CN105603009B - A kind of method of microorganism conversion - Google Patents
A kind of method of microorganism conversion Download PDFInfo
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Abstract
The present invention relates to produce R- (+) -2-Hydroxy-3-phenylpropionic acid using Proteus microorganism conversion L-phenylalanine.This method process is simple, has important industrial application value.
Description
Technical field
The present invention produces D- phenyllactic acid using proteus conversion L-phenylalanine, belongs to industrial microorganism field.
Background technique
D- phenyllactic acid, scientific name R- (+) -2-Hydroxy-3-phenylpropionic acid, English name are as follows: R- (+) -2-hydroxy-3-
phenylpropanoic acid、D-(+)-3-Phenyllactic acid。
Phenyllactic acid is that discovered in recent years can secrete a kind of New Biological Preservatives generated by part lactic acid bacteria.It has D-
Two kinds of mapping allosome bodies of phenyllactic acid and L- phenyllactic acid can effectively inhibit a variety of bacteriums for causing food spoilage and toxigenic
Fungi.Research shows that the bacteriostasis of D- phenyllactic acid is slightly above L- phenyllactic acid.
As a kind of New Biological Preservatives, phenyllactic acid has important application value in the food industry.It is current main logical
Cross large intestine genetic engineering bacterium expression lactic dehydrogenase enzymatic conversion phenylpyruvic acid production, as Chinese patent CN201410818165.X,
CN201410393768.X and CN201210338378.3.Also have and convert phenylpyruvic acid or phenylalanine life by all kinds of lactic acid bacterias
It produces, such as Chinese patent CN201510089823.0, CN201210005544.8.Also have and phenylpyruvic acid is converted using bacillus
Produce method (the Efficient Conversion of Phenylpyruvic Acid to Phenyllactic of phenyllactic acid
Acid by Using Whole Cells of Bacillus coagulans SDM, 2011, PLoS One.6 (4):
e19030)。
Based on the significant application value of D- phenyllactic acid, this patent is proposed using Proteus microorganism conversion L- phenylpropyl alcohol
The scheme of propylhomoserin production D- phenyllactic acid.Currently mainly by Production by Microorganism Fermentation, abundant raw material is easy to get L-phenylalanine.
Proteus (Proteus) be it is widely distributed in nature, such as soil, water, rubbish, spoilage organism and people or
Microorganism in the enteron aisle of animal.Existing 5 kinds: proteus vulgaris (Proteus vulgaris), proteus mirabilis
(Proteus mirabilis), glutinous proteus (Proteus myxofaciens), Pan Shi proteus (Proteus are produced
) and Hao Shi proteus (Proteus hauseri) penneri.Proteus has powerful oxidative deamination ability
(Sherris Medical Microbiology, 2004,4th ed.), L-phenylalanine can be by proteus oxidative deamination
At phenylpyruvic acid.Pertinent literature thinks that L-phenylalanine can only be oxidized to phenylpyruvic acid by proteus microorganism belonging to genus, and can not
Further be reduced into phenyllactic acid (α-keto acids are novel siderophores in the genera proteus,
Providencia, and morganella and are produced by amino acid deaminases, 1993,
Journal of bacteriology, 175 (9), 2727-2733), this may therewith condition selection it is improper related.
L-phenylalanine can be converted to optically pure D- phenyllactic acid by proteus microorganism belonging to genus by the present invention.Propiophenone
Although acid is more direct substrate, price is higher, therefore L-phenylalanine is optimal substrate.Proteus is a kind of simultaneous
Property anaerobic bacteria, can be converted under anaerobic condition or aerobic condition production D- phenyllactic acid, with high conversion and high-purity spy
Point.
