CN105063114A - Method for producing (S)-4-chlorobenzol methyl propionate from yeast - Google Patents
Method for producing (S)-4-chlorobenzol methyl propionate from yeast Download PDFInfo
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- CN105063114A CN105063114A CN201510589272.4A CN201510589272A CN105063114A CN 105063114 A CN105063114 A CN 105063114A CN 201510589272 A CN201510589272 A CN 201510589272A CN 105063114 A CN105063114 A CN 105063114A
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- RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 title claims abstract description 18
- 229940017219 methyl propionate Drugs 0.000 title claims abstract description 17
- 238000004519 manufacturing process Methods 0.000 title abstract description 5
- 240000004808 Saccharomyces cerevisiae Species 0.000 title description 2
- 238000006243 chemical reaction Methods 0.000 claims abstract description 40
- 241000235015 Yarrowia lipolytica Species 0.000 claims abstract description 39
- 238000000034 method Methods 0.000 claims abstract description 11
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 36
- 239000000243 solution Substances 0.000 claims description 22
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 18
- 230000002210 biocatalytic effect Effects 0.000 claims description 18
- 239000008103 glucose Substances 0.000 claims description 18
- 238000009423 ventilation Methods 0.000 claims description 17
- 235000015097 nutrients Nutrition 0.000 claims description 16
- 229930006000 Sucrose Natural products 0.000 claims description 13
- 239000005720 sucrose Substances 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 12
- 239000000843 powder Substances 0.000 claims description 12
- 229940041514 candida albicans extract Drugs 0.000 claims description 11
- 238000002360 preparation method Methods 0.000 claims description 11
- 239000000758 substrate Substances 0.000 claims description 11
- 239000012138 yeast extract Substances 0.000 claims description 11
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 7
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 7
- 230000035484 reaction time Effects 0.000 claims description 7
- 244000068988 Glycine max Species 0.000 claims description 6
- 235000010469 Glycine max Nutrition 0.000 claims description 6
- 238000004458 analytical method Methods 0.000 claims description 6
- 239000000872 buffer Substances 0.000 claims description 6
- 208000012839 conversion disease Diseases 0.000 claims description 6
- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 claims description 6
- 238000001914 filtration Methods 0.000 claims description 6
- 239000002953 phosphate buffered saline Substances 0.000 claims description 6
- 210000000582 semen Anatomy 0.000 claims description 6
- -1 sucrose ester Chemical class 0.000 claims description 6
- 238000006555 catalytic reaction Methods 0.000 abstract description 9
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 1
- 238000007796 conventional method Methods 0.000 abstract 1
- 239000008055 phosphate buffer solution Substances 0.000 abstract 1
- 239000005515 coenzyme Substances 0.000 description 7
- 239000002609 medium Substances 0.000 description 7
- 229920001817 Agar Polymers 0.000 description 6
- 239000008272 agar Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 5
- 239000004202 carbamide Substances 0.000 description 5
- 239000001963 growth medium Substances 0.000 description 5
- 238000011218 seed culture Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 238000012807 shake-flask culturing Methods 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 101000925662 Enterobacteria phage PRD1 Endolysin Proteins 0.000 description 2
- 101710157860 Oxydoreductase Proteins 0.000 description 2
- 239000003905 agrochemical Substances 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 239000012847 fine chemical Substances 0.000 description 2
- 238000005457 optimization Methods 0.000 description 2
- 241000024287 Areas Species 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 238000011914 asymmetric synthesis Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000005389 magnetism Effects 0.000 description 1
- 239000013028 medium composition Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000006479 redox reaction Methods 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
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- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Abstract
The invention discloses a method for preparing (S)-3-hydroxyl-3-(3-chlorobenzol) methyl propionate through biological catalysis of candida lipolytica cells. According to the method, phosphate buffer solution is added into a reaction tank; a biological catalysis reaction is performed by using the candida lipolytica cells; the product yield is high; the excess rate of enantiomers is high; production difficulties in the conventional method are solved.
Description
Technical field
The invention belongs to technology of pharmaceutical engineering field, be related specifically to Candida lipolytica cell biocatalysis and prepare chiral medicinal intermediate (S)-3-hydroxyl-3-(3-chloro-phenyl-) technology of methyl propionate.
