CN101002584B - Edible oil with proportional coordination of fatty-acids by using soya bean oil catalyzed by biological enzyme, and its preparing method - Google Patents
Edible oil with proportional coordination of fatty-acids by using soya bean oil catalyzed by biological enzyme, and its preparing method Download PDFInfo
- Publication number
- CN101002584B CN101002584B CN2007100614357A CN200710061435A CN101002584B CN 101002584 B CN101002584 B CN 101002584B CN 2007100614357 A CN2007100614357 A CN 2007100614357A CN 200710061435 A CN200710061435 A CN 200710061435A CN 101002584 B CN101002584 B CN 101002584B
- Authority
- CN
- China
- Prior art keywords
- fatty acid
- oil
- lipase
- acid
- preparation
- 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.)
- Active
Links
Abstract
An edible oil containing proportionally fatty acids, especially the linolenic acid, is prepared through biologic enzyme catalyzed esterifying reaction between soybean oil and N3 (or N6)-series poly-unsaturated-fatty acid including proportionally saturated fatty acid, mono-unsaturated-fatty acid, poly-unsaturated-fatty acid and linolenic acid.
Description
Technical field
The present invention relates to field of food, relate to specifically a kind of coordinative fatty acid ratio edible oil and preparation method of biological enzyme soybean oil preparation.
Background technology
N3, N6 series polyunsaturated fatty acid is essential fatty acid, has important physiological function, and N3, N6 series polyunsaturated fatty acid ratio also has material impact to the immunologic function of human body.But simultaneously, when essential N3, N6 series content of polyunsaturated fatty acid is too high, be vulnerable to the attack of free radical, its carbochain oxidation, cracking cause cell membrane and lipoprotein to change thereby generate aldehyde, ketone and epoxides, thereby different aliphatic acid have suitable ratio.Ratio about saturated fatty acid, monounsaturated fatty acids and polyunsaturated fatty acid, the most authoritative recommendation is 1: 1: 1 in the world at present, the recommendation of american heart association is 1: 1.5: 1, American National cholesterol education group recommendation is 1: 1.5～2: 1, and the recommendation of Chinese Soclety of Nutrition is＜1: 1: 1.
At present the edible oil commonly used of China resident is soybean oil, and soybean oil contains the various aliphatic acid of needed by human body, but ratio is inharmonious, and saturated fatty acid content is slightly high, and N3 series polyunsaturated fatty acid is not enough.Thereby the soybean oil that obtains meeting the fatty acid proportion requirement is just necessary.There is the patent of some soybean oils to notice the coordinative fatty acid ratio problem, the rational proportion that only relates to N3, N6 series such as CN1425312, CN1448061 provides a kind of ready-mixed oil that contains various aliphatic acid, but cholesterol and polyunsaturated fatty acid ratio have reached 1.5～2; CN200510012733.8 provides a kind of edible blend oil of coordinative fatty acid ratio recently, during its aliphatic acid forms, saturated fatty acid 11～14% (wt), monounsaturated fatty acids 20～25% (wt), polyunsaturated fatty acid 62～68% (wt), N6 series polyunsaturated fatty acid 50～58% (wt) wherein, N3 series polyunsaturated fatty acid 9～13% (wt), and N3, N6 series polyunsaturated fatty acid ratio is 1: 4～6, considered in this aliphatic acid compatibility process that human body takes in the impact of 50% animal fat simultaneously, be fit to most of crowds.Although fatty acid proportion is coordinated substantially, but the grease of the production of these patents all is physical mechanical to be mixed, it is ready-mixed oil, from molecular structure, the existence form of its aliphatic acid remains the combining form of various former greases, does not reach the evenly real of chemical molecular level, and this grease existence is long placed in easy layering, acid value is the unsettled shortcoming such as risings easily, thus this grease molecule in conjunction with aspect require further improvement raising.
Summary of the invention
The invention provides coordinative fatty acid ratio edible oil and the preparation method of the stable use biological enzyme soybean oil preparation of a kind of product.
