CN102071101B - Method for extracting phospholipid-enriched krill oil from Antarctic krill - Google Patents
Method for extracting phospholipid-enriched krill oil from Antarctic krill Download PDFInfo
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- 241000239366 Euphausiacea Species 0.000 title claims abstract description 50
- 229940106134 krill oil Drugs 0.000 title claims abstract description 20
- 238000000034 method Methods 0.000 title claims abstract description 18
- 150000003904 phospholipids Chemical class 0.000 title abstract description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000003960 organic solvent Substances 0.000 claims abstract description 10
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 8
- 239000002904 solvent Substances 0.000 claims abstract description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000001291 vacuum drying Methods 0.000 claims description 15
- 235000012054 meals Nutrition 0.000 claims description 12
- 238000001704 evaporation Methods 0.000 claims description 5
- 230000008020 evaporation Effects 0.000 claims description 5
- 238000009413 insulation Methods 0.000 claims description 5
- 238000010298 pulverizing process Methods 0.000 claims description 5
- 230000035484 reaction time Effects 0.000 claims description 5
- 230000000630 rising effect Effects 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 238000005303 weighing Methods 0.000 claims description 2
- 235000020673 eicosapentaenoic acid Nutrition 0.000 abstract description 7
- 102000004190 Enzymes Human genes 0.000 abstract description 6
- 108090000790 Enzymes Proteins 0.000 abstract description 6
- JAZBEHYOTPTENJ-JLNKQSITSA-N all-cis-5,8,11,14,17-icosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O JAZBEHYOTPTENJ-JLNKQSITSA-N 0.000 abstract description 4
- 229960005135 eicosapentaenoic acid Drugs 0.000 abstract description 4
- 150000002632 lipids Chemical class 0.000 abstract description 4
- 241000238424 Crustacea Species 0.000 abstract description 2
- 108091005804 Peptidases Proteins 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 238000003860 storage Methods 0.000 abstract description 2
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 abstract 2
- GZJLLYHBALOKEX-UHFFFAOYSA-N 6-Ketone, O18-Me-Ussuriedine Natural products CC=CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O GZJLLYHBALOKEX-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000004365 Protease Substances 0.000 abstract 1
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 abstract 1
- 235000020669 docosahexaenoic acid Nutrition 0.000 abstract 1
- KAUVQQXNCKESLC-UHFFFAOYSA-N docosahexaenoic acid (DHA) Natural products COC(=O)C(C)NOCC1=CC=CC=C1 KAUVQQXNCKESLC-UHFFFAOYSA-N 0.000 abstract 1
- -1 docosahexaenoic acid (DHA) phospholipids Chemical class 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000004519 grease Substances 0.000 description 6
- DVSZKTAMJJTWFG-UHFFFAOYSA-N docosa-2,4,6,8,10,12-hexaenoic acid Chemical compound CCCCCCCCCC=CC=CC=CC=CC=CC=CC(O)=O DVSZKTAMJJTWFG-UHFFFAOYSA-N 0.000 description 5
- MBMBGCFOFBJSGT-KUBAVDMBSA-N docosahexaenoic acid Natural products CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 description 5
- 230000009849 deactivation Effects 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000284 extract Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 3
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- JZNWSCPGTDBMEW-UHFFFAOYSA-N Glycerophosphorylethanolamin Natural products NCCOP(O)(=O)OCC(O)CO JZNWSCPGTDBMEW-UHFFFAOYSA-N 0.000 description 2
- HXWJFEZDFPRLBG-UHFFFAOYSA-N Timnodonic acid Natural products CCCC=CC=CCC=CCC=CCC=CCCCC(O)=O HXWJFEZDFPRLBG-UHFFFAOYSA-N 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 235000021588 free fatty acids Nutrition 0.000 description 2
- 150000008104 phosphatidylethanolamines Chemical class 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 238000000194 supercritical-fluid extraction Methods 0.000 description 2
- 208000024827 Alzheimer disease Diseases 0.000 description 1
- JEBFVOLFMLUKLF-IFPLVEIFSA-N Astaxanthin Natural products CC(=C/C=C/C(=C/C=C/C1=C(C)C(=O)C(O)CC1(C)C)/C)C=CC=C(/C)C=CC=C(/C)C=CC2=C(C)C(=O)C(O)CC2(C)C JEBFVOLFMLUKLF-IFPLVEIFSA-N 0.000 description 1
- 201000001320 Atherosclerosis Diseases 0.000 description 1
- 208000024172 Cardiovascular disease Diseases 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 102000035195 Peptidases Human genes 0.000 description 1
