CN111411134B - Preparation method for producing purine by fermenting Bacillus sp.JIN118 - Google Patents
Preparation method for producing purine by fermenting Bacillus sp.JIN118 Download PDFInfo
- Publication number
- CN111411134B CN111411134B CN202010381285.3A CN202010381285A CN111411134B CN 111411134 B CN111411134 B CN 111411134B CN 202010381285 A CN202010381285 A CN 202010381285A CN 111411134 B CN111411134 B CN 111411134B
- Authority
- CN
- China
- Prior art keywords
- purine
- jin118
- bacillus
- fermentation
- preparation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- 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
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/18—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing at least two hetero rings condensed among themselves or condensed with a common carbocyclic ring system, e.g. rifamycin
- C12P17/182—Heterocyclic compounds containing nitrogen atoms as the only ring heteroatoms in the condensed system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Abstract
The invention belongs to the technical field of microbial fermentation, and particularly relates to a method for producing purine by fermenting Bacillus sp.JIN118 and a preparation method thereof. The preparation method comprises the following steps: (1) Activating and fermenting Bacillus sp.JIN118 to obtain fermentation liquor; (2) Centrifuging the fermentation liquor, and discarding thalli to obtain a supernatant; (3) Adding ethyl acetate with the same volume into the supernatant for extraction, and performing primary separation on the extract by a medium-pressure preparation chromatography to obtain a crude product; (4) And separating the crude product by using preparative high performance liquid chromatography to obtain a pure purine product. The Bacillus sp.JIN118 can stably produce purine, and the preparation method is quick and effective, can provide raw materials for preparing purine derivatives with strong antibacterial effect and antitumor activity, and has wide industrial application value.
Description
Technical Field
The invention belongs to the technical field of microbial fermentation, and particularly relates to a preparation method for producing purine by fermenting Bacillus sp.JIN118.
Background
Purine (Purine, C) 5 H 4 N 4 ) The nucleotide is mainly in the form of purine nucleotide in organisms, and plays an important role in energy supply, metabolism regulation, coenzyme synthesis and the like.
Because of the different positions of the H atoms attached to the N atoms, there are four possible tautomers of the purine, wherein the isomers 3 and 4 are present with a small probability, in the crystalline state, predominantly in the form of 2 and in the solution predominantly in the form of 1 and 2 close to equimolecular ratios.
Purine is an organic synthesis intermediate, is an important chemical raw material, and is widely used for products such as dyes, pesticides, medicines, spices and the like, and the social demand is great. Most of purine derivatives have better biological activity. Meanwhile, the purine and the derivative thereof belong to high-energy density compounds, can be used for preparing high-energy density materials, and have wide application value in the aspects of military, smoke and fire and the like.
In the prior art, the preparation and application of purine nucleotides and purine compounds are more studied, but the research report on the biosynthesis of purine entities is less. At present, purines are mainly obtained by chemical synthesis, and there is no report on isolation from plant or microbial fermentation products.
The invention provides a strain capable of stably producing purine and a preparation method of purine, which has the advantages of simple process, safety, reliability, low cost and less pollution.
Disclosure of Invention
Aiming at the defects existing in the prior art, the invention provides a preparation method for producing purine by fermenting Bacillus sp.JIN118.
The invention is characterized in that: in the prior art, less research reports are reported on the isolation and preparation of purines from natural products, and purines sold in the market at present are mainly obtained by a chemical synthesis method. In particular, there has been no report of the production of purine in microbial metabolites. The inventor screens out a Bacillus sp.JIN118 strain from ocean sea mud samples of North ice, and the Bacillus is subjected to liquid fermentation, and the Bacillus is detected and separated from metabolites of the Bacillus to obtain purine with higher purity.
In order to achieve the above purpose, the present invention adopts the following technical scheme: the preparation method for producing purine by fermenting Bacillus sp.JIN118 comprises the following steps:
(1) Activating and fermenting Bacillus sp.JIN118 to obtain fermentation liquor;
(2) Centrifuging the fermentation liquor, and discarding thalli to obtain a supernatant;
(3) Adding ethyl acetate with the same volume into the supernatant for extraction, and performing primary separation on the extract by a medium-pressure preparation chromatography to obtain a crude product;
(4) And separating the crude product by using preparative high performance liquid chromatography to obtain a pure purine product.
Further, in the step (1), the Bacillus sp.jin118 activation and fermentation process is as follows: taking out the freeze-dried preservation tube from the temperature of minus 80 ℃, inoculating to a test tube inclined plane, culturing at the temperature of 30 ℃ for 16-24h, then picking out a small amount of thalli from the test tube inclined plane, inoculating to a triangular flask filled with seed culture solution, shaking and culturing for 24h at the temperature of 30 ℃ in a shaking table of 180r/min, and then inoculating to the triangular flask filled with fermentation culture medium according to the inoculum size of 5%, and culturing for 72h at the temperature of 30 ℃ in the shaking table of 180 r/min.
