CN114904413A - Emulsification method of phytosterol - Google Patents
Emulsification method of phytosterol Download PDFInfo
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- CN114904413A CN114904413A CN202210575379.3A CN202210575379A CN114904413A CN 114904413 A CN114904413 A CN 114904413A CN 202210575379 A CN202210575379 A CN 202210575379A CN 114904413 A CN114904413 A CN 114904413A
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- Prior art keywords
- phytosterol
- weak acid
- rhamnolipid
- solution
- aqueous solution
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- 238000000034 method Methods 0.000 title claims abstract description 21
- 238000004945 emulsification Methods 0.000 title claims abstract description 19
- FCBUKWWQSZQDDI-UHFFFAOYSA-N rhamnolipid Chemical compound CCCCCCCC(CC(O)=O)OC(=O)CC(CCCCCCC)OC1OC(C)C(O)C(O)C1OC1C(O)C(O)C(O)C(C)O1 FCBUKWWQSZQDDI-UHFFFAOYSA-N 0.000 claims abstract description 32
- 239000002253 acid Substances 0.000 claims abstract description 28
- 239000000243 solution Substances 0.000 claims abstract description 27
- 239000007864 aqueous solution Substances 0.000 claims abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 238000002156 mixing Methods 0.000 claims abstract description 13
- 239000008367 deionised water Substances 0.000 claims abstract description 10
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 10
- 230000001804 emulsifying effect Effects 0.000 claims abstract description 10
- 238000002360 preparation method Methods 0.000 claims abstract description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 27
- 238000000265 homogenisation Methods 0.000 claims description 15
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 10
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 10
- 235000002378 plant sterols Nutrition 0.000 claims description 9
- LGJMUZUPVCAVPU-UHFFFAOYSA-N beta-Sitostanol Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(C)CCC(CC)C(C)C)C1(C)CC2 LGJMUZUPVCAVPU-UHFFFAOYSA-N 0.000 claims description 8
- OILXMJHPFNGGTO-UHFFFAOYSA-N (22E)-(24xi)-24-methylcholesta-5,22-dien-3beta-ol Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(C)C=CC(C)C(C)C)C1(C)CC2 OILXMJHPFNGGTO-UHFFFAOYSA-N 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- 229940076810 beta sitosterol Drugs 0.000 claims description 5
- NJKOMDUNNDKEAI-UHFFFAOYSA-N beta-sitosterol Natural products CCC(CCC(C)C1CCC2(C)C3CC=C4CC(O)CCC4C3CCC12C)C(C)C NJKOMDUNNDKEAI-UHFFFAOYSA-N 0.000 claims description 5
- 235000019260 propionic acid Nutrition 0.000 claims description 5
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 5
- KZJWDPNRJALLNS-VJSFXXLFSA-N sitosterol 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)CC[C@@H](CC)C(C)C)[C@@]1(C)CC2 KZJWDPNRJALLNS-VJSFXXLFSA-N 0.000 claims description 5
- 229950005143 sitosterol Drugs 0.000 claims description 5
- OQMZNAMGEHIHNN-UHFFFAOYSA-N 7-Dehydrostigmasterol Natural products C1C(O)CCC2(C)C(CCC3(C(C(C)C=CC(CC)C(C)C)CCC33)C)C3=CC=C21 OQMZNAMGEHIHNN-UHFFFAOYSA-N 0.000 claims description 3
- OILXMJHPFNGGTO-NRHJOKMGSA-N Brassicasterol Natural products O[C@@H]1CC=2[C@@](C)([C@@H]3[C@H]([C@H]4[C@](C)([C@H]([C@@H](/C=C/[C@H](C(C)C)C)C)CC4)CC3)CC=2)CC1 OILXMJHPFNGGTO-NRHJOKMGSA-N 0.000 claims description 3
- OILXMJHPFNGGTO-ZRUUVFCLSA-N UNPD197407 Natural products C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)C=C[C@H](C)C(C)C)[C@@]1(C)CC2 OILXMJHPFNGGTO-ZRUUVFCLSA-N 0.000 claims description 3
- HZYXFRGVBOPPNZ-UHFFFAOYSA-N UNPD88870 Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(C)=CCC(CC)C(C)C)C1(C)CC2 HZYXFRGVBOPPNZ-UHFFFAOYSA-N 0.000 claims description 3
- OILXMJHPFNGGTO-ZAUYPBDWSA-N brassicasterol 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)/C=C/[C@H](C)C(C)C)[C@@]1(C)CC2 OILXMJHPFNGGTO-ZAUYPBDWSA-N 0.000 claims description 3