Summary of the invention
The present invention produces D- phenyllactic acid, technical side by culture Proteus microbial cells, conversion L-phenylalanine
Case is as follows:
1, bacterial strain
Bacterial strain used in the present invention have Proteus mirabilis ATCC 29906 purchased from U.S.'s ATCC strain library,
Proteus myxofaciens ATCC 19692、Proteus hauseri ATCC 700826、Proteus penneri
ATCC 33519、Proteus mirabilis ATCC 25933、Proteus mirabilis ATCC 33946、Proteus
Vulgaris ATCC 19181, Proteus vulgaris ATCC 27972 and be purchased from Chinese industrial Microbiological Culture Collection
Proteus vulgaris CICC 10401, the Proteus mirabilis CICC22928 of administrative center.
2, thallus culture
Liquid state fermentation culture medium composition are as follows: carbon source 0-50g/L, nitrogen source 0-50g/L, diammonium hydrogen phosphate 0-2g/L, di(2-ethylhexyl)phosphate
PH to 2-8 is adjusted in hydrogen potassium 0-1g/L, magnesium sulfate 0-0.5g/L, ferrous sulfate 0-0.5g/L, common salt 0-5g/L, can also pH
It is natural；Inoculum concentration is 5-20%, and fermentation temperature is 20-40 DEG C, and fermentation period is 24-72 hours.Seed and fermentation are all made of this
Culture medium.
Carbon source for cultivating strain can be glucose, fructose, maltose, xylose, sucrose, galactolipin, glycerol.Culture
It can be the organic nitrogen sources such as ammonium sulfate, ammonium chloride, ammonium nitrate, peptone, yeast extract, urea, corn pulp with nitrogen source.Carbon source and nitrogen
Source can be one or more combinations.
The process of liquid culture thallus can use anaerobism or aerobic mode.
3, conversion produces D- phenyllactic acid
The scheme that conversion process uses has 2 kinds:
(1) the liquid incubation of cell, L-phenylalanine substrate is added in above-mentioned cultivating system；L-phenylalanine
Additive amount is 0-20g/L.
(2) liquid state fermentation culture is centrifuged removal fermentation liquid and obtains thallus, thallus is put into containing L-phenylalanine bottom
It is carried out in the reactant aqueous solution system of object；20-40 DEG C of conversion process temperature, pH 2-8, transformation time 1-24 hours.In conversion fluid
L-phenylalanine initial concentration is 0.1-20g/L.
4, the detection and analysis of sample
Conversion fluid is tested and analyzed using 200 high performance liquid chromatograph of PerkinElmer Series, chromatographic condition are as follows: stream
Dynamic phase is -0.1% formic acid water of methanol (40:60), using Chinese nation Megres C18 chromatographic column (4.6 × 250mm, 5 μm), flow velocity
0.6ml/min, 30 DEG C of column temperature, 20 μ l of sample volume, detector wavelength 200nm.
Using the DAC-HB50 preparation chromatographic column preparation conversion sample of Hanbon Sci. & Tech. Co., Ltd., chromatographic condition is prepared
Are as follows: 50% methanol of mobile phase, column temperature nature, flow velocity 3ml/min, sample volume 5ml.Sample reaches chromatographically pure 99.9%, repeatedly into
The isolated product of sample vacuum rotating at 50 DEG C is evaporated.The sample 0.5g being prepared is weighed, is dissolved in deionized water simultaneously
It is settled to 50ml, the full-automatic polarimeter measurement degree of giving out light of AP-300 of delaying is liked using Japan.Further adopt Varian Gemini
The nuclear magnetic data of 2000 (VnmrS 600MHz, 600/54/ASP) analysis sample.Sample further uses UPLC-QTOF-MS method
Analyzing molecules amount, instrument are Waters MALDI SYNAPT QTOF MS liquid chromatography tandem quadrupole rod time of-flight mass spectrometer.
Specific embodiment
Embodiment 1
The analysis of converted product measures.