- 206010039966 Senile dementia Diseases 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- MQZIGYBFDRPAKN-ZWAPEEGVSA-N astaxanthin Chemical compound C([C@H](O)C(=O)C=1C)C(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)C(=O)[C@@H](O)CC1(C)C MQZIGYBFDRPAKN-ZWAPEEGVSA-N 0.000 description 1
- 229940022405 astaxanthin Drugs 0.000 description 1
- 235000013793 astaxanthin Nutrition 0.000 description 1
- 239000001168 astaxanthin Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000003925 brain function Effects 0.000 description 1
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000002024 ethyl acetate extract Substances 0.000 description 1
- 238000003810 ethyl acetate extraction Methods 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
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- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Fats And Perfumes (AREA)
- Meat, Egg Or Seafood Products (AREA)
Abstract
The invention discloses a method for extracting phospholipid-enriched krill oil from Antarctic krill. The method comprises the following steps: using Antarctic krill as the raw material and using the autologous protease to decompose the Antarctic krill and release lipids, quickly heating to inactivate the enzymes in the krill, drying at low temperature, and extracting krill oil with rich eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) phospholipids at low temperature by using low carbon alcohol as the solvent. The method disclosed by the invention is simple to operate, has the advantages of clear process and high input-output ratio; and compared with other organic solvents, ethanol or isopropanol is safer for storage, transportation and use, has abundant sources, and has obvious advantages of being used as the solvent for extracting oil of krill type crustacean.
Description
Technical field
The present invention relates to a kind of greasy method of from krill, extracting, particularly from krill, extract the method for the krill oil that is rich in phosphatide.
Background technology
Krill belongs to Crustacean, is to contain the highest biology of protein, is distributed widely in the South Pole and the arctic, and wherein the resource of krill is the abundantest.The lipid content of krill accounts for 1%～6% of weight in wet base, and main types of fats and content comprise: Yelkin TTS (PC) 33%～36%, phosphatidylethanolamine (PE) 5%～6%, triglyceride level (TG) 33%～40%, free fatty acids (FFA) 8%～16% and astaxanthin etc.The krill grease can promote brain function, the generation of prevention senile dementia; Can reduce serum cholesterol and stop the deposition of SUV on vessel wall, improve the absorption and the utilization of fat, preventing cardiovascular disease with prevent to play an important role in atherosclerosis and the liver protecting.Krill contains abundant pufas (DHA and EPA) forms phosphatide, and the phosphatide that pufas is formed plays an important role in human body and animal body, so the grease extractive technique that exploitation is rich in phosphatide from the krill extraction is increasingly important.
At present; Patent about krill oil mainly contains; The process for extracting patent (EP01417211B1) of the krill oil that Canada NEPTUNE company applied in 1998, its adopts elder generation with acetone dehydration and extraction krill grease, uses the remaining krill grease of ethyl acetate extraction again; Norway Aker company proposes krill oil supercritical extraction method patent (426602); The shortcoming that these two patents all exist is; Acetoneand ethyl acetate extracts removing of residual solvent in the greasy method to be difficult to fully; And environment and safety-problems are also arranged in the production process, and the greasy phospholipids content of supercritical extraction krill is lower.
Summary of the invention
In order to overcome the problem of above-mentioned existence; The invention provides a kind of method of from krill, extracting the krill oil that is rich in phosphatide; This method is used the organic solvent extraction krill oil of low-carbon (LC); Success replaces the stronger organic solvents of toxicity such as acetoneand ethyl acetate, and can extract the krill oil of the phosphatide that is rich in timnodonic acid (EPA grease) and docosahexenoic acid (DHA) at low temperatures.
