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    Publication numberWO1996023420 A1
    Publication typeApplication
    Application numberPCT/EP1996/000373
    Publication dateAug 8, 1996
    Filing dateJan 30, 1996
    Priority dateJan 31, 1995
    Also published asCA2211107A1, EP0812135A1
    Publication numberPCT/1996/373, PCT/EP/1996/000373, PCT/EP/1996/00373, PCT/EP/96/000373, PCT/EP/96/00373, PCT/EP1996/000373, PCT/EP1996/00373, PCT/EP1996000373, PCT/EP199600373, PCT/EP96/000373, PCT/EP96/00373, PCT/EP96000373, PCT/EP9600373, WO 1996/023420 A1, WO 1996023420 A1, WO 1996023420A1, WO 9623420 A1, WO 9623420A1, WO-A1-1996023420, WO-A1-9623420, WO1996/023420A1, WO1996023420 A1, WO1996023420A1, WO9623420 A1, WO9623420A1
    InventorsPeter Moldt
    ApplicantNeurosearch A/S
    Export CitationBiBTeX, EndNote, RefMan
    External Links: Patentscope, Espacenet
    Astaxanthin suspension
    WO 1996023420 A1
    Abstract
    A suspension of astaxanthin in oil and use thereof in the manufacture of feed for aquatic animals.
    Claims  (OCR text may contain errors)
    CLAIMS:
    1. A suspension of astaxanthin in oil wherein a majority of the astaxanthin particles have a particle size less than 2 μm.
    2. A suspension as in claim 1 wherein a majority of the astaxanthin particles have a particle size less than 1 μm.
    3. A suspension as in claim 1 wherein the concentration of astaxanthin is between 0.03% and 50%.
    4. A suspension as in claim 3 wherein the concentration of astaxanthin is between 5% and 20%.
    5. A suspension as in claim 1 containing an antioxidant.
    6. Use of the suspension in claim 1 in the manufacture of feed for aquatic animals.
    5. The use according to claim 6 hereby the oil suspension is absorbed into the feed after extrusion.
    Description  (OCR text may contain errors)

    ASTAXAMTHIN SUSPENSION

    This invention relates to a stable oil suspension of astaxanthin with high bioavailability, and the use thereof.

    PRIOR ART

    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.

    The colouring effect of crystalline carotenoids, which can be isolated in laboratories, is very low due to the insolubility and the particle size of the crystals.

    In order to increase the colouring effect and the resorbability of carotenoids, it is necessary to reduce the particle size of the carotenoids and to protect the carotenoids from oxidation.

    Astaxanthin is used in fish-farming to impart a pink colour to shrimp, trout, salmon etc.

    Currently, two gelatine-coated products (Carophyll Pink™) containing 5% and 8% astaxanthin, respectively, are commercially available. These products are given in the feed.

    These products, however, suffer from the disadvantages of having a reduced bio- availability due to a very slow dissolution rate of gelatine at low temperatures, and a limited storage time due to a hardening of the gelatine capsule; furthermore, there is a considerable waste of the products (approximately 15%) during production of feed by extrusion. OBJECTS OF THE INVENTION

    It is an object of the invention to provide a stable suspension of astaxanthin with a high bioavailability even at low temperatures. Furthermore, it is an object of the invention to provide a product that can be added to the feed after extrusion and thereby obviating the loss of colour pigment in feed production.

    Additional objects will be obvious to a person skilled in the art.

    SUMMARY OF THE INVENTION

    The invention comprises thus the following:

    A suspension of astaxanthin in oil wherein a majority of the astaxanthin particles have a particle size less than 2 μm;

    such a suspension wherein a majority of the astaxanthin particles have a particle size less than less than 1μm;

    such a suspension wherein the concentration of astaxanthin is between 0.03% and 50%;

    such a suspension wherein the concentration of astaxanthin is between 5% and 20%;

    such a suspension containing an antioxidant;

    the use of such a suspension in the manufacture of feed for aquatic animals;

    and such use whereby the oil suspension is absorbed into the feed after extrusion.

    The suspension according to the invention can be prepared by milling of astaxanthin, if desired in the presence of oil. Suitably, 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.

    Another method by which astaxanthin could be obtained in finely divided form is by abrupt precipitation from a solution of astaxanthin in a solvent.

