US20050064086A1 - Canola protein isolate functionality II - Google Patents

Canola protein isolate functionality II Download PDF

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Publication number
US20050064086A1
US20050064086A1 US10/493,023 US49302304A US2005064086A1 US 20050064086 A1 US20050064086 A1 US 20050064086A1 US 49302304 A US49302304 A US 49302304A US 2005064086 A1 US2005064086 A1 US 2005064086A1
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Prior art keywords
protein
canola
protein isolate
isolate
canola protein
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US10/493,023
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English (en)
Inventor
Shelley Hiron
Ronald Martens
E. Murray
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Individual
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Individual
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Priority to US10/493,023 priority Critical patent/US20050064086A1/en
Publication of US20050064086A1 publication Critical patent/US20050064086A1/en
Priority to US11/507,556 priority patent/US7989017B2/en
Abandoned legal-status Critical Current

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    • AHUMAN NECESSITIES
    • A21BAKING; EDIBLE DOUGHS
    • A21DTREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
    • A21D2/00Treatment of flour or dough by adding materials thereto before or during baking
    • A21D2/08Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
    • A21D2/24Organic nitrogen compounds
    • A21D2/26Proteins
    • A21D2/264Vegetable proteins
    • A21D2/266Vegetable proteins from leguminous or other vegetable seeds; from press-cake or oil bearing seeds
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23JPROTEIN COMPOSITIONS FOR FOODSTUFFS; WORKING-UP PROTEINS FOR FOODSTUFFS; PHOSPHATIDE COMPOSITIONS FOR FOODSTUFFS
    • A23J1/00Obtaining protein compositions for foodstuffs; Bulk opening of eggs and separation of yolks from whites
    • 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
    • A23G3/36Sweetmeats, confectionery or marzipan; Processes for the preparation thereof characterised by the composition containing organic or inorganic compounds
    • A23G3/44Sweetmeats, confectionery or marzipan; Processes for the preparation thereof characterised by the composition containing organic or inorganic compounds containing peptides or proteins
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23JPROTEIN COMPOSITIONS FOR FOODSTUFFS; WORKING-UP PROTEINS FOR FOODSTUFFS; PHOSPHATIDE COMPOSITIONS FOR FOODSTUFFS
    • A23J1/00Obtaining protein compositions for foodstuffs; Bulk opening of eggs and separation of yolks from whites
    • A23J1/14Obtaining protein compositions for foodstuffs; Bulk opening of eggs and separation of yolks from whites from leguminous or other vegetable seeds; from press-cake or oil-bearing seeds
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23JPROTEIN COMPOSITIONS FOR FOODSTUFFS; WORKING-UP PROTEINS FOR FOODSTUFFS; PHOSPHATIDE COMPOSITIONS FOR FOODSTUFFS
    • A23J3/00Working-up of proteins for foodstuffs
    • A23J3/14Vegetable proteins
    • 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
    • A23L27/60Salad dressings; Mayonnaise; Ketchup
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23PSHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
    • A23P20/00Coating of foodstuffs; Coatings therefor; Making laminated, multi-layered, stuffed or hollow foodstuffs
    • A23P20/10Coating with edible coatings, e.g. with oils or fats
    • A23P20/12Apparatus or processes for applying powders or particles to foodstuffs, e.g. for breading; Such apparatus combined with means for pre-moistening or battering
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23PSHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
    • A23P30/00Shaping or working of foodstuffs characterised by the process or apparatus
    • A23P30/40Foaming or whipping
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K14/00Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/415Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from plants
    • 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
    • A23G2200/00COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents
    • A23G2200/10COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents containing amino-acids, proteins, e.g. gelatine, peptides, polypeptides
    • 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
    • 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
    • A23V2200/00Function of food ingredients
    • A23V2200/20Ingredients acting on or related to the structure
    • A23V2200/226Foaming agent
    • 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
    • A23V2200/00Function of food ingredients
    • A23V2200/20Ingredients acting on or related to the structure
    • A23V2200/238Solubility improving agent

Definitions

  • the present invention relates to a canola protein isolate and its functionality in a wide range of applications.
  • the defatted protein solution then is concentrated to increase the protein concentration while maintaining the ionic strength substantially constant, after which the concentrated protein solution may be subjected to a further fat removal step.
  • the concentrated protein solution then is diluted to cause the formation of a cloud-like mass of highly aggregated protein molecules as discrete protein droplets in micellar form.
  • the protein micelles are allowed to settle to form an aggregated, coalesced, dense amorphous, sticky gluten-like protein isolate mass, termed “protein micellar mass” or PMM, which is separated from residual aqueous phase and dried.
  • the protein isolate has a protein content (as determined by Kjeldahl Nx 6.25) of at least about 90 wt %, is substantially undenatured (as determined by differential scanning calorimetry) and has a low residual fat content of less than about 1 wt %.
  • the yield of protein isolate obtained using this procedure, in terms of the proportion of protein extracted from the oil seed meal which is recovered as dried protein isolate was generally less than 40 wt %, typically around 20 wt %.