Background technology
Chirality (S)-3-hydroxyl-3-(3-chloro-phenyl-) methyl propionate is the important intermediate of synthesis of chiral medicine, fine chemicals, agricultural chemicals product and other exotic materialss.Biocatalysis asymmetric reaction has environmental friendliness, mild condition, selectivity advantages of higher, prepares the first approach of chipal compounds as green high-efficient, is applied to the chipal compounds producing some high added values more and more.Biocatalysis prepares chirality (S)-3-hydroxyl-3-(3-chloro-phenyl-) methyl propionate has good application prospect.
Biocatalysis has the outstanding advantages such as catalytic efficiency is high, selectivity strong, mild condition, environmental friendliness, is the important method substituting and expand traditional organic chemical synthesis in process of sustainable development.Wherein chiral separation and asymmetric synthesis are the Application Areass of biocatalysis most magnetism.As in six large fermentoids of biological catalyst, lytic enzyme catalytic kinetics resolution of racemates can obtain quiral products, in industrial biocatalytic, play key player always.In recent years, oxydo-reductase application industrially obtained and increased rapidly.At present, the ratio adopting the industry of lytic enzyme Kinetic Resolution, biological reducing method and biological oxidation process to prepare optical activity chirality compound is 4:2:1.
Biological reducing method is for Kinetic Resolution, and maximum advantage is that theoretical yield can reach 100%, and Atom economy is good.But bioreduction needs the participation of coenzyme or cofactor, limit its application to a certain extent.Due to the dependent cause of coenzyme, in bioreduction, many Bian intact cells are as catalyzer, realize the purification procedures eliminating enzyme in body while coenzyme cyclic regeneration.
(S)-3-hydroxyl-3-(3-chloro-phenyl-) methyl propionate is the important chiral building block of synthesis of chiral medicine, fine chemicals, agricultural chemicals product.Existing method ubiquity low conversion rate, long reaction time, needs add expensive coenzyme, high in cost of production major defect, are difficult to carry out suitability for industrialized production.The present invention will adopt biomass cells catalysis to prepare (S)-3-hydroxyl-3-(3-chloro-phenyl-) methyl propionate
.
Summary of the invention
The present invention adopts Candida lipolytica cell catalysis to prepare (S)-3-hydroxyl-3-(3-chloro-phenyl-) methyl propionate, reaction formula is as follows:
3-(3-chloro-phenyl-)-3-propionic acid methyl ester (1) through Candida lipolytica catalyzed reaction, obtain product (S)-3-hydroxyl-3-(3-chloro-phenyl-) methyl propionate (2).Have multiple-microorganism can catalysis this reaction, through great many of experiments screening, finally determine adopt Candida lipolytica as catalyzer because the effect of its catalyzed reaction is best, reaction yield, enantiomeric excess rate (ee%) are all very high.
Many Candida lipolyticas can carry out this reaction of biocatalysis, but its effect is different, differs greatly, and through experiment, the present invention selects Candida lipolytica bacterial strain to be ATCC20462, its catalyzed reaction best results.
Because most oxydo-reductase is coenzyme NAD (P) H dependent form, and the coenzyme amount contained by cell itself may be less, therefore, when carrying out redox reaction, for promoting regenerating coenzyme, improving reaction efficiency, in reaction system, also adding cosubstrate form transformation system.Conventional cosubstrate kind is more, and the cosubstrate needed for different cell is different, and effect difference is very large, adopts several cosubstrate to combine, can obtain better effects, need carry out great many of experiments and could determine best cosubstrate.The cosubstrate that the present invention determines through great many of experiments is: glucose 20-23g/L, sucrose 33-36g/L, Virahol 5-6%V/V (volumetric concentration).
Because substrate solubility is lower, so, add tensio-active agent to increase the solubleness of substrate.
developing medium:
1, seed culture medium composition is: glucose 5g/L, yeast extract 10g/L, urea 10, KH
2pO
42g/L, MgSO
47H
2o0.5g/L, adds the agar powder of 15g/L during preparation solid medium;
2, nutrient solution composition:: glucose 20-25g/L, yeast extract 10-15g/L, Semen Maydis oil 5-7g/L, analysis for soybean powder 16-20g/L, KH
2pO
44.4-5.5g/L, MgSO
47H
2o0.5-0.6g/L, pH6.6.
2, solid medium composition: add the agar powder of 2% in liquid medium within.
