CN1502700A - Method for high yield alpha, omega-n-long chain tetradecabinary acid by utilizing microbe fermentation - Google Patents

Method for high yield alpha, omega-n-long chain tetradecabinary acid by utilizing microbe fermentation Download PDF

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CN1502700A
CN1502700A CNA021454310A CN02145431A CN1502700A CN 1502700 A CN1502700 A CN 1502700A CN A021454310 A CNA021454310 A CN A021454310A CN 02145431 A CN02145431 A CN 02145431A CN 1502700 A CN1502700 A CN 1502700A
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candida tropicalis
fermentation
acid
chain
dicarboxylic acids
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陈远童
衷金生
刘文凤
李乃强
陈建康
邱勇隽
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SHANGHAI KAISEI BIOTECH CO Ltd
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SHANGHAI KAISEI BIOTECH CO Ltd
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Abstract

The present invention discloses a method for high-yielding alpha, omega-n-long-chain tetradecabinary acid (DCA14) by utilizing microbe to oxidate C14 normal paraffin hydrocarbon (NPH). Said invention utilizes a candida tropicals mutant ES4-6-5 (CCTCC M 202042) to make fermentation to produce alpha, omega-n-long-chain tetradecabinary acid. The gas chromatographic analysis shows that DCA14 content in the fermentation raw liquor is up to 190g/L, and the molar conversion rate of fermentation is up to 70%.

Description

A kind of method of utilizing microbial fermentation high yield α, ω-positive long-chain ten four-carbon dicarboxylic acids
Technical field
The present invention relates to the fermentation field, more specifically, relate to and utilize the microorganism n-tetradecane (nC that ferments synchronously 14) high yield α, ω-positive long-chain ten four-carbon dicarboxylic acid (DCA 14) method.
Background technology
Long-chain biatomic acid (DCA) is the important source material of products such as synthetic perfume, engineering plastics, cold resistant plasticizer, senior lubricant and polyamide hot.Fermentative Production DCA is the application of the microbial fermentation technology of the rise seventies at petrochemical industry.It is wide with raw material sources, the reaction specificity is strong and advantage such as reaction conditions gentleness has replaced traditional chemical synthesis, at home and abroad is subjected to generally paying attention to.The derived product exploitation that with DCA is raw material not only can increase the fine chemistry industry new product category, can also further improve the added value of DCA, for the whiteruss deep processing is developed market.
Long-chain biatomic acid is the base monomer raw material of a series of extraordinary synthetic materialss, and long-chain biatomic acid and derivative monomer thereof can be produced extraordinary nylon, polycarbonate, powder coating, spices, hot melt adhesive, extraordinary lubricant etc.Have only two or three kind of long-chain biatomic acid monomer of chemical method production and semi-synthesis method production on technical scale, to be applied in the above product in the market.
Biological process can provide the nearly serial long-chain biatomic acid monomer more than 14 kinds, these new special long-chain biatomic acids are monomeric uses on the one hand the long-chain biatomic acid monomer market that can the instead of chemical method produces, simultaneously, the extraordinary long-chain biatomic acid monomer of series of different nature will produce a series of new functional materialss of different nature that have.
The long-chain biatomic acid that extensive in the world at present industry is used mainly is sebacic acid (China, about 30,000 tons/year) and SL-AH (Dupont, about 100,000 tons/year).The raw material that sets out of sebacic acid is a Viscotrol C, owing to be subjected to the restriction of the factors such as other industrial use of weather, cultivated area, Viscotrol C, the industrial consumption of sebacic acid fluctuates always; SL-AH is the product that du pont company adopts chemical method to produce, and occupies the absolute monopoly status in the world, and price according to height not down, has a strong impact on the cost of derived product for a long time; Simultaneously because chemical method other long-chain biatomic acid beyond can not the production SL-AH makes the derived product Application Areas limit to some extent.
