WO2004014141A1 - Phytosterols or phytostanols and their use in food products - Google Patents

Phytosterols or phytostanols and their use in food products Download PDF

Info

Publication number
WO2004014141A1
WO2004014141A1 PCT/EP2003/006835 EP0306835W WO2004014141A1 WO 2004014141 A1 WO2004014141 A1 WO 2004014141A1 EP 0306835 W EP0306835 W EP 0306835W WO 2004014141 A1 WO2004014141 A1 WO 2004014141A1
Authority
WO
WIPO (PCT)
Prior art keywords
milk
yoghurt
phytosterols
phytostanols
cream
Prior art date
Application number
PCT/EP2003/006835
Other languages
French (fr)
Inventor
Robertus Martinus Maria Diks
Ian Stewart Galloway
Kevin John Povey
Original Assignee
Unilever N.V.
Unilever Plc
Hindustan Lever Limited
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Unilever N.V., Unilever Plc, Hindustan Lever Limited filed Critical Unilever N.V.
Priority to EP03783994A priority Critical patent/EP1524910A1/en
Priority to AU2003249894A priority patent/AU2003249894B2/en
Publication of WO2004014141A1 publication Critical patent/WO2004014141A1/en

Links

Classifications

    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING THEREOF
    • A23C13/00—Cream; Cream preparations; Making thereof
    • A23C13/12—Cream preparations
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING THEREOF
    • A23C19/00—Cheese; Cheese preparations; Making thereof
    • A23C19/06—Treating cheese curd after whey separation; Products obtained thereby
    • A23C19/068—Particular types of cheese
    • A23C19/076—Soft unripened cheese, e.g. cottage or cream cheese
    • A23C19/0765—Addition to the curd of additives other than acidifying agents, dairy products, proteins except gelatine, fats, enzymes, microorganisms, NaCl, CaCl2 or KCl; Foamed fresh cheese products
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING THEREOF
    • A23C9/00—Milk preparations; Milk powder or milk powder preparations
    • A23C9/12—Fermented milk preparations; Treatment using microorganisms or enzymes
    • A23C9/13—Fermented milk preparations; Treatment using microorganisms or enzymes using additives
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING THEREOF
    • A23C9/00—Milk preparations; Milk powder or milk powder preparations
    • A23C9/152—Milk preparations; Milk powder or milk powder preparations containing additives
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, 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
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/105—Plant extracts, their artificial duplicates or their derivatives
    • A23L33/11—Plant sterols or derivatives thereof, e.g. phytosterols
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs

Definitions

  • the present invention relates to plant derived compounds and analogues and derivatives thereof and their use in food compositions.
  • ⁇ -sitosterol the hydrogenated form thereof ( ⁇ -sitostanol), as well as esterified forms thereof.
  • Sterols have been reported to be capable of lowering the level of blood cholesterol (Pollak & Kritchevsky, Monographs in Atherosclerosis, 1981 ).
  • the group of 4-desmethylsterols, 4-monomethylsterols, their hydrogenated forms and fatty acid esters have been reported to have a beneficial effect on blood cholesterol level, in particular on LDL-cholesterol.
  • WO-A-99/44442 and FR-A-2 775 620 disclose a manufacturing process for food products whereby a homogeneous emulsifier-free suspension of at least one hydrophobic and/or high melting point substance in an aqueous medium and a thickener can be prepared.
  • the hydrophobic substance may be chosen from phytosterols, phytostanols and their esterified derivatives. The process is said to be particularly suited to manufacture of milk and milk derivative food compositions.
  • WO-A-00/33669 discloses liposome solutions with high emulsifier levels and containing plant sterols or plant stanols.
  • US-A-2002/064548 discloses non-dairy beverages comprising dispersions of plant sterols.
  • US-A-2001/027190 discloses low-fat, fat-free and triglyceride free compositions with sterols or sterol esters and which are mouthfeel enhancing, texture-building and composition stabilizing. This document states that richness and creaminess may be adversely affected by removal or reduction of fat. However, no creaminess property is attributed to the sterols or their esters.
  • US-A-6 391 370 relates to preparation of plant sterol-emulsifier dispersions for incorporation into food products.
  • One example described is a yoghurt product.
  • EP-A-1 212 945 discloses incorporation of stanol esters into various beverages, including milk-based beverages. Sterol esters are mentioned as possible alternatives to the stanol esters.
  • WO-A-98/19556 discloses use of fatty acid esters of sterols or stanols as texturising hardstock replacers in margarines, mayonnaises, cooking oils, cheeses, butter and shortenings.
  • DE-A-100 63 288 discloses fruit, vegetable, milk and /or wine mixed drinks containing phytosterols. There is a single example of a non-dairy orange ' drink which contains an emulsifier. Definition of the Invention
  • the present invention provides use of at least one compound selected from phytosterols, phytostanols, synthetic analogues thereof and esterified derivatives of any of the foregoing as a creaminess enhancer in a food comprising a dairy product or a derivative or analogue thereof.
  • the first aspect of the present invention may also be expressed as a method of enhancing the creaminess of a food comprising a dairy product or derivative or analogue thereof by adding to said product, a creaminess enhancer selected from phytosterols, phytostanols, synthetic analogues thereof and esterified derivatives of any of the foregoing.
  • a second aspect of the present invention provides a food composition
  • a dairy product or a derivative or analogue thereof an emulsifier and a creaminess enhancer selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and esterified derivatives of any of these.
  • a third aspect of the present invention provides a food composition
  • a dairy product or derivative or analogue thereof from 0.001 to 0.5%, preferably from 0.01% to 0.3% by weight of emulsifier, and a creaminess enhancer selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and their esterified derivatives, wherein the dairy product or its analogue or derivative is selected from yoghurt, yoghurt drinks, yoghurt ice creams, creams (such as whipping cream, cooking cream, spoonable creams, pourable cream, coffee creamer); cream cheese, fresh cheese, creme fraiche, Kefir, Umer, quark, soured milk (karne milk), fromage frais, fromage blanc, cottage cheese, buttermilk and whey and products made from buttermilk or whey.
  • a creaminess enhancer selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and their esterified derivatives
  • Food compositions according to the present invention and those resulting from use according to the present invention have been found to exhibit enhanced creaminess.
  • Creaminess perse is a well known property of dairy type products however, the present invention seeks to enhance the creaminess of those products which already have a substantial creamy property and to add to or boost creaminess in those which have little or no creaminess.
  • the applicants have conjectured that the creamy impression given by inter alia, full fat dairy products such as full fat milk, cream and dairy ice cream is at least partly due to the presence of milk fat globules comprising a butterfat and protein complex structure. It is therefore surprising that this perception can be endowed or enhanced by creaminess enhancers as herein defined.
  • dairy product means a product consisting of, or adapted only slightly from, the naturally occurring source (e.g. milk, skimmed milk etc.).
  • Reference to a dairy product derivative means a processed dairy product such as yoghurt.
  • a dairy product analogue is one where all or a major part of the naturally occurring animal product is replaced by a vegetable fat or non-fat animal product such as protein, or synthetic substitute of any of these, and mixtures thereof.
  • the dairy product may for example be milk or milk with a reduced fat content such as skimmed milk or semi-skimmed milk.
  • milk refers to cow's milk, sheep milk, goat milk or the like and derivatives thereof should be construed likewise.
  • dairy products or dairy product derivatives or analogues suitable for use in the present invention include yoghurt, yoghurt drinks, yoghurt ice creams, creams (such as whipping cream, cooking cream, spoonable creams, pourable cream, coffee creamer); cream cheese, fresh cheese, creme fraiche, Kefir, Umer, quark, soured milk (karne milk), fromage frais, fromage blanc, cottage cheese, buttermilk and whey and products made from buttermilk or whey.
  • the product may also be any of the foregoing, wherein the dairy fat content is partly or wholly replaced by vegetable fat.
  • the primary product will constitute all of the final composition other than the creaminess enhancer, emulsifier (where applicable) and optional other ingredients, for example as described further hereinbelow. Typically, it will comprise from 40% to 99.99%, preferably from 70% to 99.5%, more preferably from 50% to 95% by weight of the total composition. Preferred primary products have a fat content of from 0.01% to 10%, for example from 0.2% to 10%, more preferably from 0.5% to 2% by weight.
  • One particular class of embodiments according to a fourth aspect of the invention provides a milk drink composition
  • a creaminess enhancer selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and the esterified derivatives of any of the foregoing, provided that the creaminess enhancer comprises at least one compound other than a stanol ester.
  • a milk drink composition according to the fourth aspect of the present invention preferably has a creaminess enhancer component other than a stanol ester which comprises up to 100% by weight of the total creaminess enhancer but preferably at least 10%, more preferably at least 15% by weight, especially at least 20% by weight and most preferably at least 50% by weight of the total creaminess enhancer.
  • Sterol esters are especially preferred as constituting at least 50% by weight, most preferably substantially all of the at least creaminess enhancer component other than a stanol ester.
  • Preferred milk drink compositions comprise at least 75% , more preferably at least 85%, most preferably at lest 90%, especially at least 95% by weight of one or more of milk, semi-skim milk, skim milk and low fat milk.
  • Milk drinks include milk (with creaminess enhancer additive) milk shakes and other milk based drinks.
  • Another class of embodiments according to a fifth aspect of the invention provides a yoghurt drink composition
  • a creaminess enhancer selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and the esterified derivatives of any of the foregoing.
  • a yoghurt drink composition according to the fifth aspect of the present invention preferably has a viscosity of no more than 2,000 mPas, more preferably no more than 1 ,500 mPas, still more preferably no more than 1 ,000 mPas at 25°C at a shear rate of 21 s "1 .
