NZ301672A - A suspension of astaxanthin in oil - Google Patents

A suspension of astaxanthin in oil

Info

Publication number
NZ301672A
NZ301672A NZ301672A NZ30167296A NZ301672A NZ 301672 A NZ301672 A NZ 301672A NZ 301672 A NZ301672 A NZ 301672A NZ 30167296 A NZ30167296 A NZ 30167296A NZ 301672 A NZ301672 A NZ 301672A
Authority
NZ
New Zealand
Prior art keywords
suspension
astaxanthin
oil
particles
particle size
Prior art date
Application number
NZ301672A
Inventor
Peter Moldt
Original Assignee
Neurosearch As
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 As filed Critical Neurosearch As
Publication of NZ301672A publication Critical patent/NZ301672A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00Derivatives 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
    • C07C403/24Derivatives 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
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K20/00Accessory food factors for animal feeding-stuffs
    • A23K20/10Organic substances
    • A23K20/179Colouring agents, e.g. pigmenting or dyeing agents
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K50/00Feeding-stuffs specially adapted for particular animals
    • A23K50/80Feeding-stuffs specially adapted for particular animals for aquatic animals, e.g. fish, crustaceans or molluscs
    • 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
    • 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

Description

New Zealand Paient Spedficaiion for Paient Number 301 672 New Zealand No. International No. 301672 TO BE ENTERED AFTER ACCEPTANCE AND PUBLICATION Priority dates: 31.01.1995; Complete Specification Filed: 30.01.1996 Classification^) A23K1/16.18; A23L1/275 Publication date: 19 December 1997 Journal No.: 1423 Mo NEW ZEALAND PATENTS ACT 1953 COMPLETE SPECIFICATION Title of Invention: Astaxanthin suspension Name, address and nationality of applicant(s) as in international application form: NEUROSEARCH A/S, Smedeland 26B, DK-2600 Glostrup, Denmark New Zealand No. 301672 International No.PCT/EP96/00373 NEW ZEALAND PATENTS ACT 1953 COMPLETE SPECIFICATION Title of Invention: Astaxanthin suspension Name, address and nationality of applicant(s) as in international application form: NEUROSEARCH A/S, Smedeland 26B, DK-2600 Glostrup, Denmark FCT/EP96/00373 ASTAXANTHIN 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 10 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 resoibabiUty of carotenoids, it is 20 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-30 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.
FCT/EP96/00373 2 OBJECTS OP 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 5 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. '7^ Additional objects will be obvious to a person skilled in the art s SUMMARY OF THE INVENTION The invention comprises thus the following: A suspension of astaxanthin in oil wherein a majority of the astaxanthin particles have 15 a particle size less than 2 pm; such a suspension wherein a majority of the astaxanthin particles have a particle size less than less than 1nm; 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%; 25 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. 3 Oxidation of astaxanthin during the (by 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 5 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 fun, especially less than 1)im. Mors preferred is an astaxanthin particle size less than 0.5 jum, especially less than 0.1 pm.
The oil can be any animal or vegetable oil suitable for use in feed for aquatic animals. Such oil includes fish on, such as for example mackerel oil, sprat oil and launce oil Antioxidants, such as for example tocopherols, especially a-tocopherol, butyl hydroxyanisole (BHA), butyihydroxytoluene (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 30 ppm.

Claims (1)

  1. WO 96/23420 PCT/EP96/0Q373 Detailed Description of the Invention The invention wilt now be described in greater detail with reference to the foHowing example, which are given by way of Slustration and are not to be construed as 5 limiting. Milling of Astaxanthin 10 Astaxanthin (0.1 g) is milled for one hour totally in a Fritsen planetary micro mill puiverisette 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 jim for the majority of the particles. This suspension is poured on to a glass and placed in the dark at room temperature 15 for 14 days. The above procedure is repeated, and the suspension obtained is compared with the 14-day-old suspension. 20 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. WO 96/23420 PCT/EP96/00373 5 301 6 CLAIMS: 1. 5 2. 3. 10 4. 15 5. 6. 20 7. A suspension of astaxanthin in oil wherein a majority of the astaxanthin particles have a particle size less than 2 jim. A suspension as in daim 1 wherein a majority of the astaxanthin particles have a particle size less than 1 jim. A suspension as in claim 1 wherein the concentration of astaxanthin is between 0.03% and 50%. A suspension as in claim 3 wherein the concentration of astaxanthin is between 5% and 20%. A suspension as in claim 1, which further comprises an antioxidant. Use of the suspension in claim 1 in the manufacture of feed for aquatic animals. The use according to claim 6 whereby the oil suspension is absorbed into the feed after extrusion. A suspension, as claimed in any one of claims 1 -5, substantially as herein described and with reference to the example on page 4. Use of a suspension, as claimed in claim 6 or claim 7, substantially as herein described and with reference to the example on page 4. 30 £8 OCT 1297
NZ301672A 1995-01-31 1996-01-30 A suspension of astaxanthin in oil NZ301672A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DK10895 1995-01-31
PCT/EP1996/000373 WO1996023420A1 (en) 1995-01-31 1996-01-30 Astaxanthin suspension