The physico-chemical property of ten four-carbon dicarboxylic acids is better than the SL-AH derivative with a large amount of SL-AH of using are the most approaching at present in some aspects with its polymeric material performance that is monomer prepares, and simultaneously, also has some special purposes.Owing to there are not commercial ten four-carbon dicarboxylic acid product-feed markets, its downstream application can't extensively be carried out.
In existing patent documentation, have from the experimental example of n-tetradecane fermentative production ten four-carbon dicarboxylic acids, but all be laboratory level.In CN 1048754C (applicant: Chen Yuantong, the applying date: November 9 nineteen ninety-five), by producing DCA 14Experimental example, but only in shaking bottle, accomplish 72g/L.CN 1257126A (applicant: China PetroChemical Corporation etc., the applying date: 1998.12.16), in the fermentor tank of 13.7L, produce DCA 14, to ferment 120 hours, the product acid of fermentation clear liquid reaches 148g/L, and the weight transformation efficiency is 88%.(applicant: U.S. General Electric Company, the applying date: on September 21st, 1998), utilize candiyeast fermentation 97 hours, DCA14 output reaches 94g/L at US6066480.
In sum, still be not applicable to the effective biological method of scale operation ten four-carbon dicarboxylic acids at present.Therefore, this area presses for the technology of new ten four-carbon dicarboxylic acids of scale operation effectively of exploitation.
Summary of the invention
Purpose of the present invention just provide a kind of effectively and the method for scale operation ten four-carbon dicarboxylic acids.
Another object of the present invention provides the microorganism that is used for this method.
In a first aspect of the present invention, a kind of candida tropicalis is provided, it is characterized in that it is candida tropicalis (Candida Tropicalis) mutagenic strain ES4-6-5, preserving number is CCTCC M202042.
In a second aspect of the present invention, the purposes of candida tropicalis of the present invention is provided, it is used to produce α, ω-positive long-chain ten four-carbon dicarboxylic acids.
In a third aspect of the present invention, the method for a kind of α of production, ω-positive long-chain ten four-carbon dicarboxylic acids is provided, it comprises step:
(a) with candida tropicalis (Candida tropicals) mutagenic fungi ES4-6-5, preserving number CCTCC M202042, in the liquid nutrient medium that contains saccharic do growth carbon source, and at the condition bottom fermentation that adds normal alkane C14,
(b) from substratum, isolate α, ω-positive long-chain ten four-carbon dicarboxylic acids.
In a preference of the present invention, described fermentation condition is under 28-35 ℃, ferments preferably 120-150 hour 90-200 hour.
In another preference, described liquid nutrient medium comprises: glucose 10-50g/L, metal phosphate 1-12g/L, yeast extract paste 0-3.0g/L, corn steep liquor 0-6g/L, urea 1.0-4.0g/L, NaCl 0.5-1.5g/L, KNO 35-15g/L, pH5.5-7.5.
In another preference, in step (a), the mode that described normal alkane C14 adopts stream to add adds in the fermentor tank, does not contain normal alkane C14 in the initial substratum that ferments, and its stream adds total amount and is controlled at the 25-35% of putting tank volume.
In another preference, described candida tropicalis is the seed that is inoculated in wort Kolle flask inclined-plane.
In another preference, described candida tropicalis is the candida tropicalis that is grown in liquid seed culture medium, and described liquid seed culture medium comprises: glucose 10-50g/L, metal phosphate 1-12g/L, yeast extract paste 1.0-3.0g/L, corn steep liquor 1.0-3.0g/L, urea 1.0-3.0g/L, NaCl 0.5-1.5g/L, C14 normal alkane 0-50mL/L, the tap water preparation, the pH nature.
In another preference, in step (a), add carbon source and/or nitrogenous source in batches.Preferably, the carbon source of adding is glucose or sucrose, and the nitrogenous source of adding is corn steep liquor, yeast extract paste, ammonium salt, urea.
