CN102115769B - Method for producing octadecanedioic acid through synchronous fermentation of microorganisms - Google Patents

Method for producing octadecanedioic acid through synchronous fermentation of microorganisms Download PDF

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CN102115769B
CN102115769B CN 200910256590 CN200910256590A CN102115769B CN 102115769 B CN102115769 B CN 102115769B CN 200910256590 CN200910256590 CN 200910256590 CN 200910256590 A CN200910256590 A CN 200910256590A CN 102115769 B CN102115769 B CN 102115769B
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fermentation
controlled
acid
candida tropicalis
octadecane
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CN102115769A (en
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曹务波
陈远童
曹荀梅子
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Qingdao Think Tank Biotechnology Co., Ltd.
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张艾琳
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Abstract

The invention discloses a method for producing octadecanedioic acid through microorganism fermentation of octadecane and methyl stearate. The used microorganism is a candida tropicalis mutant strain 1y-8 with the collection number of CCTCC NO:M209226. The method is characterized in that: after the microorganism strain is inoculated to a culture medium with normal alkane and fatty acid methyl ester serving as a substrate, PH is controlled to be less than 7.1 within 30 hours, the PH is controlled to be less than 7.5 within 30 to 80 hours, the PH is controlled to be less than 8.0 within 80 to 144 hours, and dicarboxylic acid with the same chain length as the substrate is produced through fermentation and conversion. When the method is used for producing the octadecanedioic acid by fermentingthe octadecane, the fermentation is performed in a 10L fermentation tank for 150 hours, the yield of DC18 reaches 115g/L, the conversion rate is 60.8 percent, and the purity of the DC18 is 95 percent.

Description

The method of microbial synchronous fermentative production DC18
Technical field:
The present invention relates to the method that microbial fermentation transforms normal alkane and fatty acid methyl ester production long-chain alpha, omega-dicarboxylic acid, Octadecane (nC especially ferments 18) and/or 18 carbon fatty acid methyl esters, produce 18 carbon dicarboxylic acid (DC 18) method.
Background technology:
DC18 (DC 18) be to synthesize the important raw and processed materials of medicine intermediate and nylon 1818 engineering plastics and coating etc. on a kind of chemical industry.
DC 18Be that occurring in nature does not exist, the chemical industry method can't be synthesized, and biological synthesis process also is difficult to the fine chemistry industry novel material produced.Because the microorganism that can utilize normal alkane production respective chain length diprotic acid is all had a preference for assimilation and oxidation C 14Above normal alkane, especially hobby assimilation and oxidation Octadecane and grow, therefore be difficult to generate and accumulate DC18, up to now, yet there are no biological synthesis process from Octadecane (nC 18) production DC 18Patent.
Prior art only has from 18 carbon fatty acids (being stearic acid) fermentative production DC18 (DC 18) report, its public data is shake flask fermentation 96 hours, DC 18Content only have at most 29.7g/L.
Technology contents:
The objective of the invention is to propose a kind of microbial fermentation and transform C 10-C 18Normal alkane and/or fatty acid methyl ester are produced method, especially the high yield DC of alpha, omega-dicarboxylic acid 18Method.
The present invention's microorganism strains used is candida tropicalis (Candida tropicalis) ly-8 mutant strain, to produce the candida tropicalis of mixed dicarboxylic acid (referring to " microorganism journal " 20 (1): 88-93 with a strain oxidation normal alkane, 1980) be starting strain, through N +Injection method mutagenesis, with the screening of a kind of oxidase screening indicator medium, through 4 times repeatedly mutagenesis screening out, have nC 18Strong with 18 carbon fatty acid methyl esters omega oxidation enzyme activities, the tryptophan side-chain alpha vigor is faint, the production DC of high production 18New bacterial strain.Concrete screening method is: will be through N +The microbial strains liquid of injection method mutagenesis, diluting respectively with physiological saline is 10 -5-10 -7, draw 0.1ml and dilute good bacterium liquid, coat on the wort agar culture plate of 10 Bahrain's pols, 3 flat boards of each extent of dilution coating, good with black paper bag, the incubator that is placed in 30 ℃ was cultivated 48 hours, the statistics lethality rate.Take former starting strain as contrast, the bacterial strain after mutagenesis is carried out fermentative production DC 18Test and produce the acid amount and detect.Filter out Octadecane hydrocarbon and/or the 18 strong bacterial strains of carbon fatty acid methyl esters omega oxidation enzyme activity are candida tropicalis (Candida tropicalis) ly-8.
