CN109007239A - A method of proportion type structured lipid is prepared using lipase-catalyzed mulberry seed oil and alpha-linolenic acid - Google Patents
A method of proportion type structured lipid is prepared using lipase-catalyzed mulberry seed oil and alpha-linolenic acid Download PDFInfo
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- A23J3/32—Working-up of proteins for foodstuffs by hydrolysis using chemical agents
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Abstract
A method of proportion type structured lipid is prepared using lipase-catalyzed mulberry seed oil and alpha-linolenic acid.Using Lipozyme RM IM as catalyst, prepared using conventional reactor and microreactor.In conventional reactor, mulberry seed oil and linolenic acid mixing mass ratio are 1:1-1:15, and 20-80 DEG C of reaction temperature, the mass ratio that lipase accounts for reaction system is 1-10%.In microreactor, mulberry seed oil and linolenic acid mixing mass ratio are 1:1-1:15, and reaction temperature is 20-80 DEG C, and flow velocity is 1-30 μ L/min, lipase fixed amount.This technology can efficiently prepare the ω -6 of low ratio and the structured lipid of omega-3 polyunsaturated fatty acids, the high brought risk of two kinds of fatty acid proportions of current people's diet can be reduced, while being conducive to intensive processing and the higher value application of silkworm and mulberry resource.
Description
Technical field
The invention belongs to technical field of biochemical industry, and in particular to a kind of to utilize lipase-catalyzed mulberry seed oil and alpha-linolenic acid
The method for preparing proportion type structured lipid.
Background technique
The prior art: unsaturated fatty acid is a kind of fatty acid for constituting body fat, the indispensable fatty acid of human body.
Unsaturated fatty acid is divided into monounsaturated fatty acids and two kinds of polyunsaturated fatty acid according to the difference of double bond number.Food rouge
In fat, monounsaturated fatty acids has oleic acid etc., and polyunsaturated fatty acid has linoleic acid, linolenic acid, arachidonic acid etc..Human body is not
Linoleic acid plus linolenic acid can be synthesized, it is necessary to supplement from diet.According to the position of double bond and function again by polyunsaturated fatty acid
It is divided into ω -6 series and ω -3 series.Linoleic acid and arachidonic acid belong to ω -6 series, and linolenic acid, DHA, EPA belong to ω -3 series.
WHO and FAO proposes ω -6 in diet: the proper ratio of omega-fatty acid is (5-10): 1, studies have found that ratio difference is right
Various disease is beneficial.Massive epidemiology data shows that 6 ω in diet: omega-3 fatty acid ratio is excessively high high-incidence with certain diseases
It is closely related, such as: coronary heart disease, diabetes, breast cancer；For example, 6: ω 3≤4:1 of ω can reduce cholesterol in old human diet
And low-density lipoprotein, and cleaning blood vessel；As ω -6: ω -3=2.5:1 of unsaturated fatty acid, colorectal cancer can be reduced
The rectal cell of patient is proliferated；It can be intracorporal to rheumatoid arthritis patients as ω -6: ω -3=2-3:1 of unsaturated fatty acid
Inflammation generates inhibiting effect (Nat Prod Res Dev 2014,26:626-631,479).Since eating habit influences at present,
ω -6 and ω -3 ratio up to (20-30) in human body: 1, this is also one of the reason of various major diseases take place frequently, in order to reduce people
Body ω -6 type unsaturated fatty acid content adjusts internal ω -6 and ω -3 ratio, and this patent prepares ω -6 and ω -3 ratio is close
The structured lipid of 1:1.Numerous studies also indicate that healthy fatty acid proportion close to 1:1.
(1) patent US8957110B2 disclose can effectively treat eye illness, by ω -6 and omega-3 unsaturated fatty acid group
At artificial tear, the perfect ratio for mentioning ω -6 and ω -3 in this patent is 1:1；(2) patent WO2012145339 ω-
6 to ω -3 equilibrium oils supplement food, and it includes the Synergistic mixtures of at least two oil；The composition also includes -3 oil of long-chain omega
As the means for further increasing nutritive value, the composition provides treatment in nutrition and dietary systems and increases Synergistic mixtures
Add effective pharmacological property.To sum up, may be used on using the discrepant oil and fat preparation proportion type structured lipid of content of fatty acid
In many fields, and one of current hot topic.