- 235000004420 brassicasterol Nutrition 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- NLQLSVXGSXCXFE-UHFFFAOYSA-N sitosterol Natural products CC=C(/CCC(C)C1CC2C3=CCC4C(C)C(O)CCC4(C)C3CCC2(C)C1)C(C)C NLQLSVXGSXCXFE-UHFFFAOYSA-N 0.000 claims description 3
- HCXVJBMSMIARIN-PHZDYDNGSA-N stigmasterol 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)/C=C/[C@@H](CC)C(C)C)[C@@]1(C)CC2 HCXVJBMSMIARIN-PHZDYDNGSA-N 0.000 claims description 3
- 235000016831 stigmasterol Nutrition 0.000 claims description 3
- 229940032091 stigmasterol Drugs 0.000 claims description 3
- BFDNMXAIBMJLBB-UHFFFAOYSA-N stigmasterol Natural products CCC(C=CC(C)C1CCCC2C3CC=C4CC(O)CCC4(C)C3CCC12C)C(C)C BFDNMXAIBMJLBB-UHFFFAOYSA-N 0.000 claims description 3
- SGNBVLSWZMBQTH-FGAXOLDCSA-N Campesterol Natural products O[C@@H]1CC=2[C@@](C)([C@@H]3[C@H]([C@H]4[C@@](C)([C@H]([C@H](CC[C@H](C(C)C)C)C)CC4)CC3)CC=2)CC1 SGNBVLSWZMBQTH-FGAXOLDCSA-N 0.000 claims description 2
- BTEISVKTSQLKST-UHFFFAOYSA-N Haliclonasterol Natural products CC(C=CC(C)C(C)(C)C)C1CCC2C3=CC=C4CC(O)CCC4(C)C3CCC12C BTEISVKTSQLKST-UHFFFAOYSA-N 0.000 claims description 2
- 230000009471 action Effects 0.000 claims description 2
- SGNBVLSWZMBQTH-PODYLUTMSA-N campesterol 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)CC[C@@H](C)C(C)C)[C@@]1(C)CC2 SGNBVLSWZMBQTH-PODYLUTMSA-N 0.000 claims description 2
- 235000000431 campesterol Nutrition 0.000 claims description 2
- 239000000839 emulsion Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 8
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- 238000011031 large-scale manufacturing process Methods 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 238000002835 absorbance Methods 0.000 description 4
- 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 4
- 235000013305 food Nutrition 0.000 description 4
- PQLVXDKIJBQVDF-UHFFFAOYSA-N acetic acid;hydrate Chemical compound O.CC(O)=O PQLVXDKIJBQVDF-UHFFFAOYSA-N 0.000 description 3
- 229940068065 phytosterols Drugs 0.000 description 3
- 239000006228 supernatant Substances 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 235000012000 cholesterol Nutrition 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- -1 steroid compound Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 206010003211 Arteriosclerosis coronary artery Diseases 0.000 description 1
- 241001453380 Burkholderia Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 241000589516 Pseudomonas Species 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003876 biosurfactant Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 238000004737 colorimetric analysis Methods 0.000 description 1
- 208000029078 coronary artery disease Diseases 0.000 description 1
- 208000026758 coronary atherosclerosis Diseases 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 208000019622 heart disease Diseases 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000036039 immunity Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F23/00—Mixing according to the phases to be mixed, e.g. dispersing or emulsifying
- B01F23/40—Mixing liquids with liquids; Emulsifying
- B01F23/41—Emulsifying
- B01F23/4105—Methods of emulsifying
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F23/00—Mixing according to the phases to be mixed, e.g. dispersing or emulsifying
- B01F23/40—Mixing liquids with liquids; Emulsifying
- B01F23/41—Emulsifying
- B01F23/414—Emulsifying characterised by the internal structure of the emulsion
- B01F23/4145—Emulsions of oils, e.g. fuel, and water
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F23/00—Mixing according to the phases to be mixed, e.g. dispersing or emulsifying
- B01F23/40—Mixing liquids with liquids; Emulsifying