Candida tropicalis of the present invention (Candida tropicalis) ly-8 carries out preservation on October 14th, 2009 at Chinese Typical Representative culture collection center, and the address is Wuhan, China Wuhan University, and preserving number is: CCTCC NO:M 209226.
The physiological property of candida tropicalis (Candida tropicalis) ly-8 is as follows:
The fermentation of carbohydrate: glucose+, semi-lactosi+, sucrose+, maltose+, lactose-.
Assimilation: glucose+, semi-lactosi+, sorbose-, sucrose+, maltose+, cellobiose+, trehalose+, lactose-, melibiose-, raffinose-, turanose+, levulin-, Zulkovsky starch+, wood sugar+, the L-arabinose+, the D-arabinose-, ribose-, rhamnosyl-, α-methylglucoside+, glycerine+, ethanol+, tetrahydroxybutane-, N.F,USP MANNITOL+, inositol-, the core furfuryl alcohol+, melampyrum-, sorbitol+, Trisodium Citrate-, Soduxin+, calcium lactate-.
The needs of growth hormone: vitamin H ++, vitamins B 1++, vitamins B 2+, vitamins B 6+, vitamins B 12+, folic acid+, nicotinic acid+, pantothenic acid+, inositol+, para-amino benzoic acid+.
Other: nitrate-, freezing milk-, ursolic acid decomposes-, solidify milk-, the grease enzyme-.
Morphological specificity: creamy-white, gauffer type, bacterium colony are the crisp shape of cake shape and peach.
Cultural characteristic: when cultivating in malt juice liquid medium, pseudohypha is many and grow; When the alkane seed culture medium is cultivated, the short pseudohypha of some amount is arranged; And when fermenting in fermention medium, major part is single oval cell.
Synchronous fermentation of the present invention is produced long chain dicarboxylic acid, particularly the method for 18 carbon dicarboxylic acid is take candida tropicalis (Candida tropicalis) ly-8 as fermented bacterium, synchronous fermentation in take Octadecane and/or 18 carbon fatty acid methyl esters as the nutrient solution of fermented substrate, produce α, ω-DC18.
The seed culture method of candida tropicalis (Candida tropicalis) ly-8 that uses in synchronous fermentation production diprotic acid process is as follows:
Seed culture medium:
(1) wort of 10Be ' pol adds the solid inclined-plane that 2% agar is made;
(2) malt juice liquid medium of 10Be ' pol;
(3) seed culture medium comprises: KH 2PO 46-12g/L, yeast extract paste 3-8g/L, corn steep liquor 3-8g/L, sucrose 10-30g/L, urea 1-3g/L, tap water preparation, natural PH.
The process of cultivating seed is: get a transfering loop ly-8 yeast thalline, be coated on wort solid inclined-plane (φ 15 * 180 test tubes, every dress 6-7mL substratum is put into the inclined-plane after sterilization), cultivated 40 hours in 28-30 ℃.Getting an above-mentioned cultured ly-8 bacterial classification all scrapes in the 250mL triangular flask that 30mL alkane seed culture medium is housed, cultivated 40-48 hour on the rotary shaker of 28-30 ℃ 220 rev/mins, as the shake flask fermentation seed or get two above-mentioned cultured ly-8 slant strains and all scrape in the 5000mL triangular flask that the 500mL substratum is housed, cultivated 44-48 hour in the rotary shaker 28-30 of 220 rev/mins ℃, strain growth optical density(OD) OD reaches 0.8, as the seed of first class seed pot.