Technical scheme of the present invention is: a kind of method of from krill, extracting the krill oil that is rich in phosphatide comprises the steps:
(1), the refrigerated krill is crushed to 5～20 orders;
(2), the krill after will pulverizing places vacuum drying oven, adjusts the temperature to 30～50 ℃, is incubated 30～60 minutes, makes the krill self-dissolving;
(3), temperature to 90～100 of rising vacuum drying oven ℃, be incubated 5～15 minutes, make enzyme deactivation;
(4), begin insulation after the temperature of vacuum drying oven dropped to 40～50 ℃, the open vacuum compressor below the oven dry moisture to 5%, promptly gets exsiccant krill meal, Weighing simultaneously;
(5), dried krill meal is placed reaction vessel, add organic solvent then, carry out water-bath, bath temperature is 35～50 ℃, and the reaction times is 1～5 hour;
(6), the reaction product of gained is cooled to room temperature, filter, getting the solvent part, after the Rotary Evaporators evaporation, promptly get the reddish-brown krill oily.
The mass ratio of described krill meal and organic solvent is 1: 2～10.
Described organic solvent is a mass percentage concentration greater than 95% ethanol or Virahol.
The invention has the beneficial effects as follows: the present invention utilizes enzyme to decompose inactivation; Utilize the proteolytic enzyme of self to decompose release lipid earlier; Break lipid and combination of proteins, fully extract the krill oil of the phosphatide that is rich in timnodonic acid (EPA grease) and docosahexenoic acid (DHA) with safe low-carbon alcohol.This method is simple to operate, and flow process is clear, and input-output ratio is high, and ethanol or Virahol be other organic solvents relatively, and safety is all compared in its storage, transportation and use and raw material sources are abundant.
Embodiment
Embodiment 1
(1), gets refrigerated krill 500g, with organizing kibbler to be crushed to 20 orders;
(2), the krill after will pulverizing places vacuum drying oven, adjusts the temperature to 35 ℃, is incubated 60 minutes, makes the krill self-dissolving;
(3), the temperature to 95 of rising vacuum drying oven ℃, be incubated 10 minutes, make enzyme deactivation;
(4), begin insulation after the temperature of vacuum drying oven dropped to 50 ℃, open vacuum compressor simultaneously, below the oven dry moisture to 5%, exsiccant krill meal 90g;
(5), dried krill meal is placed the 1000ml flask, add the 540g mass percentage concentration then and carry out water-bath greater than 95% ethanol, bath temperature is 50 ℃, and the reaction times is 3 hours;
(6), be cooled to room temperature, filter, get solvent part after the Rotary Evaporators evaporation reddish-brown krill oil 11.5g.
The krill oil component is analyzed: phosphatidase 13 2%, total fatty acid content are 65%, and unsaturated fatty acid content is 34%.
Embodiment 2
(1), gets refrigerated krill 500g, with organizing kibbler to be crushed to 10 orders;
(2), the krill after will pulverizing places vacuum drying oven, adjusts the temperature to 50 ℃, is incubated 35 minutes, makes the krill self-dissolving;
(3), the temperature to 100 of rising vacuum drying oven ℃, be incubated 8 minutes, make enzyme deactivation;
(4), begin insulation after the temperature of vacuum drying oven dropped to 45 ℃, open vacuum compressor simultaneously, below the oven dry moisture to 5%, exsiccant krill meal 85g;
(5), dried krill meal is placed the 500ml flask, add the 170g mass percentage concentration then and carry out water-bath greater than 95% Virahol, bath temperature is 40 ℃, and the reaction times is 4.5 hours;
(6), be cooled to room temperature, filter, get solvent part after the Rotary Evaporators evaporation reddish-brown krill oil 9.6g.
The krill oil component is analyzed: phosphatidase 13 4%, total fatty acid content are 64%, and unsaturated fatty acid content is 35%.
