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CN106011216B - Method for producing 1,5-pentanediamine by microorganism combined culture - Google Patents

Method for producing 1,5-pentanediamine by microorganism combined culture Download PDF

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CN106011216B
CN106011216B CN201610609543.2A CN201610609543A CN106011216B CN 106011216 B CN106011216 B CN 106011216B CN 201610609543 A CN201610609543 A CN 201610609543A CN 106011216 B CN106011216 B CN 106011216B
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陈可泉
齐雁斌
马伟超
曹伟佳
曹逊
欧阳平凯
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Nanjing Tech University
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    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
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    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
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Abstract

The invention discloses a method for producing 1,5-pentanediamine by microorganism combined culture. The method comprises the following steps: a seed preparation culture medium, a fermentation culture medium, a glucose feeding culture solution, a glycerol feeding culture solution, a lactose inducing solution and a lysine solution; sterilizing a fermentation tank, the culture medium in the step 1 and a triangular flask, wherein glucose in the fermentation culture medium in the step 1 is sterilized independently; inoculating a seed culture medium into a triangular flask, and inoculating succinic acid-producing bacteria and lysine-producing decarboxylase bacteria respectively to be cultured to be used as fermentation strains; introducing sterile air or pure O into a fermentation tank filled with a fermentation medium2Inoculating succinic acid-producing bacteria and lysine-producing decarboxylase bacteria as starting strains, adding glucose supplemented culture solution, glycerol supplemented culture solution and lactose inducing solution, and controlling the specific growth rate of the bacteria for fermentation; and in the anaerobic conversion stage, the concentration of glucose and pH are controlled to obtain the product 1, 5-pentanediamine. The method is simple and easy to implement, and saves cost.

Description

Method for producing 1,5-pentanediamine by microorganism combined culture
Technical Field
The invention relates to the field of fermentation and biological catalysis of 1, 5-pentamethylene diamine, in particular to a method for producing 1, 5-pentamethylene diamine by combined culture of microorganisms.
Background
1,5-pentanediamine (1, 5-pentanediamine), also known as Cadaverine (cadeverine), 1, 5-diaminopentane, pentamethylenediamine or Cadaverine, is one of biogenic amines (including putrescine, spermine, spermidine, Cadaverine and the like), is a nitrogenous base which is widely present in organisms and has biological activity, and is a product generated by lysine undergoing a decarboxylation reaction under the action of decarboxylase during protein putrefaction. Has wide application in agriculture, medicine and industry. In agriculture, the 1,5-pentanediamine can be used for regulating and controlling the plant aging process, promoting the development of male and female stamens, improving the development of plant fruits and increasing the fruit yield; medically, the composition can also be used as a medicine component for effectively treating dysentery; the polyamide is an extremely important chemical raw material in industry, and can be polymerized with dibasic acids such as adipic acid, succinic acid, sebacic acid and the like to form novel materials of polyamide 5.6, polyamide 5.4 and polyamide 5.10 respectively.
With rapid economic development, the trend of atmospheric pollution and global warming is increasingly worsened. A large amount of polyamide from petrochemical resources is consumed in the world every year, the pentamethylene diamine is used as an important component monomer of the polyamide, the biological synthesis of the pentamethylene diamine has economic and ecological significance, and genetically engineered bacteria for synthesizing the pentamethylene diamine by the biological method mainly comprise corynebacterium glutamicum and escherichia coli. Currently, there are two main ways for synthesizing 1,5-pentanediamine by biological methods: fermentation processes and biotransformation processes. The fermentation method has the advantages of wide and renewable raw material sources, low cost, high yield and less pollution, but the regulation and control process is complex; the biotransformation method has high yield, low cost and simple process, and is beneficial to downstream extraction operation. However, in order to realize industrial production, a large amount of bacteria needs to be obtained, which requires a proper culture medium and fermentation culture technology. The microorganism combined culture is to combine culture a succinic acid escherichia coli with high yield and taking glucose as a unique carbon source and an escherichia coli with high activity and lysine decarboxylase with glycerol as a unique carbon source, and organically combine fermentation and transformation. The method can directly obtain the butanedioic acid pentanediamine salt, and can be used for synthesizing polyamide 5.4.