  • Such yoghurt drinks may contain one or more flavouring agents such as vanilla, chocolate, caramel and fruit, any of which may be provided as natural and/or synthetic ingredients.
  • Fruit flavours may be incorporated as one of more of fruit concentrate, fruit pulp, fruit pieces and synthetic fruit flavourings. Typical flavouring levels are from 0.1 % to 15%, preferably from 1% to 10% by weight of the composition.
  • the amount of creaminess enhancer in a yoghurt drink composition according to the fifth aspect of the present invention is preferably from 0.1% to 10%, preferably from 2% to 7% by weight of the composition.
  • Still another class of embodiments according to a sixth aspect of the invention provides a yoghurt composition comprising a creaminess enhancer selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and the esterified derivatives of any of the foregoing, and from 0.1% to 20% by weight of a flavouring agent.
  • a yoghurt composition according to the sixth aspect of the present invention preferably contains at least 50%, preferably at least 70% and preferably up to 90% by weight of one or more of milk, semi-skim milk, skim milm and low fat milk before fermentation.
  • the flavouring agent in such a yoghurt may contain one or more of the flavouring agent materials recited above in respect of yoghurt drinks according to the fifth aspect of the invention.
  • Such a yoghurt composition may optionally contain sugar, for example in an amount from 1% to 10%, preferably from 2% to 7.5% by weight of the composition.
  • the total amount of creaminess enhancer in a yoghurt according to the sixth aspect of the invention is preferably from 0.1% to 5%, preferably from 1% to 3% by weight of the composition.
  • a milk drink composition according to the fourth aspect of the invention, a yoghurt drink composition according to the fifth aspect of the invention and a yoghurt composition according to the sixth aspect of the invention optionally may contain one or more of stabilisers, thickeners and emulsifiers. Preferred emulsifier and thickener levels are as recited elsewhere herein.
  • a composition according to any of the fourth, fifth or sixth aspects of the invention may also embody the essential and/or any optional components of a composition according to the second and/or third aspect of the present invention.
  • the emulsifying agent is an essential feature of the second and third aspects of the invention and an optional feature of other aspects of the present invention.
  • One or more emulsifying agents may be used. These may be selected from a wide range of emulsifiers well known in the art for use in dairy or dairy-like products.
  • a non-exhaustive list comprises fatty acid mono- or diglycerides and their corresponding esters, lecithin, citric acid ester, lactic acid ester, polyoxysorbitan monoester, tartaric acid ester and mixtures thereof.
  • Some specific usable emulsifying agents are those designated E470, E471 , E472, E473, E474, E475, E476 and E477.
  • the total amount of emulsifying agent is preferably from 0.0001 % to 2%, more preferably from 0.001% to 0.5%, still more preferably from 0.01% to 0.3% by weight of the food composition.
  • the creaminess enhancer is selected from one or more of phytosterols, phytostanols, synthetic analogues of phytosterols and phytostanols and esterified derivatives of any of the foregoing.
  • the total amount of creaminess enhancer is typically incorporated in an amount of from 0.1 % to 20%, preferably from 0.3% to 15%, more preferably from 0.5% to 8%, still more preferably from 0.5% to 2% by weight of the food composition.
  • Phytosterols also known as plant sterols or vegetable sterols can be classified in three groups, 4-desmethylsterols, 4-monomethylsterols and 4,4'-dimethylsterols. In oils they mainly exists as free sterols and sterol esters of fatty acids although sterol glucosides and acylated sterol glucosides are also present. There are three major phytosterols namely beta-sitosterol, stigmasterol and campesterol. Schematic drawings of the components meant are as given in "Influence of Processing on Sterols of Edible Vegetable Oils", S.P. Kochhar; Prog. Lipid Res. 22: pp. 161-188.
  • the phytostanols are the respective 5a- saturated derivatives of phytosterols such as sitostanol, campestanol and ergostanol and their derivatives.
  • Synthetic analogues of any of the phytosterols or phytostanols may be used.
  • the phytosterol or phytostanol is selected from the group comprising fatty acid ester of ?-sitosterol, ⁇ -sitostanol, campesterol, campestanol, stigmasterol, stigmastanol and mixtures thereof.
  • the most preferred creaminess enhancer is a fatty acid ester of ?-sitosterol or ?-sitostanol.
  • non-esterified creaminess enhancer materials recited in the preceding section may optionally be provided in the form of one or more fatty acid esters thereof. Mixtures of esterified and non-esterified materials may also be used.
  • any of the phytosterols, phytostanols and their synthetic analogues used in the present invention are preferably esterified with a fatty acid.
  • they are esterified with one or more C 2-22 fatty acids.
  • C 2-2 2 fatty acid refers to any molecule comprising a C 2 - 22 main chain and at least one acid group.
  • the C 2 - 22 main chain may be partially substituted or side chains may be present.
  • the C2- 2 2 fatty acids are linear molecules comprising one or two acid group(s) as end group(s).
  • Most preferred are linear Cs- 22 fatty acids as occur in natural oils.
  • Suitable examples of any such fatty acids are acetic acid, propionic acid, butyric acid, caproic acid, caprylic acid, capric acid.
  • Other suitable acids are for example citric acid, lactic acid, oxalic acid and maleic acid.
  • Most preferred are lauric acid, palmitic acid, stearic acid, arachidic acid, behenic acid, oleic acid, cetoleic acid, erucic acid, elaidic acid, linoleic acid and linolenic acid.
  • a mixture of fatty acids may be used for esterification of the sterols.
  • a naturally occurring fat or oil as a source of the fatty acid and to carry out the esterification via an interesterification reaction.
  • Use of a natural source nearly always results in a mixture of fatty acids.
  • the fatty acid mixture contains a high amount (>50%, preferably >70%, further preferred >80%) of unsaturates, whether monounsaturated fatty acids (MUFA) and/or polyunsatu rated fatty acids (PUFA).
  • MUFA monounsaturated fatty acids
  • PUFA polyunsatu rated fatty acids
  • fatty acid mixtures of sunflower, safflower, rapeseed, linseed, olive oil, linola and/or soybean are used. These are typical sources of high PUFA and/or low SAFA. Suitable esterification conditions are for example described in WO 92/19640. Thickeners
  • the food composition comprises a thickener, for example selected from xanthan gum, locust bean gum, carrageenan, pectin, guar gum, a starch and mixtures thereof.
  • a thickener for example selected from xanthan gum, locust bean gum, carrageenan, pectin, guar gum, a starch and mixtures thereof.
  • the amount of thickener from 0.01 % to 5%, more preferably from 0.1 % to 2% by weight of the total food composition.
  • the total food composition may contain one or more other optional ingredients. These may be incorporated in the primary product or in the final composition or added to any premix or in any processing stage.
  • the optional ingredients may for example be chosen from stabilisers, antioxidants and other preservatives, colours, flavourings, fruit concentrates, vitamins, supplements and mixtures thereof.
  • Suitable fruit concentrates include those derived from apricot, strawberry, cherry and any combination thereof.
  • the creaminess enhancing agent and emulsifier may be incorporated by simple admixture with the other ingredients of the final product. Alternatively they may be pre-mixed with a proportion of the total product or pre-mixed with some or all of one or more other components of the final product, or with a precursor component or components (e.g. milk in the case of yoghurt). The premix will then be admixed into the total product bulk.
  • a precursor component or components e.g. milk in the case of yoghurt
  • Steprol Ester means ester of sunflower oil fatty acid and ⁇ sitosterol.
  • the milk is UHT processed and aseptically packed.
  • the UHT process is effected using direct steam injection using heat exchangers.
  • the process utilises the following steps:
  • flavouring/fruit preparation (aseptically)