- B01F23/48—Mixing liquids with liquids; Emulsifying characterised by the nature of the liquids
- B01F23/483—Mixing liquids with liquids; Emulsifying characterised by the nature of the liquids using water for diluting a liquid ingredient, obtaining a predetermined concentration or making an aqueous solution of a concentrate
Abstract
The invention discloses a method for emulsifying phytosterol, which comprises the following steps: a. preparation of weak acid aqueous solution: according to the volume ratio of weak acid to water of 1-3: 40, adding weak acid into deionized water to obtain weak acid aqueous solution; b. preparation of rhamnolipid weak acid solution: according to the weight-volume ratio of the rhamnolipid to the weak acid aqueous solution of 1-10 g: adding rhamnolipid into weak acid aqueous solution at a ratio of 200ml, and fully and uniformly mixing to obtain rhamnolipid solution; c. emulsification of phytosterol: adding the phytosterol into the rhamnolipid solution, and homogenizing at constant temperature to obtain emulsified phytosterol. The invention has the advantages of green, safe and easily obtained raw materials, simple preparation, mild reaction conditions and strong operability, can obviously improve the emulsification effect and water solubility of the phytosterol, and can be applied to large-scale production.
Description
Technical Field
The invention relates to the technical field of emulsification, in particular to an emulsification method of phytosterol.
Background
Phytosterol is a fat-soluble steroid compound existing in vegetables, grains and beans, has important physiological functions of resisting oxidation, promoting growth, regulating immunity, and parahormone, and can be used for preventing and treating heart diseases such as coronary atherosclerosis, and reducing cholesterol in human and animals, and is called as "life key". In addition, the phytosterol is a popular nutrient in the international food industry and is one of ten functional nutrient components recommended in the future. Is widely applied in the fields of food, medicine, cosmetics, feed industry and the like.
Phytosterols cannot be synthesized in the body, nor converted from cholesterol, and can only be ingested from food. Because the fat-soluble substances and the water-soluble substances are not mutually soluble, the absorption efficiency of the phytosterol is only 0.4-3.5 percent, and the application of the phytosterol is greatly limited; through a large amount of scientific exploration, the emulsification treatment can enhance the water solubility of the phytosterol, improve the absorption efficiency of any animal to the phytosterol and widen the application field of the phytosterol.
Therefore, those skilled in the art have been devoted to the study of technical methods capable of emulsifying phytosterols.
Disclosure of Invention
The present invention is directed to solving at least one of the problems of the prior art.
Therefore, the technical scheme adopted by the invention for solving the technical problem is as follows: a method for emulsifying phytosterol comprises the following steps:
a. preparation of weak acid aqueous solution: according to the volume ratio of weak acid to water of 1-3: 40, adding weak acid into deionized water to obtain weak acid aqueous solution;
b. preparation of rhamnolipid weak acid solution: according to the weight-volume ratio of 1-10 g of rhamnolipid and weak acid aqueous solution: adding rhamnolipid into weak acid aqueous solution at a ratio of 200ml, and fully and uniformly mixing to obtain rhamnolipid solution;
c. emulsification of phytosterol: adding the phytosterol into the rhamnolipid solution, and homogenizing at constant temperature to obtain emulsified phytosterol.