Publications (1)

Publication Number Publication Date
NZ301672A true NZ301672A (en) 1997-12-19

Family

ID=8089837

Family Applications (1)

Application Number Title Priority Date Filing Date
NZ301672A NZ301672A (en) 1995-01-31 1996-01-30 A suspension of astaxanthin in oil

Country Status (8)

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

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19649062A1 (en) * 1996-11-27 1998-05-28 Basf Ag 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
GB0218932D0 (en) * 2002-08-14 2002-09-25 Zoolife Internat Ltd Composition for dietary enrichment
EP1802279A1 (en) 2004-09-29 2007-07-04 Michael Ary Bos Caratenoid composition and method for preparation thereof
DE602006019084D1 (en) * 2005-05-23 2011-02-03 Phares Drug Delivery Ag DIRECT SOLUTION
ES2304835B1 (en) * 2005-12-29 2009-10-23 Universidad De Las Palmas De Gran Canaria FEED AND FEEDING PROCEDURE FOR PINK-RED COLORED SKIN FISHES FROM AQUACULTURE, TO OBTAIN IN THE SAME AN EXTERNAL COLORATION AND APPEARANCE SIMILAR TO SUCH ORGANIZATIONS WHEN THEY ARE OBTAINED DIRECTLY FROM THE SEA THROUGH FISHING.
JP5368316B2 (en) 2007-01-16 2013-12-18 ビーエーエスエフ ソシエタス・ヨーロピア Liquid preparations containing carotenoids
CL2008003484A1 (en) * 2007-11-23 2010-01-11 Basf Se Process for the preparation of solutions of carotenoids in an oil suitable for edibles which comprises providing a suspension of carotenoids in oil; ii. heat continuously; iii. Cool the solution with a colder solution of the carotenoids in a suitable edible oil.
CL2008003485A1 (en) * 2007-11-23 2010-06-11 Basf Se Procedure for the preparation of carotenoid solutions in an edible oil.
CN105077203A (en) 2007-11-29 2015-11-25 巴斯夫欧洲公司 Pulverulent carotenoid preparation for colouring drinks
JP5932334B2 (en) 2008-10-07 2016-06-08 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se Stable emulsion ready for use
EP2792246A1 (en) * 2013-04-17 2014-10-22 Basf Se Method for producing an astaxanthin suspension

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3611229A1 (en) * 1986-04-04 1987-10-08 Basf Ag METHOD FOR PRODUCING FINE DISTRIBUTED, POWDERED CAROTINOID PREPARATIONS
DK199887D0 (en) * 1987-04-15 1987-04-15 Danisco Bioteknologi As yeast strain
US4871551A (en) * 1988-02-08 1989-10-03 Microbio Resources, Inc. Pigmentation supplements for animal feed compositions
DK546289D0 (en) * 1989-11-02 1989-11-02 Danochemo As carotenoid
DE4200728A1 (en) * 1992-01-14 1993-07-15 Basf Ag STABLE, LIQUID PREPARATIONS OF FAT-SOLUBLE SUBSTANCES
CA2106774C (en) * 1992-01-24 2005-01-04 Reinder Sietze Hamstra Method for the preparation of feed pellets

Also Published As

Publication number Publication date
JPH10511270A (en) 1998-11-04
CA2211107A1 (en) 1996-08-08
FI972961A0 (en) 1997-07-11
AU4715696A (en) 1996-08-21
NO973473L (en) 1997-07-28
WO1996023420A1 (en) 1996-08-08
FI972961A (en) 1997-07-31
NO973473D0 (en) 1997-07-28
EP0812135A1 (en) 1997-12-17

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