The method that synchronous fermentation is produced diprotic acid is as follows:
The chief component of fermention medium is: alkali metal phosphate 5-12g/L (being preferably 6-9g/L), NaCl0.5-2.5g/L (being preferably 1-1.8g/L), sodium-acetate 2-6g/L (preferably 3-7g/L), nitrate 2-10g/L (being preferably 3-8g/L), sucrose 15-25g/L, defoamer 400-1000ppm, penicillin 100-250 unit/mL (is preferably 120-200 unit/mL), urea 1-5g/L and some known nutrition sources.Above-mentioned alkali metal phosphate can be from KH 2PO 4, NaH 2PO 4, K 2HPO 4And Na 2HPO 4In select a kind ofly, nitrate can select a kind of from potassium or sodium salt.
Contain the Octadecane of 15-30% (V/V) and/or the fermention medium of fatty acid methyl ester and 85-70% (V/V) in the fermentation mixed solution.
Produce long-chain biatomic acid, particularly DC with candida tropicalis of the present invention (Candida tropicalis) ly-8 bacterial strain 18Concrete grammar be: pass through microscopy cultivating, the strain liquid that there is no miscellaneous bacteria, press the consumption of fermention medium 20-25% (V/V), access PH 5.5-9.0 is preferably in the mixed solution of the Octadecane that contains 15-30% (V/V) of 6.0-7.8 and/or fatty acid methyl ester and 85-70% (V/V) fermention medium.Said mixture at 24-34 ℃, is preferably in 27-31 ℃ of aerobic fermentation 72-170 hour.Fs, system PH is controlled at below 7.0, take thalli growth as main, also produces diprotic acid; Subordinate phase, system PH is controlled at below 7.5, to produce acid as main, also growing mycelia; Phase III, system PH is controlled at below 8.0, only produces acid, not long thalline, and after 120 hours, PH is controlled at below 8.4, continues to produce diprotic acid.After 70 hours, add a certain amount of normal alkane and/or fatty acid methyl ester every day, make the content all the time 〉=5% of normal alkane in fermented liquid and/or fatty acid methyl ester.
After fermentation ends, carry out the breakdown of emulsion layering, reclaim normal alkane and/or fatty acid methyl ester, clear liquid in the middle of emitting, the thalline layer is removed thalline through membrane sepn.Merge clear liquid, add 0.7% gac, about 85 ℃ decolourings 40 minutes, filter press was removed gac, and the decolouring clear liquid is heated to 70 ℃, adds HCL or dense H 2SO 4To PH3, carry out acidizing crystal, after being cooled to 30 ℃, press filtration washes with water, air blow drying.Oven dry gets white DC 18
With ly-8 mutant strain of the present invention and fermentation process, can produce various single diprotic acid, wherein in the 10L fermentor tank, fermentative production DC 18The time, fermented 150 hours, DC 18Output can reach 115g/L, nC 18Transformation efficiency is 60.8%, DC 18Purity is 95%.
Embodiment:
Embodiment 1.
(1). get candida tropicalis (Candida tropicalis) the ly-8 thalline of a transfering loop, be coated on φ 15 * 180 Boiling tube solid wort inclined-planes, cultivated two days for 30 ℃.
(2). get one of above-mentioned bacterial classification, access is equipped with in the 250mL triangular flask of 30mL seed culture medium, in 30 ℃, cultivates 46 hours on the rotary shaker of 220 rev/mins.In seed culture medium, KH 2PO 48g/L, yeast extract paste 5g/L, corn steep liquor 3g/L, sucrose 30g/L, urea 3g/L, tap water preparation, 5.0,110 ℃ of sterilizations of PH 30 minutes.
(3) in the 500mL triangular flask of 15mL fermention medium is housed, the above-mentioned seed liquor of access 3.5mL connects three bottles, 220 rev/mins of rotary shaker top fermentations 4 days, transfers a PH to 7.7 with NaOH in every 24 hours.Contain KH in the fermention medium mixed solution 2PO 48g/L, NaCl 1g/L, NaAC 5g/L, yeast extract paste 2g/L, corn steep liquor 2.5g/L, urea 1.8g/L, sucrose 15g/L, penicillin 170 units/mL, and Octadecane 150mL/L, tap water preparation, 7.2,110 ℃ of sterilizations of PH 30 minutes.After fermentation ends, transfer PH to 3 with HCl, use the 120mL ether extraction, remove ether, get white crystals, with the titration of standard NaOH solution, calculate diprotic acid content.DC as a result 18Output average out to 65.8g/L.