Preferably, the weak acid in step a is one or a mixture of acetic acid, propionic acid and butyric acid.
Preferably, the phytosterol in step c comprises one or more of stigmasterol, beta-sitosterol, brassicasterol and campesterol.
Preferably, the constant temperature in step c is between 40 ℃ and 90 ℃.
Preferably, the homogenization in step c is stirring or ultrasonic homogenization or stirring and ultrasonic homogenization.
Preferably, the homogenization process in the step c is ultrasonic homogenization, the action time is 10-30 minutes, and the power of the ultrasonic is 150-250W.
The invention has the beneficial effects that: (1) the rhamnolipid is a carbohydrate-containing lipoid generated by metabolism of pseudomonas or burkholderia and the like, is a typical biosurfactant, has the characteristics of safety and no toxicity, and is widely applied to the fields of petroleum, environment, cosmetics, food and the like; in addition, the method of heating, stirring and ultrasonic homogenization is used in the emulsification process, so that the uniformity and efficiency of the emulsification generation process are improved;
(2) the invention has the advantages of green, safe and easily obtained raw materials, simple preparation, mild reaction conditions and strong operability, can obviously improve the emulsification effect and water solubility of the phytosterol, and can be applied to large-scale production.
Detailed Description
The present invention is further illustrated by the following examples, but is not limited to the details of the description.
Example 1:
dissolving 3ml of acetic acid in 40ml of deionized water, and uniformly mixing to obtain an acetic acid aqueous solution; adding 0.4g rhamnolipid into prepared acetic acid water solution, and mixing well to obtain a rhamnolipid solution; adding 0.8g of phytosterol into the rhamnolipid weak acid solution, and carrying out ultrasonic homogenization at room temperature (about 10 ℃) for 30min, wherein the power of ultrasonic is 150-250W, so as to obtain the emulsified phytosterol solution.
The phytosterol is beta-sitosterol.
Example 2:
dissolving 1ml of butyric acid in 40ml of deionized water, and uniformly mixing to obtain a butyric acid aqueous solution; adding 0.4g of rhamnolipid into a prepared butyric acid aqueous solution, and uniformly mixing to obtain a rhamnolipid solution; adding 1.5g of phytosterol into the rhamnolipid solution, and carrying out ultrasonic homogenization at 60 ℃ for 15min, wherein the power of ultrasonic is 150-250W, so as to obtain the emulsified phytosterol solution.
The phytosterol is brassicasterol.
Example 3:
dissolving 2ml of propionic acid in 40ml of deionized water, and uniformly mixing to obtain a propionic acid aqueous solution; adding 0.8g of rhamnolipid into the prepared propionic acid aqueous solution, and uniformly mixing to obtain a rhamnolipid solution; adding 2g of phytosterol into the rhamnolipid solution, and carrying out ultrasonic homogenization at 90 ℃ for 20min, wherein the power of ultrasonic waves is 150-250W, so as to obtain the emulsified phytosterol solution.
The phytosterol is stigmasterol.
Example 4:
dissolving 3ml of acetic acid in 40ml of deionized water, and uniformly mixing to obtain an acetic acid aqueous solution; adding 0.4g rhamnolipid into prepared acetic acid water solution, and mixing well to obtain a rhamnolipid solution; adding 0.8g of phytosterol into the rhamnolipid weak acid solution, and carrying out ultrasonic homogenization at 60 ℃ for 15min, wherein the power of ultrasonic waves is 150-250W, so as to obtain the emulsified phytosterol solution.
The phytosterol is beta-sitosterol.
Example 5:
dissolving 3ml of acetic acid in 40ml of deionized water, and uniformly mixing to obtain an acetic acid aqueous solution; adding 0.8g rhamnolipid into prepared acetic acid water solution, and mixing well to obtain a rhamnolipid solution; adding 1.6g of phytosterol into the rhamnolipid weak acid solution, and carrying out ultrasonic homogenization at 80 ℃ for 15min, wherein the power of ultrasonic is 150-250W, so as to obtain the emulsified phytosterol solution.