Further, the step (1) specifically includes the following steps:
(1.1) Strain activation
Bacillus sp.JIN118 stored in a-80℃refrigerator was spread on a solid medium and cultured at 30℃for 24 hours. The solid medium formulation comprises: deionized water 1L, peptone 10g, yeast powder 5g, naCl 10g and agar 15g.
(1.2) seed liquid culture
Single colonies were picked up using sterilized toothpicks, inoculated into a test tube containing 2mL of medium, and shake-cultured at 30℃for 24 hours with a 180r/min shaker. Then inoculating 1% of the inoculum size into 40% of fermentation medium, and shake culturing at 30deg.C with 180r/min shaking table for 24 hr. The fermentation medium formulation comprises: sea water 1L, potato dextrose broth 35g.
(1.3) fermentation culture
Inoculating the seed solution according to the inoculation amount of 5%, and culturing for 72h at 30 ℃ under 180r/min in a shaking way.
Further, the step (2) specifically includes: the fermentation broth was centrifuged at 8000rpm for 10min, the pellet was discarded and the supernatant was retained.
Further, the step (3) specifically includes: adding the equal volume of ethyl acetate into the supernatant, fully extracting for three times, combining organic phases, and concentrating by rotary evaporation to obtain the crude extract of the ethyl acetate. The pasty crude extract is subjected to crude separation by a medium pressure preparation chromatography, the chromatographic column filler is silica gel powder, the mobile phase is petroleum ether/ethyl acetate and methylene dichloride/methanol, and the purine-containing components are detected and combined by a high performance liquid chromatography.
Further, the step (4) specifically includes: the purine-containing component obtained after medium-pressure preparation is separated and prepared by a preparative high performance liquid chromatograph, wherein a chromatographic column is Hypersil BDS C8 (10 mmx250mm,10 mu m), a mobile phase is 5% methanol water, the flow rate is 2mL/min, the detection wavelength is 222nm, the sample injection concentration is 70mg/mL, and the sample injection amount is 60 mu L.
The invention also claims the purine compounds obtained by the preparation method. The specific structure of the compound is shown in formula I:
the invention has the following beneficial effects:
(1) The preparation process of the purine is simple and easy to operate, and has the characteristics of short fermentation period, low fermentation cost, easy treatment of fermentation liquor, convenient preparation and the like.
(2) The invention has the beneficial effects of solving the defects of complicated chemical synthesis operation method of the purine compound, more reaction byproducts and difficult separation and purification.
(3) The invention provides a novel method for preparing purine from the metabolite of Bacillus sp.JIN118, which has the characteristics of short fermentation period, low fermentation cost, easy treatment of fermentation liquor, convenient preparation and the like. Effectively solves the technical problems that the purines are more in byproducts and difficult to separate and purify in the synthesis reaction process. The Bacillus sp.JIN118 in the invention stably produces purine, and the preparation method achieves the purpose of rapidly and effectively obtaining the purine, has purity of 95 percent, provides raw materials for preparing purine analogues with stronger antibacterial effect and antitumor activity in the future, and has wide industrial application value.
Drawings
FIG. 1 is a phylogenetic tree of strain JIN of the invention;
FIG. 2 shows the HPLC detection result of the pure compound of the present invention;
FIG. 3 shows the HPLC purity detection result of the pure compound of the present invention;
FIG. 4 is a mass spectrum of the purine compounds of the invention;
FIG. 5 is a hydrogen spectrum of the purine compounds of the invention;
FIG. 6 is a carbon spectrum of the purine compounds of the invention.
Detailed Description
The present invention is described in detail below by way of specific examples, but the scope of the present invention is not limited thereto. Unless otherwise specified, the experimental methods used in the present invention are all conventional methods, and all experimental equipment, materials, reagents, etc. used can be obtained from commercial sources. The Bacillus sp.JIN118 of the invention has been submitted for preservation, and specific preservation information is as follows:
preservation number: cctccc NO: m2019988; preservation date: 12 months 2 days 2019; preservation unit: china center for type culture Collection; preservation address: university of martial arts in chinese.
EXAMPLE 1 16S rDNA sequence analysis
Single colonies were picked up using a sterile inoculating loop in a PCR tube containing 10. Mu.L of sterile ultra pure water, mixed well, boiled at 100℃for 5min, cooled at 4℃for 5min, 4. Mu.L of supernatant was taken as a DNA template for PCR amplification, and the required reagents were added according to the 50. Mu.L system in Table 1, and PCR amplification was performed under the conditions of Table 2. The PCR amplified products were subjected to nucleic acid electrophoresis and sequencing, and the sequence of 16S rDNA (1460 bp) of strain JIN was analyzed by BLAST in NCBI nucleic acid database and phylogenetic tree was mapped, and the results are shown in FIG. 1. The strain was determined by analysis to be a bacterium of the genus Bacillus (Bacillus) and was designated Bacillus sp.JIN118.
