WO2004086882A1 - Powderous formulations of fat-soluble active ingredients - Google Patents

Powderous formulations of fat-soluble active ingredients Download PDF

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Publication number
WO2004086882A1
WO2004086882A1 PCT/EP2004/003110 EP2004003110W WO2004086882A1 WO 2004086882 A1 WO2004086882 A1 WO 2004086882A1 EP 2004003110 W EP2004003110 W EP 2004003110W WO 2004086882 A1 WO2004086882 A1 WO 2004086882A1
Authority
WO
WIPO (PCT)
Prior art keywords
protein
fat
formulations according
lupin
composition
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/EP2004/003110
Other languages
English (en)
French (fr)
Other versions
WO2004086882A8 (en
Inventor
Elger Funda
Torsten Huber
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
DSM IP Assets BV
Original Assignee
DSM IP Assets BV
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 DSM IP Assets BV filed Critical DSM IP Assets BV
Priority to US10/551,197 priority Critical patent/US20060257453A1/en
Priority to DE602004025212T priority patent/DE602004025212D1/de
Priority to JP2006504839A priority patent/JP4716982B2/ja
Priority to KR1020057018685A priority patent/KR101109832B1/ko
Priority to EP04722828A priority patent/EP1608237B1/en
Priority to AT04722828T priority patent/ATE455471T1/de
Publication of WO2004086882A1 publication Critical patent/WO2004086882A1/en
Publication of WO2004086882A8 publication Critical patent/WO2004086882A8/en
Anticipated expiration legal-status Critical
Priority to US13/294,676 priority patent/US20120059070A1/en
Ceased legal-status Critical Current

Links

Classifications

    • 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 OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L5/00Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
    • A23L5/40Colouring or decolouring of foods
    • A23L5/42Addition of dyes or pigments, e.g. in combination with optical brighteners
    • A23L5/43Addition of dyes or pigments, e.g. in combination with optical brighteners using naturally occurring organic dyes or pigments, their artificial duplicates or their derivatives
    • A23L5/44Addition of dyes or pigments, e.g. in combination with optical brighteners using naturally occurring organic dyes or pigments, their artificial duplicates or their derivatives using carotenoids or xanthophylls
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/14Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
    • 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
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/115Fatty acids or derivatives thereof; Fats or oils
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/15Vitamins
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/15Vitamins
    • A23L33/155Vitamins A or D
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/17Amino acids, peptides or proteins
    • A23L33/185Vegetable proteins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/42Proteins; Polypeptides; Degradation products thereof; Derivatives thereof, e.g. albumin, gelatin or zein
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64Proteins; Peptides; Derivatives or degradation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64Proteins; Peptides; Derivatives or degradation products thereof
    • A61K8/645Proteins of vegetable origin; Derivatives or degradation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/67Vitamins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Definitions