Description of drawings
Fig. 1 is the gas chromatogram with ten four-carbon dicarboxylic acids of the inventive method preparation.
Embodiment
The inventor is extensive studies through going deep into, find and separated the candida tropicalis (Candida Tropicalis) that a strain can produce α, ω-positive long-chain ten four-carbon dicarboxylic acids efficiently, be mutagenic strain ES4-6-5, and finished the present invention on this basis.
Used bacterial strain candida tropicalis (Candida Tropicalis) the mutagenic fungi ES4-6-5 of the present invention is preserved in Chinese typical culture collection center (CCTCC, China, Wuhan City) on November 4th, 2002, and preserving number is M202042.Its major physiological characteristic is as follows, wherein+the expression utilization ,-expression does not utilize.
One. the fermentation of carbohydrate: glucose+, semi-lactosi+, sucrose+, maltose+, lactose.
Two. assimilation: glucose+, semi-lactosi+, sorbose-, sucrose+, maltose+, cellobiose+, trehalose+, lactose-, close disaccharides-, raffinose-, melizitose+, levulin-, Zulkovsky starch+, wood sugar+, the L-arabinose+, the D-arabinose-, ribose-, rhamnosyl-, α-Jia Jiputaotanggan+, glycerine+, ethanol+, tetrahydroxybutane-, N.F,USP MANNITOL+, inositol-, ribitol+, melampyrum-, sorbitol+, Trisodium Citrate-, Soduxin+, calcium lactate-.
Three. 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+.
Four. other: nitrate-, freezing milk-, ursolic acid decomposes-, solidify milk-, the grease enzyme-.
Morphological specificity: creamy-white, fold-type, bacterium colony is the crisp shape of cake shape and peach.
Cultural characteristic: when cultivating in malt juice liquid medium, pseudohypha is many and grow; When in the alkane seed culture medium, cultivating, the short pseudohypha of some amount is arranged; When fermenting in fermention medium, major part is the cell of single ellipse.
In implementation process of the present invention, prepare ferment-seeded usually earlier.Can be used for seed culture medium of the present invention and comprise (but being not limited to):
The wort of (1) 10 Bahrain's pol adds the solid Kolle flask inclined-plane that 2% agar is made;
(2) the alkane liquid seed culture medium comprises: glucose 10-50g/L, metal phosphate 1-12g/L, yeast extract paste 1.0-3.0g/L, corn steep liquor 1.0-3.0g/L, urea 1.0-3.0g/L, NaCl 0.5-1.5g/L, C 14Normal alkane 0-0.5% (V: V), tap water preparation, pH nature.
Usually, the process of cultivating seed is: get an articulating primary yeast thalline, be coated on the Kolle flask wort solid inclined-plane, cultivated 40-48 hour in 28-30 ℃.Get above-mentioned cultured Kolle flask 2-3 bacterial classification is all scraped in the 100mL sterilized water, suitably shake up the seed of back as first class seed pot.Behind the inoculation first class seed pot, cultivated 24-32 hour for 28-30 ℃, (OD) reaches more than 0.5 when the strain growth optical density(OD), and inoculation secondary seed jar was cultivated 16-24 hour for 28-30 ℃, and (OD) reaches more than 0.5 when the strain growth optical density(OD), prepares the inoculation fermentation jar.
After having obtained ferment-seeded, it is inoculated in the production fermentor tank.Fermentation can be an intermittent type, also can be continous way.
The intermittent type fermentation is divided into two stages usually:
(1) the thalli growth stage: promptly allow thalline under the condition that is fit to growth, grow, until thalli growth to predetermined extent (as optical density(OD) greater than 0.6).
(2) production phase: when thalli growth behind predetermined extent (as optical density(OD) greater than 0.6), add C 14Alkane, thus α, ω-positive long-chain ten four-carbon dicarboxylic acids under the effect of candida tropicalis of the present invention (Candida Tropicalis) mutagenic fungi ES4-6-5, produced.