Disclosure of Invention
Aiming at the defects of the prior art, the invention aims to provide a method for producing 1,5-pentanediamine by microorganism combined culture, which simplifies the production method and reduces the production cost.
A method for producing 1,5-pentanediamine by microorganism co-culture comprises the following steps:
step 1, preparing a seed culture medium, a fermentation culture medium, a glucose feeding culture solution, a glycerol feeding culture solution, a lactose inducing solution and a lysine solution for conversion;
step 2, sterilizing a fermentation tank, a fermentation medium, a seed culture medium, a glucose supplemented culture solution, a glycerol supplemented culture solution, a lactose inducing solution, a lysine solution and a triangular flask, wherein the glucose in the fermentation medium is independently sterilized and then is combined with other components;
step 3, taking two sterilized triangular flasks, inoculating the sterilized seed culture medium into the two sterilized triangular flasks, and respectively inoculating succinic acid-producing bacteria and lysine-producing decarboxylase bacteria to the triangular flasks to perform shake culture to obtain fermentation strains;
step 4, inoculating the sterilized fermentation medium into a fermentation tank, and introducing sterile air or pure O2Then inoculating fermentation strains into the fermentation tank according to the inoculation amount of which the total volume ratio is 10 percent, adding glucose supplemented culture solution, glycerol supplemented culture solution and lactose induced solution into the fermentation tank, and controlling the specific growth rate, temperature, pH and dissolved oxygen of the thalli in the fermentation process;
step 5, when the dry weight of the thallus reaches 15-20g/L, stopping introducing sterile air or pure O2And transferring to an anaerobic conversion process, wherein a glucose supplemented culture solution is added in the anaerobic conversion process to control the glucose concentration to be between 1 and 4g/L, a lysine solution is used to control the pH to be between 6.5 and 7.5, and the product 1,5-pentanediamine is obtained after fermentation for 24 hours.
Preferably, the total carbon concentration of glucose and glycerol in the fermentation medium in step 1 is 25-50 g/L.
Preferably, the inoculation volume ratio of the succinic acid-producing bacteria to the lysine-producing decarboxylase bacteria in the fermentation strains is 15: (1-3).
Preferably, sterile air or pure O is introduced in step 42The amount of the culture medium is 0.03-0.08L/(min. L), and the glucose feed culture medium and the glycerol feed culture medium are supplemented according to a set specific growth rate of 0.04-0.08h-1Performing exponential feeding, wherein the acceleration rate of lactose-induced culture fluid flow is 20-50 mL/h.
Preferably, in the step 4, the temperature is controlled to be 32-37 ℃, the pH is controlled to be 6.5-7.5, and the dissolved oxygen is controlled to be 25-35%.
Preferably, the pH in step 4 is adjusted by 50% by volume of aqueous ammonia.
Preferably, the glucose concentration in step 5 is controlled to be 1-4 g/L.
Advantageous effects
The method of the invention simplifies the production method of the 1,5-pentanediamine, and compared with whole cell transformation, the method not only omits the step of collecting thalli, but also effectively omits the addition of acid in the transformation process. The carbon dioxide generated in the conversion process is fully utilized, so that the production cost is greatly saved.
Drawings
FIG. 1 shows the results of MS analysis of a co-cultured product of a microorganism of the present invention, wherein Peak 1 is monodisamidocadaverine;
FIG. 2 shows the result of MS analysis of the product of the microbial co-culture, wherein peak 2 is cadaverine dicadanide.
Detailed Description
Example 1
A method for producing 1,5-pentanediamine by microorganism co-culture comprises the following steps:
step 1, preparing a seed culture medium, a fermentation culture medium, a glucose feeding culture solution, a glycerol feeding culture solution, a lactose inducing solution and a lysine solution, wherein the formula is as follows:
seed culture medium: peptone 1%, yeast powder 0.5%, NaCl 0.8%, ampicillin 0.01%, chloramphenicol 0.01%, pH7.0.
Fermentation medium (g/L): 3.0g of citric acid, 3.0g of Na2HPO4·7H2O, 8.00 g KH2PO4,0.20 g NH4Cl, 0.75 g (NH4)2SO4, 0.84 g NaHCO3, 1.00gMgSO4·
7H2O, 10.0 mg CaCl2·2H2O,0.28mg FeSO4·7H20, 20mg/L thiamine (filter sterilization), 2mg/L biotin (filter sterilization), 0.1 percent of mixed trace element liquid, 30g/L glucose (sub sterilization), 2g/L glycerol (sub sterilization), 0.01 percent of ampicillin and 0.01 percent of chloramphenicol.