Mulberry seed is a kind of agricultural residues of mulberry juice, is had very high nutritive value.In mulberry fruit seed, there is 33.4%
Oil, 25% crude protein, 19.9% amino acid and 5.71% essential amino acid.Mulberry seed oil is one kind at low temperature from mulberry
The dark-brown fat extracted in mulberry seed, unsaturated fatty acid content accounts for the 81.2% of total fatty acids, and essential fatty acid is sub-
Oleic acid content is up to 69.93%, economic value with higher and nutritive value (Applied Biological
Chemistry, 2013,56 (6): 655-660).But mulberry seed oil is free of alpha-linolenic acid.Silkworm chrysalis oil is extracted from silkworm chrysalis, is contained
There are many higher fatty acid ester admixtures, in yellow to red, transparent oil-based liquid.Silkworm chrysalis oil contains 80% or more no
Saturated fatty acid, main component therein are alpha-linolenic acid, oleic acid etc..In our current research, it is using mulberry seed oil and silkworm chrysalis oil
Raw material is prepared for a kind of new structured lipid ratio using mulberry seed oil and silkworm chrysalis oil.The use of these raw materials can not only to peasant with
Carry out good economic benefit, and the efficiency of Mulberry Seeds and the comprehensive benefit of silkworm and mulberry resource can also be improved.
Instant food (Ready-to-use therapeutic foods, RUTFs) is in the limited environment of resource
For provided with the underfed child of serious acute life-saving treatment key components (BMC Medicine, 2015,13:
117-121), in neuro-cognitive and developmental work is immunized in the ω -6 in balanced diet and omega-3 polyunsaturated fatty acids (PUFA)
With increasingly being approved, supplements to take orally using high oleic acid peanut and give ω -3DHA or reduce RUTF ω -6 linoleic acid, improve
DHA state increases the ω -3 alpha-linolenic acid content in RUTF；Linoleic acid (ω -6) and linolenic acid (ω -3) are essential fatty acids,
Because they cannot synthesize by the mankind or other higher mammals (Life Science, 2018,203:255-267), in human body,
Arachidonic acid, eicosapentaenoic acid and the docosahexaenoic acid that these fatty acid generate the performance key effect in adjusting exist
The intracorporal stable state of body.The eicosanoid of these fatty acid is the bioactivity signal lipid of local action, while also adjusting a variety of
Homeostasis process.In general, arachidonic acid generation proinflammatory Eicosanoids, and eicosapentaenoic acid and 22 carbon six
Olefin(e) acid generates anti-inflammatory Eicosanoids.Therefore, the intake for the ω -3PUFA being scaling up can protect us from inflammation
Property disease, cancer, the infringement of cardiovascular disease and other chronic diseases.Therefore the slave diet source of this patent innovation is dedicated to allowing
People take in high-content ω -3 alpha-linolenic acid, improve people's health states.
Summary of the invention
The technical issues of solution: being directed to deficiency described in the prior art, is urged the present invention provides a kind of using lipase
The method for changing mulberry seed oil and alpha-linolenic acid preparation proportion type structured lipid, reduces the serial polyunsaturated fatty acid ratio of ω -6, has
Conducive to human health.
Technical solution: a method of proportion type structured lipid being prepared using lipase-catalyzed mulberry seed oil and alpha-linolenic acid,
Step are as follows: using Lipozyme RM IM as catalyst, alpha-linolenic acid mixes with mulberry seed oil to carry out enzyme process transesterification anti-
It answers, the mulberry seed oil and alpha-linolenic acid mixing mass ratio are 1:1-1:15；20-80 DEG C of reaction temperature；Lipase accounts for reaction system
Mass ratio be 1%-10%, reaction time 2h-30h, the grease obtained after ester exchange reaction is structured lipid.
Preferably, above-mentioned mulberry seed oil and alpha-linolenic acid mass ratio are 1:5.