It is with biological enzyme N3 series polyunsaturated fatty acid and soybean oil esterification for coordinative fatty acid ratio edible oil of the present invention, the weight percentage that its aliphatic acid forms is: saturated fatty acid 8～12%, monounsaturated fatty acids 20～26%, polyunsaturated fatty acid 62～68%, N6 series polyunsaturated fatty acid 50～55% wherein, leukotrienes 10～15%, acid value 0.1～4.0mgKOH/g.
The present invention prepares the enzymatic synthesis method of the soybean oil of coordinative fatty acid ratio, it is characterized in that comprising the steps:
(1) take the vegetable oil that is rich in N3 series polyunsaturated fatty acid as raw material, to wherein adding 4～8wt%NaOH solution, mix saponification backflow 1～3h in the rearmounted water-bath, then in saponification liquor, add the hot water of weight of oil 5～10%, use petroleum ether extraction 2～4 times, remove unsaponifiable matter, lower floor's solution 10wt% salt acid for adjusting pH value to 2～3, get oil reservoir behind the standing demix, and be washed till neutrality with distilled water, then be drying to obtain the fatty acid mixed that contains N3 series polyunsaturated fatty acid;
(2) soybean oil and fatty acid mixed are pressed 1: 0.05～0.3 weight ratio weighing, add gross weight 0.5～5.0wt% enzyme biocatalyst, stirring reaction, 30～60 ℃ of reaction temperatures, 2～6 hours reaction time, reaction is filtered after finishing, and filtrate is processed through depickling, obtains the soybean oil of coordinative fatty acid ratio.
The vegetable oil of the aforesaid N3 of being rich in series polyunsaturated fatty acid be linseed oil, perilla herb oil, kiwifruit oil one or more.
The enzyme biocatalyst that uses as mentioned above is lipase, such as the letter Lipozyme TLIM of Novi lipase, green dimension health lipase, Lipase F-AP15 lipase or Lipase AYAmano30G lipase.
The present invention mainly contains following characteristics:
1, with the soybean oil of enzymatic mode synthetic fatty acid eurythmy, aliphatic acid does not contain chemical residual in conjunction with uniform and stable, the technical process environmental protection.
2, by the lipase-catalyzed esterification reaction, improved linolenic content in the soybean oil, it is more reasonable that its aliphatic acid is formed.
The specific embodiment:
Embodiment 1:
(1) gets 12 kilograms of perilla herb oils, add 4% (wt) NaOH solution 25L, saponification backflow 1h, then in saponification liquor, add 1L hot water, with petroleum ether extraction 2 times, lower floor's solution is regulated pH value to 2 with 10% (wt) HCl, divides after leaving standstill and gets oil reservoir, and be washed till neutrality with distilled water, obtain 10 kilograms of perilla herb oil fat acid after the drying.
(2) get the acid of 100 kilograms of purified soyabean oils and step (1) gained perilla herb oil fat, add 3.7 kilograms in the letter Lipozyme TLIM of Novi lipase, under 30 ℃, mix, reacted 3 hours, filter, process namely getting product through depickling.Its aliphatic acid composition sees Table 1, and the product acid value sees Table 2.
Embodiment 2:
(1) gets 4 kilograms of linseed oil and 7 perilla herb oil kilograms, add 5% (wt) NaOH solution 18L, saponification backflow 1.2h, then in saponification liquor, add 0.8L hot water, with petroleum ether extraction 3 times, lower floor's solution is regulated pH value to 2.5 with 10% (wt) HCl, divides after leaving standstill and gets oil reservoir, and be washed till neutrality with distilled water, obtain 9 kilograms of fatty acid mixeds after the drying.
(2) get 100 kilograms of purified soyabean oils and step (1) gained linseed oil fatty acid, add 2.1 kilograms in Lipase F-AP15 lipase, under 45 ℃, mix, reacted 4 hours, filter, process namely getting product through depickling.Its aliphatic acid composition sees Table 1, and the product acid value sees Table 2.