Embodiment 2.
Press the method for example 1, just the fermented substrate normal alkane is used nC 12(purity 99%), DC as a result 12Output is 72g/L, purity 98.3%.
Embodiment 3.
According to the method for example 1, be fermented substrate normal alkane nC 14(purity 98.5%), DC as a result 14Output is 75g/L, and purity is 98.1%.
Embodiment 4.
According to the method for example 1, be normal alkane nC 16(purity 99%), DC as a result 16Output be 52g/L, purity is 97.5%.
Embodiment 5.
According to the method for example 1, just the fermented substrate normal alkane is used 18 carbon fatty acid methyl esters, DC as a result instead 18Output is 46.2g/L, and purity is 92%.
Embodiment 6.
(1). ferment-seeded and fermention medium are according to example 1.
(2). 30mL is cultivated the liquid seeds liquid of 2 days, the 500mL seed culture medium is equipped with in access, in 110 ℃ of sterilizations 3000mL triangular flask of 30 minutes, totally 3 bottles, 29 ± 1 ℃, cultivated on the rotary shaker of 220 rev/mins 40 hours, and obtained OD (* 30,620nm wavelength) and be 0.81 liquid seeds liquid as the fermentor tank seed.
(3). good through the 1500mL seed liquor of microscopy without miscellaneous bacteria cultivating in (2), the 6L fermention medium is equipped with in access, in 121 ℃ of 10L Fermentations of sterilizing 30 minutes, transfers PH 7.1, adds 900mLnC 18, at 29 ± 1 ℃, 650rpm, tank pressure 1kg/cm 2, air flow 1: 1 begins fermentation.In 30 hours, PH is controlled at below 7.1, and 30-65 hour, PH was controlled at below 7.5, and 65-120 hour, PH was controlled at below 8.0, and PH was controlled at below 8.5 later on to fermentation ends in 120 hours; Added respectively nC at 60,90 and 120 hours 18Be 400,400 and 200mL.Fermented 150 hours, DC 18Output be 115g/L, nC 18Transformation efficiency is 60.8%.
After fermentation ends, add NaOH to PH10, be heated to 80 ℃, after breakdown of emulsion, place layering, be cooled to 20 ℃, placement is spent the night, and reclaims upper strata nC 18101g emits the middle level clear liquid, and thalline layer suction filtration merges clear liquid, and dilution post-heating to 65 ℃ adds dense H 2SO 4Transfer to PH3, acidizing crystal.After being cooled to 25-30 ℃, suction filtration, washing is found time, and oven dry gets 732.6g DC 18Product, aftertreatment yield are 91%, and product purity is 95%.

Claims (4)

1. microbial synchronous fermentative production 18 carbon dicarboxylic acid methods, it is characterized in that microorganism used is candida tropicalis (Candida tropicalis) ly-8, this bacterial classification is in the center preservation of Chinese Typical Representative culture collection, preserving number is: CCTCC NO:M209226, wherein take candida tropicalis (Candida tropicalis) ly-8 as ferment-seeded, synchronous fermentation in take Octadecane and/or 18 carbon fatty acid methyl esters as the nutrient solution of fermented substrate, produce α, ω-DC18; Described method comprises seed culture step and fermentative production step of binary acid:
Described seed culture step comprises by candida tropicalis (Candida tropicalis) ly-8 bacterial strain cultivates through slant culture, liquid seed culture medium, obtains the seed of first class seed pot; The solid slant culture base that uses is that the wort of 10 Bahrain's pols adds 2% agar and makes; Liquid nutrient medium is the wort of 10 Bahrain; Described liquid seed culture medium comprises: KH 2PO 46-12g/L, yeast extract paste 3-8g/L, corn steep liquor 3-8g/L, sucrose 10-30g/L, urea 1-3g/L, tap water preparation, natural pH.