Prepared by Candida lipolytica cell.Candida lipolytica through inclined-plane, shaking flask, seed tank culture obtain seed liquor; Fermentor tank adds nutrient solution, 121 DEG C of autoclavings 30 minutes, be cooled to 28-29 DEG C, Candida lipolytica seed liquor is seeded to fermentor tank, inoculative proportion is 7-8%, and ventilation ratio is 0.5-0.6V/(V minute), cultivate 45-48 hour for 28-29 DEG C, wet Candida lipolytica cell is obtained, as biocatalytic reaction catalyzer with filtering centrifuge is centrifugal.
Biocatalytic Conversion.Add phosphate buffered saline buffer in bottom ventilation stirred tank, pH is 6.6, adds substrate 3-(3-chloro-phenyl-)-3-propionic acid methyl ester, make concentration of substrate be 80-90g/L.Other compositions: sucrose ester 19-20g/L, glucose 20-23g/L, sucrose 33-36g/L, Virahol 5-6%V/V (volumetric concentration), 121 DEG C of autoclavings 30 minutes; When being cooled to 30.7-31.6 DEG C, add wet Candida lipolytica cell and make its concentration be 69-73g/L, ventilation ratio is 0.085-0.089V/(V minute), carry out biocatalytic reaction, the reaction times is 66-69 hour; After reaction terminates, leach cell, be extracted with ethyl acetate reaction solution, steam ethyl acetate, obtain product (S)-3-hydroxyl-3-(3-chloro-phenyl-) methyl propionate, reaction conversion ratio 98-99%, product yield 96-97%, enantiomeric excess rate 98.5-99%.
The present invention carries out the work and comprises bacterial strain selection, catalytic reaction condition optimization (temperature of reaction, air flow, pH), reaction medium selection and concentration optimization, comprises concentration of substrate, cosubstrate combination, kinds of surfactants and concentration etc.
embodiment 1
Seed culture medium composition is: glucose 5g/L, yeast extract 10g/L, urea 10, KH
2pO
42g/L, MgSO
47H
2o0.5g/L, adds the agar powder of 15g/L during preparation solid medium;
Nutrient solution composition is: glucose 20-25g/L, yeast extract 10-15g/L, Semen Maydis oil 5-7g/L, analysis for soybean powder 16-20g/L, KH
2pO
44.4-5.5g/L, MgSO
47H
2o0.5-0.6g/L, pH6.6.
Wet Candida lipolytica cell preparation process is as follows: Candida lipolytica ATCC20462 through inclined-plane, shake-flask culture, obtain seed liquor.1L fermentor tank adds nutrient solution; Fermentor tank adds nutrient solution, 121 DEG C of autoclavings 30 minutes, be cooled to 28-29 DEG C, Candida lipolytica seed liquor is seeded to fermentor tank, inoculative proportion is inoculative proportion is 7-8%, and ventilation ratio is 0.5-0.6V/(V minute), cultivate 45-48 hour for 28-29 DEG C, wet Candida lipolytica cell is obtained, as biocatalytic reaction catalyzer with filtering centrifuge is centrifugal.
Biocatalytic Conversion: add phosphate buffered saline buffer in 0.5L bottom ventilation stirred reactor, pH is 6.6, add substrate 3-(3-chloro-phenyl-)-3-propionic acid methyl ester, its concentration is made to be 80g/L, sucrose ester 19g/L, glucose 20g/L, sucrose 36g/L, Virahol 6%V/V (volumetric concentration), 121 DEG C of autoclavings 30 minutes; When being cooled to 30.7-31.6 DEG C, add wet Candida lipolytica cell and make its concentration be 69g/L, ventilation ratio is 0.085-0.089V/(V minute), carry out biocatalytic reaction, the reaction times is 66 hours; After reaction terminates, leach cell, be extracted with ethyl acetate reaction solution, steam ethyl acetate, obtain product (S)-3-hydroxyl-3-(3-chloro-phenyl-) methyl propionate, reaction conversion ratio 99%, product yield 97%, enantiomeric excess rate 98.5%.
embodiment 2
Seed culture medium composition is: glucose 5g/L, yeast extract 10g/L, urea 10, KH
2pO
42g/L, MgSO
47H
2o0.5g/L, adds the agar powder of 15g/L during preparation solid medium;
Nutrient solution composition is: glucose 20-25g/L, yeast extract 10-15g/L, Semen Maydis oil 5-7g/L, analysis for soybean powder 16-20g/L, KH
2pO
44.4-5.5g/L, MgSO
47H
2o0.5-0.6g/L, pH6.6.
