WO1996023420A1 - Suspension d'astaxanthine - Google Patents

Suspension d'astaxanthine Download PDF

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Publication number
WO1996023420A1
WO1996023420A1 PCT/EP1996/000373 EP9600373W WO9623420A1 WO 1996023420 A1 WO1996023420 A1 WO 1996023420A1 EP 9600373 W EP9600373 W EP 9600373W WO 9623420 A1 WO9623420 A1 WO 9623420A1
Authority
WO
WIPO (PCT)
Prior art keywords
astaxanthin
suspension
oil
feed
particle size
Prior art date
Application number
PCT/EP1996/000373
Other languages
English (en)
Inventor
Peter Moldt
Original Assignee
Neurosearch A/S
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 Neurosearch A/S filed Critical Neurosearch A/S
Priority to NZ301672A priority Critical patent/NZ301672A/en
Priority to AU47156/96A priority patent/AU4715696A/en
Priority to JP8523250A priority patent/JPH10511270A/ja
Priority to EP96902947A priority patent/EP0812135A1/fr
Publication of WO1996023420A1 publication Critical patent/WO1996023420A1/fr
Priority to FI972961A priority patent/FI972961A/fi
Priority to NO973473A priority patent/NO973473D0/no

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/24—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by six-membered non-aromatic rings, e.g. beta-carotene
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K20/00—Accessory food factors for animal feeding-stuffs
    • A23K20/10—Organic substances
    • A23K20/179—Colouring agents, e.g. pigmenting or dyeing agents
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K50/00—Feeding-stuffs specially adapted for particular animals
    • A23K50/80—Feeding-stuffs specially adapted for particular animals for aquatic animals, e.g. fish, crustaceans or molluscs
    • 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
    • A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
    • A23L5/40—Colouring or decolouring of foods
    • A23L5/42—Addition of dyes or pigments, e.g. in combination with optical brighteners
    • A23L5/43—Addition of dyes or pigments, e.g. in combination with optical brighteners using naturally occurring organic dyes or pigments, their artificial duplicates or their derivatives
    • A23L5/44—Addition 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

Definitions

  • This invention relates to a stable oil suspension of astaxanthin with high bioavailability, and the use thereof.
  • Astaxanthin belongs to the carotenoids, which is a group of compounds exhibiting a wide range of yellow to red colour nuances. Carotenoids give rise to several of the colour characteristics of plants, and aquatic animals, for example.
  • Carotenoids are insoluble in water and are only slightly fat soluble which means that solutions of carotenoids for direct application are unavailable. Furthermore, carotenoids are very sensible to oxidation.
  • Astaxanthin is used in fish-farming to impart a pink colour to shrimp, trout, salmon etc.
  • the invention comprises thus the following:
  • the suspension according to the invention can be prepared by milling of astaxanthin, if desired in the presence of oil.
  • astaxanthin is milled without oil, whereafter oil is added and the milling continued, if desired. Oxidation of astaxanthin during the dry milling operation can be reduced by the application of an inert gas atmosphere.
  • the astaxanthin particles in the suspension of the invention have a particle size less than 2 ⁇ m, especially less than 1 ⁇ m. More preferred is an astaxanthin particle size less than 0.5 ⁇ m, especially less than 0J ⁇ m.
  • the oil can be any animal or vegetable oil suitable for use in feed for aquatic animals.
  • oil includes fish oil, such as for example mackerel oil, sprat oil and launce oil.
  • Antioxidants such as for example tocopherols, especially ⁇ -tocopherol, butylhydroxyanisole (BHA), butylhydroxytoluene (BHT), ascorbylpalmitate or ethoxyquin, can be added to the suspension to avoid oxidation.
  • tocopherols especially ⁇ -tocopherol, butylhydroxyanisole (BHA), butylhydroxytoluene (BHT), ascorbylpalmitate or ethoxyquin
  • BHA butylhydroxyanisole
  • BHT butylhydroxytoluene
  • ascorbylpalmitate or ethoxyquin can be added to the suspension to avoid oxidation.
  • Feed for aquatic animals suitably contains 15-30 % fat. Fat can be added by absorption of oil into the feed after extrusion, if desired using vacuum.
  • the oil suspension of the invention could suitably be added to the feed using the same procedure, whereby an addition of fat and astaxanthin is obtained in one step.
  • the suspension of the invention has a high concentration of astaxanthin and is diluted with additional oil before use.
  • the final concentration of astaxanthin in fish feed is suitable between 25 and 100 ppm.
  • Astaxanthin OJ g is milled for one hour totally in a Fritsen planetary micro mill pulverisette 7, speed 6. 5 ml of Launce oil ( Esbjerg Fiskeindustri ) is added and milling is continued for 15 min, speed 1.5. Particle size is measured by microscopy and found to be less than 2 ⁇ m for the majority of the particles. This suspension is poured on to a glass and placed in the dark at room temperature for 14 days.
  • the small particles show a tendency to agglomeration but nothing indicates that the particles grow when standing. There is no sedimentation of astaxanthin.
  • Launce oil solidifies at -18°C.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Food Science & Technology (AREA)
  • Animal Husbandry (AREA)
  • Zoology (AREA)
  • Insects & Arthropods (AREA)
  • Marine Sciences & Fisheries (AREA)
  • Birds (AREA)
  • Health & Medical Sciences (AREA)
  • Nutrition Science (AREA)
  • Feed For Specific Animals (AREA)
  • Fodder In General (AREA)