  • the present invention is concerned with novel stable powderous formulations comprising a fat-soluble active ingredient, and a process for their preparation.
  • novel compositions of this invention can be used as additives for food, beverages, animal feeds, cosmetics or drugs to incorporate said fat-soluble ingredients into such application forms.
  • the present invention is concerned with stable powderous formulations comprising a fat-soluble active ingredient in a matrix of a native lupin protein composition.
  • the term “native lupin protein” denotes a lupin protein as it is found in natural products such as lupin seeds and has not been modified by hydrolysis.
  • the term “domaind” proteins is understood to include lupin proteins which have undergone post-isoelectric precipitation and are generally known as "restructured” proteins, see international patent application WO 99/11143 and references contained therein.
  • native lupin protein composition denotes any composition comprising native lupin protein as obtainable from natural lupin protein sources.
  • native lupin protein compositions are lupin protein concentrates, which have a protein content of 60 % up to 90 % by weight (hereinafter : wt.-%), generally from 50-96 wt.-%, typically about 65-70 wt.-% of protein; and lupin protein isolates, which term is generally used in the art to define protein preparations containing more than about 90 wt.-% of protein.
  • the residual constituents (4-50 wt.-%) of such concentrates and isolates are, besides water and oil, primarily plant fibers.
  • lupin concentrates having a protein content of about 60- 90 wt.-%, isolates having a protein content of more than 90 wt.-%, and flours having a protein content of about 40-60 wt.-%,
  • Lupine Angustifolius, Lupine Albus oder Lupine Luteus can be used.
  • protein compositions derived from Lupine Angustifolius and Lupine Albus are preferred.
  • fat-soluble active ingredient denotes any physiologically active ingredient that is soluble in lipids and insoluble or sparingly soluble in water.
  • fat-soluble active ingredients are fat-soluble vitamins, viz., vitamin A, D, E and K and derivatives thereof such as vitamin A esters, e.g. vitamin A acetate and palmiate, and vitamin E esters, e.g.
  • carotenoids and carotinoid derivatives e.g., are ⁇ - or ⁇ -carotene, 8'-apo- ⁇ -carotenal, 8'-apo- ⁇ -carotenoic acid esters such as the ethyl ester, canthaxanthin, astaxanthin, astaxanthin esters, lycopene, lutein, zeaxanthin or crocetin and their derivatives; polyunsaturated fatty acids, e.g. eicosapentaenoic acid, docosahexaenoic acid, arachidonic acid and and ⁇ -linolenic acid and/or ethylester.
  • carotenoids and carotinoid derivatives e.g., are ⁇ - or ⁇ -carotene, 8'-apo- ⁇ -carotenal, 8'-apo- ⁇ -carotenoic acid esters such as the ethyl ester, canthax
  • the fat-soluble active ingredient maybe present in the formulation in an amount of from about 0.1 wt.-% to about 80 wt.-%, especially from about 0.5 wt.-% to about 60 wt.-%, based on the total weight of the composition.
  • the novel formulations additionally contain a reducing sugar, e.g. glucose, fructose, or xylose in an amount of from about 0.1 wt.-% to about 70 wt.-%, especially from about 1.0 to about 10 wt.-%, based on the total weight of the composition.
  • a reducing sugar e.g. glucose, fructose, or xylose in an amount of from about 0.1 wt.-% to about 70 wt.-%, especially from about 1.0 to about 10 wt.-%, based on the total weight of the composition.
  • Such formulations can be submitted to heat- treatment to cause cross-linking of the sugar with the protein in a Maillard type reaction.
  • Crosslinking can be also achieved by treatment with enzymes like transglutaminase in a manner know per se, see, e.g., US 5,156,956.
  • the cross-linked formulations have been found to exhibit increased stability.
  • the novel formulations can be obtained by a process which comprises preparing an aqueous emulsion of the fat-soluble active ingredient and the native lupin protein composition, if desired, adding a reducing sugar, converting the emulsion into a dry powder and, if a reducing sugar was added, submitting the dry powder to cross-linking the sugar with the protein by heat treatment or by treatment with a cross-linking enzyme.
  • the protein composition is dispersed in water.
  • the fat-soluble active ingredient is emulsified, suitably in liquid state, i.e.
  • a suspension of the solid active maybe produced by appropriate procedures like milling.
  • the emulsion is then, optionally after removal of excess solvent, spray-dried.
  • the spray-drying can effected be using conventional technology of spray-drying, spray drying in combination with fluidized-bed granulation (the latter technique commonly known as fiuidized spray drying or FSD), or by a powder-catch technique where sprayed emulsion droplets are caught in a bed of an absorbant such as starch or calcium silicate and subsequently dried.
  • the novel formulations may additionally contain other proteins or hydrolyzed proteins that act as protective colloids, e.g. soy proteins or, hydrolyzed soy proteins.
  • additional proteins may be present in the formulations of the invention in an amount of from 10-50 wt.-% based on the total amount of protein in the formulation.
  • the present invention is concerned with food, beverages, animal feeds, cosmetics and drugs which comprise the novel formulations of the present invention.
  • novel formulations of this invention may further contain adjuvants and/or excipients such as one or more of a mono- di-, oligo- or polysaccharide, a triglyceride, a water- soluble antioxidant, a fat-soluble antioxidant, silicic acid, Ca-silicate, Ca-carbonate and water.
  • adjuvants and/or excipients such as one or more of a mono- di-, oligo- or polysaccharide, a triglyceride, a water- soluble antioxidant, a fat-soluble antioxidant, silicic acid, Ca-silicate, Ca-carbonate and water.
  • Examples of mono- and disaccharides which maybe present in the formulations of the present invention are saccharose, invert sugar, glucose, fructose, lactose and maltose.
  • Examples of oligo- or polysaccharides which may be present in the compositions of the present invention are starch, modified starch and starch hydrolysates, such as dextrins and maltodextrins, especially such in the range of 5-65 dextrose equivalents (hereinafter: DE) and glucose syrup, especially such in the range of 20-95 DE.
  • DE dextrins and maltodextrins
  • glucose syrup especially such in the range of 20-95 DE.
  • DE dextrins and maltodextrins
  • the triglyceride is suitably a vegetable oil or fat, such as corn oil, sunflower oil, soybean oil, safflower oil, rape seed oil, arachis oil, palm oil, palm kernel oil, cotton seed oil or cocos oil.
  • the water-soluble antioxidant may be ascorbic acid and salts thereof, e.g., sodium ascorbate, and the like.
  • the fat-soluble antioxidant may be a tocopherol, e.g., dl- ⁇ - tocopherol (i.e., synthetic tocopherol), d- ⁇ -tocopherol (i.e., natural tocopherol), ⁇ - and ⁇ - tocopherol and mixtures thereof; ascorbic acid esters of fatty acids such as ascorbyl palmitate or stearate; butyl hydroxy toluene (BHT); butyl hydroxy anisol (BHA); propyl gallate; or t-butyl hydroxy quinoline; or 6-ethoxy-l,2-dihydroxy-2,2,4-trimethylquinoline (EMQ).
  • dl- ⁇ - tocopherol i.e., synthetic tocopherol
  • d- ⁇ -tocopherol i.e., natural tocopherol
  • the emulsion was then diluted with ca. 25 ml of water and about 300 g of the emulsion was sprayed in a spraying pan in a bed of Ca-silicate at about 5° C by means of a rotating spraying nozzle.
  • the so- obtained beadlets are separated from excess Ca-silicate by sieving and dried. There were obtained ca. 100 g of dry powder having a vitamin A content of ca. 850'000 IEA/g.
  • Example 3 The vitamin A dry powder obtained in Example 1 is stirred at a temperature of 135 °C for 35 minutes.
  • the so-obtained product was insoluble in hot water and had a vitamin A content of ca. 570O00 IEA/g.
  • Example 3