Wet Candida lipolytica cell preparation process is as follows: Candida lipolytica ATCC20462 through inclined-plane, shake-flask culture, obtain seed liquor.5L fermentor tank adds nutrient solution; Fermentor tank adds nutrient solution, 121 DEG C of autoclavings 30 minutes, be cooled to 28-29 DEG C, Candida lipolytica seed liquor is seeded to fermentor tank, inoculative proportion is 7-8%, and ventilation ratio is 0.5-0.6V/(V minute), cultivate 45-48 hour for 28-29 DEG C, wet Candida lipolytica cell is obtained, as biocatalytic reaction catalyzer with filtering centrifuge is centrifugal.
Biocatalytic Conversion: add phosphate buffered saline buffer in 5L bottom ventilation stirred reactor, pH is 6.6, add substrate 3-(3-chloro-phenyl-)-3-propionic acid methyl ester, its concentration is made to be 90g/L, sucrose ester 20g/L, glucose 23g/L, sucrose 33g/L, Virahol 5%V/V (volumetric concentration), 121 DEG C of autoclavings 30 minutes; When being cooled to 30.7-31.6 DEG C, add wet Candida lipolytica cell and make its concentration be 73g/L, ventilation ratio is 0.085-0.089V/(V minute), carry out biocatalytic reaction, the reaction times is 69 hours; After reaction terminates, leach cell, be extracted with ethyl acetate reaction solution, steam ethyl acetate, obtain product (S)-3-hydroxyl-3-(3-chloro-phenyl-) methyl propionate, reaction conversion ratio 98%, product yield 96%, enantiomeric excess rate 99%.
embodiment 3
Seed culture medium composition is: glucose 5g/L, yeast extract 10g/L, urea 10, KH
2pO
42g/L, MgSO
47H
2o0.5g/L, adds the agar powder of 15g/L during preparation solid medium;
Nutrient solution composition is: glucose 20-25g/L, yeast extract 10-15g/L, Semen Maydis oil 5-7g/L, analysis for soybean powder 16-20g/L, KH
2pO
44.4-5.5g/L, MgSO
47H
2o0.5-0.6g/L, pH6.6.
Wet Candida lipolytica cell preparation process is as follows: Candida lipolytica ATCC20462 through inclined-plane, shake-flask culture, obtain seed liquor.10L fermentor tank adds nutrient solution; Fermentor tank adds nutrient solution, 121 DEG C of autoclavings 30 minutes, be cooled to 28-29 DEG C, Candida lipolytica seed liquor is seeded to fermentor tank, inoculative proportion is 7-8%, and ventilation ratio is 0.5-0.6V/(V minute), cultivate 45-48 hour for 28-29 DEG C, wet Candida lipolytica cell is obtained, as biocatalytic reaction catalyzer with filtering centrifuge is centrifugal.
Biocatalytic Conversion: add phosphate buffered saline buffer in 10L bottom ventilation stirred reactor, pH is 6.6, add substrate 3-(3-chloro-phenyl-)-3-propionic acid methyl ester, its concentration is made to be 84g/L, sucrose ester 19.5g/L, glucose 21g/L, sucrose 34g/L, Virahol 5.5%V/V (volumetric concentration), 121 DEG C of autoclavings 30 minutes; When being cooled to 30.7-31.6 DEG C, add wet Candida lipolytica cell and make its concentration be 671g/L, ventilation ratio is 0.085-0.089V/(V minute), carry out biocatalytic reaction, the reaction times is 667 hours; After reaction terminates, leach cell, be extracted with ethyl acetate reaction solution, steam ethyl acetate, obtain product (S)-3-hydroxyl-3-(3-chloro-phenyl-) methyl propionate, reaction conversion ratio 98.5%, product yield 96.5%, enantiomeric excess rate 99%.
embodiment 4
Seed culture medium composition is: glucose 5g/L, yeast extract 10g/L, urea 10, KH
2pO
42g/L, MgSO
47H
2o0.5g/L, adds the agar powder of 15g/L during preparation solid medium;
Nutrient solution composition is: glucose 20-25g/L, yeast extract 10-15g/L, Semen Maydis oil 5-7g/L, analysis for soybean powder 16-20g/L, KH
2pO
44.4-5.5g/L, MgSO
47H
2o0.5-0.6g/L, pH6.6.