  • U.S. Pat. No. 4,208,323 itself was designed to be an improvement on the process described in U.S. Pat. Nos. 4,169,090 and 4,285,862 (Murray IA) by the introduction of the concentration step prior to dilution to form the PMM. The latter step served to improve the yield of protein isolate from around 20 wt % for the Murray IA process.
  • the supernatant from the PMM settling step is processed to recover a protein isolate comprising dried protein from the wet PMM and supernatant. This may be effected by initially concentrating the supernatant using ultrafiltration membranes, mixing the concentrated supernatant with the wet PMM and drying the mixture.
  • the resulting canola protein isolate has a high purity of at least about 90 wt % protein, preferably at least about 100 wt %, at a Kjeldahl conversion rate Nx 6.25.
  • This latter product is termed “Puratein” by the applicants.
  • the protein micellar mass is removed from the settling vessel and may be dried.
  • the protein micellar mass has a protein content of at least about 100 wt % as determined by Kjeldahl nitrogen (Nx 6.25).
  • the overflowed supernatant may be proceeded to recover a protein isolate comprising dried protein from the wet PMM and supernatant. This procedure also may be effected on a semi-continuous basis.
  • the settled PMM and protein derived from the supernatant have different relative proportions of the 12S, 7S and 2S proteins of canola protein.
  • the PMM derived protein isolate having a protein content of at least about 90 wt %, preferably at least about 100 wt %, has a protein component content of about 60 to about 98 wt % of 7S protein, about 1 to about 15 wt % of 12S protein and 0 to about 25 wt % of 2S protein.
  • the processing of the supernatant from the PMM settling step to remove a protein isolate comprising dried protein from the wet PMM and supernatant then is a blend of the isolates derived from the respective sources and exhibits a composite protein component content.
  • Canola is also termed rapeseed or oil seed rape.
  • the present invention provides, in a food composition comprising a foodstuff and at least one component providing functionality in said food composition, the improvement which comprises at least partially replacing said at least one component by a substantially undenatured canola protein isolate having a protein content of at least about 90 wt %, as determined by Kjeldahl nitrogen x6.25, on a dry weight basis.
  • the canola protein isolate comprises a blend of:
  • the first and second protein isolates may be present in said blend in a weight ratio of about 5:95 to about 95:5.
  • the canola protein isolates may be in the form of a blend of an amorphous protein mass formed by settling the solid phase from an aqueous dispersion of protein micelles and mixing said amorphous protein mass with concentrated supernatant from the settling step.
  • the blend generally is utilized in a dried form.
  • the canola protein isolate may be used in conventional applications of protein isolates, such as protein fortification of processed foods, emulsification of oils in water, body formers in baked foods and foaming agents in products which entrap gases.
  • the canola protein isolate also has functionalities not exhibited by the source material and isoelectric precipitates.
  • the canola protein isolate has certain functionalities in common with the products described in the prior art Murray I patents, including the ability to be formed into protein fibers and the ability to be used as an egg white substitute or extender in food products where egg white is used as a binder. As described herein, the canola protein isolate has other functionalities.
  • Protein functionality can be categorized into several properties. The following Table I lists these functionalities, food products wherein such protein functionality is provided and protein commonly employed for such purpose: TABLE I Property Food Product Protein 1. Solubility Beverages Egg and whey proteins 2. Viscosity Dressings, deserts Gelatin 3. Water binding Sausages, cakes Meat protein, egg protein 4. Gelation Yoghurts, desserts, Egg and milk proteins, cheese gelatin 5. Cohesion/adhesion Meats, sausage, pasta Egg and whey proteins 6. Elasticity Meats, baked goods Egg and whey proteins, meat protein 7. Emulsification Sausages, dressings Egg and milk proteins 8. Foaming Toppings, nougats, Egg and milk proteins ice cream 9.
  • egg protein has a wide scope of functionality but not as broad as the canola protein isolate of the present invention.
  • the canola protein isolate may be utilized in each of these applications to replace the protein commonly used to provide the specific functional properties.
  • the canola protein isolate can replace or extend the existing protein product, while providing the desired functionality, especially for vegetarian and near vegetarian type products, much more cheaply.
  • the canola protein isolate has a high quality amino acid profile, bland flavour profile and does not possess detrimental flavour characteristics nor nutritional factors which would adversely affect its employment in food product applications.
  • the canola protein isolate is solubility in aqueous media, such as water.
  • the canola protein isolate is highly soluble in water in the presence of sodium chloride, being less in the absence of sodium chloride.
  • the solubility of the protein changes under various pH levels, temperatures and sodium concentrations.
  • Milk is a protein dispersion containing about 4 wt % protein dispersed in the aqueous phase.
  • Liquid egg white used in a variety of food applications, contains about 10 wt % egg proteins.
  • the canola protein isolate is the ability to act as a thickening agent for increasing viscosity in various food products.