Described fermentative production step of binary acid comprises: the chief component of fermention medium is: alkali metal phosphate 5-12g/L, NaCl0.5-2.5g/L, sodium-acetate 2-6g/L, nitrate 2-10g/L, sucrose 15-25g/L, defoamer 400-1000ppm, penicillin 100-250 unit/mL, urea 1-5g/L, wherein alkali metal phosphate is from KH 2PO 4, NaH 2PO 4, K 2HPO 4And Na 2HPO 4In select a kind ofly, nitrate selects a kind of from potassium or sodium salt; Contain the Octadecane of 15-30% (V/V) and/or the fermention medium of 18 carbon fatty acid methyl esters and 85-70% (V/V) in the fermentation mixed solution; Concrete fermentation operation method is: positive C 12-C 18Alkane is cultivating the strain liquid that passes through microscopy, there is no miscellaneous bacteria, press the consumption of fermention medium 20-25% (V/V), in the Octadecane that contains 15-30% (V/V) of access pH5.5-9.0 and/or the mixed solution of 18 carbon fatty acid methyl esters and 85-70% (V/V) fermention medium, with said mixture at 24-34 ℃, aerobic fermentation 72-170 hour; Fs, system pH is controlled at below 7.0, take thalli growth as main, also produces diprotic acid; Subordinate phase, system pH is controlled at below 7.5, to produce acid as main, also growing mycelia; Phase III, system pH is controlled at below 8.0, only produces acid, not long thalline, and after 120 hours, pH is controlled at below 8.4, continues to produce diprotic acid; After 70 hours, add a certain amount of normal alkane and/or fatty acid methyl ester every day, make the content all the time 〉=5% of Octadecane in fermented liquid and/or 18 carbon fatty acid methyl esters.
2. microbial synchronous fermentative production 18 carbon dicarboxylic acid methods as claimed in claim 1 is characterized in that the chief component of the fermention medium that uses in said synchronous fermentation process is: alkali metal phosphate 6-9g/L, NaCl1-1.8g/L, sodium-acetate 3-5g/L, nitrate 3-8g/L, sucrose 15-25g/L, defoamer 400-1000ppm, penicillin 120-200 unit/mL, urea 1-5g/L; Wherein alkali metal phosphate is from KH 2PO 4, NaH 2PO 4, K 2HPO 4And Na 2HPO 4In select a kind ofly, nitrate selects a kind of from potassium or sodium salt; Contain the Octadecane of 15-30% (V/V) and/or the fermention medium of 18 carbon fatty acid methyl esters and 85-70% (V/V) in the fermentation mixed solution; Concrete fermentation operation method is: pass through microscopy cultivating, the strain liquid that there is no miscellaneous bacteria, press the consumption of fermention medium 20-25% (V/V), access for pH be in the mixed solution of the Octadecane that contains 15-30% (V/V) of 6.0-7.8 and/or 18 carbon fatty acid methyl esters and 85-70% (V/V) fermention medium; With said mixture at 27-31 ℃ of aerobic fermentation 72-170 hour; Fs, system pH is controlled at below 7.0, take thalli growth as main, also produces diprotic acid; Subordinate phase, system pH is controlled at below 7.5, to produce acid as main, also growing mycelia; Phase III, system pH is controlled at below 8.0, only produces acid, not long thalline, and after 120 hours, pH is controlled at below 8.4, continues to produce diprotic acid; After 70 hours, add a certain amount of Octadecane and/or 18 carbon fatty acid methyl esters every day, make the content all the time 〉=5% of Octadecane in fermented liquid and/or 18 carbon fatty acid methyl esters.