In a preference of the present invention, the seed good growth inserts pH4.0-7.0, be preferably in the substratum of 5.5-6.5, consisting of of fermention medium: glucose 10-50g/L, metal phosphate 1-12g/L, yeast extract paste 0-3.0g/L, corn steep liquor 0-6g/L, urea 1.0-4.0g/L, NaCl 0.5-1.5g/L, KNO 30.5-1.5g/L,, be preferably in 28-32 ℃ of aerobic fermentation 140-170 hour at 25-35 ℃.Before 20 hours, pH is controlled at below 6.0, based on thalli growth.When thalli growth optical density(OD) (OD) greater than 0.6, begin stream and add alkane, alkane concentration maintains 5% (V: V), regulate pH to 7.0 simultaneously in the control fermented liquid, in 48 hours, regulate pH to 7.0 with NaOH solution in per 4 hours, and 48-72 hour, regulated pH to 7.5 with NaOH solution in per 4 hours, 72-120 hour, regulated pH to 7.8 with NaOH solution in per 4 hours, 120 hours to putting jar, regulated pH to 8.0 with NaOH solution in per 4 hours.
During the fermentation, can add carbon source and/or nitrogenous source, and other compositions.For example, when fermenting, criticize formula and add 1% (W: glucose V) or sucrose to 24,48,72 hours; Fermentation to 96 hour adds 2%, and (W: nitrogenous source V), the nitrogenous source of adding are that organic nitrogen sources such as corn steep liquor, yeast extract paste or ammonium salt, urea etc. are inorganic nitrogen-sourced.Phosphoric acid salt in the substratum can be from KH 2PO 4, NaH 2PO 4, K 2HPO 4And Na 2HPO 4In select a kind of.Nitrate can select a kind of from sylvite or sodium salt.
In the fermenting process or after the fermentation ends, α, ω-positive long-chain ten four-carbon dicarboxylic acids that produce are separated from fermented liquid.In a preference of the present invention, after fermentation ends, add an amount of water, add alkali to pH10-12, be heated to 85-90 ℃, standing over night, carry out the breakdown of emulsion layering, the upper strata is residual hydrocarbon, reclaims and uses, clear liquid in the middle of emitting, lower floor's thalline layer or press filtration or centrifugal merge clear liquid, add proper amount of active carbon, 80-90 ℃ of decolouring 30 minutes, remove by filter gac after, destainer is heated to 60-70 ℃, with HCl or H 2SO 4Regulate pH to 3-4 and carry out acidizing crystal, be cooled to 30 ℃ after, air blow drying use in press filtration, 60 ℃ of oven dry must white DCA 14Crystallization.
With the method for fermentative production ten four-carbon dicarboxylic acids of the present invention, 5 tons of jar top fermentations 144 hours, 144 hours fermenation raw liquid DCA fermented 14Content is up to (being equivalent to clear liquid and producing sour 220g/L) more than the 190g/L, and fermentation weight transformation efficiency reaches more than 90%, and the aftertreatment total recovery is greater than 94%, and product purity reaches more than 98%.
Below in conjunction with specific embodiment, further set forth the present invention.Should be understood that these embodiment only to be used to the present invention is described and be not used in and limit the scope of the invention.The experimental technique of unreceipted actual conditions in the following example, usually according to normal condition, people such as Sambrook for example, molecular cloning: laboratory manual (New York:Cold Spring Harbor Laboratory Press, 1989) condition described in, or the condition of advising according to manufacturer.
Embodiment 1
Fermentation on a small scale
(1) gets a transfering loop bacterial classification (candida tropicalis (Candida Tropicalis) mutagenic fungi ES4-6-5, preserving number CCTCC M202042), be coated on the Kolle flask wort inclined-plane, cultivated two days for 29 ℃.