    The astaxanthin particles in the suspension of the invention have a particle size less than 2 μm, especially less than 1μm. More preferred is an astaxanthin particle size less than 0.5 μm, especially less than 0J μm.

    The oil can be any animal or vegetable oil suitable for use in feed for aquatic animals. Such oil includes fish oil, such as for example mackerel oil, sprat oil and launce oil.

    Antioxidants, such as for example tocopherols, especially α-tocopherol, butylhydroxyanisole (BHA), butylhydroxytoluene (BHT), ascorbylpalmitate or ethoxyquin, can be added to the suspension to avoid oxidation.

    Further stabilisation of the solution of the invention can be obtained by keeping the suspension at temperatures below the solidification temperature.

    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.

    Preferably, 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. Detailed Description of the Invention

    The invention will now be described in greater detail with reference to the following example, which are given by way of illustration and are not to be construed as limiting.

    Milling of Astaxanthin

    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 μm 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 above procedure is repeated, and the suspension obtained is compared with the 14-day-old suspension.

    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.

    Patent Citations
    Cited PatentFiling datePublication dateApplicantTitle
    WO1988008025A1 *Apr 15, 1988Oct 20, 1988Danisco Bioteknologi A/SAstaxanthin-producing yeast cells, methods for their preparation and their use
    WO1989006910A1 *Jan 20, 1989Aug 10, 1989Microbio Resources, Inc.Pigmentation supplements for animal feed compositions
    WO1991006292A1 *Nov 2, 1990May 16, 1991Danochemo A/SProcess of preparing a water dispersible hydrophobic or aerophilic solid
    WO1993014645A1 *Jan 25, 1993Aug 5, 1993Gist-Brocades N.VMethod for the preparation of feed pellets
    EP0239949A2 *Mar 27, 1987Oct 7, 1987BASF AktiengesellschaftProcess for the manufacture of powdery finely divided preparations of carotenoids
    EP0551638A1 *Dec 21, 1992Jul 21, 1993BASF AktiengesellschaftStable fluid preparation of fat-soluble substances
    Referenced by
    Citing PatentFiling datePublication dateApplicantTitle
    WO2004016099A1 *Aug 14, 2003Feb 26, 2004Zoolife International LimitedComposition for dietary enrichment
    WO2006034556A1 *Sep 29, 2005Apr 6, 2006Michael Ary BosCaratenoid composition and method for preparation thereof
    WO2006125591A1 *May 22, 2006Nov 30, 2006Phares Pharmaceutical Research N.V.Direct dissolution
    WO2009065928A1 *Nov 21, 2008May 28, 2009Basf SeMethod for producing carotenoid solutions
    WO2009065929A1 *Nov 21, 2008May 28, 2009Basf SeMethod for the production of carotenoid solutions
    WO2014170225A1 *Apr 11, 2014Oct 23, 2014Basf SeProcess for the preparation of an astaxanthin suspension
    CN100558245CAug 14, 2003Nov 11, 2009动物生活国际有限公司Composition for dietary enrichment
    EP2266419A1 *May 22, 2006Dec 29, 2010Phares Drug Delivery AGDirect dissolution of carotenoids in edible oils and fats
    EP2792246A1Apr 17, 2013Oct 22, 2014Basf SeMethod for producing an astaxanthin suspension
    US5863953 *Nov 18, 1997Jan 26, 1999Basf AktiengesellschaftLiquid, oil-miscible carotenoid preparations
    US7105176Nov 19, 2001Sep 12, 2006Basf AktiengesellschaftProduction of solid preparations of water-soluble, sparingly water-soluble or water-insoluble active compounds
    US8197851Sep 29, 2005Jun 12, 2012Michael Ary BosCarotenoid composition and method for preparation thereof
    US8632832Nov 21, 2007Jan 21, 2014Phares Pharmaceutical Research N.V.Direct dissolution
    US8809398Jan 15, 2008Aug 19, 2014Basf SeLiquid formulations containing a carotinoid
    US9375387Oct 1, 2009Jun 28, 2016Basf SeReady-to-use, stable emulsion
    Classifications
    International ClassificationA23K1/18, A23K1/16, A23L1/275
    Cooperative ClassificationA23L5/44, A23K20/179, C07C403/24, A23K50/80
    European ClassificationA23L1/275B2, A23K1/18S, A23K1/16C, C07C403/24
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