3. microbial synchronous fermentative production 18 carbon dicarboxylic acid methods as claimed in claim 1, after it is characterized in that said synchronous fermentation finishes, carry out the breakdown of emulsion layering, reclaim Octadecane and/or 18 carbon fatty acid methyl esters, clear liquid in the middle of emitting, the thalline layer is removed thalline through membrane sepn, merges clear liquid, add 0.7% gac, 85 ℃ of decolourings 40 minutes, filter press was removed gac, the decolouring clear liquid is heated to 70 ℃, adds HCL or dense H 2SO 4To pH3, carry out acidizing crystal, after being cooled to 30 ℃, press filtration washes with water, air blow drying; Oven dry gets white DC 18
4. the method for a microbial synchronous fermentative production diprotic acid, it is characterized in that, microorganism used is candida tropicalis (Candida tropicalis) ly-8, this bacterial classification is in the center preservation of Chinese Typical Representative culture collection, preserving number is: CCTCC NO:M209226, wherein take candida tropicalis (Candida tropicalis) ly-8 as ferment-seeded, with positive C 12-C 18Alkane is synchronous fermentation in the nutrient solution of fermented substrate, produces α, ω-Cn carbon dicarboxylic acid, and wherein, n is 12 ~ 18; Described method comprises seed culture step and fermentative production step of binary acid:
Described seed culture step comprises by candida tropicalis (Candida tropicalis) ly-8 bacterial strain cultivates through slant culture, liquid seed culture medium, obtains the seed of first class seed pot; The solid slant culture base that uses is that the wort of 10 Bahrain's pols adds 2% agar and makes; Liquid nutrient medium is the wort of 10 Bahrain; Described liquid seed culture medium comprises: KH 2PO 46-12g/L, yeast extract paste 3-8g/L, corn steep liquor 3-8g/L, sucrose 10-30g/L, urea 1-3g/L, tap water preparation, natural pH.
Described fermentative production step of binary acid comprises: the chief component of fermention medium is: alkali metal phosphate 5-12g/L, NaCl0.5-2.5g/L, sodium-acetate 2-6g/L, nitrate 2-10g/L, sucrose 15-25g/L, defoamer 400-1000ppm, penicillin 100-250 unit/mL, urea 1-5g/L, wherein alkali metal phosphate is from KH 2PO 4, NaH 2PO 4, K 2HPO 4And Na 2HPO 4In select a kind ofly, nitrate selects a kind of from potassium or sodium salt; The positive C that contains 15-30% (V/V) in the fermentation mixed solution 12-C 18The fermention medium of alkane and 85-70% (V/V); Concrete fermentation operation method is: cultivating the strain liquid that passes through microscopy, there is no miscellaneous bacteria, press the consumption of fermention medium 20-25% (V/V), the positive C that contains 15-30% (V/V) of access pH5.5-9.0 12-C 18In the mixed solution of alkane and 85-70% (V/V) fermention medium, with said mixture at 24-34 ℃, aerobic fermentation 72-170 hour; Fs, system pH is controlled at below 7.0, take thalli growth as main, also produces diprotic acid; Subordinate phase, system pH is controlled at below 7.5, to produce acid as main, also growing mycelia; Phase III, system pH is controlled at below 8.0, only produces acid, not long thalline, and after 120 hours, pH is controlled at below 8.4, continues to produce diprotic acid; After 70 hours, add a certain amount of positive C every day 12-C 18Alkane makes positive C in fermented liquid 12-C 18The content all the time 〉=5% of alkane.
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Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101270374A (en) * 2008-05-23 2008-09-24 中国科学院微生物研究所 Method for producing saturated and unsaturated alpha, omega-dicarboxylic acid with microbial transformation of oil and fat

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101270374A (en) * 2008-05-23 2008-09-24 中国科学院微生物研究所 Method for producing saturated and unsaturated alpha, omega-dicarboxylic acid with microbial transformation of oil and fat

Non-Patent Citations (3)

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Title
Liu shuchen et al.Optimal pH control strategy for high-level production of long-chain α,ω-dicarboxylic acid by Candida tropicalis.《Enzyme and Microbial Technology》.2004,第34卷73-77. *
Liushuchenetal.OptimalpHcontrolstrategyforhigh-levelproductionoflong-chainα ω-dicarboxylic acid by Candida tropicalis.《Enzyme and Microbial Technology》.2004
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