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Botany (AREA)
  • Microbiology (AREA)
  • Mycology (AREA)
  • Health & Medical Sciences (AREA)
  • Nutrition Science (AREA)
  • Dairy Products (AREA)

Abstract

Use of at least one compound selected from phytosterols, phytostanols, synthetic analogues thereof and their esterified derivatives as a creaminess enhancer in a food composition comprising a dairy product or derivative or analogue thereof.

Description

PHYTOSTERO S OR PHYTOSTANO S AND THEIR USE IN FOOD PRODUCTS
Field of the Invention
The present invention relates to plant derived compounds and analogues and derivatives thereof and their use in food compositions.
Background to the Invention
Various plant sterols and plant sterol derived compounds have (when . consumed in the right form) a known and well-documented effect on blood cholesterol level. Among these are compounds like β-sitosterol, the hydrogenated form thereof (β-sitostanol), as well as esterified forms thereof. Sterols have been reported to be capable of lowering the level of blood cholesterol (Pollak & Kritchevsky, Monographs in Atherosclerosis, 1981 ). In particular, the group of 4-desmethylsterols, 4-monomethylsterols, their hydrogenated forms and fatty acid esters have been reported to have a beneficial effect on blood cholesterol level, in particular on LDL-cholesterol.
We have now found that compounds of the above type when used as additives in bulk dairy and non-dairy food products also enhance consumer perception of creaminess in the products.
WO-A-99/44442 and FR-A-2 775 620 disclose a manufacturing process for food products whereby a homogeneous emulsifier-free suspension of at least one hydrophobic and/or high melting point substance in an aqueous medium and a thickener can be prepared. The hydrophobic substance may be chosen from phytosterols, phytostanols and their esterified derivatives. The process is said to be particularly suited to manufacture of milk and milk derivative food compositions. WO-A-00/33669 discloses liposome solutions with high emulsifier levels and containing plant sterols or plant stanols.
US-A-2002/064548 discloses non-dairy beverages comprising dispersions of plant sterols.
US-A-2001/027190 discloses low-fat, fat-free and triglyceride free compositions with sterols or sterol esters and which are mouthfeel enhancing, texture-building and composition stabilizing. This document states that richness and creaminess may be adversely affected by removal or reduction of fat. However, no creaminess property is attributed to the sterols or their esters.
US-A-6 391 370 relates to preparation of plant sterol-emulsifier dispersions for incorporation into food products. One example described is a yoghurt product.
EP-A-1 212 945 discloses incorporation of stanol esters into various beverages, including milk-based beverages. Sterol esters are mentioned as possible alternatives to the stanol esters.
WO-A-98/19556 discloses use of fatty acid esters of sterols or stanols as texturising hardstock replacers in margarines, mayonnaises, cooking oils, cheeses, butter and shortenings.
DE-A-100 63 288 discloses fruit, vegetable, milk and /or wine mixed drinks containing phytosterols. There is a single example of a non-dairy orange' drink which contains an emulsifier. Definition of the Invention
In a first aspect, the present invention provides use of at least one compound selected from phytosterols, phytostanols, synthetic analogues thereof and esterified derivatives of any of the foregoing as a creaminess enhancer in a food comprising a dairy product or a derivative or analogue thereof.
The first aspect of the present invention may also be expressed as a method of enhancing the creaminess of a food comprising a dairy product or derivative or analogue thereof by adding to said product, a creaminess enhancer selected from phytosterols, phytostanols, synthetic analogues thereof and esterified derivatives of any of the foregoing.
In a broad conceptualisation, when expressed in terms of compositions, a second aspect of the present invention provides a food composition comprising a dairy product or a derivative or analogue thereof, an emulsifier and a creaminess enhancer selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and esterified derivatives of any of these.
A third aspect of the present invention provides a food composition comprising a dairy product or derivative or analogue thereof, from 0.001 to 0.5%, preferably from 0.01% to 0.3% by weight of emulsifier, and a creaminess enhancer selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and their esterified derivatives, wherein the dairy product or its analogue or derivative is selected from yoghurt, yoghurt drinks, yoghurt ice creams, creams (such as whipping cream, cooking cream, spoonable creams, pourable cream, coffee creamer); cream cheese, fresh cheese, creme fraiche, Kefir, Umer, quark, soured milk (karne milk), fromage frais, fromage blanc, cottage cheese, buttermilk and whey and products made from buttermilk or whey. Detailed Description of the Invention
Food compositions according to the present invention and those resulting from use according to the present invention have been found to exhibit enhanced creaminess. Creaminess perse is a well known property of dairy type products however, the present invention seeks to enhance the creaminess of those products which already have a substantial creamy property and to add to or boost creaminess in those which have little or no creaminess. Without being bound by any theory or explanation, the applicants have conjectured that the creamy impression given by inter alia, full fat dairy products such as full fat milk, cream and dairy ice cream is at least partly due to the presence of milk fat globules comprising a butterfat and protein complex structure. It is therefore surprising that this perception can be endowed or enhanced by creaminess enhancers as herein defined.
The Dairy Product, Derivative or Analogue
As used herein, the term dairy product means a product consisting of, or adapted only slightly from, the naturally occurring source (e.g. milk, skimmed milk etc.). Reference to a dairy product derivative means a processed dairy product such as yoghurt. A dairy product analogue is one where all or a major part of the naturally occurring animal product is replaced by a vegetable fat or non-fat animal product such as protein, or synthetic substitute of any of these, and mixtures thereof.
The dairy product may for example be milk or milk with a reduced fat content such as skimmed milk or semi-skimmed milk. As used herein, the term "milk" refers to cow's milk, sheep milk, goat milk or the like and derivatives thereof should be construed likewise. Other dairy products or dairy product derivatives or analogues suitable for use in the present invention include yoghurt, yoghurt drinks, yoghurt ice creams, creams (such as whipping cream, cooking cream, spoonable creams, pourable cream, coffee creamer); cream cheese, fresh cheese, creme fraiche, Kefir, Umer, quark, soured milk (karne milk), fromage frais, fromage blanc, cottage cheese, buttermilk and whey and products made from buttermilk or whey.
The product may also be any of the foregoing, wherein the dairy fat content is partly or wholly replaced by vegetable fat.
The primary product will constitute all of the final composition other than the creaminess enhancer, emulsifier (where applicable) and optional other ingredients, for example as described further hereinbelow. Typically, it will comprise from 40% to 99.99%, preferably from 70% to 99.5%, more preferably from 50% to 95% by weight of the total composition. Preferred primary products have a fat content of from 0.01% to 10%, for example from 0.2% to 10%, more preferably from 0.5% to 2% by weight.
One particular class of embodiments according to a fourth aspect of the invention provides a milk drink composition comprising a creaminess enhancer selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and the esterified derivatives of any of the foregoing, provided that the creaminess enhancer comprises at least one compound other than a stanol ester.
A milk drink composition according to the fourth aspect of the present invention preferably has a creaminess enhancer component other than a stanol ester which comprises up to 100% by weight of the total creaminess enhancer but preferably at least 10%, more preferably at least 15% by weight, especially at least 20% by weight and most preferably at least 50% by weight of the total creaminess enhancer. Sterol esters are especially preferred as constituting at least 50% by weight, most preferably substantially all of the at least creaminess enhancer component other than a stanol ester.
Preferred milk drink compositions comprise at least 75% , more preferably at least 85%, most preferably at lest 90%, especially at least 95% by weight of one or more of milk, semi-skim milk, skim milk and low fat milk.
Milk drinks include milk (with creaminess enhancer additive) milk shakes and other milk based drinks.
Another class of embodiments according to a fifth aspect of the invention provides a yoghurt drink composition comprising a creaminess enhancer selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and the esterified derivatives of any of the foregoing.
A yoghurt drink composition according to the fifth aspect of the present invention preferably has a viscosity of no more than 2,000 mPas, more preferably no more than 1 ,500 mPas, still more preferably no more than 1 ,000 mPas at 25°C at a shear rate of 21 s"1.
Such yoghurt drinks may contain one or more flavouring agents such as vanilla, chocolate, caramel and fruit, any of which may be provided as natural and/or synthetic ingredients. Fruit flavours may be incorporated as one of more of fruit concentrate, fruit pulp, fruit pieces and synthetic fruit flavourings. Typical flavouring levels are from 0.1 % to 15%, preferably from 1% to 10% by weight of the composition.