Embodiment 3
(1), gets refrigerated krill 500g, with organizing kibbler to be crushed to 15 orders;
(2), the krill after will pulverizing places vacuum drying oven, adjusts the temperature to 45 ℃, is incubated 45 minutes, makes the krill self-dissolving;
(3), the temperature to 90 of rising vacuum drying oven ℃, be incubated 15 minutes, make enzyme deactivation;
(4), begin insulation after the temperature of vacuum drying oven dropped to 40 ℃, open vacuum compressor simultaneously, below the oven dry moisture to 5%, exsiccant krill meal 92g;
(5), dried krill meal is placed the 1500ml flask, add 920g amount percentage concentration then and carry out water-bath greater than 95% ethanol, bath temperature is 45 ℃, and the reaction times is 4 hours;
(6), be cooled to room temperature, filter, get solvent part after the Rotary Evaporators evaporation reddish-brown krill oil 11.2g.
The krill oil component is analyzed: phosphatidase 13 3%, total fatty acid content are 65%, and unsaturated fatty acid content is 34%.
Claims (1)
1. a method of from krill, extracting the krill oil that is rich in phosphatide is characterized in that, comprises the steps:
(1), the refrigerated krill is crushed to 5～20 orders;
(2), the krill after will pulverizing places vacuum drying oven, adjusts the temperature to 30～50 ℃, is incubated 30～60 minutes, makes the krill self-dissolving;
(3), temperature to 90～100 of rising vacuum drying oven ℃, be incubated 5～15 minutes;
(4), begin insulation after the temperature of vacuum drying oven dropped to 40～50 ℃, open vacuum compressor simultaneously is below the oven dry moisture to 5%, with the exsiccant krill meal Weighing of gained;
(5), dried krill meal is placed reaction vessel, add organic solvent then, carry out water-bath, bath temperature is 35～50 ℃, and the reaction times is 1～5 hour; The mass ratio of described krill meal and organic solvent is 1:2～10; Described organic solvent is a mass percentage concentration greater than 95% ethanol or Virahol;
(6), the reaction product of gained is cooled to room temperature, filter, getting the solvent part, after the Rotary Evaporators evaporation, promptly get krill oily.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201110023488A CN102071101B (en) | 2011-01-21 | 2011-01-21 | Method for extracting phospholipid-enriched krill oil from Antarctic krill |
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| CN201110023488A CN102071101B (en) | 2011-01-21 | 2011-01-21 | Method for extracting phospholipid-enriched krill oil from Antarctic krill |
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| CN102071101A CN102071101A (en) | 2011-05-25 |
| CN102071101B true CN102071101B (en) | 2012-10-10 |
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| WO2021194360A1 (en) * | 2020-03-27 | 2021-09-30 | Pharmazen Limited | Extraction method for bio-active fractions |
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| CN102492538B (en) * | 2011-11-14 | 2013-05-08 | 辽宁省大连海洋渔业集团公司 | Method for extracting Antarctic krill oil with high phosphatide content from Antarctic krill |
| CN102492537B (en) * | 2011-11-14 | 2013-05-08 | 辽宁省大连海洋渔业集团公司 | Method for extracting krill oil from antarctic krill |
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| CN104357206A (en) * | 2014-11-18 | 2015-02-18 | 董寰 | Method for preparing phospholipid-rich Antarctic krill oil by water enzyme process |
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| CN112629226A (en) * | 2019-10-08 | 2021-04-09 | 青岛南极维康生物科技有限公司 | Euphausia superba powder microwave pretreatment method for oil extraction and device thereof |
| CN115226865A (en) * | 2022-07-26 | 2022-10-25 | 中船黄埔文冲船舶有限公司 | Device and method for preparing shipborne krill meal, dried krill and krill oil |
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| CN1324394A (en) * | 1998-10-21 | 2001-11-28 | 舍布鲁克大学 | Method for extracting lipid from marine and aquatic animal tissues |
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| WO2021194360A1 (en) * | 2020-03-27 | 2021-09-30 | Pharmazen Limited | Extraction method for bio-active fractions |
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| CN102071101A (en) | 2011-05-25 |
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