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Polymers & Plastics (AREA)
  • Food Science & Technology (AREA)
  • Nutrition Science (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Epidemiology (AREA)
  • Mycology (AREA)
  • Birds (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Medicinal Chemistry (AREA)
  • Biochemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Dermatology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Inorganic Chemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Medicinal Preparation (AREA)
  • Cosmetics (AREA)
  • Fodder In General (AREA)
  • Edible Oils And Fats (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Fats And Perfumes (AREA)
PCT/EP2004/003110 2003-04-03 2004-03-24 Powderous formulations of fat-soluble active ingredients Ceased WO2004086882A1 (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
US10/551,197 US20060257453A1 (en) 2003-04-03 2004-03-24 Powderous formulations of fat-soluble active ingredients
DE602004025212T DE602004025212D1 (de) 2003-04-03 2004-03-24 Pulverförmige zusammensetzungen von fettlöslichen substanzen
JP2006504839A JP4716982B2 (ja) 2003-04-03 2004-03-24 脂溶性活性成分の粉末状配合物
KR1020057018685A KR101109832B1 (ko) 2003-04-03 2004-03-24 지용성 활성 성분의 분말 제형
EP04722828A EP1608237B1 (en) 2003-04-03 2004-03-24 Powderous formulations of fat-soluble active ingredients
AT04722828T ATE455471T1 (de) 2003-04-03 2004-03-24 Pulverförmige zusammensetzungen von fettlöslichen substanzen
US13/294,676 US20120059070A1 (en) 2003-04-03 2011-11-11 Powderous formulations of fat-soluble active ingredients

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP03007677.2 2003-04-03
EP03007677 2003-04-03

Related Child Applications (2)

Application Number Title Priority Date Filing Date
US10/551,197 A-371-Of-International US20060257453A1 (en) 2003-04-03 2004-03-24 Powderous formulations of fat-soluble active ingredients
US13/294,676 Continuation US20120059070A1 (en) 2003-03-04 2011-11-11 Powderous formulations of fat-soluble active ingredients

Publications (2)

Publication Number Publication Date
WO2004086882A1 true WO2004086882A1 (en) 2004-10-14
WO2004086882A8 WO2004086882A8 (en) 2004-12-23

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ID=33104049

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2004/003110 Ceased WO2004086882A1 (en) 2003-04-03 2004-03-24 Powderous formulations of fat-soluble active ingredients

Country Status (9)

Country Link
US (3) US20060257453A1 (enExample)
EP (1) EP1608237B1 (enExample)
JP (1) JP4716982B2 (enExample)
KR (1) KR101109832B1 (enExample)
CN (2) CN103181566A (enExample)
AT (1) ATE455471T1 (enExample)
DE (1) DE602004025212D1 (enExample)
ES (1) ES2339661T3 (enExample)
WO (1) WO2004086882A1 (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008089735A1 (de) * 2007-01-23 2008-07-31 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. Wasserhaltiges pflanzliches proteinpräparat und verfahren zur herstellung desselben

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010127414A1 (en) * 2009-05-08 2010-11-11 George Weston Foods Limited Oil-in-water emulsifier
WO2010127415A1 (en) * 2009-05-08 2010-11-11 George Weston Foods Limited Water-in-oil emulsifier
CA2983465A1 (en) * 2015-08-14 2017-02-23 Russell W. Day Ruminal protection of lipids, lipid-bearing materials, and bioactive aliments
EP3351118A1 (en) * 2017-01-20 2018-07-25 Zhejiang Medicine Co., Ltd. Xinchang Pharmaceutical Factory Fat-soluble active ingredient composition, microcapsule and uses thereof and process of preparation
CN115137018B (zh) * 2021-03-30 2024-03-15 新发药业有限公司 一种维生素a及其衍生物组合物

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4892727A (en) * 1985-07-24 1990-01-09 Societe Anonyme Dite: L'oreal Cosmetic or dermopharmaceutical compositions containing a powder of sweet lupine seeds essentially free of alkaloids
RU2017434C1 (ru) * 1991-04-04 1994-08-15 Головченко Владимир Иванович Диетический пектинобелковый продукт "лювит"
WO1999011143A1 (en) * 1997-09-01 1999-03-11 E.I. Du Pont De Nemours And Company Functional protein concentrates and isolates
EP1106174A1 (en) * 1999-12-09 2001-06-13 F. Hoffmann-La Roche Ag Compositions containing fat-soluble vitamins
EP1405572A1 (en) * 2002-10-04 2004-04-07 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. Modified lupin proteins for the preparation of water dispersible product forms of fat soluble compounds