Preferably, above-mentioned reaction temperature is 50 DEG C.
A method of proportion type structured lipid being prepared using lipase-catalyzed mulberry seed oil and alpha-linolenic acid, using micro- reaction
Device preparation, wherein the mixture of mulberry seed oil and alpha-linolenic acid is released in syringe through flow pumps with the flow velocity of 1-30 μ L/min
Liquid.
Above-mentioned mulberry seed oil derives from mulberries seed.
The utility model has the advantages that preparing the mistake of mulberry seed oil and flax acid starting material preparation proportion type structured lipid using mulberry seed and silkworm chrysalis
Journey substantially increases the utilization rate of silkworm and mulberry resource, not only economizes on resources, and improves peasant income, while to synthesis beneficial to human body
The desk study of healthy structured lipid provides abundant raw material, its polyunsaturated fatty acid ratio of the proportion type structured lipid of preparation
Just refer to ω -6: ω -3 ratio close to 1:1；Linolenic acid content is high；Unsaturated fatty acid ratio in adjustable body improves immune
Power has treatment and relaxation effect to most of chronic diseases and cancer.
Specific embodiment
Present invention will be further explained below with reference to specific examples.It should be understood that these embodiments are merely to illustrate the present invention
Rather than it limits the scope of the invention.In addition, it should also be understood that, after reading the content taught by the present invention, those skilled in the art
Member can make various changes or modifications the present invention, and such equivalent forms equally fall within the application the appended claims and limited
Range.
The preparation of alpha-linolenic acid in the present invention: extracting alpha-linolenic acid in silkworm chrysalis oil, according to patent of invention ZL
201110343010.1 " a method of unsaturated fatty acid in the combination Separation by Complexation silkworm chrysalis oil based on reversible reaction " enrichment.
The measuring method that detection fatty acid qualitative, quantitative is used in the embodiment of the present invention is high resolution gas chromatography method, condition
Are as follows: 6820 gas chromatograph of Agilent, column model HP-INNOWAX length are 30m, and internal diameter is 0.25 μm, using gradient
Heating mode, 80 DEG C of initial temperature, 250 DEG C of post case maximum temperature, 280 DEG C of rear detector maximum temperature amounts to 25min, sample introduction
Amount is 1 μ L.
Wherein, high resolution gas chromatography detects four kinds of fatty acid, including palmitinic acid, oleic acid, linolenic and linoleic.
Content of fatty acid calculation method are as follows:
Total fatty acid content=∑ (fatty acid peak area * corresponds to response factor)
Embodiment 1
This example demonstrates that preparing proportion type structured lipid in conventional reactor with lipase-catalyzed mulberry seed oil and alpha-linolenic acid
The process of matter.
0.1147g (1% substrate is added in the alpha-linolenic acid 2.78g (mixing mass ratio 1:1) of mulberry seed oil 8.69g and purification
Weight) Sn1-3 specific lipase Lipozyme RM IM, reaction temperature is 20 DEG C, and the reaction time is for 24 hours.React every 4h into
Row primary sample samples six times altogether.
After reaction, 150 μ L are taken out in the sample taken out before to be placed in 10mL centrifuge tube, and 2mL is added
Sodium hydroxide-the methanol solution and 1.5mL n-hexane of 0.5mol/L, preservative film sealing, reacts 60min in 60 DEG C of water-baths,
Later by distilled water to 9mL, it is placed under the conditions of 10000rpm and is centrifuged 5min, supernatant liquor is taken to carry out chromatography of gases inspection after layering
It surveys.
Testing result is as follows:
| Fatty acid | Fatty acid relative amount |
| C16:0 | 6.7±0.6 |
| C18:1 | 6.8±0.4 |
| C18:2 | 85.6±0.3 |
| C18:3 | 0.9±0.1 |
It is reacted under the conditions of embodiment 1, linolenic acid Percentage bound is extremely low, and the ratio of ω -6 and ω -3 do not reach 1:1.
Embodiment 2
This example demonstrates that preparing proportion type structured lipid in conventional reactor with lipase-catalyzed mulberry seed oil and alpha-linolenic acid
The process of matter.
1.9705g (7% substrate is added in the alpha-linolenic acid 19.46g (mixing mass ratio 1:7) of mulberry seed oil 8.69g and purification
Weight) Sn1-3 specific lipase Lipozyme RM IM, reaction temperature is 60 DEG C, and the reaction time is for 24 hours.React every 4h into
Row primary sample samples six times altogether.
After reaction, 150 μ L are taken out in the sample taken out before to be placed in 10mL centrifuge tube, and 2mL is added
Sodium hydroxide-the methanol solution and 1.5mL n-hexane of 0.5mol/L, preservative film sealing, reacts 60min in 60 DEG C of water-baths,
Later by distilled water to 9mL, it is placed under the conditions of 10000rpm and is centrifuged 5min, supernatant liquor is taken to carry out chromatography of gases inspection after layering
It surveys.
Testing result is as follows:
| Fatty acid | Fatty acid relative amount |
| C16:0 | 5.1±0.4 |
| C18:1 | 5.2±0.6 |
| C18:2 | 53.1±0.3 |
| C18:3 | 38.6±0.2 |
It is reacted under the conditions of embodiment 2, linolenic acid Percentage bound increases, and the ratio of ω -6 and ω -3 are 1.37, close to ratio
1:1 can be seen that ω -3 type unsaturated fatty acid content obviously increases from testing result.It is carried out under the conditions of embodiment 2 anti-
It answers, substrate ratio is 1:7, adds 7% substrate weight of enzyme amount, and reaction temperature is 60 DEG C；The ratio that we have obtained ω -6 and ω -3 connects
The structured lipid of nearly 1:1, obtains this result is that all reaction conditions are coefficient as a result, being three influence factor synergy
Result.Because the single one of factor of change is extremely difficult to desired effect, and it is difficult.
Embodiment 3
This example demonstrates that preparing proportion type structured lipid in conventional reactor with lipase-catalyzed mulberry seed oil and alpha-linolenic acid
The process of matter.
5.039g (10% substrate is added in the alpha-linolenic acid 41.7g (mixing mass ratio 1:15) of mulberry seed oil 8.69g and purification
Weight) Sn1-3 specific lipase Lipozyme RM IM, reaction temperature is 80 DEG C, and the reaction time is for 24 hours.React every 4h into
Row primary sample samples six times altogether.
After reaction, 150 μ L are taken out in the sample taken out before to be placed in 10mL centrifuge tube, and 2mL is added
Sodium hydroxide-the methanol solution and 1.5mL n-hexane of 0.5mol/L, preservative film sealing, reacts 60min in 60 DEG C of water-baths,
Later by distilled water to 9mL, it is placed under the conditions of 10000rpm and is centrifuged 5min, supernatant liquor is taken to carry out chromatography of gases inspection after layering
It surveys.
Testing result is as follows:
| Fatty acid relative amount | Fatty acid relative amount |
| C16:0 | 4.8±0.9 |
| C18:1 | 5.7±0.7 |
| C18:2 | 65.9±0.3 |
| C18:3 | 23.6±0.6 |
It is reacted under the conditions of embodiment 2, linolenic acid Percentage bound increases, but the ratio of ω -6 and ω -3 is 2.79, with ratio
1:1 has a certain gap, but ω -3 type unsaturated fatty acid content has increase.
Embodiment 4
This example demonstrates that preparing proportion type structured lipid in microreactor with lipase-catalyzed mulberry seed oil and alpha-linolenic acid
Process.
The alpha-linolenic acid 2.78g (mixing mass ratio 1:1) of mulberry seed oil 8.69g and purification are added 100mg Sn1-3 specifically
Property Lipozyme RM IM, reaction temperature be 80 DEG C, flow velocity is set as 1 μ L/min, and microreactor connects sample up to 150 μ L
When, next experimental flow rate can be adjusted in operation interface.The 150 μ L samples picked up are placed in 10mL centrifuge tube, and 2mL is added
Sodium hydroxide-the methanol solution and 1.5mL n-hexane of 0.5mol/L, preservative film sealing, reacts 60min in 60 DEG C of water-baths,
Later by distilled water to 9mL, it is placed under the conditions of 10000rpm and is centrifuged 5min, supernatant liquor is taken to carry out chromatography of gases inspection after layering
It surveys.
Testing result is as follows:
| Fatty acid | Fatty acid relative amount |
| C16:0 | 5.8±0.1 |
| C18:1 | 5.9±0.3 |
| C18:2 | 84.8±0.2 |
| C18:3 | 3.5±0.4 |
It is reacted under the conditions of embodiment 4, linolenic acid Percentage bound is extremely low, and the ratio of ω -6 and ω -3 do not reach 1:1.
Embodiment 5
This example demonstrates that preparing proportion type structured lipid in microreactor with lipase-catalyzed mulberry seed oil and alpha-linolenic acid
Process.
100mg Sn1-3 spy is added in the alpha-linolenic acid 13.90g (mixing mass ratio 1:5) of mulberry seed oil 8.69g and purification
Anisotropic Lipozyme RM IM, reaction temperature are 50 DEG C, and flow velocity is set as 2 μ L/min, and microreactor connects sample up to 150 μ L
When, next experimental flow rate can be adjusted in operation interface.The 150 μ L samples picked up are placed in 10mL centrifuge tube, and 2mL is added
Sodium hydroxide-the methanol solution and 1.5mL n-hexane of 0.5mol/L, preservative film sealing, reacts 60min in 60 DEG C of water-baths,
Later by distilled water to 9mL, it is placed under the conditions of 10000rpm and is centrifuged 5min, supernatant liquor is taken to carry out chromatography of gases inspection after layering
It surveys.
Testing result is as follows:
| Fatty acid | Fatty acid relative amount |
| C16:0 | 4.8±0.8 |
| C18:1 | 6.2±0.6 |
| C18:2 | 47±0.5 |
| C18:3 | 42±0.3 |
It is reacted under the conditions of embodiment 5, linolenic acid Percentage bound increases, and the ratio of ω -6 and ω -3 are 1.11, close to ratio
1:1 can be seen that ω -3 type unsaturated fatty acid content obviously increases from testing result.It is carried out under the conditions of embodiment 5 anti-
It answers, substrate ratio is 1:5, and reaction temperature is 50 DEG C；We have obtained the ratio of ω -6 and ω -3 close to the structured lipid of 1:1, obtain
To this result is that all reaction conditions are coefficient as a result, being the result of three influence factor synergy.With popular response
Device compares, and microreactor substrate ratio is lower, and enzyme amount is reduced, and reaction sufficiently, has more preferably substrate affinity.
Embodiment 6
This example demonstrates that preparing proportion type structured lipid in microreactor with lipase-catalyzed mulberry seed oil and alpha-linolenic acid
Process.
100mg Sn1-3 spy is added in the alpha-linolenic acid 41.70g (mixing mass ratio 1:15) of mulberry seed oil 8.69g and purification
Anisotropic Lipozyme RM IM, reaction temperature are 80 DEG C, and flow velocity is set as 30 μ L/min, and microreactor connects sample up to 150 μ
When L, next experimental flow rate can be adjusted in operation interface.The 150 μ L samples picked up are placed in 10mL centrifuge tube, and 2mL is added
Sodium hydroxide-the methanol solution and 1.5mL n-hexane of 0.5mol/L, preservative film sealing, reacts 60min in 60 DEG C of water-baths,
Later by distilled water to 9mL, it is placed under the conditions of 10000rpm and is centrifuged 5min, supernatant liquor is taken to carry out chromatography of gases inspection after layering
It surveys.
Testing result is as follows:
| Fatty acid | Fatty acid relative amount |
| C16:0 | 5.2±0.3 |
| C18:1 | 6.7±0.5 |
| C18:2 | 63.8±0.4 |
| C18:3 | 24.3±0.1 |
It is reacted under the conditions of embodiment 6, linolenic acid Percentage bound increases, and the ratio of ω -6 and ω -3 are 2.63, with ratio 1:1
It has a certain gap, but ω -3 type unsaturated fatty acid content has increase.