Wet Candida lipolytica cell preparation process is as follows: Candida lipolytica ATCC20462 through inclined-plane, shake-flask culture, obtain seed liquor.10L fermentor tank adds nutrient solution; Fermentor tank adds nutrient solution, 121 DEG C of autoclavings 30 minutes, be cooled to 28-29 DEG C, Candida lipolytica seed liquor is seeded to fermentor tank, inoculative proportion is 7-8%, and ventilation ratio is 0.5-0.6V/(V minute), cultivate 45-48 hour for 28-29 DEG C, wet Candida lipolytica cell is obtained, as biocatalytic reaction catalyzer with filtering centrifuge is centrifugal.
Biocatalytic Conversion: add phosphate buffered saline buffer in 20L bottom ventilation stirred reactor, pH is 6.6, add substrate 3-(3-chloro-phenyl-)-3-propionic acid methyl ester, its concentration is made to be 86g/L, sucrose ester 20g/L, glucose 22g/L, sucrose 35g/L, Virahol 6%V/V (volumetric concentration), 121 DEG C of autoclavings 30 minutes; When being cooled to 30.7-31.6 DEG C, add wet Candida lipolytica cell and make its concentration be 72g/L, ventilation ratio is 0.085-0.089V/(V minute), carry out biocatalytic reaction, the reaction times is 68 hours; After reaction terminates, leach cell, be extracted with ethyl acetate reaction solution, steam ethyl acetate, obtain product (S)-3-hydroxyl-3-(3-chloro-phenyl-) methyl propionate, reaction conversion ratio 99%, product yield 96.5%, enantiomeric excess rate 99%.
Claims (2)
1. Candida lipolytica cell biocatalysis preparation (S)-3-hydroxyl-3-(3-chloro-phenyl-) method of methyl propionate, it is characterized in that adding phosphate buffered saline buffer in retort, pH is 6.6, add substrate 3-(3-chloro-phenyl-)-3-propionic acid methyl ester, making substrate 3-(3-chloro-phenyl-)-3-propionic acid methyl ester addition is 80-90g/L, sucrose ester 19-20g/L, glucose 20-23g/L, sucrose 33-36g/L, Virahol 5-6%V/V, 121 DEG C of autoclavings 30 minutes; When being cooled to 30.7-31.6 DEG C, add wet Candida lipolytica cell and make its concentration be 69-73g/L, ventilation ratio is 0.085-0.089V/(V minute), carry out biocatalytic reaction, the reaction times is 66-69 hour; After reaction terminates, leach cell, be extracted with ethyl acetate reaction solution, steam ethyl acetate, obtain product (S)-3-hydroxyl-3-(3-chloro-phenyl-) methyl propionate, reaction conversion ratio 98-99%, product yield 96-97%, enantiomeric excess rate 98.5-99%.
2. method according to claim 1, is characterized in that wet Candida lipolytica cell preparation process is as follows: Candida lipolytica ATCC20462, and through inclined-plane, shaking flask, seed tank culture obtain seed liquor; Fermentor tank adds nutrient solution, 121 DEG C of autoclavings 30 minutes, be cooled to 28-29 DEG C, Candida lipolytica seed liquor is seeded to fermentor tank, inoculative proportion is 7-8%, and ventilation ratio is 0.5-0.6V/(V minute), cultivate 45-48 hour for 28-29 DEG C, wet Candida lipolytica cell is obtained, as biocatalytic reaction catalyzer with filtering centrifuge is centrifugal; In fermentor tank, nutrient solution composition is: glucose 20-25g/L, yeast extract 10-15g/L, Semen Maydis oil 5-7g/L, analysis for soybean powder 16-20g/L, KH
2pO
44.4-5.5g/L, MgSO
47H
2o0.5-0.6g/L, pH6.6.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510589272.4A CN105063114A (en) | 2015-09-17 | 2015-09-17 | Method for producing (S)-4-chlorobenzol methyl propionate from yeast |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510589272.4A CN105063114A (en) | 2015-09-17 | 2015-09-17 | Method for producing (S)-4-chlorobenzol methyl propionate from yeast |
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| Publication Number | Publication Date |
|---|---|
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Application publication date: 20151118 |
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