Mixed solution of trace elements (1)M）：(NH4)6Mo7O24 3x10-9 M，H3BO3 4x10-7 M，CoCl2·6H20 3x10-8 M，CuSO4·5H2O 1x10-8 M，MnCl2·4H20 8x10-8 M，ZnSO4·7H2O 1x10-8 M。
Glucose supplemented culture solution: 600g/L glucose solution, and sterilizing at 115 deg.C for 10 min.
Glycerol supplemented culture solution: 230g/L glycerol solution. The sterilization condition is 115 deg.C, 10 min.
Lactose induction culture solution: 120g/L lactose solution. The sterilization condition is 115 deg.C, 10 min.
Lysine solution: 400g/L lysine solution.
Step 2, sterilizing a fermentation tank, a fermentation culture medium, a seed culture medium, a glucose feeding culture medium, a glycerol feeding culture medium, a lactose induction culture medium, a lysine solution and a 500ml triangular flask at 121 ℃ for 15min for later use, wherein the glucose in the fermentation culture medium is independently sterilized and then is combined with other components;
step 3, taking the sterilized Erlenmeyer flask, inoculating 50ml of seed culture medium, respectively inoculating succinic acid-producing bacteria and lysine decarboxylase-producing strains, and culturing for 8 hours at the rotating speed of 200rpm at 37 ℃ of a shaking table;
step 4, inoculating the fermentation medium into a sterilized fermentation tank, introducing sterile air, wherein the ventilation rate is 0.07L/(min.L), inoculating fermentation strains into the fermentation tank according to the volume ratio of the inoculation amount to the fermentation medium being 10%, wherein the ratio of the succinic acid-producing strains to the lysine decarboxylase-producing strains is 15:1, allowing the strains to grow and consume the fermentation medium in the fermentation tank, supplementing a glucose feed supplement culture solution and a glycerol feed supplement culture solution according to the ratio of glucose to glycerol in the fermentation medium after the initial carbon source in the culture medium is consumed, and controlling the specific growth rate of the strains to be 0.07h in the process-1Simultaneously adding lactose to induce the culture solution at the speed of 30 ml/h;
step 5, stopping the air supply when the dry weight of the bacteria reaches 15g/L, and stopping the air supply when the dry weight of the bacteria reaches 15g/LThe pH value in the primary fermentation process is controlled to be 6.8, and the temperature is controlled to be 37 ℃. After stopping introducing air, introducing CO2And simultaneously stopping feeding the glycerol feeding culture solution and the lactose inducing culture solution, continuously feeding the glucose feeding culture solution, controlling the sugar concentration to be between 1 and 2g/L in the process, using a lysine solution to replace ammonia water to control the pH to be 6.8, controlling the temperature to be 37 ℃, and measuring the yield of the pentanediamine after 24 hours.
The 1,5-pentanediamine content was derivatized with dansyl chloride and analyzed by HPLC-MS. The derivatization steps are as follows: 100 ul of the centrifuged transformation solution was transferred to a 5ml centrifuge tube, and 200. mu.l of 2M NaOH solution, 300. mu.l of saturated NaHCO3 solution, 100. mu.l of 10 g/1, 7-diaminoheptane solution (internal standard) and 1 ml of 10 g/l dansyl chloride solution were sequentially added. Mixing, placing in 40 deg.C water bath, reacting in dark for 45 min, adding 25% ammonia water 100 μ l, mixing, standing in dark at room temperature for 30 min. After the reaction was completed, the volume was adjusted to 5ml with acetonitrile.
HPLC-MS analysis used electrospray ion mass spectrometry and the column was a Prevail C18 reverse phase column (250 mm. times.4.6 mm. times.5 μm). The HPLC conditions were as follows: mobile phase A: 100% acetonitrile, mobile phase B: 0.1M ammonium acetate solution, using gradient elution, conditions were as follows: initially: 50% of A; 19 min: 90% of A; 20-30 min: 50% of A; flow rate: 1.0 ml/min; column temperature: 40 +/-1 ℃; sample introduction amount: 10 μ l. The detection uses an ultraviolet detector, and the detection wavelength is 254 nm.