Note: also containing minimal amount of C18:0 fatty acid in mulberry seed oil, and simultaneously C18:0 is not detected in some experiment reaction conditions
Type fatty acid, therefore its content is ignored.
Claims (5)
1. a kind of method using lipase-catalyzed mulberry seed oil and alpha-linolenic acid preparation proportion type structured lipid, it is characterised in that step
Suddenly are as follows: using Lipozyme RM IM as catalyst, alpha-linolenic acid is mixed with mulberry seed oil and carries out enzyme process ester exchange reaction,
The mulberry seed oil and alpha-linolenic acid mixing mass ratio are 1:1-1:15；20-80 DEG C of reaction temperature；Lipase accounts for the matter of reaction system
Amount ratio is 1%-10%, reaction time 2h-30h, and the grease obtained after ester exchange reaction is structured lipid.
2. utilizing the side of lipase-catalyzed mulberry seed oil and alpha-linolenic acid preparation proportion type structured lipid according to claim 1
Method, it is characterised in that the mulberry seed oil is 1:5 with alpha-linolenic acid mass ratio.
3. utilizing the side of lipase-catalyzed mulberry seed oil and alpha-linolenic acid preparation proportion type structured lipid according to claim 1
Method, it is characterised in that the reaction temperature is 50 DEG C.
4. utilizing the side of lipase-catalyzed mulberry seed oil and alpha-linolenic acid preparation proportion type structured lipid according to claim 1
Method, it is characterised in that prepared using microreactor, wherein the mixture of mulberry seed oil and alpha-linolenic acid is in syringe, through flow pumps
Liquid is released with the flow velocity of 1-30 μ L/min.
5. utilizing the side of lipase-catalyzed mulberry seed oil and alpha-linolenic acid preparation proportion type structured lipid according to claim 1
Method, it is characterised in that the mulberry seed oil derives from mulberries seed.
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1205839A (en) * | 1997-07-22 | 1999-01-27 | 雀巢制品公司 | Lipid composition for infant formula and method of preparation |
| WO2005084129A2 (en) * | 2004-03-04 | 2005-09-15 | Htl High-Tech Lipids Ltd. | Structured triglycerides and emulsions comprising same |
| CN1688704A (en) * | 2002-09-13 | 2005-10-26 | 三得利株式会社 | Process for production of transesterified oils/fats or triglycerides |
| CN101002584A (en) * | 2007-01-19 | 2007-07-25 | 中国科学院山西煤炭化学研究所 | Edible oil with proportional coordination of fatty-acids by using soya bean oil catalyzed by biological enzyme, and its preparing method |
| CN107828830A (en) * | 2017-12-14 | 2018-03-23 | 广州白云山汉方现代药业有限公司 | A kind of method that backbone triglycerides forms in adjustment |
-
2018
- 2018-06-28 CN CN201810686437.3A patent/CN109007239A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1205839A (en) * | 1997-07-22 | 1999-01-27 | 雀巢制品公司 | Lipid composition for infant formula and method of preparation |
| CN1688704A (en) * | 2002-09-13 | 2005-10-26 | 三得利株式会社 | Process for production of transesterified oils/fats or triglycerides |
| WO2005084129A2 (en) * | 2004-03-04 | 2005-09-15 | Htl High-Tech Lipids Ltd. | Structured triglycerides and emulsions comprising same |
| CN101002584A (en) * | 2007-01-19 | 2007-07-25 | 中国科学院山西煤炭化学研究所 | Edible oil with proportional coordination of fatty-acids by using soya bean oil catalyzed by biological enzyme, and its preparing method |
| CN107828830A (en) * | 2017-12-14 | 2018-03-23 | 广州白云山汉方现代药业有限公司 | A kind of method that backbone triglycerides forms in adjustment |
Non-Patent Citations (2)
| Title |
|---|
| 杨小兰，等: "桑椹籽与籽油的营养成份及理化特性的研究", 《中国粮油学报》 * |
| 王军文，等: "桑椹在食品加工中的研究进展", 《蚕桑茶叶通讯》 * |
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