DE69207588T2 - Extraktion von carotinoiden aus naturrohstoffen - Google Patents
Extraktion von carotinoiden aus naturrohstoffenInfo
- Publication number
- DE69207588T2 DE69207588T2 DE69207588T DE69207588T DE69207588T2 DE 69207588 T2 DE69207588 T2 DE 69207588T2 DE 69207588 T DE69207588 T DE 69207588T DE 69207588 T DE69207588 T DE 69207588T DE 69207588 T2 DE69207588 T2 DE 69207588T2
- Authority
- DE
- Germany
- Prior art keywords
- carotenoid
- precipitant
- liquid fraction
- calcium
- process according
- 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.)
- Expired - Fee Related
Links
- 239000002994 raw material Substances 0.000 title claims description 18
- 238000000605 extraction Methods 0.000 title claims description 7
- 235000021466 carotenoid Nutrition 0.000 claims abstract description 92
- 150000001747 carotenoids Chemical class 0.000 claims abstract description 92
- 239000007788 liquid Substances 0.000 claims abstract description 65
- 239000007787 solid Substances 0.000 claims abstract description 32
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims abstract description 17
- 239000001110 calcium chloride Substances 0.000 claims abstract description 17
- 229910001628 calcium chloride Inorganic materials 0.000 claims abstract description 17
- 235000011148 calcium chloride Nutrition 0.000 claims abstract description 17
- 244000000626 Daucus carota Species 0.000 claims abstract description 15
- 235000002767 Daucus carota Nutrition 0.000 claims abstract description 15
- 229960002713 calcium chloride Drugs 0.000 claims abstract description 15
- 239000004227 calcium gluconate Substances 0.000 claims abstract description 15
- 235000013927 calcium gluconate Nutrition 0.000 claims abstract description 15
- 229960004494 calcium gluconate Drugs 0.000 claims abstract description 15
- MKJXYGKVIBWPFZ-UHFFFAOYSA-L calcium lactate Chemical compound [Ca+2].CC(O)C([O-])=O.CC(O)C([O-])=O MKJXYGKVIBWPFZ-UHFFFAOYSA-L 0.000 claims abstract description 15
- 239000001527 calcium lactate Substances 0.000 claims abstract description 15
- 235000011086 calcium lactate Nutrition 0.000 claims abstract description 15
- NEEHYRZPVYRGPP-UHFFFAOYSA-L calcium;2,3,4,5,6-pentahydroxyhexanoate Chemical compound [Ca+2].OCC(O)C(O)C(O)C(O)C([O-])=O.OCC(O)C(O)C(O)C(O)C([O-])=O NEEHYRZPVYRGPP-UHFFFAOYSA-L 0.000 claims abstract description 15
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims abstract description 11
- 239000000920 calcium hydroxide Substances 0.000 claims abstract description 11
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims abstract description 11
- 235000011116 calcium hydroxide Nutrition 0.000 claims abstract description 11
- 229940041131 calcium lactate gluconate Drugs 0.000 claims abstract description 10
- 229940095643 calcium hydroxide Drugs 0.000 claims abstract description 7
- 239000002244 precipitate Substances 0.000 claims abstract description 7
- 239000003795 chemical substances by application Substances 0.000 claims abstract 2
- 238000000926 separation method Methods 0.000 claims description 71
- 238000000034 method Methods 0.000 claims description 22
- 230000008569 process Effects 0.000 claims description 19
- 239000004215 Carbon black (E152) Substances 0.000 claims description 15
- 229930195733 hydrocarbon Natural products 0.000 claims description 15
- 150000002430 hydrocarbons Chemical class 0.000 claims description 15
- 239000002904 solvent Substances 0.000 claims description 14
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 9
- 229960005069 calcium Drugs 0.000 claims description 9