The converted product was analyzed by HPLC-MS (as shown in FIG. 1, FIG. 2) and showed a peak 1 molecular weight of 335 (336-1 = 335) and a peak 2 molecular weight of 568 (569-1 = 568), which were matched to the molecular weights of monodisamide and dicambamide, respectively.
Example 2
Steps 1 to 3 are the same as in example 1.
Step 4, inoculating the fermentation medium into a sterilized fermentation tank, adding glucose and glycerol solution according to the ratio of 15:1, introducing sterile air, wherein the ventilation rate is 0.07L/(min. L), inoculating fermentation strains into the fermentation tank according to the volume ratio of the inoculation amount to the fermentation medium of 10%, wherein the ratio of the succinic acid-producing strain to the lysine decarboxylase-producing strain is 15:1, allowing the bacteria to grow and consume the fermentation medium in the fermentation tank, and waiting to cultureAfter the initial carbon source in the medium is consumed, supplementing a glucose supplementing culture solution and a glycerol supplementing culture solution according to the ratio of glucose to glycerol in the fermentation culture medium, and controlling the specific growth rate of thalli to be 0.07h in the process-1Simultaneously adding lactose to induce the culture solution at the speed of 30 ml/h;
and 5, stopping introducing air when the dry weight of the thalli reaches 15g/L, and controlling the pH value to be 6.8 and the temperature to be 37 ℃ in the fermentation process before the air introduction. After stopping aeration, CO is not introduced in the step2CO fixed for succinic acid production2Supplying by lysine decarboxylation, stopping feeding glycerol feeding culture solution and lactose inducing culture solution, and feeding glucose feeding culture solution continuously, wherein the sugar concentration is controlled to be between 1 and 2g/L, and lysine solution is used for replacing ammonia water to control the pH to be 6.8 and the temperature to be 37 ℃. The pentanediamine yield was determined after 24 hours. The measurement method was the same as in example 1.
Example 3
Steps 1-3 the same as in example 1, wherein the glucose concentration in the fermentation medium was 25g/L and the glycerol concentration was 5 g/L.
Step 4, inoculating the fermentation medium into a sterilized fermentation tank, adding a glucose and glycerol solution according to the ratio of 5:1, introducing sterile air, wherein the ventilation rate is 0.07L/(min.L), inoculating fermentation strains into the fermentation tank according to the volume ratio of the inoculum size to the fermentation medium of 10%, wherein the ratio of the succinic acid-producing strain to the lysine decarboxylase-producing strain is 5:1, allowing the bacteria to grow and consume the fermentation medium in the fermentation tank, supplementing a glucose feed supplement culture solution and a glycerol feed supplement culture solution according to the ratio of the glucose to the glycerol in the fermentation medium after the initial carbon source in the culture medium is consumed, and controlling the specific growth rate of the bacteria to be 0.07h in the process-1Simultaneously adding lactose induction culture solution at the speed of 25 ml/h;
and 5, stopping introducing air when the dry weight of the thalli reaches 20g/L, and controlling the pH value to be 6.8 and the temperature to be 37 ℃ in the fermentation process before the air introduction. After stopping introducing air, introducing CO2Stopping feeding glycerol and lactose induced culture solution, continuously feeding glucose, controlling sugar concentration at 1-2g/L, and adding lysineThe pH was controlled to 6.8 and the temperature was controlled to 37 ℃ by using an acid solution instead of ammonia water. The pentanediamine yield was determined after 24 hours. The measurement method was the same as in example 1.
Comparative example
The lysine decarboxylase producing strain is used for fermentation, substrate lysine is added at the later stage, pH regulation is carried out by succinic acid, other reaction conditions are the same as those in example 1, and the maximum concentration of the pentanediamine in fermentation liquor after the fermentation is finished reaches 50.62 g/L.
The yield of 1,5-pentanediamine produced by the process of the present invention is reported in the table below.
The data show that the invention has large yield of 1,5-pentanediamine and simple preparation process, and is suitable for industrialization.