Embodiment 3:
(1) gets 21 kilograms of perilla herb oils, add 4.5% (wt) NaOH solution 45L, saponification backflow 2h, then in saponification liquor, add 1.1L hot water, with petroleum ether extraction 2 times, lower floor's solution is regulated pH value to 3 with 10% (wt) HCl, divides after leaving standstill and gets oil reservoir, and be washed till neutrality with distilled water, obtain 18 kilograms of perilla herb oil fat acid after the drying.
(2) get the acid of 100 kilograms of purified soyabean oils and step (1) gained perilla herb oil fat, add 2.8 kilograms in green dimension health lipase, under 60 ℃, mix, reacted 2 hours, filter, process namely getting product through depickling.Its aliphatic acid composition sees Table 1, and the product acid value sees Table 2.
Embodiment 4:
(1) gets 17 kilograms of kiwifruit oils, add 5.5% (wt) NaOH solution 40L, saponification backflow 1.8h, then in saponification liquor, add 1.5L hot water, with petroleum ether extraction 3 times, lower floor's solution is regulated pH value to 3 with 10% (wt) HCl, divides after leaving standstill and gets oil reservoir, and be washed till neutrality with distilled water, obtain 15 kilograms of kiwifruit oil aliphatic acid after the drying.
(2) get 100 kilograms of purified soyabean oils and step (1) gained kiwifruit oil aliphatic acid, add 3 kilograms in Lipase AYAmano30G lipase, under 45 ℃, mix, reacted 3 hours, filter, process namely getting product through depickling.Its aliphatic acid composition sees Table 1, and the product acid value sees Table 2.
Embodiment 5:
(1) gets 3 kilograms of perilla herb oils and 6.5 kilograms of kiwifruit oils, add 6.2% (wt) NaOH solution 19L, saponification backflow 2h, then in saponification liquor, add 0.6L hot water, with petroleum ether extraction 2 times, lower floor's solution is regulated pH value to 2 with 10% (wt) HCl, divides after leaving standstill and gets oil reservoir, and be washed till neutrality with distilled water, obtain 9 kilograms of fatty acid mixeds after the drying.
(2) get 100 kilograms of purified soyabean oils and step (1) gained fatty acid mixed, add 0.6 kilogram in the letter Lipozyme TLIM of Novi lipase, under 55 ℃, mix, reacted 6 hours, filter, process namely getting product through depickling.Its aliphatic acid composition sees Table 1, and the product acid value sees Table 2.
Embodiment 6:
(1) gets 12 kilograms of linseed oil and 12 kilograms of kiwifruit oils, add 7.1% (wt) NaOH solution 36L, saponification backflow 3h, then in saponification liquor, add 2L hot water, with petroleum ether extraction 2 times, lower floor's solution is regulated pH value to 2.5 with 10% (wt) HCl, divides after leaving standstill and gets oil reservoir, and be washed till neutrality with distilled water, obtain 20 kilograms of fatty acid mixeds after the drying.
(2) get 100 kilograms of purified soyabean oils and step (1) gained fatty acid mixed, add Lipase
5.8 kilograms in AYAmano30G lipase mixes under 25 ℃, reacts 4 hours, filters, and processes namely getting product through depickling.Its aliphatic acid composition sees Table 1, and the product acid value sees Table 2.
Embodiment 7:
(1) gets 14 kilograms of kiwifruit oils, add 7.3% (wt) NaOH solution 32L, saponification backflow 2.8h, then in saponification liquor, add 0.8L hot water, with petroleum ether extraction 3 times, lower floor's solution is regulated pH value to 2.5 with 10% (wt) HCl, divides after leaving standstill and gets oil reservoir, and be washed till neutrality with distilled water, obtain 12 kilograms of fatty acid mixeds after the drying.