  • the canola protein isolate may be used as a replacement for gelatin, starches and xanthan gums commonly used for this purpose in, for example, soft cheeses, dressings, desserts, such as Jello® pudding, and sauces.
  • Water binding properties of proteins are used in sausages and cakes to retain moisture in the cooked product.
  • the canola protein isolate can be used to replace, partially or completely, the egg and animal-derived proteins commonly used for this purpose in these products.
  • the gelation properties of proteins is used in yoghurts, desserts and cheese as well as in various meat analogs, such as a bacon analog.
  • Egg and milk proteins as well as gelatin, commonly used for this purpose, may be replaced, partially or completely, by the canola protein isolate provided herein.
  • a variety of meats, sausage and pasta utilize egg protein and/or whey protein for these properties in their formulation to bind food components together and then to become coagulated upon being heated.
  • the canola protein isolate can replace, partially or completely, such commonly used proteins and provide the required functions.
  • the canola protein isolate can replace, partially or completely, the egg and meat proteins in meats, used for these purposes.
  • An example of the replacement of meat is in a bakery burger.
  • Egg white, egg yolk and milk proteins are commonly used in sausages, meat analogs, simulated adipose tissue, cheese spreads and salad dressings for this property to achieve emulsification of fats and oils present in such products.
  • the canola protein isolate may be used as a replacement, partially or completely, for the egg and milk proteins to provide the property.
  • the foaming properties of egg white and milk protein to provide a stable aerated structure, used in such products as ice cream, nougats, macaroons and meringues, may be reproduced by utilization of the canola protein isolate.
  • the canola protein isolate can be used for its film-forming properties in breads and buns. Film forming properties also may be used to provide edible coatings on fruits, such as apples.
  • the canola protein isolate can be formed into protein fibres by a fiber forming procedure, such as described in U.S. Pat. Nos. 4,328,252, 4,490,397 and 4,501,760.
  • Such protein fibers may be used for their chewy texture in a variety of meat analogs, such as a meat snack analog, meatless breakfast sausage, a bacon analog, simulated adipose tissue, and a seafood analog, such as shrimp and crabmeat analogs, as well as other food products.
  • the canola protein isolate therefore, provides a replacement for a variety of food ingredients (both proteinaceous and non-proteinaceous) to provide a broad spectrum of functionality not previously observed.
  • the canola protein isolate replaces egg white, egg yolk, soy protein, xanthan gum, gelatin and milk protein in a variety of food products.
  • the canola protein isolate is bland in taste and does not need to be used with strong flavours or spices.
  • This Example illustrates preparation of the canola protein isolate samples for testing functionality of the protein.
  • ‘a’ kg of commercial canola meal was added to ‘b’ L of 0.15 M NaCl solution at ambient temperature, agitated ‘c’ minutes to provide an aqueous protein solution having a protein content of ‘d’ g/L.
  • the residual canola meal was removed and washed on a vacuum filter belt.
  • the resulting protein solution was clarified by centrifugation to produce a clarified protein solution having a protein content of ‘e’ g/L following by the addition of 1 wt % Powdered Activated Carbon (PAC).
  • PAC Powdered Activated Carbon
  • the protein extract solution or a ‘f’ aliquot of the protein extract solution from the PAC treatment step was reduced in volume on an ultrafiltration system utilizing 30,000 (A09-13) or 50,000 (A10-04, A10-05) dalton molecular weight cut-off membranes.
  • the resulting concentrated protein solution had a protein content of ‘g’ g/L.
  • the concentrated solution at ‘h’ ° C was diluted 1: ‘i’ into 4° C. tap water. A white cloud formed immediately and was allowed to settle.
  • the upper diluting water was removed and was reduced in volume by ultrafiltration using a 3,000 dalton membrane by a volume reduction factor of ‘j’ to provide a protein concentration of ‘k’ g/L.
  • the concentrate was added to the precipitated, viscous, sticky mass and the mixture was dried.
  • the dried protein which was formed had a protein content of ‘1’% of protein (Nx 6.25 d.b.).
  • the product was given designation CPI ‘m’.
  • This Example illustrates the utilization of the canola protein isolate in a trail mix cookie to illustrate fat binding in place of the egg white conventionally used.
  • Trail mix cookies were prepared from the formulation set forth in Table III: TABLE III Weight Percentage Ingredient (g) (%) White Sugar 104.6 11.3 Brown Sugar 88.3 9.6 Chunky Peanut Butter 208.5 22.6 Margarine 50.3 5.4 Vanilla 2.9 0.3 CPI A10-05 12.5 1.4 Water 91.6 9.9 Rolled Oats 241.3 26.2 Baking Soda 4.8 0.5 Salt 1.1 0.1 Chocolate Chips 70.6 7.7 Raisins 46.3 5.0 Total 922.8 100.0
  • White sugar, brown sugar and canola protein isolate powder were blended in a Hobart bowl mixer. Peanut butter and margarine were added and blended for 1.5 min. on speed 1. Vanilla and water next were added and blended for 1 min. on speed 1. The rolled oats, salt and baking soda were preblended and added to the Hobart bowl, the mixture was blended for 1 min on speed 1. Chocolate chips and raisins were added and blended for 30 sec. on speed 1. The dough was portioned onto a non-stick baking pan. The oven was preheated to 350° F. (175° C.) and the cookies baked for 16 minutes in the oven.