(2) get one on above-mentioned bacterial classification Kolle flask inclined-plane, thalline is all washed, insert and be equipped with in the 10L stirred-tank fermenter of 6L alkane seed culture medium, cultivated 24 hours in 29 ℃ with the 100mL sterilized water.The composition of alkane seed culture medium is: glucose 15g/L, KH 2PO 48g/L, yeast extract paste 2g/L, corn steep liquor 1g/L, urea 1.5g/L, NaCl 0.5g/L, C 14Normal alkane 40mL/L, tap water preparation, pH nature.
(3) in the 10L fermentor tank of 6L substratum is housed, insert the above-mentioned seed liquor of 1.0L, begin fermentation.The fermentation culture based component is: glucose 10g/L, KH 2PO 48g/L, yeast extract paste 1g/L, corn steep liquor 1.5g/L, urea 1g/L, NaCl 1g/L, KNO 37g/L, the tap water preparation, the pH nature was sterilized 20 minutes for 121 ℃.Alkane and feed supplement sugar disappear.Under 29 ℃, 600rpm, air flow 0.8vvm, tank pressure 1.0Mpa condition, cultivate.Preceding 20 hours pH nature that ferments, based on thalli growth, when thalli growth optical density(OD) (OD) greater than 0.6, begin stream and add alkane, alkane concentration maintains 5% (V: V), regulate pH to 7.0 simultaneously in the control fermented liquid, in 48 hours, regulate pH to 7.0 with NaOH solution in per 4 hours, and 48-72 hour, regulated pH to 7.5 with NaOH solution in per 4 hours, 72-120 hour, regulated pH to 7.8 with NaOH solution in per 4 hours, 120 hours to putting jar, regulated pH to 8.0 with NaOH solution in per 4 hours.Fermentation to 24, the formula of criticizing 48,72 hours the time add 1%, and (W: glucose V), 2% (W: corn steep liquor V) was added in fermentation to 96 hours.From being inoculated into fermentation ends, total incubation time is 142 hours, wet thallus 80g/L in the fermented liquid, and residual hydrocarbon 3.4% is put tank volume 6.5L, adds alkane total amount 1500g, with extracted with diethyl ether NaOH titration measuring fermenation raw liquid DC 14Content is 186.5g/L, and alkane is 90.5% to the weight transformation efficiency of diprotic acid, and molar yield is 70%.With one times of fermented liquid thin up, add adjusting PH with base to 10.0, be heated to 90 ℃, centrifugal while hot, remove thalline and residual hydrocarbon.Centrifugal clear liquid adds behind the activated carbon decolorizing regulates pH to 3.0 with sulfuric acid, is cooled to room temperature, filters, washing is to neutral, and 80 ℃ of oven dry 12 hours obtain product 1138g, and gas chromatographic analysis total acid purity is 99.0%, DC 14Purity is 98.1%, and extract yield is 93%.
Embodiment 2 large scale fermentations
According to the technology controlling and process of embodiment 1, carry out 5M 3Trial production in jar.First class seed pot 200L inoculates two Kolle flasks, and incubation time 24-32 hour, secondary seed jar 1M 3, cultivated 18-24 hour.Fermented 148 hours, and threw alkane 905.83kg altogether, put tank volume 4.224M 3,
DC14 content is 197.4g/L in the gas chromatography determination fermenation raw liquid, and the fermentation weight yield is 92.18%, and molar yield is 70.74%.The back is extracted and is obtained the 779kg product altogether, and yield is 93.3%, and product is 98.9% through gas chromatographic analysis total acid purity, and single acid content is 98.5% (Fig. 1).