The amount of creaminess enhancer in a yoghurt drink composition according to the fifth aspect of the present invention is preferably from 0.1% to 10%, preferably from 2% to 7% by weight of the composition. Still another class of embodiments according to a sixth aspect of the invention provides a yoghurt composition comprising a creaminess enhancer selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and the esterified derivatives of any of the foregoing, and from 0.1% to 20% by weight of a flavouring agent.
A yoghurt composition according to the sixth aspect of the present invention preferably contains at least 50%, preferably at least 70% and preferably up to 90% by weight of one or more of milk, semi-skim milk, skim milm and low fat milk before fermentation.
The flavouring agent in such a yoghurt may contain one or more of the flavouring agent materials recited above in respect of yoghurt drinks according to the fifth aspect of the invention.
Such a yoghurt composition may optionally contain sugar, for example in an amount from 1% to 10%, preferably from 2% to 7.5% by weight of the composition.
The total amount of creaminess enhancer in a yoghurt according to the sixth aspect of the invention is preferably from 0.1% to 5%, preferably from 1% to 3% by weight of the composition.
A milk drink composition according to the fourth aspect of the invention, a yoghurt drink composition according to the fifth aspect of the invention and a yoghurt composition according to the sixth aspect of the invention, optionally may contain one or more of stabilisers, thickeners and emulsifiers. Preferred emulsifier and thickener levels are as recited elsewhere herein.
A composition according to any of the fourth, fifth or sixth aspects of the invention may also embody the essential and/or any optional components of a composition according to the second and/or third aspect of the present invention. The Emulsifying Agent
The emulsifying agent is an essential feature of the second and third aspects of the invention and an optional feature of other aspects of the present invention.
One or more emulsifying agents may be used. These may be selected from a wide range of emulsifiers well known in the art for use in dairy or dairy-like products. A non-exhaustive list comprises fatty acid mono- or diglycerides and their corresponding esters, lecithin, citric acid ester, lactic acid ester, polyoxysorbitan monoester, tartaric acid ester and mixtures thereof.
Some specific usable emulsifying agents are those designated E470, E471 , E472, E473, E474, E475, E476 and E477.
The total amount of emulsifying agent is preferably from 0.0001 % to 2%, more preferably from 0.001% to 0.5%, still more preferably from 0.01% to 0.3% by weight of the food composition.
The Creaminess Enhancer
The creaminess enhancer is selected from one or more of phytosterols, phytostanols, synthetic analogues of phytosterols and phytostanols and esterified derivatives of any of the foregoing.
The total amount of creaminess enhancer is typically incorporated in an amount of from 0.1 % to 20%, preferably from 0.3% to 15%, more preferably from 0.5% to 8%, still more preferably from 0.5% to 2% by weight of the food composition. Phytosterols, also known as plant sterols or vegetable sterols can be classified in three groups, 4-desmethylsterols, 4-monomethylsterols and 4,4'-dimethylsterols. In oils they mainly exists as free sterols and sterol esters of fatty acids although sterol glucosides and acylated sterol glucosides are also present. There are three major phytosterols namely beta-sitosterol, stigmasterol and campesterol. Schematic drawings of the components meant are as given in "Influence of Processing on Sterols of Edible Vegetable Oils", S.P. Kochhar; Prog. Lipid Res. 22: pp. 161-188.
The phytostanols are the respective 5a- saturated derivatives of phytosterols such as sitostanol, campestanol and ergostanol and their derivatives.
Synthetic analogues of any of the phytosterols or phytostanols (which include chemically modified natural phytosterols or phytostanols) may be used.
Preferably the phytosterol or phytostanol is selected from the group comprising fatty acid ester of ?-sitosterol, ^-sitostanol, campesterol, campestanol, stigmasterol, stigmastanol and mixtures thereof.
The most preferred creaminess enhancer is a fatty acid ester of ?-sitosterol or ?-sitostanol.
Fatty Acid Esters
The non-esterified creaminess enhancer materials recited in the preceding section may optionally be provided in the form of one or more fatty acid esters thereof. Mixtures of esterified and non-esterified materials may also be used.
Thus, any of the phytosterols, phytostanols and their synthetic analogues used in the present invention are preferably esterified with a fatty acid. Preferably, they are esterified with one or more C2-22 fatty acids. For the purpose of the invention the term C2-22 fatty acid refers to any molecule comprising a C2-22 main chain and at least one acid group. Although not preferred within the present context the C2-22 main chain may be partially substituted or side chains may be present. Preferably, however the C2-22 fatty acids are linear molecules comprising one or two acid group(s) as end group(s). Most preferred are linear Cs-22 fatty acids as occur in natural oils.
Suitable examples of any such fatty acids are acetic acid, propionic acid, butyric acid, caproic acid, caprylic acid, capric acid. Other suitable acids are for example citric acid, lactic acid, oxalic acid and maleic acid. Most preferred are lauric acid, palmitic acid, stearic acid, arachidic acid, behenic acid, oleic acid, cetoleic acid, erucic acid, elaidic acid, linoleic acid and linolenic acid.
When desired a mixture of fatty acids may be used for esterification of the sterols. For example, it is possible to use a naturally occurring fat or oil as a source of the fatty acid and to carry out the esterification via an interesterification reaction. Use of a natural source nearly always results in a mixture of fatty acids.
In a particular embodiment, the fatty acid mixture contains a high amount (>50%, preferably >70%, further preferred >80%) of unsaturates, whether monounsaturated fatty acids (MUFA) and/or polyunsatu rated fatty acids (PUFA). This does not only provide the advantage of e.g. PUFA itself having good blood cholesterol lowering capacity, but also of the sterols esters prepared with such fatty acids.
Preferably fatty acid mixtures of sunflower, safflower, rapeseed, linseed, olive oil, linola and/or soybean are used. These are typical sources of high PUFA and/or low SAFA. Suitable esterification conditions are for example described in WO 92/19640. Thickeners
Preferably, the food composition comprises a thickener, for example selected from xanthan gum, locust bean gum, carrageenan, pectin, guar gum, a starch and mixtures thereof.
Preferably the amount of thickener from 0.01 % to 5%, more preferably from 0.1 % to 2% by weight of the total food composition.
Other Optional Ingredients
The total food composition may contain one or more other optional ingredients. These may be incorporated in the primary product or in the final composition or added to any premix or in any processing stage.
The optional ingredients may for example be chosen from stabilisers, antioxidants and other preservatives, colours, flavourings, fruit concentrates, vitamins, supplements and mixtures thereof. Suitable fruit concentrates include those derived from apricot, strawberry, cherry and any combination thereof.
Processing
The creaminess enhancing agent and emulsifier (where appropriate) may be incorporated by simple admixture with the other ingredients of the final product. Alternatively they may be pre-mixed with a proportion of the total product or pre-mixed with some or all of one or more other components of the final product, or with a precursor component or components (e.g. milk in the case of yoghurt). The premix will then be admixed into the total product bulk. The present invention will now be described by way of the following non- limiting examples.
Examples
In these examples, all percentages are by weight of the composition. "Sterol Ester" means ester of sunflower oil fatty acid and β sitosterol.
Example I - Milk
1. Formulation:
95.955%o liquid skimmed milk 3.33%) dairy double cream (48% fat) 0.015% xanthan gum 0.7%) sterol ester overall: dairy fat = 1.6% other fat = 0.3% TOTAL fat = 1.9%
2. Processing:
The milk is UHT processed and aseptically packed. The UHT process is effected using direct steam injection using heat exchangers. The process utilises the following steps:
- preparation of premix (where sterol ester is added)
- preheat to about 80°C
- direct UHT to 148°C for 3 seconds
- flash vessel - cool to about 80°C
- homogenise at 150 bar and then 50 bar cool further to below 20°C pack aseptically
Example II - Yoghurt
Formulation:
Description Quantity %
Skimmed yoghurt base 80.0000
Skimmed milk 72.8792
Milk caseinate 1.1200
Whey protein 0.8000
Skimmed milk powder 1.6000
Sterol ester 1.1000
Mono and di-glycerides 0.0008
Streptococcus thermophilus present
Lactobacillus bulgaricus present
Bifidobacterium present
Sugar 2.5000
Strawberry fruit preparation 20.0000
Strawberry pieces 6.7000
Water 5.2720
Fructose containing syrup 3.4200
Sugar 3.1000
Modified starch: acetylated distarch adipate (E1422) 0.7800
Strawberry juice concentrate 0.4800
Stabilizers: pectin (E440) and
Xanthan gum (E415) 0.1000
Colouring: Fruit- and plant extract 0.0800 Acidifier: citric acid (E330) 0.0400
Natural flavouring 0.0280
2. Processing:
- Add all "yoghurt base" ingredients to the milk - Pre-treatment of milk-mixture prior to addition of cultures
(homogenisation, pasteurisation)
- add cultures - incubation until pH 4.5 at temperature of 43°C
- cool to about 10°C
- add flavouring/fruit preparation (aseptically)
- pack
- transfer to cold store at about 4°C.
Example I I I Skimmed Milk
Formulation:
0.015%) carrageenan
0.7% sterol ester balance skimmed milk
Process : as Example I
The products prepared according to Examples I, II and I I I were tested on a consumer panel test against corresponding controls lacking the sterol ester. The panel reported an enhanced perception of creaminess in the Examples of the invention over their respective controls.

