JP7149383B2 - クリルオイル製造方法及びクリルオイル組成物 - Google Patents
クリルオイル製造方法及びクリルオイル組成物 Download PDFInfo
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- JP7149383B2 JP7149383B2 JP2021110234A JP2021110234A JP7149383B2 JP 7149383 B2 JP7149383 B2 JP 7149383B2 JP 2021110234 A JP2021110234 A JP 2021110234A JP 2021110234 A JP2021110234 A JP 2021110234A JP 7149383 B2 JP7149383 B2 JP 7149383B2
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- krill
- krill oil
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- 229940106134 krill oil Drugs 0.000 title claims description 75
- 238000004519 manufacturing process Methods 0.000 title claims description 36
- 239000000203 mixture Substances 0.000 title claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 79
- 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 claims description 74
- 241000239366 Euphausiacea Species 0.000 claims description 59
- 239000000284 extract Substances 0.000 claims description 52
- 235000012000 cholesterol Nutrition 0.000 claims description 37
- 239000002904 solvent Substances 0.000 claims description 22
- 239000000843 powder Substances 0.000 claims description 21
- 150000003839 salts Chemical class 0.000 claims description 21
- 239000012141 concentrate Substances 0.000 claims description 20
- 239000007788 liquid Substances 0.000 claims description 20
- 239000012466 permeate Substances 0.000 claims description 14
- 239000012675 alcoholic extract Substances 0.000 claims description 13
- 239000007787 solid Substances 0.000 claims description 10
- 229910021536 Zeolite Inorganic materials 0.000 claims description 8
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 8
- 239000010457 zeolite Substances 0.000 claims description 8
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 7
- 238000012958 reprocessing Methods 0.000 claims description 4
- 238000000926 separation method Methods 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 2
- 150000003904 phospholipids Chemical class 0.000 description 18
- 238000000034 method Methods 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 238000000605 extraction Methods 0.000 description 10
- 239000000463 material Substances 0.000 description 8
- 230000007935 neutral effect Effects 0.000 description 8
- 150000002632 lipids Chemical class 0.000 description 7
- 238000012856 packing Methods 0.000 description 7
- 238000012360 testing method Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 235000013305 food Nutrition 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000001816 cooling Methods 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 150000003626 triacylglycerols Chemical class 0.000 description 3
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 2
- 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 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 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 2
- 229940022405 astaxanthin Drugs 0.000 description 2
- 235000013793 astaxanthin Nutrition 0.000 description 2
- 239000001168 astaxanthin Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 235000013376 functional food Nutrition 0.000 description 2
- 230000014509 gene expression Effects 0.000 description 2
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- 239000006228 supernatant Substances 0.000 description 2
- 238000001291 vacuum drying Methods 0.000 description 2
- 206010003210 Arteriosclerosis Diseases 0.000 description 1
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- 241000238424 Crustacea Species 0.000 description 1
- 241000238557 Decapoda Species 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- -1 and Substances 0.000 description 1
- 208000011775 arteriosclerosis disease Diseases 0.000 description 1
- 210000004204 blood vessel Anatomy 0.000 description 1
- 238000009795 derivation Methods 0.000 description 1
- 238000011033 desalting Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 229920006395 saturated elastomer Chemical class 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 238000010129 solution processing Methods 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000012085 test solution Substances 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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- A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils
- A23D9/007—Other edible oils or fats, e.g. shortenings, cooking oils characterised by ingredients other than fatty acid triglycerides
- A23D9/013—Other fatty acid esters, e.g. phosphatides
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- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
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- C11B3/006—Refining fats or fatty oils by extraction
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- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
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- C11B3/00—Refining fats or fatty oils
- C11B3/008—Refining fats or fatty oils by filtration, e.g. including ultra filtration, dialysis
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- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
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- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
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- C11B3/12—Refining fats or fatty oils by distillation
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Description
使用された製品は次の通りである。
(1)処理用カラム:充填材を直径4Cm及び長さ15Cmのガラスカラムに充填して使用した。充填材は、BASF社の直径4mm球状のゼオライトと、直径3mmのアルミナを使用した。
(2)分析機器(ガスクロマトグラフィー)
[コレステロール分析]
以下で実行されるコレステロール分析は次の通りである。
1.コレステロール5mgを精密に定量し、0.5M KOH/MeOH5mLに溶かして標準原液とする。
2.コレステロール標準原液を0.5M KOH/MeOHで段階別に希釈して標準溶液とする。
3.試験溶液の調製
(1)試料0.5を0.5M KOH/MeOHに溶かす。
(2)冷却後、最終の体積10mLになるよう0.5M KOH/MeOHで体積フラスコに入れて合わせる。
(3)希釈を通じてコレステロールの量を分析する。
ICP(誘導結合プラズマ)を介してナトリウムイオンの量を分析した。
冷凍クリル3Kgを細切りして回転式濃縮機に入れて解凍した後、摂氏60度で真空乾燥した。約12時間の乾燥により水分含量1.9(w/w)の乾燥クリルを620g確保した。
製造例1で確保した抽出液の塩及びコレステロール含量を分析した。抽出液のうちコレステロールの場合、固形分を基準にして3.9%(w/w)の含量を有していることが確認され、塩の場合は、抽出液のうち固形分を基準にして4.3%(w/w)であることが確認された。
製造例1で確保した抽出液をカラムに通過させて通過液を確保した。カラムには、BASF社の直径4mm球状のゼオライトが充填材として使用された。
抽出液401mLをカラムの下部で滞留時間が2時間になるよう、1.5mL/minの流量で供給した。カラムの上部を介してカラムを通過しつつ、塩及びコレステロールが除去された通過液を確保した。
製造例2で取得したクリルオイルの成分を分析した。製造例2で取得したクリルオイルの場合、55.1%(w/w)のリン脂質含量を有していることが確認された。
製造例1で乾燥して取得された乾燥クリル100gに、エタノール濃度93%(v/v)の溶媒を500ml加えた後、摂氏40度で1時間抽出してから濾過し、酒精抽出物406mlを取得した。酒精抽出物を摂氏15度で冷却した後5時間定置し、下部に沈殿して分離されている中性脂肪層を除いた上層の抽出液を393ml分離して取得し、これをカラムに通過させた。カラムには、BASF社の直径4mm球状のゼオライトが充填材として使用された。この場合、カラムを通過させる抽出液の速度を、滞留時間を基準にして3時間になるよう、1ml/minの流速で通過させて通過液を取得した。
製造例3で酒精抽出物の成分を分析した。酒精抽出物のうちコレステロールは、固形分を基準にして4.67%(w/w)の含量を示し、塩の量は4.45%(w/w)であった。
製造例1と同じ条件でクリル抽出液を製造した後、これをカラムに通過させて通過液を取得した。カラムとして直径3mmのアルミナが充填材として使用された。抽出液399mLをカラムの下部で滞留時間が4時間になるよう、0.75ml/minの流量で供給して上部で通過液を取得した。
製造例4で取得したクリルオイルの成分を分析した。製造例4で取得したクリルオイルの場合、54.0%(w/w)のリン脂質含量を有することが確認された。
Claims (8)
- 乾燥クリル粉末が提供されるステップと、
前記乾燥クリル粉末に酒精を加えてから抽出液を取得するステップと、
前記抽出液をカラムに通過させて塩分及びコレステロールの除去された通過液を取得するステップと、
前記通過液を減圧濃縮してクリル濃縮液を取得するステップと、
前記クリル濃縮液に酒精を加えた混合物を定置して層分離した後、上層液を抽出した後濃縮してクリルオイルを取得するステップと、
を含む、クリルオイル製造方法。 - 前記取得したクリルオイルをエタノール純度95%(V/V)以上の溶媒に溶解した後、濾過及び濃縮して再処理するステップをさらに含む、請求項1に記載のクリルオイル製造方法。
- 前記抽出液を取得するステップは、
30度~60度の範囲の温度で前記酒精に前記乾燥クリル粉末を溶解した後、可溶成分を含む酒精抽出物を取得するステップと、
前記酒精抽出物を10度~25度の範囲の温度で定置して層分離した後、上部層を回収して抽出液を取得するステップと、
を含む、請求項1に記載のクリルオイル製造方法。 - 前記酒精抽出物を取得するステップにおいて、
前記酒精は、前記乾燥クリル粉末100g当たり500~800mLの体積が加えられ、
前記酒精は、70~95%(v/v)濃度のエタノールを含む、請求項3に記載のクリルオイル製造方法。 - 前記通過液を取得するステップにおいて、前記カラムには、ゼオライト(Zeolite)又はアルミナ(Al2O3)のうち少なくとも1つが充填される、請求項1に記載のクリルオイル製造方法。
- 前記通過液を取得するステップにおいて、前記カラムの温度は5度~30度の範囲であり、前記カラム内の抽出液滞在時間は0.5時間~4時間の範囲に設定される、請求項5に記載のクリルオイル製造方法。
- 前記クリル濃縮液を取得するステップにおいて、前記減圧濃縮されたクリル濃縮液は、固形分の含量が75~85%(w/v)である、請求項1に記載のクリルオイル製造方法。
- 前記クリルオイルを取得するステップにおいて、
前記クリル濃縮液に加えられる酒精は、90~95%(v/v)エタノール濃度を有し、
前記クリル濃縮液対比3~6倍の体積比が加えられる、請求項1に記載のクリルオイル製造方法。
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