Embodiment 3
Fermenting process is not added the small-scale production under the sugared condition
Dress liquid 6.0L carries out ten four-carbon dicarboxylic acid fermentations in the 10L fermentor tank, and fermention medium consists of: sucrose 20g/L, KH 2PO 48g/L, yeast extract paste 1g/L, corn steep liquor 1.5g/L, urea 1g/L, NaCl 1g/L, KNO 37g/L, C14 alkane 20%, the tap water preparation, the pH nature was sterilized 20 minutes for 121 ℃.Ferment and respectively mended 300mL alkane in four batches in 24,48,72,96 hours, do not mend sugar in the process, all the other processing condition and control were fermented 160 hours with embodiment 1, put tank volume 7.0L, mended alkane 2400mL altogether.
It is 177g/L with extracted with diethyl ether NaOH volumetry survey concentration that fermenation raw liquid produces acid, residual hydrocarbon 2.7%, fermentation weight yield 85%.The result shows, is not adding under the sugared condition, and candida tropicalis of the present invention (Candidatropicals) mutant strain ES4-6-6 still can produce α, ω-positive long-chain ten four-carbon dicarboxylic acids efficiently, just is worse than the production of mending sugared condition slightly.
Embodiment 4
Fermenting process is not added the scale operation under the sugared condition
At 5M 3Repeat the technology of embodiment 3 in jar, fermented 172 hours, mend alkane 1270L altogether, put tank volume 3.8M 3, it is 185.6g/L that residual hydrocarbon 5.0%, fermenation raw liquid produce acid concentration extracted with diethyl ether NaOH titration measuring, the fermentation weight yield is 87.3%.
The result shows, is not adding under the sugared condition, and candida tropicalis of the present invention (Candida tropicals) mutant strain ES4-6-6 still can produce α, ω-positive long-chain ten four-carbon dicarboxylic acids efficiently, on a large scale, just is worse than the production of mending sugared condition slightly.
Culture presevation
Bacterial strain candida tropicalis of the present invention (Candida Tropicalis) mutagenic fungi ES4-6-5 is preserved in Chinese typical culture collection center (CCTCC, China, Wuhan City) on November 4th, 2002, and preserving number is M202042.
All quote in this application as a reference at all documents that the present invention mentions, just quoted as a reference separately as each piece document.Should be understood that in addition those skilled in the art can make various changes or modifications the present invention after having read above-mentioned teachings of the present invention, these equivalent form of values fall within the application's appended claims institute restricted portion equally.

Claims (10)

1. a candida tropicalis is characterized in that it is candida tropicalis (Candida Tropicalis) mutagenic strain ES4-6-5, and preserving number is CCTCC M202042.
2. the purposes of candida tropicalis as claimed in claim 1 is characterized in that, is used to produce α, ω-positive long-chain ten four-carbon dicarboxylic acids.
3. a method of producing α, ω-positive long-chain ten four-carbon dicarboxylic acids is characterized in that, comprises step:
(a) with candida tropicalis (Candida tropicals) mutagenic fungi ES4-6-5, preserving number CCTCC M202042, in the liquid nutrient medium that contains saccharic do growth carbon source, and at the condition bottom fermentation that adds normal alkane C14,
(b) from substratum, isolate α, ω-positive long-chain ten four-carbon dicarboxylic acids.
4. method as claimed in claim 3 is characterized in that, described fermentation condition is under 28-35 ℃, ferments 90-200 hour.
5. method as claimed in claim 3 is characterized in that, described liquid nutrient medium comprises: glucose 10-50g/L, metal phosphate 1-12g/L, yeast extract paste 0-3.0g/L, corn steep liquor 0-6g/L, urea 1.0-4.0g/L, NaCl 0.5-1.5g/L, KN0 35-15g/L, pH5.5-7.5.
6. method as claimed in claim 3 is characterized in that, in step (a), the mode that described normal alkane C14 adopts stream to add adds in the fermentor tank, does not contain normal alkane C14 in the initial substratum that ferments, and its stream adds total amount and is controlled at the 25-35% of putting tank volume.
7. method as claimed in claim 3 is characterized in that, described candida tropicalis is the seed that is inoculated in wort Kolle flask inclined-plane.