Abstract

Suspension d'astaxanthine dans de l'huile et son utilisation dans la production d'aliments pour animaux aquatiques.
PCT/EP1996/000373 1995-01-31 1996-01-30 Suspension d'astaxanthine WO1996023420A1 (fr)

Priority Applications (6)

Application Number Priority Date Filing Date Title
NZ301672A NZ301672A (en) 1995-01-31 1996-01-30 A suspension of astaxanthin in oil
AU47156/96A AU4715696A (en) 1995-01-31 1996-01-30 Astaxanthin suspension
JP8523250A JPH10511270A (ja) 1995-01-31 1996-01-30 アスタキサンチン サスペンジョン
EP96902947A EP0812135A1 (fr) 1995-01-31 1996-01-30 Suspension d'astaxanthine
FI972961A FI972961A (fi) 1995-01-31 1997-07-11 Astaksantiinisuspensio
NO973473A NO973473D0 (no) 1995-01-31 1997-07-28 Astaxantinsuspensjon

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DK0108/95 1995-01-31
DK10895 1995-01-31

Publications (1)

Publication Number Publication Date
WO1996023420A1 true WO1996023420A1 (fr) 1996-08-08

Family

ID=8089837

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1996/000373 WO1996023420A1 (fr) 1995-01-31 1996-01-30 Suspension d'astaxanthine

Country Status (8)

Country Link
EP (1) EP0812135A1 (fr)
JP (1) JPH10511270A (fr)
AU (1) AU4715696A (fr)
CA (1) CA2211107A1 (fr)
FI (1) FI972961A (fr)
NO (1) NO973473D0 (fr)
NZ (1) NZ301672A (fr)
WO (1) WO1996023420A1 (fr)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5863953A (en) * 1996-11-27 1999-01-26 Basf Aktiengesellschaft Liquid, oil-miscible carotenoid preparations
WO2004016099A1 (fr) * 2002-08-14 2004-02-26 Zoolife International Limited Composition destinee a enrichir l'apport alimentaire
WO2006034556A1 (fr) * 2004-09-29 2006-04-06 Michael Ary Bos Composition carotenoide et sa methode de preparation
US7105176B2 (en) 2000-11-29 2006-09-12 Basf Aktiengesellschaft Production of solid preparations of water-soluble, sparingly water-soluble or water-insoluble active compounds
WO2006125591A1 (fr) * 2005-05-23 2006-11-30 Phares Pharmaceutical Research N.V. Dissolution directe
ES2304835A1 (es) * 2005-12-29 2008-10-16 Universidad De Las Palmas De Gran Canaria Pienso y procedimiento de alimentacion para peces de piel rosado-rojiza procedentes de la acuicultura, para obtener en los mismos una coloracion y apariencia externa semejante a dichos organismos cuando son obtenidos directamente del mar mediante pesca extractiva.
WO2009065928A1 (fr) * 2007-11-23 2009-05-28 Basf Se Procédé de production de solutions à base de caroténoïdes
WO2009065929A1 (fr) * 2007-11-23 2009-05-28 Basf Se Procédé de production de solutions à base de caroténoïdes
US8809398B2 (en) 2007-01-16 2014-08-19 Basf Se Liquid formulations containing a carotinoid
EP2792246A1 (fr) 2013-04-17 2014-10-22 Basf Se Procédé de fabrication d'une suspension d'astaxanthine
US9375387B2 (en) 2008-10-07 2016-06-28 Basf Se Ready-to-use, stable emulsion
US11185093B2 (en) 2007-11-29 2021-11-30 Christian Köpsel Pulverulent carotenoid preparation for colouring drinks

