduction in one or more of these gastrointestinal effects is evidence of improved gastrointestinal tolerance for the sweetener composition as compared to the comparative sweetener (e.g., maltitol). Typically, improved gastrointestinal tolerance is evidenced by a reduction in more than one gastrointestinal effect for the sweetener composition as compared to the comparative sweetener composition.
The invention will now be described with reference to the following non- limiting Examples.
EXAMPLES The objective of the study was to evaluate and compare the gastrointestinal effects of iced cupcakes prepared with a sweetener composition of the invention to an iced cupcake prepared with maltitol and a sweetener comprising resistant maltodextrin. Test Protocol 1 : Study Design and Methods:
The study used a randomized, double-blind, crossover, repeated measure design. Gastrointestinal symptoms were entered into an on-line questionnaire prior to consuming the cupcake and at 2, 6 12 and 24 hours following the consumption of the cupcake. Consumption of the cupcakes took place on Tuesday morning for a consecutive three-week period. Participants were asked to rate the following symptoms: gastrointestinal rumbling, abdominal cramping, abdominal gas/bloating, excessive flatulence and loose stools on a five point scale with the following descriptors: none, mild, moderate, strong and very strong. Diarrhea was recorded as a yes/no response. Differences in scores between the test foods were tested by a Wilcoxon signed-rank test. Statistical analysis was performed by SAS. Subjects:
Seventy individual participants were included in the in-house study. The participants were screened by a questionnaire pertaining to general health and gastrointestinal condition. They appeared to be healthy and claimed they did not have a gastrointestinal condition that could potentially interfere with the absorption or toleration of the test foods. None of the participants reported being constipated. Materials:
Three sweetener compositions were evaluated. Sweetener 1 was an embodiment of the present invention. Comparative Sweetener A consisted of 100% maltitol. Comparative Sweetener B was a comparative sweetener composition comprising resistant maltodextrin.
SWEETENER FORMULATION 1
Figure imgf000011_0001
COMPARATIVE SWEETENER A: 100 wt. % Maltitol (Roquette P200)
COMPARATIVE SWEETENER B:
Figure imgf000012_0001
Preparation of Cupcakes:
Eighty (80) gram iced cupcakes were prepared in the Cargill bake lab. Each cupcake consisted of 45 grams of baked cake that was coated with 35 grams of icing. The sweetener to be tested was included in both the cake and icing portions of each cupcake in an amount shown in the recipes provided below.
Preparation of Cake Batter:
Cake batters were prepared having the recipe shown in TABLE 1. Each cake batter was prepared from a standard yellow cake base having the ingredients shown in TABLE 2.
TABLE 1 : Cake Batter Recipes
Figure imgf000013_0001
TABLE 2: Standard Yellow Cake Base
Figure imgf000013_0002
After baking the cupcakes, each cupcake was iced with an icing composition comprising the same sweetener that was used in the cake batter. That is, Cake Batter 1 was used with Icing Formulation 1 to provide a cupcake comprising SWEETENER 1 ; Cake Batter 2 was used with Icing Formulation 2 to provide a cupcake comprising COMP. SWEETENER A; and Cake Batter 3 was used with Icing Formulation 3 to provide a cupcake comprising COMP. SWEETENER B. The white icings had the recipes listed in TABLE 3.
TABLE 3 White Icin Formulations
Figure imgf000014_0001
Results:
Generally speaking, the gastrointestinal symptoms increased after consuming the cupcakes and peaked after 6 hours. The gastrointestinal symptoms generally returned to baseline after 24 hours. Significantly milder gastrointestinal symptoms were reported for several of the symptoms after consuming the cupcakes comprising SWEETENER 1 when compared to the cupcakes comprising COMP. SWEETNER A. In addition, significantly milder gastrointestinal symptoms were reported for several of the symptoms after consuming the cupcakes comprising COMP. SWEETENER B when compared to the cupcakes comprising COMP. SWEETNER A. More specifically, significantly milder gastrointestinal rumbling, abdominal cramping, abdominal gas/bloating and excessive flatulence symptoms were reported 6 hours after consumption for the cupcakes comprising SWEETENER 1 as compared to the cupcakes comprising COMP. SWEETENER A, and also as compared to the cupcakes comprising COMP. SWEETENER B. Significantly milder abdominal cramping was reported for COMP. SWEETENER B as compared to COMP. SWEETENER A at 12 hours after consumption. Significantly milder abdominal cramping was reported after 24 hours for COMP. SWEETENER A as compared to SWEETENER 1. There was no difference in any of the symptoms prior to consuming the cupcakes or two hours after consumption, and no significant difference in loose stools at any time point. A small number of participants reported having diarrhea with all three test foods. The detailed results are provided in TABLE
10 4.
TABLE 4: P-Values - Pairwise Treatment Comparison
Figure imgf000015_0001
Shaded blocks identify comparisons having a significant P-value of P < 0.05.
15
Discussion:
The milder symptoms experienced after ingesting foods comprising SWEETENER 1 may be attributed to the composition of the sweetener. Erythritol is a better tolerated low-digestible carbohydrate as compared to maltitol because about
20 90% of it is absorbed in the small intestine and excreted unchanged in the urine. The remainder undergoes colonic fermentation. The resistant starch may contribute to the milder gastrointestinal symptoms in that any symptoms resulting therefrom may be experienced at a different time points and therefore not contribute to the cumulative symptoms of the polyols. In using a combination of ingredients with differing types and rates of symptoms, SWEETENER 1 was observed to be better tolerated than maltitol.
Other embodiments of this invention will be apparent to those skilled in the art upon consideration of this specification or from practice of the invention disclosed herein. Various omissions, modifications, and changes to the principles and embodiments described herein may be made by one skilled in the art without departing from the true scope and spirit of the invention which is indicated by the following claims. All patents, patent documents, and publications cited herein are hereby incorporated by reference as if individually incorporated.

Claims

WHAT IS CLAIMED IS:
1. A low calorie sweetener composition comprising: (a) about 5 wt.% to about 40 wt.% erythritol; (b) 0 wt.% to about 30 wt.% sorbitol; (c) 0 wt.% to about 50 wt.% isomalt, maltitol, or a mixture thereof; (d) about 5 wt.% to about 40 wt.% resistant starch; and (e) about 5 wt.% to about 40 wt.% polydextrose.
2. The sweetener composition of claim 1 , wherein the sweetener composition further includes a high intensity sweetener.
3. The sweetener composition of claim 2, wherein the high intensity sweetener is present in an amount of about 0.4 wt.% or less. 4. The sweetener composition of claim 2, wherein the high intensity sweetener is selected from the group consisting of sucralose, acesulfame potassium, neotame, aspartame, saccharin, alitame, cyclamate, monellin, monatin and it salts, glycyrrhizin and its salts, thaumatin, stevia, compounds derived from stevia, brazzein, neohesperidin dihydrochalcone, 3,
4-dihydroxybenzylamine, Io han guo, a sweetness potentiator, and mixtures thereof.
5. The sweetener composition of claim 2, wherein the high intensity sweetener comprises neotame and acesulfame potassium.
6. The sweetener composition of claim 5, wherein neotame is present in an amount of about 0.006 wt.% to about 0.01 1 wt.% and wherein acesulfame potassium is present in an amount of about 0.09 wt.% to about 0.18 wt.%.
7. The sweetener composition of claim 1 , wherein the erythritol is present in an amount of about 25 wt.% to about 35 wt.%.
8. The sweetener composition of claim 1, wherein the sorbitol is present in an amount of about 10 wt.% to about 20 wt.%.
9. The sweetener composition of claim 1 , wherein the isomalt, maltitol, or mixture thereof is present in an amount ranging from about 25 wt.% to about 35 wt.%.
10. The sweetener composition of claim 1, wherein maltitol is present in an amount ranging from about 15 wt.% to about 45 wt.%.
1 1. The sweetener composition of claim 1, wherein isomalt is present in an amount ranging from about 25 wt.% to about 35 wt.%.
12. The sweetener composition of claim 1 , wherein the polydextrose is present in an amount ranging from about 10 wt.% to about 20 wt.%.
13. The sweetener composition of claim 1, wherein the resistant starch is present in an amount ranging from about 5 wt.% to about 20 wt.%.
14. The sweetener composition of claim 1 , wherein the resistant starch is a RSl, RS2, RS3, or RS4 type resistant starch.
15. The sweetener composition of claim 1, wherein the resistant starch is an RS4 type resistant starch.
16. The sweetener composition of claim 1, wherein the resistant starch has a dextrose equivalent of about 100.
17. A food composition comprising the sweetener composition of claim 1.
18. The food composition of claim 17, wherein the food composition is a baked good, a confectionary, a dairy product, a cereal bar, a health bar, and a protein bar,
19. The food composition according to claim 17, wherein the food composition is a baked good.
20. A beverage composition comprising a beverage and the sweetener composition of claim 1.
21. The sweetener composition of claim 1, wherein the sweetener composition has improved gastrointestinal tolerance as compared to maltitol.
22. The sweetener composition of claim 1 , wherein the sweetener composition has improved gastrointestinal tolerance as compared to maltitol when measured using Test Protocol 1.
23. The sweetener composition of claim 22, wherein the sweetener composition has improved gastrointestinal tolerance as compared to maltitol when measured using Protocol 1 at 6 hours.
24. A sweetener composition comprising: (a) about 25 wt.% to about 35 wt.% erythritol; (b) about 10 wt.% to about 20 wt.% sorbitol; (c) about 25 wt.% to about 30 wt.% isomalt, maltitol, or a mixture thereof; (d) about 5 wt.% to about 20 wt.% resistant starch; (e) about 10 wt.% to about 20 wt.% polydextrose; and (f) about 0.4 wt.% or less of a high intensity sweetener comprising neotame and acesulfame potassium.
25. A sweetener composition comprising: (a) about 5 wt.% to about 40 wt.% erythritol; (b) up to about 68 wt.% of an ingredient selected from isomalt, maltitol, sorbitol, or a mixture thereof; (c) about 5 wt.% to about 40 wt.% of an ingredient selected from polydextrose, resistant maltodextrin, or a mixture thereof, i 26. The sweetener composition of claim 25, wherien the sweetener comprises about 29 wt.% polydextrose, about 57% maltitol, and about 14% erythritol.
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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015158735A1 (en) * 2014-04-14 2015-10-22 Aegis Nv Sugar replacement composition
WO2016097067A1 (en) * 2014-12-16 2016-06-23 Aegis Nv Sugar replacement composition
WO2016171559A1 (en) * 2015-04-24 2016-10-27 Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno Food products with reduced sugar content
WO2017051166A1 (en) * 2015-09-23 2017-03-30 Tate & Lyle Ingredients Americas Llc Methods for improving the gastrointestinal tolerance of food and beverage products comprising sweet, low-digestible carbohydrates

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7297800B2 (en) * 2001-12-27 2007-11-20 Ajinomoto Co., Inc. Process of producing glutamate derivatives
DK1533376T3 (en) 2002-08-26 2010-07-19 Ajinomoto Kk Novel aldolases and processes for preparing substituted alpha-keto acid
BR0316927A (en) 2002-12-09 2005-10-18 Ajinomoto Kk Protein, methods for producing an optically active glutamic acid derivative and for producing a protein having d-aminotransferase, dna, cell activity.
US20110070337A1 (en) * 2009-09-21 2011-03-24 Whitewave Services, Inc. Reduced Calorie Soy Beverage
US8828466B2 (en) * 2010-11-16 2014-09-09 Kellogg Company Ready-to-eat cereal with reduced sugar coating
AR087157A1 (en) 2011-06-20 2014-02-26 Gen Biscuit HEALTHY COCKTAIL
JP7364181B2 (en) * 2018-03-13 2023-10-18 国立大学法人岩手大学 Composition for low-sugar confectionery and low-sugar confectionery using the same

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0447359A1 (en) * 1990-03-12 1991-09-18 McNEIL-PPC, INC. Synergistic sweetening compositions containing polydextrose and a chlorodeoxysugar and methods for preparing same
US6045850A (en) * 1997-05-08 2000-04-04 M & C Sweeteners, Llc Low-calorie compounded cocoa composition
KR20020007724A (en) * 2000-07-18 2002-01-29 정기련 Agglomerated erythritol powder composition having improved flavor and preparation process thereof
WO2005070183A2 (en) * 2004-01-13 2005-08-04 Spi Polyols, Inc. Ice cream and ice cream formulations containing maltitol
WO2005087020A1 (en) * 2004-03-05 2005-09-22 Richmond Chemical Corporation High-intensity sweetener-polyol compositions
US20060172053A1 (en) * 2005-01-24 2006-08-03 Hahn Patricia W Reduced sugar sweet roll
US20060286248A1 (en) * 2003-10-02 2006-12-21 Anfinsen Jon R Reduced-carbohydrate and nutritionally-enhanced frozen desserts and other food products