Claims

1. Use of at least one compound selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and esterified derivatives of any of the foregoing as a creaminess enhancer in a food composition comprising a dairy product or derivative or analogue thereof.
2. Use according to claim 1 , wherein the dairy product or its analogue or derivative comprises milk, milk of reduced fat content, yoghurt, yoghurt drinks, yoghurt ice creams, creams (such as whipping cream, cooking cream, spoonable creams, pourable cream, coffee creamer); cream cheese, fresh cheese, creme fraiche, Kefir, Umer, quark, soured milk (karne milk), fromage frais, fromage blanc, cottage cheese, buttermilk and whey and products made from buttermilk or whey.
3. Use according to claim 1 or claim 2, comprising from 0.1 % to 20%, preferably from 0.3% to 15%, more preferably from 0.5 to 8%, most preferably from 0.5% to 2% by weight of the total composition of the creaminess enhancer.
4. Use according to any of claims 1-3, wherein the food composition further comprises an emulsifier.
5. Use according to claim 4, comprising from 0.001 to 0.5%, preferably from 0.01 % to 0.3% by weight of the total composition of the emulsifier.
6. A food composition comprising a dairy product or derivative or analogue thereof, from 0.001 to 0.5%, preferably from 0.01 % to 0.3% by weight of emulsifier, and a creaminess enhancer selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and their esterified derivatives, wherein the dairy product or its analogue or derivative is selected from yoghurt, yoghurt drinks, yoghurt ice creams, creams (such as whipping cream, cooking cream, spoonable creams, pourable cream, coffee creamer); cream cheese, fresh cheese, creme fraiche, Kefir, Umer, quark, soured milk (karne milk), fromage frais, fromage blanc, cottage cheese, buttermilk and whey and products made from buttermilk or whey.
7. A composition according to claim 6, comprising from 0.1 % to 20%, preferably from 0.3% to 15%>, more preferably from 0.5 to 8%, most preferably from 0.5% to 2% by weight of the total composition of the creaminess enhancer.
8. A milk drink composition comprising a creaminess enhancer selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and the esterified derivatives of any of the foregoing, provided that the creaminess enhancer comprises at least one compound other than a stanol ester.
9. A yoghurt drink composition comprising a creaminess enhancer selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and the esterified derivatives of any of the foregoing.
10. A yoghurt composition comprising a creaminess enhancer selected from one or more of phytosterols, phytostanols, synthetic analogues thereof and the esterified derivatives of any of the foregoing, and from 0.1 % to 20% by weight of a flavouring agent.
PCT/EP2003/006835 2002-07-26 2003-06-26 Phytosterols or phytostanols and their use in food products WO2004014141A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP03783994A EP1524910A1 (en) 2002-07-26 2003-06-26 Phytosterols or phytostanols and their use in food products
AU2003249894A AU2003249894B2 (en) 2002-07-26 2003-06-26 Phytosterols or phytostanols and their use in food products