It is as follows to prepare culture medium: yeast extract 5g/L, peptone 10g/L, sodium chloride 5g/L.Liquid amount in 500ml triangular flask
For 100ml, totally 50 bottles, 120 DEG C, sterilize within 20 minutes.Take 29906 glycerol tube seed liquor 1mL of Proteus mirabilis ATCC
Inoculation, 30 DEG C of fermentation temperature, shaking speed 200rpm.After culture 24, fermentation liquid is centrifuged (revolving speed 10000rpm, time
10min), removal supernatant obtains thallus, is centrifuged the thallus of acquisition with twice of sterile water wash.20g wet thallus is taken to be put into L- benzene
Alanine concentration is to be uniformly mixed in the 1000ml solution of 10g/L.After 37 DEG C of shaking tables vibrate (100rpm) 24 hours, 100 DEG C
3 minutes killing thallus of heating water bath.It is centrifuged (revolving speed 10000rpm, time 10min) removal thallus, the supernatant after being converted again
Liquid.Liquid phase analysis D- phenyllactic acid concentration is 4.1g/L, and remaining L-phenylalanine concentration is 4.5g/L.It is obtained using preparation chromatography
3.4g sterling.
Polarimeter analyzes its optical activityNuclear magnetic data are as follows: 1H NMR (CDCl3 600MHz):δ
7.32 (2H, dJ 7.6Hz), 7.28 (1H, d, J 7.6Hz), 7.25 (2H, d, J 7.6Hz), 4.48 (1H, dd, J 4.3,
7.3Hz), 4.24 (2H, OHs, broad), 3.22 (1H, dd, J 4.3,14.0Hz), 2.97 (1H, dd, J 7.3,14.0Hz).
13C NMR(CDCl3, 600MHz): δ 177.56,135.92,129.51,129.51,128.56,128.63,127.14,
71.11 40.12.The mass spectrometric data of converted product are as follows: (- ESI, negative mode) m/z:165.0 [M-1].
According to above data, determine that its molecule and optical texture and D- phenyllactic acid are completely the same.
Embodiment 2
Aerobic culture is compared with detesting culture.Prepare culture medium: glucose 30g/L, peptone 20g/L, diammonium hydrogen phosphate
1g/L, potassium dihydrogen phosphate 1g/L, magnesium sulfate 0.3g/L, ferrous sulfate 0.3g/L；Originating pH and fermentation process pH is nature
Liquid amount is 100ml in 500ml triangular flask, totally 2 bottles, 120 DEG C, is sterilized within 20 minutes.
22928 glycerol tube seed liquor 1mL of Proteus mirabilis CICC is taken to be inoculated with 1 bottle, 35 in anaerobic culture box
DEG C culture 72 hours, be centrifuged the thallus of acquisition with twice of sterile water wash.It takes 0.1g wet thallus to be put into L-phenylalanine concentration to be
In the 4ml solution of 2g/L, be uniformly mixed, in anaerobic culture box after the conversion of 35 DEG C of standing 24 hours, 100 DEG C heating water bath 3 minutes
Kill thallus.It is centrifuged (revolving speed 10000rpm, time 10min) removal thallus, the supernatant after being converted again.Liquid phase analysis D-
Phenyllactic acid concentration is 1.4g/L, and remaining L-phenylalanine concentration is 0.4g/L.
22928 glycerol tube seed liquor 1mL of Proteus mirabilis CICC is taken to be inoculated with 1 bottle, in shaking table (200rpm)
35 DEG C are cultivated 24 hours.Fermentation liquid is centrifuged (revolving speed 10000rpm, time 10min), removal supernatant obtains thallus, and centrifugation obtains
The thallus obtained is with twice of sterile water wash.0.1g wet thallus is taken to be put into the 4ml solution that L-phenylalanine concentration is 2g/L, mixing
Uniformly.After 35 DEG C of shaking tables vibrate (100rpm) 12 hours, 100 DEG C of heating water baths, 3 minutes killing thallus.It is centrifuged (revolving speed again
10000rpm, time 10min) removal thallus, the supernatant after being converted.Liquid phase analysis D- phenyllactic acid concentration is 1.2g/L,
Remaining L-phenylalanine concentration is 0.4g/L.