Claims (7)

1. A method for producing 1,5-pentanediamine by microorganism co-culture is characterized by comprising the following steps:
step 1, preparing a seed culture medium, a fermentation culture medium, a glucose feeding culture solution, a glycerol feeding culture solution, a lactose inducing solution and a lysine solution;
step 2, sterilizing a fermentation tank, a fermentation medium, a seed culture medium, a glucose supplemented culture solution, a glycerol supplemented culture solution, a lactose inducing solution, a lysine solution and a triangular flask, wherein the glucose in the fermentation medium is independently sterilized and then is combined with other components;
step 3, taking two sterilized triangular flasks, inoculating the sterilized seed culture medium into the two sterilized triangular flasks, and respectively inoculating succinic acid-producing bacteria and lysine-producing decarboxylase bacteria to the triangular flasks to perform shake culture to obtain fermentation strains;
step 4, inoculating the sterilized fermentation medium into a fermentation tank, and introducing sterile air or pure O2Inoculating fermentation strain into the fermentation tank according to the inoculation amount of 10% of the total volume ratio, adding glucose supplemented culture solution, glycerol supplemented culture solution and lactose inducing solution into the fermentation tank, and controlling the growth rate, temperature, pH and dissolved oxygen of thallus ratio during fermentation；
Step 5, when the dry weight of the thallus reaches 15-20g/L, stopping introducing sterile air or pure O2Transferring to an anaerobic conversion process, adding glucose supplemented culture fluid to control the glucose concentration, controlling the pH with lysine solution, and fermenting for 24 hours to obtain a product 1, 5-pentanediamine;
fermentation medium (g/L): 3.0g citric acid, 3.0g Na2HPO4·7H2O,8.00g KH2PO4,0.20g NH4Cl,0.75g(NH4)2SO4,0.84g NaHCO3,1.00gMgSO4·7H2O,10.0mg CaCl2·2H2O,0.28mg FeSO4·7H20, 20mg/L thiamine, 2mg/L biotin, 0.1 percent of mixed trace element liquid, 30g/L glucose, 2g/L glycerol, 0.01 percent of ampicillin and 0.01 percent of chloramphenicol.
2. The method for producing 1,5-pentanediamine by the combined culture of the microorganisms according to claim 1, wherein: the total carbon concentration of glucose and glycerol in the fermentation medium in the step 1 is 25-50 g/L.
3. The method for producing 1,5-pentanediamine by the combined culture of the microorganisms according to claim 1, wherein: in the step 4, the inoculation volume ratio of the succinic acid-producing bacteria to the lysine-producing decarboxylase bacteria in the fermentation strains is 15: (1-3).
4. The method for producing 1,5-pentanediamine by the combined culture of the microorganisms according to claim 1, wherein: in step 4, sterile air or pure O is introduced2The amount of the culture medium is 0.03-0.08L/(min. L), and the glucose feed culture medium and the glycerol feed culture medium are supplemented according to a set specific growth rate of 0.04-0.08h-1Performing exponential feeding, wherein the acceleration rate of lactose-induced culture fluid flow is 20-50 mL/h.
5. The method for producing 1,5-pentanediamine by the combined culture of the microorganisms according to claim 1, wherein: in step 4, the temperature is controlled at 32-37 ℃, the pH is controlled at 6.5-7.5, and the dissolved oxygen is controlled at 25-35%.
6. The method for producing 1,5-pentanediamine by the combined culture of the microorganisms according to claim 1, wherein: the pH during the fermentation in step 4 is adjusted by 50% by volume of ammonia.
7. The method for producing 1,5-pentanediamine by the combined culture of the microorganisms according to claim 1, wherein: in step 5, the glucose concentration is controlled to be 1-4 g/L.
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CN110468167B (en) * 2018-05-04 2022-12-27 上海凯赛生物技术股份有限公司 Method for producing 1, 5-pentanediamine by fermentation
CN110541010A (en) * 2018-05-29 2019-12-06 上海凯赛生物技术股份有限公司 Preparation method and culture medium of dibasic acid pentanediamine salt
CN110541009A (en) * 2018-05-29 2019-12-06 上海凯赛生物技术股份有限公司 fermentation liquor containing dibasic acid pentanediamine salt, method and prepared dibasic acid pentanediamine
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