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP02255241.8 2002-07-26
EP02255241 2002-07-26

Publications (1)

Publication Number Publication Date
WO2004014141A1 true WO2004014141A1 (en) 2004-02-19

Family

ID=31502817

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2003/006835 WO2004014141A1 (en) 2002-07-26 2003-06-26 Phytosterols or phytostanols and their use in food products

Country Status (4)

Country Link
US (1) US20040170741A1 (en)
EP (1) EP1524910A1 (en)
AU (1) AU2003249894B2 (en)
WO (1) WO2004014141A1 (en)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005074717A1 (en) * 2004-01-30 2005-08-18 Unilever N.V. Particulate comprising phytosterols and food compositions comprising said creamer
FR2866207A1 (en) * 2004-02-16 2005-08-19 Gervais Danone Sa Producing a dairy product, especially yogurt, comprises injecting a molten sterol or stanol ester into a milk-based composition containing milk protein but no emulsifier and then homogenizing the mixture
WO2005122792A1 (en) * 2004-06-18 2005-12-29 Unilever Plc Frozen confection
WO2006084573A1 (en) * 2005-02-09 2006-08-17 Unilever N.V. Food products comprising hydrolysed milk solids with improved taste
WO2006084560A1 (en) * 2005-02-09 2006-08-17 Unilever N.V. Composition comprising peptide
WO2010084240A1 (en) 2009-01-26 2010-07-29 Raisio Nutrition Ltd Beverage lowering serum cholesterol
AT506534B1 (en) * 2008-02-18 2012-06-15 Noem Ag PROCESS FOR PRODUCING DAIRY PRODUCTS CONTAINING HYDROPHOBIC ADDITIVES
AU2011358619B2 (en) * 2011-02-11 2014-10-23 Halliburton Energy Services, Inc. Broadband flex joint isolator for acoustic tools
EP2688427B1 (en) 2011-03-25 2015-07-29 Raisio Nutrition Ltd. Serum cholesterol lowering drink

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BRPI0612425A2 (en) * 2005-05-11 2010-11-09 Unilever Nv method for preparing a dairy product, food product, dairy product and use of the dairy product
US20080160133A1 (en) * 2006-12-27 2008-07-03 Kraft Food Holdings, Inc. Low Fat, Whey-Based Cream Cheese Product With Carbohydrate-Based Texturizing System and Methods of Manufacture
SG11202005668QA (en) * 2017-12-19 2020-07-29 Fonterra Cooperative Group Ltd Dairy product and process

Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998019556A1 (en) * 1996-11-04 1998-05-14 Raisio Benecol Ltd. Texturizing compositions for use in fat blends in food
EP0897671A1 (en) * 1997-08-22 1999-02-24 Unilever N.V. Aqueous dispersions or suspensions
FR2775620A1 (en) * 1998-03-05 1999-09-10 Gervais Danone Co STABLE HOMOGENEOUS SUSPENSION WITHOUT EMULSIFIER, PROCESS FOR PREPARING SAME, AND USE THEREOF IN FOOD COMPOSITIONS
WO1999056729A1 (en) * 1998-04-30 1999-11-11 Triple Crown Ab Cholesterol lowering composition
WO2000033669A1 (en) * 1998-12-08 2000-06-15 Arla Fou Preparation of cholesterol reducing edible products by mixing plant sterols/stanols in a melt of a food emulsifier
WO2000041491A2 (en) * 1999-01-15 2000-07-20 Nutrahealth Ltd (Uk) Modified food products and beverages, and additives for food and beverages
US20010027190A1 (en) * 1999-02-26 2001-10-04 Kraft Foods, Inc. Use of mesophase-stabilized compositions for delivery of cholesterol-reducing sterols and stanols in food products
US6391370B1 (en) * 1999-11-12 2002-05-21 Kraft Foods, Inc. Micromilling plant sterols and emulsifiers
US20020064548A1 (en) * 2000-09-30 2002-05-30 Won-Tae Yoon Method for dispersing plant sterol in aqueous phase and plant sterol-dispersed beverages
EP1212945A2 (en) * 2000-12-07 2002-06-12 McNEIL-PPC, INC. Dairy-based beverages fortified with cholesterol lowering agents
DE10063288A1 (en) * 2000-12-19 2002-07-04 Wesergold Getraenkeindustrie G Phytosterol-enriched fruit, vegetable, milk and/or wine beverage useful for lowering blood cholesterol levels

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998019556A1 (en) * 1996-11-04 1998-05-14 Raisio Benecol Ltd. Texturizing compositions for use in fat blends in food
EP0897671A1 (en) * 1997-08-22 1999-02-24 Unilever N.V. Aqueous dispersions or suspensions
FR2775620A1 (en) * 1998-03-05 1999-09-10 Gervais Danone Co STABLE HOMOGENEOUS SUSPENSION WITHOUT EMULSIFIER, PROCESS FOR PREPARING SAME, AND USE THEREOF IN FOOD COMPOSITIONS
WO1999044442A1 (en) * 1998-03-05 1999-09-10 Compagnie Gervais Danone Stable homogeneous emulsifier-free suspension, preparation method and uses in food compositions
WO1999056729A1 (en) * 1998-04-30 1999-11-11 Triple Crown Ab Cholesterol lowering composition
WO2000033669A1 (en) * 1998-12-08 2000-06-15 Arla Fou Preparation of cholesterol reducing edible products by mixing plant sterols/stanols in a melt of a food emulsifier
WO2000041491A2 (en) * 1999-01-15 2000-07-20 Nutrahealth Ltd (Uk) Modified food products and beverages, and additives for food and beverages
US20010027190A1 (en) * 1999-02-26 2001-10-04 Kraft Foods, Inc. Use of mesophase-stabilized compositions for delivery of cholesterol-reducing sterols and stanols in food products
US6391370B1 (en) * 1999-11-12 2002-05-21 Kraft Foods, Inc. Micromilling plant sterols and emulsifiers
US20020064548A1 (en) * 2000-09-30 2002-05-30 Won-Tae Yoon Method for dispersing plant sterol in aqueous phase and plant sterol-dispersed beverages
EP1212945A2 (en) * 2000-12-07 2002-06-12 McNEIL-PPC, INC. Dairy-based beverages fortified with cholesterol lowering agents
DE10063288A1 (en) * 2000-12-19 2002-07-04 Wesergold Getraenkeindustrie G Phytosterol-enriched fruit, vegetable, milk and/or wine beverage useful for lowering blood cholesterol levels