Embodiment 3
Culture medium composition are as follows: glucose 1g/L, urea 1g/L, diammonium hydrogen phosphate 1g/L, potassium dihydrogen phosphate 0.1g/L, sulfuric acid
Magnesium 0.1g/L, ferrous sulfate 0.1g/L.Liquid amount is 50ml in 250ml triangular flask, 120 DEG C, is sterilized within 20 minutes.Take Proteus
19181 glycerol tube seed liquor 0.5mL of vulgaris ATCC inoculation, 35 DEG C of fermentation temperature, shaking speed 200rpm.Culture 24
Afterwards, fermentation liquid is centrifuged (revolving speed 10000rpm, time 10min), removal supernatant obtains thallus, is centrifuged the thallus nothing of acquisition
Bacterium water cleans twice.It takes 0.05g wet thallus to be put into the 2ml solution that L-phenylalanine concentration is 0.1g/L, and adjusts pH to 6,
It is uniformly mixed.Static conversion 24 hours, filtering with microporous membrane conversion fluid, in liquid-phase chromatographic analysis conversion fluid in anaerobic culture box
D- phenyllactic acid concentration is 0.06g/L and L-phenylalanine residual quantity is 0.01g/L.
Embodiment 4
Culture medium composition are as follows: fructose 50g/L, ammonium sulfate 5g/L, diammonium hydrogen phosphate 1g/L, potassium dihydrogen phosphate 1g/L, sulfuric acid
Ferrous 0.5g/L.Liquid amount is 50ml in 250ml triangular flask, totally 10 bottles, 120 DEG C, is sterilized within 20 minutes.Take Proteus
700826 glycerol tube seed liquor 0.5mL of hauseri ATCC inoculation, 20 DEG C of fermentation temperature, shaking speed 200rpm.Culture 72
Afterwards, fermentation liquid is centrifuged (revolving speed 10000rpm, time 10min), removal supernatant obtains thallus, is centrifuged the thallus nothing of acquisition
Bacterium water cleans twice.It takes 1g wet thallus to be put into the 2ml solution that L-phenylalanine concentration is 20g/L, is uniformly mixed.It is shaken in 20 DEG C
Bed oscillation (100rpm) is after 24 hours, filtering with microporous membrane conversion fluid, and D- phenyllactic acid concentration is in liquid-phase chromatographic analysis conversion fluid
8.5g/L and L-phenylalanine residual quantity are 7.8g/L.
Embodiment 5
Culture medium composition are as follows: xylose 50g/L, ammonium sulfate 1g/L, diammonium hydrogen phosphate 1g/L, potassium dihydrogen phosphate 1g/L, sulfuric acid
Magnesium 0.2g/L.Liquid amount is 50ml in 250ml triangular flask, 120 DEG C, is sterilized within 20 minutes.Take Proteus vulgaris CICC
10401 glycerol tube seed liquor 0.5mL inoculation, 40 DEG C of fermentation temperature, shaking speed 200rpm.After culture 48, fermentation liquid is centrifuged
(revolving speed 10000rpm, time 10min), removal supernatant obtain thallus, are centrifuged the thallus of acquisition with twice of sterile water wash.It takes
0.1g wet thallus is put into the 2ml solution that L-phenylalanine concentration is 2g/L, is uniformly mixed.(100rpm) is vibrated in 40 DEG C of shaking tables
After 24 hours, filtering with microporous membrane conversion fluid, D- phenyllactic acid concentration is 0.7g/L and L- phenylpropyl alcohol in liquid-phase chromatographic analysis conversion fluid
Histidine residue amount is 1.1g/L.
Embodiment 6
Culture medium composition are as follows: glycerol 15g/L, ammonium nitrate 1g/L, diammonium hydrogen phosphate 1g/L, potassium dihydrogen phosphate 0.1g/L, sulphur
Sour magnesium 0.1g/L, ferrous sulfate 0.1g/L.Liquid amount is 50ml in 250ml triangular flask, 120 DEG C, is sterilized within 20 minutes.It takes
19692 glycerol tube seed liquor 0.5mL of Proteus myxofaciens ATCC inoculation, 30 DEG C of fermentation temperature, shaking speed
200rpm.After culture 24, fermentation liquid is centrifuged (revolving speed 10000rpm, time 10min), removal supernatant obtains thallus, centrifugation
The thallus of acquisition is with twice of sterile water wash.It takes 0.1g wet thallus to be put into the 2ml solution that L-phenylalanine concentration is 2g/L, mixes
It closes uniform.Static conversion 24 hours, filtering with microporous membrane conversion fluid, liquid-phase chromatographic analysis conversion fluid in 20 DEG C of anaerobic culture boxes
Middle D- phenyllactic acid concentration is 0.6g/L and L-phenylalanine residual quantity is 1.2g/L.