8. method as claimed in claim 7, it is characterized in that described candida tropicalis is the candida tropicalis that is grown in liquid seed culture medium, and described liquid seed culture medium comprises: glucose 10-50g/L, metal phosphate 1-12g/L, yeast extract paste 1.0-3.0g/L, corn steep liquor 1.0-3.0g/L, urea 1.0-3.0g/L, NaCl 0.5-1.5g/L, C14 normal alkane 0-50mL/L, tap water preparation, pH nature.
9. method as claimed in claim 3 is characterized in that, in step (a), adds carbon source and/or nitrogenous source in batches.
10. method as claimed in claim 9 is characterized in that the carbon source of adding is glucose or sucrose, and the nitrogenous source of adding is corn steep liquor, yeast extract paste, ammonium salt, urea.
CNA021454310A 2002-11-20 2002-11-20 Method for high yield alpha, omega-n-long chain tetradecabinary acid by utilizing microbe fermentation Pending CN1502700A (en)

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CN102839133A (en) * 2011-06-21 2012-12-26 上海凯赛生物技术研发中心有限公司 Strain producing long chain dibasic acid, and application thereof
CN106119138A (en) * 2016-02-24 2016-11-16 厦门欧米克生物科技有限公司 A kind of candida mycoderma and application thereof producing DC14 with myristic acid for fermenting raw materials
CN109868296A (en) * 2017-12-05 2019-06-11 上海凯赛生物技术研发中心有限公司 A method of continuously ferment and produces long-chain biatomic acid
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CN110669797A (en) * 2018-07-03 2020-01-10 上海凯赛生物技术股份有限公司 Method for producing long-chain dicarboxylic acid by fermentation
CN110684809A (en) * 2018-07-06 2020-01-14 上海凯赛生物技术股份有限公司 Twelve-carbon dicarboxylic acid product produced by fermentation method and preparation method thereof
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CN102839133A (en) * 2011-06-21 2012-12-26 上海凯赛生物技术研发中心有限公司 Strain producing long chain dibasic acid, and application thereof
CN106119138A (en) * 2016-02-24 2016-11-16 厦门欧米克生物科技有限公司 A kind of candida mycoderma and application thereof producing DC14 with myristic acid for fermenting raw materials
CN106119138B (en) * 2016-02-24 2019-08-23 厦门欧米克生物科技有限公司 A kind of Candida and its application producing tetradecane diacid using myristic acid as fermenting raw materials
CN109868296A (en) * 2017-12-05 2019-06-11 上海凯赛生物技术研发中心有限公司 A method of continuously ferment and produces long-chain biatomic acid
CN109868294A (en) * 2017-12-05 2019-06-11 上海凯赛生物技术研发中心有限公司 A method of continuously ferment and produces long-chain biatomic acid
CN110669797A (en) * 2018-07-03 2020-01-10 上海凯赛生物技术股份有限公司 Method for producing long-chain dicarboxylic acid by fermentation
CN110684809A (en) * 2018-07-06 2020-01-14 上海凯赛生物技术股份有限公司 Twelve-carbon dicarboxylic acid product produced by fermentation method and preparation method thereof
CN110564784A (en) * 2019-06-25 2019-12-13 张艾琳 Method for producing tetradecanedioic acid by fermentation of candida virustata
CN110616158A (en) * 2019-06-25 2019-12-27 张艾琳 Method for producing dodecanedioic acid by fermentation of candida virustata
CN110564784B (en) * 2019-06-25 2023-01-24 张艾琳 Method for producing tetradecanedioic acid by fermentation of candida virustata
CN110616158B (en) * 2019-06-25 2023-04-18 张艾琳 Method for producing dodecanedioic acid by fermentation of candida virustata
CN114540437A (en) * 2021-03-17 2022-05-27 青岛智库生物技术有限公司 Method for producing long-chain dicarboxylic acid by biological fermentation

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