  • the trail mix cookies had a golden brown colour and a chunky, wholesome appearance similar to the control.
  • the texture was chewy, soft and moist. No off odours and flavours were detected.
  • This Example illustrates the utilization of the canola protein isolate in a light candy nougat to illustrate foaming in place of the egg white conventionally used.
  • a light candy nougat bar was prepared from the formulation set forth in the following Table IV: TABLE IV Weight Percentage Ingredient (g) (%) Sugar 655.6 47.7 Corn syrup, light 338.4 24.6 Water(1) 226.3 16.5 CPI A9-13 11.7 0.9 Hydration Water(2) 85.5 6.2 Chocolate chips 56.7 4.1 Salt 0.5 0.04 Total 1374.7 100.0
  • Canola protein isolate, protein, water (2) and salt were whipped for 1 minute at speed 1 then 3 minutes at speed 3 using a whisk attachment in a Hobart bowl mixer and refrigerated until required.
  • a rubber spatula, the inside of a large saucepan, and a cake pan were coated with a non-stick cooking spray.
  • the sugar, corn syrup and water (1) were added to the saucepan and the mixture brought to a boil over medium heat.
  • the mixture was covered and boiled for 3 minutes.
  • the cover was removed and the sides of the saucepan were washed down using a pastry brush dipped in cool water.
  • Cooking and stirring were continued until a temperature of 270° F. (130° C.) was reached. The temperature was measured by tilting the pot and measuring the temperature of the solution.
  • the saucepan was removed from heat and the solution in the saucepan was cooled on a cooling rack to 260° F. (125° C.).
  • the hot mixture was poured over the beaten protein mixture while blending using the paddle attachment at speed 1 for 3 minutes. Blending of the mixture was continued for an additional 16 minutes.
  • Chocolate chips were added while blending for 1 minute at speed 1 to permit the chips to melt into mixture.
  • the mixture was transferred to the cake pan and molded flat to ⁇ fraction (3/4) ⁇ inch height and frozen.
  • the frozen sheet was cut into squares and frozen on a baling sheet.
  • the frozen nougat squares were placed in a freezer bag for storage.
  • the nougat had a creamy appearance and a golden caramel colour. The texture was smooth, chewy and soft. The nougat had a sweet taste and no off odours. The candy nougat was comparable in flavour, colour, texture and odour characteristics to an egg-based control.
  • This Example illustrates the utilization of the canola protein isolate in a baked meringue to illustrate foaming in place of the egg white conventionally used.
  • a baked meringue was prepared from the formulation set forth in the following Table V: TABLE V Weight Percentage Ingredient (g) (%) CPI A10-05 11.6 3.5 Water 85.2 26.0 Salt 0.4 0.1 Berry Sugar (1) 161.7 49.3 Granulated Sugar (2) 55.3 17.0 Cornstarch 8.9 2.7 Lemon juice 4.7 1.4 Total 327.8 100.0
  • One tablespoon portions of the blend were placed onto a parchment lined baking sheet and baked in a 20 0 ° F. (95° C.) oven for 3 hours. The oven was turned off and the meringues left overnight in the oven.
  • the baked meringues exhibited a crisp, light, aerated texture and appearance.
  • This Example illustrates the utilization of the canola protein isolate in a salad dressing to illustrate emulsification in place of whole egg or gums conventionally used.
  • a salad dressing was prepared from the formulation set forth in the following Table VI: TABLE VI Weight Percentage Ingredient (g) (%) CPI A10-05 1.2 0.5 Vinegar, 5% acetic acid 31.0 14.0 Canola oil 147.0 66.2 Sugar, fine granulated 19.9 9.0 Salt 0.5 0.2 Pepper 0.4 0.2 Water 22.0 9.9 Total 222.0 100.0
  • Canola protein isolate, sugar, salt and pepper were placed in a Hobart bowl mixer. Vinegar and water were then added. The mixture was blended at speed 3 using the whisk attachment for 30 seconds. The sides and bottom of the bowl were then scraped. The mixture was blended at speed 3 for a further 5 minutes while slowly adding the oil.
  • the emulsified salad dressing had a light golden colour typical of commercial vinaigrette dressing. Pepper particles were suspended throughout the emulsion. The dressing had an acceptable vinegar taste and a light aerated texture. No off odours and off flavours were detected.
  • This Example illustrates the use of the canola protein isolate in glazed hot cross buns in place of egg white or whole egg conventionally used and illustrating film-forming properties.
  • Glazed hot cross buns were prepared from the formulation set forth in the following Table VII: TABLE VII Bun Formulation Batch Produced Percentage Ingredient (g) (%) Dawn Hot Cross Bun Mix 340.8 49.5 Water 170.4 24.8 Yeast (instant rising) 6.3 0.9 Currants 85.2 12.4 Mixed Fruit (glace cake mix) 85.2 12.4 Total 687.9 100.0 Glaze Formulation Batch Produced Ingredient (g) Percent CPI A10-02 12.0 21.3 Salt 0.3 0.7 Water 44.0 78.0 Total 56.3 100.0
  • the hot cross bun mix, yeast and water were placed in a Hobart bowl mixer and mixed with the paddle attachment at speed 1 for 3 minutes.
  • the dough was kneaded on a cutting board until firm, not sticky and elastic. Currants and mixed fruit were weighed in a bowl and 1 tsp of flour was added. The fruit and flour were manually mixed to lightly coat the fruit surface. The fruit next was added to the dough in the Hobart bowl mixer and mixed at speed 1 for 1 minute.
  • the paddle was removed and the dough slightly rounded.
  • the dough was covered with a tea towel and left to ferment for 20 minutes.
  • the dough was scaled on a cutting board into 50 g portions, covered with a tea towel and left to rest for 15 minutes.
  • the dough was rounded and panned into a cake pan, the dough was covered with a tea towel and proofed for 90 minutes by placing the pan on a warm stovetop.
  • a protein wash was prepared by mixing the canola protein isolate, salt and water. The surface of the dough was coated four times with protein washes using a pastry brush. The dough then was baked at 380° F. (195° C.) for 17 minutes.
  • the surface of the hot cross buns was golden coloured and shiny with a firm outer layer. No off odours and flavours were detected.
  • This Example illustrates the use of the canola protein in glazed dinner rolls in place of egg white conventionally used and illustrating film-forming properties.
  • Glazed dinner rolls were prepared from the formulation set forth in the following Table VIII: TABLE VIII Dinner Roll Formulation Batch Produced Percentage Ingredient (g) (%) Water, tap 265.0 33.0 All Purpose Flour 430.0 53.5 Skim milk powder 9.9 1.2 Sugar 46.6 5.8 Salt 5.1 0.6 Butter 40.0 5.0 Yeast (Instant Active Dry) 7.2 0.9 Total 803.8 100.0 Glaze Formulation Batch Produced Ingredient (g) Percent CPI A10-05 12.0 21.3 Salt 0.3 0.7 Water 44.0 78.0 Total 56.3 100.0
  • Tepid water was added to a bread pan (Westbend Automatic Bread and Dough Maker).
  • the flour, milk powder, sugar and salt were added to the bread pan and the bread pan was gently tapped to level the ingredients.
  • the butter was cut into 4 pieces and placed in each corner of the bread pan.
  • a well was formed in the dry ingredients (preventing sugar exposure to yeast) and the yeast was added into the well.
  • the bread machine was set to the “Dough” setting (1 hour, 20 minutes) and the machine started and locked. When done, the dough was removed and placed on a floured cutting board, covered and let rest for 15 minutes.
  • the dough was shaped into rolls (18), which were placed in a baking pan, covered and allow to rise (to twice its size) in a warm draft-free environment (60 minutes).
  • a protein wash was prepared by mixing the canola protein isolate, salt and water. The tops of the rolls were brushed four times with the protein wash using a pastry brush. The rolls then were baked at 350° F. (195° C.) for 18 minutes.
  • the surface of the dinner rolls was shiny, glossy and golden brown with a firm outer layer. No odours and flavours were detected.
  • This Example illustrates the use of the canola protein isolate in a caramel sauce, in place of the corn starch conventionally used, and illustrating the viscosity properties of the isolate.
  • a caramel sauce was prepared from the formulation set forth in the following Table IX: TABLE IX Batch Size Percentage Ingredient Produced (g) (%) Evaporated milk, 2% m.f. 407.6 66.1 CPI A10-05 6.0 1.0 Brown Sugar 75.6 12.3 White Sugar 106.3 17.2 Margarine 15.0 2.4 Vanilla extract, pure 5.9 1.0 Total 616.4 100.0
  • Evaporated milk and the canola protein isolate were combined in a saucepan and stirred with a rubber spatula until dissolved.
  • Margarine, vanilla, white sugar and brown sugar were added and the mixture stirred with a whisk and cooked over medium heat until the mixture reached 85° C. (185° F.) and then held for 20 minutes.
  • the caramel sauce looked creamy, smooth and had a golden caramel colour and light caramel odour.
  • the texture was smooth and uniform similar to a control caramel sauce thickened with cornstarch.
  • the sauce had a rich, sweet, caramel flavour with a light buttery taste.
  • This Example illustrates the use of the canola protein isolate in a mayonnaise in place of the egg yolk conventionally used and illustrating emulsification.
  • a mayonnaise was prepared from the formulation set forth in the following Table X: TABLE X Batch Produced Percentage Ingredient (g) (%) CPI A10-04 2.6 1.0 Skim milk powder, low temp. 1.8 0.7 Water 38.3 14.6 Mustard powder 1.6 0.6 Sugar, white fine granulated 4.4 1.6 Canola oil (1) 38.6 14.7 Vinegar, 5% acetic acid 10.9 4.2 Canola oil (2) 159.4 60.8 Lemon Juice 4.8 1.8 Total 262.4 100.0
  • the canola protein isolate and skim milk powder were placed in a Hobart bowl mixer.
  • the water was added to the Hobart bowl and the blend was manually mixed to wet the dry ingredients.
  • the sugar and mustard powder were added to the mixed ingredients and blended for 2 minutes using the whisk attachment at speed 3.
  • the blend was stopped and the sides and bottom of the bowl were scraped.
  • a first amount of canola oil (1) was added and mixed for 30 seconds.
  • the bowl was scraped.
  • the vinegar was added and mixed for 30 seconds.
  • the bowl was scraped.
  • the second amount of canola oil (2) was placed into a sealed Ziploc style bag and a pinhole-sized opening was cut in one corner of the bag.
  • the canola oil and lemon juice were added simultaneously while blending for 5 minutes at speed 3.
  • the bowl was scraped and the mixture blended for an additional 30 seconds at speed 3.
  • the mayonnaise had a creamy, smooth mouthfeel and a light pale yellow colour.
  • the mayonnaise was spreadable with a knife and had a texture similar to the control product made with egg yolk. No off odours and flavours were detected.
  • This Example illustrates the use of the canola protein isolate in cake doughnuts in place of whole egg conventionally employed and to illustrate the reduced fat absorption property.
  • the resulting dough was placed on a floured cutting board, kneaded into a ball, the surface of the ball floured and then rolled flat to half inch thickness.
  • the dough sheet was cut with a doughnut cutter and the doughnuts and holes were placed on parchment paper.
  • a fryer SEB Safety Super Fryer Model 8208 was preheated to the set temperature of 374° F. (190° C.). The doughnuts were placed in the fryer basket and fried for 60 seconds each side. The fried doughnuts were placed on paper towel layered grilling racks.
  • the doughnuts had a golden brown colour and a smooth, even, exterior surface. The texture was cake-like with a slightly crispy surface. The doughnuts had a sweet cinnamon flavour and exhibited no off flavours or odours as compared to the control.
  • This Example illustrates the use of the canola protein isolate in battered vegetables and fish in place of whole egg conventionally used, illustrating adhesion properties.
  • Onions were peeled and sliced into 1 ⁇ 4 inch slices and separated into rings. Mushrooms and zucchini were washed and then zucchini cut into ⁇ fraction (1/4) ⁇ inch slices. Fish was cut into 2 inch strips.
  • Flour was manually mixed with protein, baking powder, salt and sugar. The mixture was dry blended thoroughly using a fork. Shortening was melted in a microwave oven for 45 seconds at level 8. Milk, water and melted shortening were combined and added to the dry ingredients. The mixture was blended manually until smooth.
  • the vegetable and fish pieces were dipped into batter.
  • a fryer basket was lowered into canola oil preheated to 374° F. (190° C.) and the battered pieces placed into the fryer oil.
  • Each side was fried (onion rings and fish—30 to 45 seconds each side, zucchini and mushrooms—1 minute each side) and then removed from the fryer.
  • the fried foods were placed onto paper towel to absorb oil.
  • Freshly battered and fried vegetable and fish pieces were golden brown coloured and crisp. The batter adhered to the pieces well. The battered products and control products made using whole egg were similar in sensory and handling characteristics. No off odours or flavours were detected.
  • This Example illustrates the utilization of the canola protein isolate in forming texturized or spun canola protein.
  • the fiber forming properties of canola protein isolate was illustrated in the preparation of texturized canola protein.
  • the texturized canola protein was made using canola protein isolate made by wetting spray dried isolate using the concentrations set forth in the following Table XIV: TABLE XIV Ingredient Amount (g) Percentage (%) CPI A11-01 20.0 58.0 Water 14.5 42.0 Total 34.5 100.00
  • Spray dried canola protein isolate and water were placed in a bowl.
  • the protein was dispersed by manually stirring the solution with a spoon until all the protein was wet.
  • This liquid mixture was added to a 5 cc syringe and then extruded into water held between 95° and 99° C.
  • Long spaghetti-like fibers formed along the surface of the water.
  • the long protein strands were manually turned over in order to facilitate even heat treatment to both sides of the product. The strands were removed from the water and the excess water was removed using absorbent towels.
  • the canola protein isolates formed long elastic fibers, golden yellow in colour.
  • This Example illustrates the solubility of the canola protein isolate.
  • the pH of the protein solution was adjusted to 4.0, 4.5, 5.0, 5.5, 6.0, 6.5, 7.0, 7.5 and 8.0 with 0.1 M NaOH or 5% HCl.
  • a small sample of each pH adjusted solution was collected for protein determination.
  • 30 ml of the pH adjusted solutions were poured into 45 ml centrifuge vials and centrifuged for 10 minutes at 10,000 rpm. After centrifugation, the supernatant protein concentration for each of the pH adjusted samples was determined.
  • % solubility % ⁇ ⁇ protein ⁇ ⁇ after ⁇ ⁇ centrifugation % ⁇ ⁇ protein ⁇ ⁇ before ⁇ ⁇ centrifugation ⁇ 100
  • the canola protein isolate was quite soluble at all pH's tested, but has least solubility around neutral pH (6.5 to 7.0).
  • This Example illustrates the foaming properties of the canola protein isolate.
  • the canola protein isolate created a nice foam. There was very little difference in the % overrun between 10 and 15 minutes for egg albumen and the canola protein isolate, indicating that these proteins reached their maximum foaming capacity in a shorter amount of time. The considerable amount of drainage from the foam after 15 minutes indicated a lack of foam stability for the canola protein isolate.
  • the canola protein isolate performed significantly better than xanthan gum and soy for oil holding capacity and that the canola protein isolate performed very similar to egg yolk.
  • the present invention provides a variety of food products where proteins used to provide a wide variety of functionalities are replaced, wholly or partially, by a highly pure canola protein isolate. Modifications are possible within the scope of the invention.

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20070131010A1 (en) * 2005-10-14 2007-06-14 Archer-Deniels-Midland Company Fertilizer compositions and methods of using
US20080269053A1 (en) * 2007-04-26 2008-10-30 Less John F Amino Acid Compositions and Methods of Using as Fertilizer
US20090286961A1 (en) * 2008-05-16 2009-11-19 Bio Extraction Inc. Protein concentrates and isolates, and processes for the production thereof
US20110172395A1 (en) * 2008-07-11 2011-07-14 Martin Schweizer Soluble canola protein isolate production
US8486675B2 (en) 2009-11-11 2013-07-16 Bioexx Specialty Proteins Ltd. Protein concentrates and isolates, and processes for the production thereof from macroalgae and/or microalgae
US8535907B2 (en) 2009-11-11 2013-09-17 Bioexx Specialty Proteins Ltd. Protein concentrates and isolates, and processes for the production thereof from toasted oilseed meal
US8623445B2 (en) 2008-05-16 2014-01-07 Bio-Extraction Inc. Protein concentrates and isolates, and processes for the production thereof
US8821955B2 (en) 2008-05-16 2014-09-02 Siebte Pmi Verwaltungs Gmbh Protein concentrates and isolates, and processes for the production thereof
IT201800006640A1 (it) * 2018-06-25 2019-12-25 Formulazione alimentare emulsionata a base vegetale
US11457644B2 (en) * 2016-07-07 2022-10-04 Dsm Ip Assets B.V. Emulsion comprising rapeseed protein isolate
US11564403B2 (en) 2016-07-07 2023-01-31 Dsm Ip Assets B.V. Soluble rapeseed protein isolate
US11844363B2 (en) 2015-12-17 2023-12-19 Dsm Ip Assets B.V. Gluten free native rapeseed protein isolate
US11903396B2 (en) 2016-07-07 2024-02-20 Dsm Ip Assets B.V. Process for making a soluble rapeseed protein isolate

Families Citing this family (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2311799C2 (ru) * 2001-05-04 2007-12-10 Баркон Ньютрасайнс (Мб) Корп. Пищевая композиция и способ получения пищевой композиции
PT1482809E (pt) * 2002-03-12 2010-01-19 Burcon Nutrascience Mb Corp Funcionalidade iii de um isolado de proteína de canola
PT1494541E (pt) * 2002-04-15 2011-08-31 Burcon Nutrascience Mb Corp Composições de isolado de proteína de canola
US8470385B2 (en) 2004-01-20 2013-06-25 Burcon Nutrascience (Mb) Corp. Beverage having purified or isolate protein component
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US8460741B2 (en) 2004-01-20 2013-06-11 Burcon Nutrascience (Mb) Corp. Process for the preparation of a canola protein isolate
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DE102004031647A1 (de) * 2004-06-28 2006-01-26 Fachhochschule Fulda vertreten durch den Präsidenten Proteinreiches, pflanzliches Lebensmittel und Verfahren zu seiner Herstellung
US8877281B2 (en) * 2005-09-21 2014-11-04 Burcon Nutrascience (Mb) Corp. Preparation of canola protein isolate involving isoelectric precipitation
WO2008000213A2 (de) * 2006-06-30 2008-01-03 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. Hochkonzentriertes pflanzliches proteinpräparat und verfahren zur herstellung desselben
US20100036099A1 (en) * 2008-07-11 2010-02-11 Martin Schweizer Soluble canola protein isolate production ("nutratein")
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US8513487B2 (en) * 2011-04-07 2013-08-20 Zenon LISIECZKO Plants and seeds of spring canola variety ND-662c
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WO2018007490A1 (en) * 2016-07-07 2018-01-11 Dsm Ip Assets B.V. Foam comprising rapeseed protein isolate
JP6814565B2 (ja) * 2016-08-03 2021-01-20 日清フーズ株式会社 ドーナツ用ミックス及びドーナツの製造方法
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WO2023021226A2 (en) * 2021-12-16 2023-02-23 Dsm Ip Assets B.V. Cereal flour based dough

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4169090A (en) * 1976-09-30 1979-09-25 General Foods, Limited Protein product and process for preparing same
US4208323A (en) * 1978-03-23 1980-06-17 General Foods, Limited Process for isolation of proteins using food grade salt solutions at specified pH and ionic strength
US4285862A (en) * 1976-09-30 1981-08-25 General Foods, Limited Protein isolate product
US4418013A (en) * 1981-03-16 1983-11-29 General Foods, Inc. Rapeseed protein isolate
US5844086A (en) * 1996-01-31 1998-12-01 Stilts Corporation Oil seed protein extraction

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2077739B (en) * 1980-06-11 1983-10-26 Gen Foods Ltd Process for isolation of proteins using food grade salt solutions at specified ph and ionic strength
DD202800A1 (de) * 1982-01-28 1983-10-05 Adw Der Ddr Berlin Adlershof Verfahren zur gewinnung gereinigter proteinisolate
US4889921A (en) * 1987-04-29 1989-12-26 The University Of Toronto Innovations Foundation Production of rapeseed protein materials
NZ529509A (en) * 2001-05-04 2005-01-28 Burcon Nutrascience Mb Corp Production of oil seed protein isolate

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4169090A (en) * 1976-09-30 1979-09-25 General Foods, Limited Protein product and process for preparing same
US4285862A (en) * 1976-09-30 1981-08-25 General Foods, Limited Protein isolate product
US4208323A (en) * 1978-03-23 1980-06-17 General Foods, Limited Process for isolation of proteins using food grade salt solutions at specified pH and ionic strength
US4418013A (en) * 1981-03-16 1983-11-29 General Foods, Inc. Rapeseed protein isolate
US5844086A (en) * 1996-01-31 1998-12-01 Stilts Corporation Oil seed protein extraction
US6005076A (en) * 1996-01-31 1999-12-21 B.M.W.Canola Inc. Oil seed protein extraction

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7811352B2 (en) 2005-10-14 2010-10-12 Archer-Daniels-Midland Company Fertilizer compositions and methods of using
US20080134737A1 (en) * 2005-10-14 2008-06-12 Archer-Daniels-Midland Company Fertilizer compositions and methods of using
US20070131010A1 (en) * 2005-10-14 2007-06-14 Archer-Deniels-Midland Company Fertilizer compositions and methods of using
US7776124B2 (en) 2005-10-14 2010-08-17 Archer-Daniels-Midland Company Fertilizer compositions and methods of using
US20080269053A1 (en) * 2007-04-26 2008-10-30 Less John F Amino Acid Compositions and Methods of Using as Fertilizer
US8529981B2 (en) 2008-05-16 2013-09-10 Bioexx Specialty Proteins Ltd. Protein concentrates and isolates, and processes for the production thereof
US8623445B2 (en) 2008-05-16 2014-01-07 Bio-Extraction Inc. Protein concentrates and isolates, and processes for the production thereof
US8821955B2 (en) 2008-05-16 2014-09-02 Siebte Pmi Verwaltungs Gmbh Protein concentrates and isolates, and processes for the production thereof
US20090286961A1 (en) * 2008-05-16 2009-11-19 Bio Extraction Inc. Protein concentrates and isolates, and processes for the production thereof
US20110172395A1 (en) * 2008-07-11 2011-07-14 Martin Schweizer Soluble canola protein isolate production
US8580330B2 (en) * 2008-07-11 2013-11-12 Burcon Nutrascience (Mb) Corp. Method of producing a canola protein isolate
US8535907B2 (en) 2009-11-11 2013-09-17 Bioexx Specialty Proteins Ltd. Protein concentrates and isolates, and processes for the production thereof from toasted oilseed meal
US8486675B2 (en) 2009-11-11 2013-07-16 Bioexx Specialty Proteins Ltd. Protein concentrates and isolates, and processes for the production thereof from macroalgae and/or microalgae
US11844363B2 (en) 2015-12-17 2023-12-19 Dsm Ip Assets B.V. Gluten free native rapeseed protein isolate
US11457644B2 (en) * 2016-07-07 2022-10-04 Dsm Ip Assets B.V. Emulsion comprising rapeseed protein isolate
US11564403B2 (en) 2016-07-07 2023-01-31 Dsm Ip Assets B.V. Soluble rapeseed protein isolate
US11903396B2 (en) 2016-07-07 2024-02-20 Dsm Ip Assets B.V. Process for making a soluble rapeseed protein isolate
IT201800006640A1 (it) * 2018-06-25 2019-12-25 Formulazione alimentare emulsionata a base vegetale
WO2020002345A1 (en) * 2018-06-25 2020-01-02 Barilla G. E R. Fratelli S.P.A. Vegetable-based emulsified food formulation

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US20030170376A1 (en) 2003-09-11
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