Embodiment 7
Culture medium composition are as follows: maltose 15g/L, ammonium chloride 1g/L, diammonium hydrogen phosphate 1g/L, potassium dihydrogen phosphate 0.1g/L,
Magnesium sulfate 0.1g/L, ferrous sulfate 0.1g/L adjust pH to 5.In 250ml triangular flask liquid amount be 50ml, 120 DEG C, 20 minutes
Sterilizing.27972 glycerol tube seed liquor 0.5mL of Proteus vulgaris ATCC is taken to be inoculated with, 35 DEG C of fermentation temperature, shaking speed
200rpm.After culture 24, fermentation liquid is centrifuged (revolving speed 10000rpm, time 10min), removal supernatant obtains thallus, centrifugation
The thallus of acquisition is with twice of sterile water wash.It takes 0.1g wet thallus to be put into the 2ml solution that L-phenylalanine concentration is 3g/L, mixes
It closes uniform.Static conversion 24 hours, filtering with microporous membrane conversion fluid, liquid-phase chromatographic analysis conversion fluid in 40 DEG C of anaerobic culture boxes
Middle D- phenyllactic acid concentration is 1.7g/L and L-phenylalanine residual quantity is 1.0g/L.
Embodiment 8
Culture medium composition are as follows: galactolipin 1g/L, urea 1g/L, diammonium hydrogen phosphate 1g/L, potassium dihydrogen phosphate 0.1g/L, sulfuric acid
Magnesium 0.1g/L, ferrous sulfate 0.1g/L adjust pH to 2.Liquid amount is 50ml in 250ml triangular flask, 120 DEG C, is sterilized within 20 minutes.
25933 glycerol tube seed liquor 0.5mL of Proteus vulgaris ATCC is taken to be inoculated with, 35 DEG C of fermentation temperature, shaking speed
200rpm.After culture 24, fermentation liquid is centrifuged (revolving speed 10000rpm, time 10min), removal supernatant obtains thallus, centrifugation
The thallus of acquisition is with twice of sterile water wash.0.1g wet thallus is taken to be put into the 2ml solution that L-phenylalanine concentration is 2g/L, and
PH to 2 is adjusted, is uniformly mixed.Static conversion 24 hours, filtering with microporous membrane conversion fluid, liquid phase color in 37 DEG C of anaerobic culture boxes
D- phenyllactic acid concentration is 0.2g/L in spectrum analysis conversion fluid and L-phenylalanine residual quantity is 1.6g/L.
Embodiment 9
Culture medium composition are as follows: glucose 1g/L, peptone 1g/L, potassium dihydrogen phosphate 0.1g/L, magnesium sulfate 0.1g/L, sulfuric acid
Ferrous 0.1g/L, L-phenylalanine 20g/L adjust pH to 8.Liquid amount is 50ml in 250ml triangular flask, 120 DEG C, is gone out within 20 minutes
Bacterium.33946 glycerol tube seed liquor 0.5mL of Proteus mirabilis ATCC is taken to be inoculated with, 35 DEG C of fermentation temperature, shaking speed
200rpm.After culture 24, filtering with microporous membrane conversion fluid, D- phenyllactic acid concentration is 10.2g/L in liquid-phase chromatographic analysis conversion fluid
And L-phenylalanine residual quantity is 6.3g/L.