(2) get 100 kilograms of purified soyabean oils and step (1) gained kiwifruit oil aliphatic acid, add 2.5 kilograms in the letter Lipozyme TLIM of Novi lipase, under 30 ℃, mix, reacted 4 hours, filter, process namely getting product through depickling.Its aliphatic acid composition sees Table 1, and the product acid value sees Table 2.
Embodiment 8:
(1) gets 34 kilograms of kiwifruit oils, add 7.8% (wt) NaOH solution 55L, saponification backflow 3h, then in saponification liquor, add 2.7L hot water, with petroleum ether extraction 3 times, lower floor's solution is regulated pH value to 2 with 10% (wt) HCl, divides after leaving standstill and gets oil reservoir, and be washed till neutrality with distilled water, obtain 28 kilograms of fatty acid mixeds after the drying.
(2) get 100 kilograms of purified soyabean oils and step (1) gained linseed oil fatty acid, add Novi and believe 5.1 kilograms in green dimension health lipase, under 45 ℃, mix, reacted 5 hours, filter, process namely getting product through depickling.Its aliphatic acid composition sees Table 1, and the product acid value sees Table 2.
The synthetic soya fatty acid that table 1, each embodiment obtain forms
The synthetic soybean oil acid value (mgKOH/g) that table 2, each embodiment obtain
| Embodiment | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 |
| Acid value | 0.9 | 1.7 | 0.3 | 1.6 | 0.6 | 1.5 | 0.4 | 2.0 |
Claims (3)
1. the coordinative fatty acid ratio edible oil of biological enzyme soybean oil preparation, it is characterized in that it is with biological enzyme N3 series polyunsaturated fatty acid and soybean oil esterification, the weight percentage that its aliphatic acid forms is: saturated fatty acid 8～12%, monounsaturated fatty acids 20～26%, polyunsaturated fatty acid 62～68%, N6 series polyunsaturated fatty acid 50～55% wherein, leukotrienes 10～15%, acid value 0.1～4.0mgKOH/g;
And by the following method preparation
(1) take the vegetable oil that is rich in N3 series polyunsaturated fatty acid as raw material, to wherein adding 4～8wt%NaOH solution, mix saponification backflow 1～3h in the rearmounted water-bath, then in saponification liquor, add the hot water of weight of oil 5～10%, use petroleum ether extraction 2～4 times, remove unsaponifiable matter, lower floor's solution 10wt% salt acid for adjusting pH value to 2～3, get oil reservoir behind the standing demix, and be washed till neutrality with distilled water, then be drying to obtain the fatty acid mixed that contains N3 series polyunsaturated fatty acid;
(2) soybean oil and fatty acid mixed are pressed 1: 0.05～0.3 weight ratio weighing, add gross weight 0.5～5.0wt% lipase, stirring reaction, 30～60 ℃ of reaction temperatures, 2～6 hours reaction time, reaction is filtered after finishing, and filtrate is processed through depickling, obtains the soybean oil of coordinative fatty acid ratio.
2. the preparation method of the coordinative fatty acid ratio edible oil of a kind of biological enzyme soybean oil preparation as claimed in claim 1, the vegetable oil that it is characterized in that the described N3 of being rich in series polyunsaturated fatty acid be linseed oil, perilla herb oil, kiwifruit oil one or more.