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
BRITISH JOURNAL OF NUTRITION 86 (2) 233-239 2001 CORRESPONDENCE (REPRINT) ADDRESS, R. KORPELA, VALIO LTD., RES. CENT., PO BOX 30, FIN-00039 HELSINKI, FINLAND. FAX +358 10381 3019. E-MAIL RIITTA.KORPELA(A)VALIO.FI *
DATABASE FSTA [online] INTERNATIONAL FOOD INFORMATION SERVICE (IFIS), FRANFURT/MAIN, DE; VOLPE R ET AL: "Effects of yoghurt enriched with plant sterols on serum lipids in patients with moderate hypercholesterolaemia.", XP002261422, Database accession no. 2001-00-p1801 *

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005074717A1 (en) * 2004-01-30 2005-08-18 Unilever N.V. Particulate comprising phytosterols and food compositions comprising said creamer
FR2866207A1 (en) * 2004-02-16 2005-08-19 Gervais Danone Sa Producing a dairy product, especially yogurt, comprises injecting a molten sterol or stanol ester into a milk-based composition containing milk protein but no emulsifier and then homogenizing the mixture
WO2005087021A1 (en) * 2004-02-16 2005-09-22 Compagnie Gervais Danone Method for preparing a dairy product
US8512775B2 (en) 2004-02-16 2013-08-20 Compagnie Gervais Danone Method for preparing a dairy product
US8007843B2 (en) 2004-02-16 2011-08-30 Compagnie Gervais Danone Method for preparing a dairy product
WO2005122792A1 (en) * 2004-06-18 2005-12-29 Unilever Plc Frozen confection
WO2006084573A1 (en) * 2005-02-09 2006-08-17 Unilever N.V. Food products comprising hydrolysed milk solids with improved taste
WO2006084560A1 (en) * 2005-02-09 2006-08-17 Unilever N.V. Composition comprising peptide
AT506534B1 (en) * 2008-02-18 2012-06-15 Noem Ag PROCESS FOR PRODUCING DAIRY PRODUCTS CONTAINING HYDROPHOBIC ADDITIVES
CN102271536A (en) * 2009-01-26 2011-12-07 拉伊西奥营养有限公司 Beverage lowering serum cholesterol
WO2010084240A1 (en) 2009-01-26 2010-07-29 Raisio Nutrition Ltd Beverage lowering serum cholesterol
US9295267B2 (en) 2009-01-26 2016-03-29 Raisio Nutrition Ltd Beverage lowering serum cholesterol
AU2011358619B2 (en) * 2011-02-11 2014-10-23 Halliburton Energy Services, Inc. Broadband flex joint isolator for acoustic tools
EP2688427B1 (en) 2011-03-25 2015-07-29 Raisio Nutrition Ltd. Serum cholesterol lowering drink

Also Published As

Publication number Publication date
AU2003249894A1 (en) 2004-02-25
US20040170741A1 (en) 2004-09-02
AU2003249894B2 (en) 2007-05-24
EP1524910A1 (en) 2005-04-27

Similar Documents

Publication Publication Date Title
US6391370B1 (en) Micromilling plant sterols and emulsifiers
AU2006212485B2 (en) Food products comprising hydrolysed milk solids with improved taste
US5962062A (en) Dietetically balanced milk product
AU2003249894B2 (en) Phytosterols or phytostanols and their use in food products
EP1146798A2 (en) Modified food products and beverages, and additives for food and beverages
CA2570334A1 (en) Frozen confection
US20080187645A1 (en) Low Energy Food Product
EP1137344B1 (en) Preparation of cholesterol reducing edible products by mixing plant sterols/stanols in a melt of a food emulsifier
US20230107719A1 (en) Fermented milk and method for producing same
US20090068310A1 (en) Dairy products and dairy product analogues and method of preparing same
EP1689239B1 (en) Shelf stable homogeneous suspension
AU2007211935A1 (en) Phytosterols or phytostanols and their use in food products
JP2002527045A (en) Food composition containing a substance derived from milk containing conjugated linoleic acid glyceride as a main component
US20050163872A1 (en) Compositions and methods for reducing cholesterol
US20090181103A1 (en) Cholesterol-lowering dairy products and methods for their preparation
AU2005232369A1 (en) Water continuous product comprising sterol or stanolester and a tocopherol
AU779365B2 (en) Micromilling plant sterols and emulsifiers
SE516677C2 (en) Producing cholesterol reducing food stuffs comprises adding plant sterols in food emulsifiers
MXPA06006065A (en) Shelf stable homogeneous suspension

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NI NO NZ OM PG PH PL PT RO RU SC SD SE SG SK SL TJ TM TN TR TT TZ UA UG UZ VC VN YU ZA ZM ZW

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZM ZW AM AZ BY KG KZ MD RU TJ TM AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LU MC NL PT RO SE SI SK TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
WWE Wipo information: entry into national phase

Ref document number: 2003783994

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 2003249894

Country of ref document: AU

WWP Wipo information: published in national office

Ref document number: 2003783994

Country of ref document: EP

NENP Non-entry into the national phase

Ref country code: JP

WWW Wipo information: withdrawn in national office

Country of ref document: JP

WWW Wipo information: withdrawn in national office

Ref document number: 2003249894

Country of ref document: AU