The phytosterol is beta-sitosterol.
To verify the emulsification effect of the plant sterols obtained in examples 1, 4 and 5, a colorimetric method (centrifugation of the emulsified plant sterols, aspiration of the supernatant, measurement of absorbance at a wavelength of 678nm of a spectrophotometer, where absorbance is proportional to the emulsification effect; references: liu ying sha, li hua, time, liu xian, emulsified plant sterol (ester) research progress [ J ] agricultural product processing, 2018(1):39-42.DOI:10.16693/j.cnki.1671-9646(X).2018.01.011) was used to measure the emulsification effect of the emulsified plant sterols obtained in examples 1, 4 and 5, and a corresponding control was set. In the effect test, 3ml of acetic acid is dissolved in 40ml of deionized water for preparing the weak acid aqueous solution. The emulsified samples were centrifuged at 3000 Xg for 10min, the supernatant diluted 100 times and the absorbance of the supernatant was determined using a spectrophotometer with the deionized water zeroing described in this experiment. The results are shown in Table 1, and the absorbance values of the compositions of example 1, example 4 and example 5 are all significantly increased, and a good effect of emulsifying phytosterol is obtained.
TABLE 1 emulsification Effect of different examples on phytosterols
The invention utilizes rhamnolipid to emulsify phytosterol and discloses a technology for emulsification reaction in weak acid aqueous solution; and the method of stirring and ultrasonic homogenization is used in the emulsification process, so that the uniformity and efficiency of the emulsification phytosterol generation process are improved, and the solubility of the phytosterol in water can be obviously improved.
The above embodiments of the present invention are merely examples for clearly illustrating the present invention, and are not intended to limit the embodiments of the present invention. Other variations and modifications will be apparent to persons skilled in the art in light of the above description. Not all embodiments are exhaustive. All obvious changes and modifications which are obvious to the technical scheme of the invention are covered by the protection scope of the invention.
Claims (6)
1. A method for emulsifying phytosterol is characterized in that:
the method comprises the following steps: a. preparation of weak acid aqueous solution: according to the volume ratio of weak acid to water of 1-3: 40, adding weak acid into deionized water to obtain weak acid aqueous solution;
b. preparation of rhamnolipid weak acid solution: according to the weight-volume ratio of the rhamnolipid to the weak acid aqueous solution of 1-10 g: adding rhamnolipid into weak acid aqueous solution at a ratio of 200ml, and fully and uniformly mixing to obtain rhamnolipid solution;
c. emulsification of phytosterol: adding the phytosterol into the rhamnolipid solution, and homogenizing at constant temperature to obtain emulsified phytosterol.
2. The method of emulsifying plant sterols of claim 1, wherein said emulsion comprises: the weak acid in the step a is one or a mixture of acetic acid, propionic acid and butyric acid.
3. The method of emulsifying plant sterols according to claim 1, wherein: the phytosterol in the step c comprises one or more of stigmasterol, beta-sitosterol, brassicasterol and campesterol.
4. The method of emulsifying plant sterols according to claim 1, wherein: the constant temperature in the step c is between 40 and 90 ℃.
5. The method of emulsifying plant sterols according to claim 1, wherein: the homogenization process in the step c is stirring or ultrasonic homogenization or stirring and ultrasonic homogenization.
6. The method of emulsifying plant sterols according to claim 5, wherein: and c, homogenizing by using ultrasonic waves, wherein the action time is 10-30 minutes, and the power of the ultrasonic waves is 150-250W.
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罗娜: "铜绿假单胞菌产鼠李糖脂的能力及其对烃类污染物降解的研究", 《中国优秀硕士学位论文全文数据库 工程科技I辑》 * |
罗娜: "铜绿假单胞菌产鼠李糖脂的能力及其对烃类污染物降解的研究", 《中国优秀硕士学位论文全文数据库 工程科技I辑》, no. 05, 15 May 2017 (2017-05-15), pages 34 * |
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