Family Cites Families (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2835592A (en) * 1957-04-26 1958-05-20 Gen Foods Corp Flavor
US2897118A (en) * 1957-05-24 1959-07-28 Merck & Co Inc Stable vitamin a compositions
US3549555A (en) * 1968-10-08 1970-12-22 Ncr Co Encapsulation of lipophilic liquid-in-hydrophilic liquid emulsions
US4395422A (en) * 1981-04-06 1983-07-26 Basf Wyandotte Corporation Spray dried vitamin E powder
US4670247A (en) * 1983-07-05 1987-06-02 Hoffman-Laroche Inc. Process for preparing fat-soluble vitamin active beadlets
JPS63186799A (ja) * 1987-01-29 1988-08-02 不二製油株式会社 油脂粉末の製造方法
JPH0665280B2 (ja) * 1987-03-04 1994-08-24 味の素株式会社 タンパクゲル化剤及びそれを用いるタンパクのゲル化方法
JP2601300B2 (ja) * 1987-04-06 1997-04-16 旭化成工業株式会社 粉状または粒状油脂およびその製造方法
JPS6418439A (en) * 1987-07-14 1989-01-23 Nippon Oils & Fats Co Ltd Powdery fat coated with crosslinked coating and its manufacture
US5153177A (en) * 1991-01-10 1992-10-06 Basf Corporation Process for incorporating a material in a crosslinked gelatin, and product therefrom
DE4141351A1 (de) * 1991-12-14 1993-06-17 Basf Ag Stabile pulverfoermige vitamin- und/oder carotinoid-praeparate und verfahren zu deren herstellung
US5853761A (en) * 1995-02-13 1998-12-29 Fujisawa Pharmaceutical Co., Ltd. Stabilizing agent for oleaginous, physiologically active substances
ES2199450T3 (es) * 1997-07-15 2004-02-16 Coletica Particulas, en particular micro- o nanoparticulas de proteinas vegetales reticuladas, su procedimiento de preparacion y composiciones cosmeticas, farmaceuticas o alimentarias que las contienen.
FR2766090B1 (fr) * 1997-07-15 1999-10-08 Coletica Particules, en particulier micro- ou nanoparticules de proteines vegetales reticulees, leur procede de preparation et compositions cosmetiques, pharmaceutiques ou alimentaires en contenant
GB9807256D0 (en) * 1998-04-03 1998-06-03 Du Pont Uk Functional protein compositions,emulsions based thereon and processes for their preparation
FR2777193B1 (fr) * 1998-04-14 2001-06-08 Coletica Particule a groupement hydroxamique chelatante d'ions metalliques et leur utilisation en cosmetique ou en pharmacie
DE19838189A1 (de) * 1998-08-24 2000-03-02 Basf Ag Stabile pulverförmige Vitamin- und Carotinoid-Zubereitungen und Verfahren zu deren Herstellung
JP2000083695A (ja) * 1998-09-16 2000-03-28 Ajinomoto Co Inc 低苦味ペプチドの製造法
JP2001078718A (ja) * 1999-08-27 2001-03-27 Basf Ag 活性成分調製剤の製造方法、活性成分調製剤及び食品又は飼料
US6328995B1 (en) * 1999-09-24 2001-12-11 Basf Aktiengesellschaft Stable vitamin and/or carotenoid products in powder form and process for their production
ES2238963T5 (es) * 1999-12-09 2017-04-04 Dsm Ip Assets B.V. Composiciones que contienen vitaminas solubles en grasas
US6423364B1 (en) * 2001-02-28 2002-07-23 Protein Technologies International, Inc. Functional food ingredient
GB2375340B (en) * 2001-05-10 2003-09-10 Croda Int Plc Gelatin substitute
KR100564504B1 (ko) * 2001-08-23 2006-03-29 디에스엠 아이피 어셋츠 비.브이. 안정화된 카로티노이드 조성물

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4892727A (en) * 1985-07-24 1990-01-09 Societe Anonyme Dite: L'oreal Cosmetic or dermopharmaceutical compositions containing a powder of sweet lupine seeds essentially free of alkaloids
RU2017434C1 (ru) * 1991-04-04 1994-08-15 Головченко Владимир Иванович Диетический пектинобелковый продукт "лювит"
WO1999011143A1 (en) * 1997-09-01 1999-03-11 E.I. Du Pont De Nemours And Company Functional protein concentrates and isolates
EP1106174A1 (en) * 1999-12-09 2001-06-13 F. Hoffmann-La Roche Ag Compositions containing fat-soluble vitamins
EP1405572A1 (en) * 2002-10-04 2004-04-07 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. Modified lupin proteins for the preparation of water dispersible product forms of fat soluble compounds

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch Week 199515, Derwent World Patents Index; Class D13, AN 1995-113373, XP002287568 *
KING J ET AL: "FUNCTIONAL PROPERTIES OF LUPIN PROTEIN ISOLATES (LUPINUS ALBUS CV MULTOLUPA)", JOURNAL OF FOOD SCIENCE, INSTITUTE OF FOOD TECHNOLOGISTS. CHICAGO, US, vol. 50, no. 1, 1985, pages 82 - 87, XP002068531, ISSN: 0022-1147 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008089735A1 (de) * 2007-01-23 2008-07-31 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. Wasserhaltiges pflanzliches proteinpräparat und verfahren zur herstellung desselben
EP2112888B1 (de) 2007-01-23 2016-06-22 Prolupin GmbH Wasserhaltiges pflanzliches proteinpräparat und verfahren zur herstellung desselben

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US20130253055A1 (en) 2013-09-26
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DE602004025212D1 (de) 2010-03-11
JP2006521798A (ja) 2006-09-28
EP1608237B1 (en) 2010-01-20
US20120059070A1 (en) 2012-03-08
KR20050113272A (ko) 2005-12-01
US20060257453A1 (en) 2006-11-16
JP4716982B2 (ja) 2011-07-06
ES2339661T3 (es) 2010-05-24
WO2004086882A8 (en) 2004-12-23
CN1809286A (zh) 2006-07-26
EP1608237A1 (en) 2005-12-28

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