- 239000011575 calcium Substances 0.000 claims description 9
- 229910052791 calcium Inorganic materials 0.000 claims description 9
- 229960002401 calcium lactate Drugs 0.000 claims description 5
- 230000001376 precipitating effect Effects 0.000 claims 1
- 238000001556 precipitation Methods 0.000 abstract description 4
- 239000008188 pellet Substances 0.000 description 25
- 235000002639 sodium chloride Nutrition 0.000 description 25
- 150000003839 salts Chemical class 0.000 description 23
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 20
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 239000006228 supernatant Substances 0.000 description 15
- 235000015190 carrot juice Nutrition 0.000 description 14
- 108090000790 Enzymes Proteins 0.000 description 13
- 102000004190 Enzymes Human genes 0.000 description 13
- ANVAOWXLWRTKGA-XHGAXZNDSA-N all-trans-alpha-carotene Natural products CC=1CCCC(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1C(C)=CCCC1(C)C ANVAOWXLWRTKGA-XHGAXZNDSA-N 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- OENHQHLEOONYIE-UKMVMLAPSA-N all-trans beta-carotene Natural products CC=1CCCC(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C OENHQHLEOONYIE-UKMVMLAPSA-N 0.000 description 9
- 239000011648 beta-carotene Substances 0.000 description 9
- 235000013734 beta-carotene Nutrition 0.000 description 9
- TUPZEYHYWIEDIH-WAIFQNFQSA-N beta-carotene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)C=CC=C(/C)C=CC2=CCCCC2(C)C TUPZEYHYWIEDIH-WAIFQNFQSA-N 0.000 description 9
- 229960002747 betacarotene Drugs 0.000 description 9
- 238000005119 centrifugation Methods 0.000 description 9
- 238000010438 heat treatment Methods 0.000 description 9
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 238000005194 fractionation Methods 0.000 description 7
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- UPYKUZBSLRQECL-UKMVMLAPSA-N Lycopene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(=C)CCCC1(C)C)C=CC=C(/C)C=CC2C(=C)CCCC2(C)C UPYKUZBSLRQECL-UKMVMLAPSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 238000003825 pressing Methods 0.000 description 6
- 235000018102 proteins Nutrition 0.000 description 6
- 102000004169 proteins and genes Human genes 0.000 description 6
- 108090000623 proteins and genes Proteins 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000011795 alpha-carotene Substances 0.000 description 5
- 235000003903 alpha-carotene Nutrition 0.000 description 5
- ANVAOWXLWRTKGA-HLLMEWEMSA-N alpha-carotene Natural products C(=C\C=C\C=C(/C=C/C=C(\C=C\C=1C(C)(C)CCCC=1C)/C)\C)(\C=C\C=C(/C=C/[C@H]1C(C)=CCCC1(C)C)\C)/C ANVAOWXLWRTKGA-HLLMEWEMSA-N 0.000 description 5
- LLSDKQJKOVVTOJ-UHFFFAOYSA-L calcium chloride dihydrate Chemical compound O.O.[Cl-].[Cl-].[Ca+2] LLSDKQJKOVVTOJ-UHFFFAOYSA-L 0.000 description 5
- 229940052299 calcium chloride dihydrate Drugs 0.000 description 5
- 235000011121 sodium hydroxide Nutrition 0.000 description 5
- NCYCYZXNIZJOKI-UHFFFAOYSA-N vitamin A aldehyde Natural products O=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-UHFFFAOYSA-N 0.000 description 5
- 108091005804 Peptidases Proteins 0.000 description 4
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 4
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 159000000007 calcium salts Chemical class 0.000 description 4
- 150000001746 carotenes Chemical class 0.000 description 4
- 235000005473 carotenes Nutrition 0.000 description 4
- 238000010908 decantation Methods 0.000 description 4
- 238000004128 high performance liquid chromatography Methods 0.000 description 4