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3766165A (en) * 1966-08-17 1973-10-16 Pfizer Polysaccharides and their preparation
US3876794A (en) * 1972-12-20 1975-04-08 Pfizer Dietetic foods
US5659028A (en) * 1990-02-23 1997-08-19 Raffinerie Tirlemontoise S.A. Branched fructo-oligosaccharides, method for obtaining them and use of products containing them
US5281276A (en) * 1992-03-25 1994-01-25 National Starch And Chemical Investment Holding Corporation Process for making amylase resistant starch from high amylose starch
US5409542A (en) * 1992-03-25 1995-04-25 National Starch And Chemical Investment Holding Corporation Amylase resistant starch product form debranched high amylose starch
US5916606A (en) * 1993-09-30 1999-06-29 Wm. Wrigley Jr. Company Chewing gum compositions containing erythritol and a moisture binding agent
US5593503A (en) * 1995-06-07 1997-01-14 National Starch And Chemical Investment Holding Corporation Process for producing amylase resistant granular starch
GB9625129D0 (en) * 1996-12-03 1997-01-22 Cerestar Holding Bv Highly fermentable resistant starch
US5855946A (en) * 1997-06-06 1999-01-05 Kansas State University Research Foundation Food grade starch resistant to α-amylase and method of preparing the same
US6616960B2 (en) * 1998-11-17 2003-09-09 Cerestar Holding, B.V. Baked good covered with sugar-free cream icing
US20040170735A2 (en) * 2002-04-05 2004-09-02 Mcneil-Ppc, Inc. Methods and compositions for altering the sweetness delivery profile of sucralose
CA2531065A1 (en) * 2003-07-10 2005-01-27 Smithkline Beecham Corporation Pharmaceutical compositions

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0447359A1 (en) * 1990-03-12 1991-09-18 McNEIL-PPC, INC. Synergistic sweetening compositions containing polydextrose and a chlorodeoxysugar and methods for preparing same
US6045850A (en) * 1997-05-08 2000-04-04 M & C Sweeteners, Llc Low-calorie compounded cocoa composition
KR20020007724A (en) * 2000-07-18 2002-01-29 정기련 Agglomerated erythritol powder composition having improved flavor and preparation process thereof
US20060286248A1 (en) * 2003-10-02 2006-12-21 Anfinsen Jon R Reduced-carbohydrate and nutritionally-enhanced frozen desserts and other food products
WO2005070183A2 (en) * 2004-01-13 2005-08-04 Spi Polyols, Inc. Ice cream and ice cream formulations containing maltitol
WO2005087020A1 (en) * 2004-03-05 2005-09-22 Richmond Chemical Corporation High-intensity sweetener-polyol compositions
US20060172053A1 (en) * 2005-01-24 2006-08-03 Hahn Patricia W Reduced sugar sweet roll

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015158735A1 (en) * 2014-04-14 2015-10-22 Aegis Nv Sugar replacement composition
JP2017513523A (en) * 2014-04-14 2017-06-01 アイヒス エヌヴイAegis Nv Alternative sugar composition
WO2016097067A1 (en) * 2014-12-16 2016-06-23 Aegis Nv Sugar replacement composition
WO2016171559A1 (en) * 2015-04-24 2016-10-27 Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno Food products with reduced sugar content
EP3285589B1 (en) 2015-04-24 2021-11-17 Koninklijke Peijnenburg B.V. Food products with reduced sugar content
EP4032407A1 (en) * 2015-04-24 2022-07-27 Koninklijke Peijnenburg B.V. Food products with reduced sugar content
WO2017051166A1 (en) * 2015-09-23 2017-03-30 Tate & Lyle Ingredients Americas Llc Methods for improving the gastrointestinal tolerance of food and beverage products comprising sweet, low-digestible carbohydrates
CN108289486A (en) * 2015-09-23 2018-07-17 泰特&莱尔组分美国公司 For improving the method comprising the food of the low digestible carbohydrates of sweet taste and the gastrointestinal tolerance of drink
US10933074B2 (en) 2015-09-23 2021-03-02 Tate & Lyle Ingredients Americas Llc Methods for improving the gastrointestinal tolerance of food and beverage products comprising sweet, low-digestible carbohydrates

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