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0239949A2 (fr) * 1986-04-04 1987-10-07 BASF Aktiengesellschaft Procédé de fabrication de préparations de caroténoides finement divisées sous forme de poudre
WO1988008025A1 (fr) * 1987-04-15 1988-10-20 Danisco Bioteknologi A/S Cellules de levure productrice d'astaxanthine, procedes de preparation et utilisation desdites cellules
WO1989006910A1 (fr) * 1988-02-08 1989-08-10 Microbio Resources, Inc. Complements de pigmentation destines a des compositions alimentaires pour animaux
WO1991006292A1 (fr) * 1989-11-02 1991-05-16 Danochemo A/S Procede de preparation d'un solide hydrophobe ou aerophile dispersible dans l'eau
EP0551638A1 (fr) * 1992-01-14 1993-07-21 BASF Aktiengesellschaft Préparations fluides stables de substances solubles dans des matières grasses
WO1993014645A1 (fr) * 1992-01-24 1993-08-05 Gist-Brocades N.V Procede pour la preparation de boulettes alimentaires

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0239949A2 (fr) * 1986-04-04 1987-10-07 BASF Aktiengesellschaft Procédé de fabrication de préparations de caroténoides finement divisées sous forme de poudre
WO1988008025A1 (fr) * 1987-04-15 1988-10-20 Danisco Bioteknologi A/S Cellules de levure productrice d'astaxanthine, procedes de preparation et utilisation desdites cellules
WO1989006910A1 (fr) * 1988-02-08 1989-08-10 Microbio Resources, Inc. Complements de pigmentation destines a des compositions alimentaires pour animaux
WO1991006292A1 (fr) * 1989-11-02 1991-05-16 Danochemo A/S Procede de preparation d'un solide hydrophobe ou aerophile dispersible dans l'eau
EP0551638A1 (fr) * 1992-01-14 1993-07-21 BASF Aktiengesellschaft Préparations fluides stables de substances solubles dans des matières grasses
WO1993014645A1 (fr) * 1992-01-24 1993-08-05 Gist-Brocades N.V Procede pour la preparation de boulettes alimentaires

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5863953A (en) * 1996-11-27 1999-01-26 Basf Aktiengesellschaft Liquid, oil-miscible carotenoid preparations
US7105176B2 (en) 2000-11-29 2006-09-12 Basf Aktiengesellschaft Production of solid preparations of water-soluble, sparingly water-soluble or water-insoluble active compounds
WO2004016099A1 (fr) * 2002-08-14 2004-02-26 Zoolife International Limited Composition destinee a enrichir l'apport alimentaire
WO2006034556A1 (fr) * 2004-09-29 2006-04-06 Michael Ary Bos Composition carotenoide et sa methode de preparation
US8197851B2 (en) 2004-09-29 2012-06-12 Michael Ary Bos Carotenoid composition and method for preparation thereof
EP2266419A1 (fr) * 2005-05-23 2010-12-29 Phares Drug Delivery AG Dissolution directe de caroténoides dans les huiles et graisses comestibles
WO2006125591A1 (fr) * 2005-05-23 2006-11-30 Phares Pharmaceutical Research N.V. Dissolution directe
US8632832B2 (en) 2005-05-23 2014-01-21 Phares Pharmaceutical Research N.V. Direct dissolution
ES2304835A1 (es) * 2005-12-29 2008-10-16 Universidad De Las Palmas De Gran Canaria Pienso y procedimiento de alimentacion para peces de piel rosado-rojiza procedentes de la acuicultura, para obtener en los mismos una coloracion y apariencia externa semejante a dichos organismos cuando son obtenidos directamente del mar mediante pesca extractiva.
US8809398B2 (en) 2007-01-16 2014-08-19 Basf Se Liquid formulations containing a carotinoid
WO2009065928A1 (fr) * 2007-11-23 2009-05-28 Basf Se Procédé de production de solutions à base de caroténoïdes
WO2009065929A1 (fr) * 2007-11-23 2009-05-28 Basf Se Procédé de production de solutions à base de caroténoïdes
US11185093B2 (en) 2007-11-29 2021-11-30 Christian Köpsel Pulverulent carotenoid preparation for colouring drinks
US9375387B2 (en) 2008-10-07 2016-06-28 Basf Se Ready-to-use, stable emulsion
US10004670B2 (en) 2008-10-07 2018-06-26 Basf Se Ready-to-use, stable emulsion
EP2792246A1 (fr) 2013-04-17 2014-10-22 Basf Se Procédé de fabrication d'une suspension d'astaxanthine
WO2014170225A1 (fr) * 2013-04-17 2014-10-23 Basf Se Procédé pour préparer une suspension à base d'astaxanthine

Also Published As

Publication number Publication date
CA2211107A1 (fr) 1996-08-08
AU4715696A (en) 1996-08-21
NZ301672A (en) 1997-12-19
FI972961A0 (fi) 1997-07-11
JPH10511270A (ja) 1998-11-04
NO973473L (no) 1997-07-28
EP0812135A1 (fr) 1997-12-17
FI972961A (fi) 1997-07-31
NO973473D0 (no) 1997-07-28

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