3. the preparation method of the coordinative fatty acid ratio edible oil of a kind of biological enzyme soybean oil preparation as claimed in claim 1, described lipase is the letter Lipozyme TLIM of Novi lipase, Lipase F-AP15 lipase or Lipase AYAmano30G lipase.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2007100614357A CN101002584B (en) | 2007-01-19 | 2007-01-19 | Edible oil with proportional coordination of fatty-acids by using soya bean oil catalyzed by biological enzyme, and its preparing method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2007100614357A CN101002584B (en) | 2007-01-19 | 2007-01-19 | Edible oil with proportional coordination of fatty-acids by using soya bean oil catalyzed by biological enzyme, and its preparing method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101002584A CN101002584A (en) | 2007-07-25 |
| CN101002584B true CN101002584B (en) | 2013-04-17 |
Family
ID=38702144
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2007100614357A Active CN101002584B (en) | 2007-01-19 | 2007-01-19 | Edible oil with proportional coordination of fatty-acids by using soya bean oil catalyzed by biological enzyme, and its preparing method |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101002584B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102405989A (en) * | 2011-10-08 | 2012-04-11 | 中国科学院山西煤炭化学研究所 | Method for producing raw oils without trans fatty acid |
| CN102742675A (en) * | 2012-07-14 | 2012-10-24 | 山东渤海实业股份有限公司 | Nutritionally-balanced edible blend oil |
| CN109007239A (en) * | 2018-06-15 | 2018-12-18 | 江苏科技大学 | A method of proportion type structured lipid is prepared using lipase-catalyzed mulberry seed oil and alpha-linolenic acid |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1729806A (en) * | 2005-08-11 | 2006-02-08 | 中国科学院山西煤炭化学研究所 | The edible blend oil of coordinative fatty acid ratio |
| CN1802967A (en) * | 2006-01-24 | 2006-07-19 | 浙江大学 | Diglyceride edible oil production method |
-
2007
- 2007-01-19 CN CN2007100614357A patent/CN101002584B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1729806A (en) * | 2005-08-11 | 2006-02-08 | 中国科学院山西煤炭化学研究所 | The edible blend oil of coordinative fatty acid ratio |
| CN1802967A (en) * | 2006-01-24 | 2006-07-19 | 浙江大学 | Diglyceride edible oil production method |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101002584A (en) | 2007-07-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102827885B (en) | Composition and method of making the same containing 1,3-bis-unsaturated fatty acyl-2-saturated fatty acyl glyceryl ester and purposes | |
| CN101455243B (en) | Edible mixed oil containing highland barley bran oil | |
| JP6118904B2 (en) | Method for producing an oil enriched in arachidonic acid of a microorganism (single cell fungus Mortierella alpina) | |
| CN105400838B (en) | A kind of method that biological enzyme prepares phosphatide type DHA | |
| CN100334959C (en) | Edible blend oil with proportion concordant fatty acid | |
| CN101679909A (en) | Process for producing a glyceride composition | |
| CN103882071B (en) | A kind of microbial oil and preparation method thereof | |
| CN105038977A (en) | Processing method of soybean oil | |
| CN101002584B (en) | Edible oil with proportional coordination of fatty-acids by using soya bean oil catalyzed by biological enzyme, and its preparing method | |
| CN102326630A (en) | Method for preparing low/zero trans-fatty acid plastic grease from camphor tree seed oil | |
| CN101326941A (en) | Method for preparing low/non-trans fatty acid butterine/shortening basic oil | |
| CN101564080A (en) | Phospholipid with coordinative fatty acid ratio and preparation method thereof | |
| CN100527969C (en) | Blended oil for vegetarion and production method | |
| CN102113603B (en) | Cocoa butter replacer composition as well as preparation method and application thereof | |
| CN101002585B (en) | Edible oil with proportional coordination of fatty-acids, and its producing method catalyzed by biological enzyme | |
| KR20170057790A (en) | Medium composition utilizing starch-enriched brewery waste and method for producing the same | |
| CN112126515B (en) | Oil refining method | |
| CN107348168A (en) | A kind of feed addictive for improving sow colostrum quality and preparation method and application | |
| CN102559394A (en) | Low-calorie edible vegetable oil preparation technology | |
| CN109666709A (en) | A method of diglyceride is prepared by raw material of high-acid value grease | |
| CN105462679A (en) | Technology for preparing highly pure crude rice bran oil | |
| CN105154223A (en) | Rice bran oil | |
| CN111743013A (en) | EPA nutrient-enriched blend oil suitable for middle-aged and elderly people and preparation method thereof | |
| CN109077127A (en) | A kind of nutrition oil and preparation method thereof rich in nervonic acid and alpha-linolenic acid | |
| CN105767225A (en) | Health-care olive oil and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant |