JPS637789A - 酵素による脂肪酸の製造方法 - Google Patents
酵素による脂肪酸の製造方法Info
- Publication number
- JPS637789A JPS637789A JP61306709A JP30670986A JPS637789A JP S637789 A JPS637789 A JP S637789A JP 61306709 A JP61306709 A JP 61306709A JP 30670986 A JP30670986 A JP 30670986A JP S637789 A JPS637789 A JP S637789A
- Authority
- JP
- Japan
- Prior art keywords
- oil
- reaction
- fatty acids
- fatty acid
- concentration
- 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.)
- Granted
Links
- 235000014113 dietary fatty acids Nutrition 0.000 title claims description 70
- 239000000194 fatty acid Substances 0.000 title claims description 70
- 229930195729 fatty acid Natural products 0.000 title claims description 70
- 150000004665 fatty acids Chemical class 0.000 title claims description 70
- 238000004519 manufacturing process Methods 0.000 title claims description 24
- 102000004190 Enzymes Human genes 0.000 title description 21
- 108090000790 Enzymes Proteins 0.000 title description 21
- 238000006243 chemical reaction Methods 0.000 claims description 38
- 239000003921 oil Substances 0.000 claims description 29
- 235000019198 oils Nutrition 0.000 claims description 29
- 102000004882 Lipase Human genes 0.000 claims description 27
- 108090001060 Lipase Proteins 0.000 claims description 27
- 239000004367 Lipase Substances 0.000 claims description 27
- 239000003925 fat Substances 0.000 claims description 27
- 235000019197 fats Nutrition 0.000 claims description 27
- 235000019421 lipase Nutrition 0.000 claims description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 25
- 239000000693 micelle Substances 0.000 claims description 23
- 239000003960 organic solvent Substances 0.000 claims description 19
- 239000004006 olive oil Substances 0.000 claims description 16
- 235000008390 olive oil Nutrition 0.000 claims description 16
- 239000004094 surface-active agent Substances 0.000 claims description 16
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 claims description 13
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 claims description 13
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 10
- -1 polyoxyethylene Polymers 0.000 claims description 10
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 9
- 235000015278 beef Nutrition 0.000 claims description 6
- 239000003760 tallow Substances 0.000 claims description 6
- 239000007853 buffer solution Substances 0.000 claims description 5
- 239000003240 coconut oil Substances 0.000 claims description 5
- 235000019864 coconut oil Nutrition 0.000 claims description 5
- 235000021323 fish oil Nutrition 0.000 claims description 5
- VPHBYBUYWBZLEX-UHFFFAOYSA-N 1,2-dipropylbenzene Chemical compound CCCC1=CC=CC=C1CCC VPHBYBUYWBZLEX-UHFFFAOYSA-N 0.000 claims description 4
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 4
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 4
- 235000019774 Rice Bran oil Nutrition 0.000 claims description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 4
- 229940066429 octoxynol Drugs 0.000 claims description 4
- 229920002113 octoxynol Polymers 0.000 claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 4
- 239000008165 rice bran oil Substances 0.000 claims description 4
- 239000003549 soybean oil Substances 0.000 claims description 4
- 235000012424 soybean oil Nutrition 0.000 claims description 4
- CDOUZKKFHVEKRI-UHFFFAOYSA-N 3-bromo-n-[(prop-2-enoylamino)methyl]propanamide Chemical compound BrCCC(=O)NCNC(=O)C=C CDOUZKKFHVEKRI-UHFFFAOYSA-N 0.000 claims description 3
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims description 3
- 235000005687 corn oil Nutrition 0.000 claims description 2
- 239000002285 corn oil Substances 0.000 claims description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims 3
- 239000000243 solution Substances 0.000 description 15
- 238000006460 hydrolysis reaction Methods 0.000 description 12
- 238000000034 method Methods 0.000 description 11
- 230000007062 hydrolysis Effects 0.000 description 9
- 239000011541 reaction mixture Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 239000008055 phosphate buffer solution Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 238000006911 enzymatic reaction Methods 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 230000003301 hydrolyzing effect Effects 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 235000015277 pork Nutrition 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- 238000004065 wastewater treatment Methods 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 229940086609 Lipase inhibitor Drugs 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 229910001424 calcium ion Inorganic materials 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 235000019626 lipase activity Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 210000000496 pancreas Anatomy 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- GAPYKZAARZMMGP-UHFFFAOYSA-N pyridin-1-ium;acetate Chemical compound CC(O)=O.C1=CC=NC=C1 GAPYKZAARZMMGP-UHFFFAOYSA-N 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 238000000527 sonication Methods 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C1/00—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids
- C11C1/02—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids from fats or fatty oils
- C11C1/04—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids from fats or fatty oils by hydrolysis
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1019860005147A KR880000565A (ko) | 1986-06-26 | 1986-06-26 | 효소에 의한 지방산의 제조방법 |
| KR5147/1986 | 1986-06-26 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS637789A true JPS637789A (ja) | 1988-01-13 |
| JPH0413998B2 JPH0413998B2 (ko) | 1992-03-11 |
Family
ID=19250742
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61306709A Granted JPS637789A (ja) | 1986-06-26 | 1986-12-24 | 酵素による脂肪酸の製造方法 |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS637789A (ko) |
| KR (1) | KR880000565A (ko) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105779114A (zh) * | 2014-12-22 | 2016-07-20 | 丰益(上海)生物技术研发中心有限公司 | 一种反胶束溶剂萃取米糠的方法 |
| WO2022250123A1 (ja) | 2021-05-28 | 2022-12-01 | 花王株式会社 | 酵素反応促進方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61293390A (ja) * | 1985-04-26 | 1986-12-24 | ソシエテ・ナシヨナ−ル・エルフ・アキテ−ヌ | 脂肪物質の酵素による加水分解方法とその装置 |
-
1986
- 1986-06-26 KR KR1019860005147A patent/KR880000565A/ko not_active Application Discontinuation
- 1986-12-24 JP JP61306709A patent/JPS637789A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61293390A (ja) * | 1985-04-26 | 1986-12-24 | ソシエテ・ナシヨナ−ル・エルフ・アキテ−ヌ | 脂肪物質の酵素による加水分解方法とその装置 |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105779114A (zh) * | 2014-12-22 | 2016-07-20 | 丰益(上海)生物技术研发中心有限公司 | 一种反胶束溶剂萃取米糠的方法 |
| WO2022250123A1 (ja) | 2021-05-28 | 2022-12-01 | 花王株式会社 | 酵素反応促進方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0413998B2 (ko) | 1992-03-11 |
| KR880000565A (ko) | 1988-03-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU2021201921B2 (en) | Polyunsaturated fatty acid triglyceride and preparation and uses thereof | |
| JP2003500082A (ja) | 蒸留−酵素的エステル交換の組合せによるポリ不飽和脂肪酸エステルの濃縮及び精製 | |
| CN109295030B (zh) | 一种基于液态固定化酶富集鱼油中dha和epa的方法 | |
| CN109251943B (zh) | 一种超临界co2条件下的酶催化制备opo结构脂的方法 | |
| JPS637789A (ja) | 酵素による脂肪酸の製造方法 | |
| CN111041061A (zh) | 一种在反胶束酶体系中合成植物甾醇酯的方法 | |
| JP2722599B2 (ja) | 油脂の改質方法 | |
| CN108048317A (zh) | 一种非天然氨基酸的连续合成系统及连续合成方法 | |
| CN109735581B (zh) | 一种高纯度dha乙酯的制备方法 | |
| CN111892992A (zh) | 一种化学催化制备甘油二酯的方法 | |
| JPH01144996A (ja) | カルニチンヒドロリアーゼの分離方法およびｌ（−）−カルニチン合成への利用 | |
| JPS6416591A (en) | Production of castor oil fatty acid estolide | |
| JPH10234391A (ja) | ジグリセリド類の製造方法及び該製造方法に用いる反応器 | |
| JP2830072B2 (ja) | 合成ホスファチジルコリンの酵素分解方法 | |
| JPH0213389A (ja) | ひまし油の高加水分解方法 | |
| CN115260484B (zh) | 一种改性吐温-20的制备方法及其在维生素e乳液制备过程中的应用 | |
| CN111996221B (zh) | 一种酶法制备sn2-LPC的方法 | |
| JPS6251593B2 (ko) | ||
| JPS6078586A (ja) | 液体油脂の製造方法 | |
| JPS6251594B2 (ko) | ||
| JPH012588A (ja) | 改質油の製造法 | |
| de Castro et al. | Production of Citronellyl Acetate in a Fed-Batch System Using Immobilized Lipase Scientific Note | |
| JP2001169796A (ja) | 油脂類の加水分解方法 | |
| JPH0213387A (ja) | ひまし油脂肪酸エストリドの製造法 | |
| JPH0528114B2 (ko) |