Embodiment 10
Culture medium composition are as follows: glucose 1g/L, urea 1g/L, diammonium hydrogen phosphate 1g/L, magnesium sulfate 0.1g/L, ferrous sulfate
0.1g/L adjusts pH to 8.Liquid amount is 100ml in 500ml triangular flask, 120 DEG C, is sterilized within 20 minutes, totally 10 bottles.Respectively take
33519 glycerol tube seed liquor 0.5mL of Proteus penneri ATCC inoculation, 35 DEG C of fermentation temperature, shaking speed 200rpm.
After culture 24, fermentation liquid is centrifuged (revolving speed 10000rpm, time 10min), removal supernatant obtains thallus, is centrifuged the bacterium of acquisition
Body is with twice of sterile water wash.Take 5g wet thallus be put into L-phenylalanine concentration be 10g/L 10ml solution in, and adjust pH to
5, it is uniformly mixed.After 35 DEG C of shaking tables vibrate (100rpm) 10 hours, filtering with microporous membrane conversion fluid, liquid-phase chromatographic analysis conversion
D- phenyllactic acid concentration is 7.5g/L in liquid and L-phenylalanine residual quantity is 0.23g/L.
Embodiment 11
Culture medium composition are as follows: glucose 1g/L, peptone 1g/L, diammonium hydrogen phosphate 1g/L, potassium dihydrogen phosphate 0.1g/L, sulphur
Sour magnesium 0.1g/L, ferrous sulfate 0.1g/L.Adjust pH to 5.Liquid amount is 50ml in 250ml triangular flask, 120 DEG C, is gone out within 20 minutes
Bacterium.33946 glycerol tube seed liquor 0.5mL of Proteus mirabilis ATCC is taken to be inoculated with, 37 DEG C of fermentation temperature, shaking speed
200rpm.After culture 24, filtering with microporous membrane conversion fluid, D- phenyllactic acid concentration is 0.2g/L in liquid-phase chromatographic analysis fermentation liquid.
Claims (4)
1. a kind of method of conversion L-phenylalanine production R- (+) -2-Hydroxy-3-phenylpropionic acid, which is characterized in that the method
It is to carry out conversion production using proteus microorganism belonging to genus；The proteus microorganism belonging to genus has: proteus vulgaris, unusual change
Shape bacillus produces glutinous proteus, Pan Shi proteus and Hao Shi proteus.
2. the method according to claim 1, wherein the incubation of the proteus microorganism belonging to genus can be
Anaerobic state can also be carried out in aerobic state.
3. according to the method described in claim 2, it is characterized in that, the thallus that culture obtains, conversion L-phenylalanine can
It can also be carried out in aerobic state in anaerobic state.
4. according to the method described in claim 2, it is characterized in that, L-phenylalanine can be directly added into thallus incubation
Side length thallus side conversion production R- (+) -2-Hydroxy-3-phenylpropionic acid.
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102925535A (en) * | 2012-11-26 | 2013-02-13 | 厦门大学 | Screening and identification method of electricigen enzyme |
| CN103045514A (en) * | 2012-12-27 | 2013-04-17 | 江南大学 | Proteus mirabilis for synthetizing acidic ethyl urethane hydrolytic enzyme and application thereof |
-
2016
- 2016-02-15 CN CN201610086443.6A patent/CN105603009B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102925535A (en) * | 2012-11-26 | 2013-02-13 | 厦门大学 | Screening and identification method of electricigen enzyme |
| CN103045514A (en) * | 2012-12-27 | 2013-04-17 | 江南大学 | Proteus mirabilis for synthetizing acidic ethyl urethane hydrolytic enzyme and application thereof |
Non-Patent Citations (3)
| Title |
|---|
| A comparison of the phenylpyruvic acid reaction and the urease test in the differentiation of Proteus from other enteric organisms;Henriksen S D等;《Journal of Bacteriology》;19501231;第60卷(第3期);全文 |
| Production and degradation of indole by gram-negative bacteria;Müller H E等;《Zentralblatt Für Bakteriologie Mikrobiologie Und Hygiene》;19861231;第261卷(第1期);全文 |
| Regulation of Phenylalanine Oxidase Synthesis in Proteus;Labouré A M等;《Journal of Bacteriology》;19790131;第137卷(第1期);第161页摘要 |
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