- 239000001814 pectin Substances 0.000 description 4
- 235000010987 pectin Nutrition 0.000 description 4
- 229920001277 pectin Polymers 0.000 description 4
- 108010059820 Polygalacturonase Proteins 0.000 description 3
- 239000004365 Protease Substances 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 229960003563 calcium carbonate Drugs 0.000 description 3
- 235000010216 calcium carbonate Nutrition 0.000 description 3
- 239000001506 calcium phosphate Substances 0.000 description 3
- 229910000389 calcium phosphate Inorganic materials 0.000 description 3
- 229960001714 calcium phosphate Drugs 0.000 description 3
- 235000011010 calcium phosphates Nutrition 0.000 description 3
- 108010093305 exopolygalacturonase Proteins 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 241000195493 Cryptophyta Species 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 2
- JEVVKJMRZMXFBT-XWDZUXABSA-N Lycophyll Natural products OC/C(=C/CC/C(=C\C=C\C(=C/C=C/C(=C\C=C\C=C(/C=C/C=C(\C=C\C=C(/CC/C=C(/CO)\C)\C)/C)\C)/C)\C)/C)/C JEVVKJMRZMXFBT-XWDZUXABSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- 240000003768 Solanum lycopersicum Species 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 230000007073 chemical hydrolysis Effects 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000002255 enzymatic effect Effects 0.000 description 2
- 230000007071 enzymatic hydrolysis Effects 0.000 description 2
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000011534 incubation Methods 0.000 description 2
- 235000012661 lycopene Nutrition 0.000 description 2
- 239000001751 lycopene Substances 0.000 description 2
- OAIJSZIZWZSQBC-GYZMGTAESA-N lycopene Chemical compound CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)CCC=C(C)C OAIJSZIZWZSQBC-GYZMGTAESA-N 0.000 description 2
- 229960004999 lycopene Drugs 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002414 normal-phase solid-phase extraction Methods 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000001103 potassium chloride Substances 0.000 description 2
- 235000011164 potassium chloride Nutrition 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000012265 solid product Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000012134 supernatant fraction Substances 0.000 description 2
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 2
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 1
- 235000001674 Agaricus brunnescens Nutrition 0.000 description 1
- 244000099147 Ananas comosus Species 0.000 description 1
- 235000007119 Ananas comosus Nutrition 0.000 description 1
- 241000235553 Blakeslea trispora Species 0.000 description 1
- 241000195633 Dunaliella salina Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 244000017020 Ipomoea batatas Species 0.000 description 1
- 235000002678 Ipomoea batatas Nutrition 0.000 description 1
- 241000235388 Mucorales Species 0.000 description 1
- 241001451059 Poitrasia circinans Species 0.000 description 1
- 244000300264 Spinacia oleracea Species 0.000 description 1
- 235000009337 Spinacia oleracea Nutrition 0.000 description 1
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 description 1
- 229930002945 all-trans-retinaldehyde Natural products 0.000 description 1
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 210000003850 cellular structure Anatomy 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 230000005802 health problem Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 238000000622 liquid--liquid extraction Methods 0.000 description 1
- 229960002337 magnesium chloride Drugs 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 235000011147 magnesium chloride Nutrition 0.000 description 1
- 229940050906 magnesium chloride hexahydrate Drugs 0.000 description 1
- DHRRIBDTHFBPNG-UHFFFAOYSA-L magnesium dichloride hexahydrate Chemical compound O.O.O.O.O.O.[Mg+2].[Cl-].[Cl-] DHRRIBDTHFBPNG-UHFFFAOYSA-L 0.000 description 1
- 235000013310 margarine Nutrition 0.000 description 1
- 239000003264 margarine Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 150000004291 polyenes Chemical class 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000002207 retinal effect Effects 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000001040 synthetic pigment Substances 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- -1 β-carotene Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B61/00—Dyes of natural origin prepared from natural sources, e.g. vegetable sources
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compounds Of Unknown Constitution (AREA)
- Fats And Perfumes (AREA)
- Beans For Foods Or Fodder (AREA)
- Display Devices Of Pinball Game Machines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/684,590 US5245095A (en) | 1991-04-12 | 1991-04-12 | Extraction of carotenoids from natural sources |
| PCT/US1992/002929 WO1992018471A1 (en) | 1991-04-12 | 1992-04-09 | Extraction of carotenoids from natural sources |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69207588D1 DE69207588D1 (de) | 1996-02-22 |
| DE69207588T2 true DE69207588T2 (de) | 1996-09-19 |
Family
ID=24748684
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69207588T Expired - Fee Related DE69207588T2 (de) | 1991-04-12 | 1992-04-09 | Extraktion von carotinoiden aus naturrohstoffen |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US5245095A (enExample) |
| EP (1) | EP0580745B1 (enExample) |
| JP (1) | JPH06506689A (enExample) |
| AT (1) | ATE132853T1 (enExample) |
| AU (1) | AU663712B2 (enExample) |
| CA (1) | CA2108016A1 (enExample) |
| CZ (1) | CZ281797B6 (enExample) |
| DE (1) | DE69207588T2 (enExample) |
| FI (1) | FI934508L (enExample) |
| NO (1) | NO933630L (enExample) |
| RU (1) | RU2111991C1 (enExample) |
| SK (1) | SK278904B6 (enExample) |
| WO (1) | WO1992018471A1 (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3547741B2 (ja) * | 1992-06-04 | 2004-07-28 | ベータティーン・リミテッド | 高シス−β−カロチン組成物 |
| IL104473A (en) * | 1993-01-21 | 1996-10-31 | Makhteshim Chem Works Ltd | Natural coloring products |
| ZA94614B (en) * | 1993-02-11 | 1994-08-12 | Sasol Chem Ind Pty | Solvent extraction |
| IT1270903B (it) * | 1993-10-13 | 1997-05-13 | Giovanni Neria De | Procedimento per l'estrazione di colori naturali mediante bentonite |
| IL107999A (en) * | 1993-12-13 | 1998-02-08 | Makhteshim Chem Works Ltd | Efficient process for the manufacture of tomato products |
| US6133317A (en) * | 1995-11-15 | 2000-10-17 | Hart; Francis J. | Oxalic acid or oxalate composition and method of treatment |
| US6133318A (en) * | 1995-11-15 | 2000-10-17 | Hart; Francis J. | Oxalic acid or oxalate compositions and methods for bacterial, viral, and other diseases or conditions |
| WO1997029646A1 (en) * | 1996-02-16 | 1997-08-21 | Humanetics Corporation | Process for extracting phytochemicals |
| US5858700A (en) * | 1997-04-03 | 1999-01-12 | Kemin Foods, Lc | Process for the isolation and purification of lycopene crystals |
| US6224876B1 (en) * | 1998-08-04 | 2001-05-01 | Biyani Milind Kesharlal | Isolation and formulations of nutrient-rich carotenoids |
| US6056962A (en) * | 1998-08-04 | 2000-05-02 | Kesharlal; Biyani Milind | Isolation and formulations of nutrient-rich carotenoids |
| EP1051918A1 (en) * | 1999-05-12 | 2000-11-15 | Société des Produits Nestlé S.A. | Method for extracting carotenoids and other anti-oxidants; extracts obtained by this method; food and pet food containing these extracts |
| IL138515A (en) * | 2000-09-17 | 2003-06-24 | Lycored Natural Prod Ind Ltd | Tomato fiber composition, process for its preparation and uses thereof |
| ES2195758B1 (es) | 2001-12-31 | 2005-03-01 | Antibioticos, S.A.U. | Procedimiento mejorado de produccion de licopeno mediante la fermentacion de cepas seleccionadas de blakeslea trispora, formulaciones y usos del licopeno obtenido. |
| WO2004043163A2 (en) * | 2002-11-12 | 2004-05-27 | Water Solutions, Inc. | Process for extracting carotenoids from fruit and vegetable processing waste |
| ITMI20030765A1 (it) * | 2003-04-11 | 2004-10-12 | Gruppo Public Consult S P A | Processo di abbattimento gas acidi in effluenti gassosi. |
| US7664546B2 (en) | 2003-09-18 | 2010-02-16 | Cardiac Pacemakers, Inc. | Posture detection system and method |
| US7572468B1 (en) | 2004-12-28 | 2009-08-11 | The United States Of America As Represented By The Secretary Of Agriculture | Extraction of carotenoids from plant material |
| RU2358997C1 (ru) * | 2007-11-20 | 2009-06-20 | Государственное образовательное учреждение высшего профессионального образования "Воронежский государственный университет" | Способ извлечения каротиноидов из растительного сырья |
| US8828903B2 (en) * | 2008-11-10 | 2014-09-09 | Basf Corporation | Copper catalyst for dehydrogenation application |
| CN102640919A (zh) * | 2012-04-05 | 2012-08-22 | 林翔云 | 一种提取植物中类胡萝卜素的方法 |
| US10918841B2 (en) | 2015-03-31 | 2021-02-16 | Mar-Med Co. | Abscess drainage |
| GB202211084D0 (en) | 2022-07-29 | 2022-09-14 | Givaudan Sa | Composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2170872A (en) * | 1935-11-25 | 1939-08-29 | David D Peebles | Process for extracting carotinoids |
| US2543083A (en) * | 1946-02-18 | 1951-02-27 | Jr Jonathan W White | Recovery of carotene concentrate |
| US2511824A (en) * | 1947-04-29 | 1950-06-13 | Chemical Foundation Inc | Fractionation of plant pigments |
| US2652433A (en) * | 1949-02-10 | 1953-09-15 | Inst Rech S Pour Les Huiles De | Method of obtaining carotene from palm oil |
| US2741644A (en) * | 1949-02-10 | 1956-04-10 | Inst Rech S Pour Les Huiles Et | Methods of obtaining carotene from palm oil |
| US2572467A (en) * | 1949-08-04 | 1951-10-23 | Colgate Palmolive Peet Co | Concentration and recovery of carotenoid pigments from palm oil |
| US2615927A (en) * | 1949-09-29 | 1952-10-28 | Kellogg M W Co | Method for concentrating carotenes |
| US2708627A (en) * | 1950-10-21 | 1955-05-17 | Ohio Commw Eng Co | Method of extracting peel oils and other waste products |
| US2717210A (en) * | 1952-08-30 | 1955-09-06 | Witte Marinus Cornelis De | Method of obtaining concentrates of carotene |
| US2741643A (en) * | 1952-10-31 | 1956-04-10 | Standard Oil Co | Process of concentrating carotene and tocopherol in palm oil by thermal difusion |
| GB776405A (en) * | 1954-05-26 | 1957-06-05 | Schou Palsgaard As | Improvements in the manufacture of carotene concentrates or carotene from vegetable material |
| US2848508A (en) * | 1954-10-06 | 1958-08-19 | Barnett | Process for recovering carotene |
| US2861891A (en) * | 1956-12-13 | 1958-11-25 | Hoffmann La Roche | Water dispersible carotenoid compositions and process of making the same |
| US3001912A (en) * | 1958-11-17 | 1961-09-26 | Commercial Solvents Corp | Process for the production of beta-carotene |
| US2959522A (en) * | 1959-01-12 | 1960-11-08 | Grain Processing Corp | Process for preparing beta-carotene |
| US3039877A (en) * | 1961-03-02 | 1962-06-19 | Nopco Chem Co | Stabilized carotene compositions |
| US3268606A (en) * | 1963-09-27 | 1966-08-23 | Upjohn Co | Beta-carotene process |
| US3274072A (en) * | 1964-07-20 | 1966-09-20 | Everette M Burdick | Method for treating papaya plants to recover desired constituents therefrom |
| US3920834A (en) * | 1970-07-10 | 1975-11-18 | Hoffmann La Roche | Light-screening compositions and method |
| US3906112A (en) * | 1974-09-16 | 1975-09-16 | Bioproducts | Extraction of carotenoid pigment from shrimp processing waste |
| JPS5218218A (en) * | 1975-08-01 | 1977-02-10 | Toshiharu Shimazu | Rapidly removing equipment |
| EP0052777A1 (de) * | 1980-11-20 | 1982-06-02 | F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft | Verfahren zur Extraktion von beta-Carotin aus Algen |
| US4380553A (en) * | 1981-09-03 | 1983-04-19 | Miles Laboratories, Inc. | Method of imparting a reddish color to seasoning salts |
| FR2575748B1 (fr) * | 1985-01-08 | 1987-07-17 | Bretagne Aromes | Procede d'extraction du carotene des carottes et concentre de carotene obtenu |
| US4713398A (en) * | 1985-08-30 | 1987-12-15 | Microbio Resources, Inc. | Naturally-derived carotene/oil composition |
| US4680314A (en) * | 1985-08-30 | 1987-07-14 | Microbio Resources, Inc. | Process for producing a naturally-derived carotene/oil composition by direct extraction from algae |
| SU1613462A1 (ru) * | 1988-08-17 | 1990-12-15 | Институт Органической Химии Ан Киргсср | Способ получени пищевого красител из моркови |
-
1991
- 1991-04-12 US US07/684,590 patent/US5245095A/en not_active Expired - Fee Related
-
1992
- 1992-04-09 WO PCT/US1992/002929 patent/WO1992018471A1/en not_active Ceased
- 1992-04-09 CA CA002108016A patent/CA2108016A1/en not_active Abandoned
- 1992-04-09 SK SK1095-93A patent/SK278904B6/sk unknown
- 1992-04-09 JP JP4510049A patent/JPH06506689A/ja active Pending
- 1992-04-09 CZ CS932081A patent/CZ281797B6/cs unknown
- 1992-04-09 EP EP92910867A patent/EP0580745B1/en not_active Expired - Lifetime
- 1992-04-09 AU AU17720/92A patent/AU663712B2/en not_active Ceased
- 1992-04-09 AT AT92910867T patent/ATE132853T1/de not_active IP Right Cessation
- 1992-04-09 RU RU93058202A patent/RU2111991C1/ru active
- 1992-04-09 DE DE69207588T patent/DE69207588T2/de not_active Expired - Fee Related
- 1992-04-09 FI FI934508A patent/FI934508L/fi not_active Application Discontinuation
-
1993
- 1993-10-08 NO NO933630A patent/NO933630L/no unknown
-
1994
- 1994-04-28 US US08/208,985 patent/US5510551A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| ATE132853T1 (de) | 1996-01-15 |
| US5510551A (en) | 1996-04-23 |
| SK278904B6 (sk) | 1998-04-08 |
| RU2111991C1 (ru) | 1998-05-27 |
| NO933630L (no) | 1993-12-06 |
| JPH06506689A (ja) | 1994-07-28 |
| NO933630D0 (no) | 1993-10-08 |
| DE69207588D1 (de) | 1996-02-22 |
| FI934508A0 (fi) | 1993-10-12 |
| SK109593A3 (en) | 1994-02-02 |
| CZ208193A3 (en) | 1994-03-16 |
| EP0580745A4 (enExample) | 1994-03-02 |
| WO1992018471A1 (en) | 1992-10-29 |
| CZ281797B6 (cs) | 1997-02-12 |
| US5245095A (en) | 1993-09-14 |
| EP0580745A1 (en) | 1994-02-02 |
| AU1772092A (en) | 1992-11-17 |
| FI934508A7 (fi) | 1993-10-12 |
| FI934508L (fi) | 1993-10-12 |
| CA2108016A1 (en) | 1992-10-13 |
| AU663712B2 (en) | 1995-10-19 |
| EP0580745B1 (en) | 1996-01-10 |
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| 8339 | Ceased/non-payment of the annual fee |