TABLE 1 PCR reaction system (50. Mu.L)
TABLE 2 PCR reaction conditions
EXAMPLE 2 isolation and purification of purine Compounds
(1) Activation and fermentation of Bacillus sp.JIN118
Taking out the freeze-dried preservation tube from the temperature of minus 80 ℃, inoculating to a test tube inclined plane, culturing at the temperature of 30 ℃ for 24 hours, then picking out a small amount of thalli from the test tube inclined plane, inoculating to a triangular flask filled with seed culture solution, culturing for 24 hours by shaking by a shaking table at the temperature of 30 ℃ and 180r/min, inoculating to the triangular flask filled with fermentation culture medium according to the inoculum size of 5%, and culturing for 72 hours at the temperature of 30 ℃ and 180 r/min.
(2) Fermentation broth extraction
Centrifuging the fermentation broth with a centrifuge at 8000rpm for 10min, discarding thallus to obtain supernatant, adding equal volume of ethyl acetate into the supernatant, and fully extracting until purine is not detected in the water layer, and rotary evaporating the extract to obtain pasty crude extract. The pasty crude extract is subjected to crude separation by a medium pressure preparation chromatography, a chromatographic column filler is silica gel powder, a mobile phase is petroleum ether/ethyl acetate (V/V) 2:1 and methylene dichloride/methanol (V/V) 69:1, 9:1 and 1:1 in sequence, fractions are collected based on TLC, and the fractions are concentrated under reduced pressure to obtain four components.
(3) Isolated preparation of purine Compounds
Detecting each component by high performance liquid chromatography, selecting methylene dichloride/methanol (V/V) 69:1 component containing purine to prepare pure product, and determining the preparation conditions. Detection conditions: the analytical chromatographic column is Innoval ODS-2C18 (4.6X250 mm,5 μm), the detection wavelength is 222nm, the mobile phase is 5% methanol water, the flow rate is 0.8mL/min, the sample concentration is 70mg/mL, and the sample injection amount is 20. Mu.L. The results showed that the purine separation degree was best when the mobile phase was eluted with 5% methanol water isocratically, and the detection results are shown in FIG. 2.
The purine-containing component obtained after medium-pressure preparation is separated and prepared by a preparative high performance liquid chromatograph, wherein a chromatographic column is Hypersil BDS C8 (10 mmx250mm,10 mu m), a mobile phase is 5% methanol water, the flow rate is 2mL/min, the detection wavelength is 222nm, the sample injection concentration is 70mg/mL, and the sample injection amount is 60 mu L. Enrichment of the fractions gave purine pure compounds with purity up to 95% and purity detection as shown in figure 3.
EXAMPLE 3 structural identification of purine Compounds
The pure purine compound is white powder, and the molecular weight of the purine compound is M=121.0508 [ M+H ] as known from high resolution mass spectrum (ESI-MS)] + The results are shown in FIG. 4. 1 H-NMR(CH 3 OD，400MHz)δ:9.09(s，1H)，8.93(s，1H)，8.56(s，1H)， 1 The H-NMR results are shown in FIG. 5. 13 C-NMR(CD 3 OD，400MHz)δ:155.00，152.16，146.40，145.15，130.16， 13 The C-NMR results are shown in FIG. 6. It was therefore deduced that this compound belongs to the alkaloid compound purine, with formula C 5 H 4 N 4 The structural formula is shown in formula I.
The invention prepares the purine compound from Bacillus sp.JIN118 for the first time, provides a new way for producing the purine compound from Bacillus sp.JIN118 and a new method for preparing the purine, and provides a new thought for the research direction of marine microorganism metabolites in future. And lays a foundation for developing purine and purine analogues with novel structure and unique action mechanism in future.
In the foregoing, the present invention is not limited to the described embodiments, but any person skilled in the art, within the scope of the present invention, can apply equally to the present invention, and its technical solution and its inventive concept should be covered by the protection scope of the present invention.
Sequence listing
<110> university of ethnic group of great company
<120> A method for producing purine by fermentation of Bacillus sp. JIN118
<160> 1
<170> SIPOSequenceListing 1.0
<210> 1
<211> 1460
<212> DNA
<213> Bacillus marinus (Bacillus sp. JIN)
<400> 1
tagaccgggc ggcgtgccta atacatgcaa gtcgagcgga cagatgggag cttgctccct 60
gatgttagcg gcggacgggt gagtaacacg tgggtaacct gcctgtaaga ctgggataac 120
tccgggaaac cggggctaat accggatggt tgtttgaacc gcatggttca gacataaaag 180
gtggcttcgg ctaccactta cagatggacc cgcggcgcat tagctagttg gtgaggtaac 240
ggctcaccaa ggcaacgatg cgtagccgac ctgagagggt gatcggccac actgggactg 300
agacacggcc cagactccta cgggaggcag cagtagggaa tcttccgcaa tggacgaaag 360
tctgacggag caacgccgcg tgagtgatga aggttttcgg atcgtaaagc tctgttgtta 420
gggaagaaca agtgccgttc aaatagggcg gcaccttgac ggtacctaac cagaaagcca 480
cggctaacta cgtgccagca gccgcggtaa tacgtaggtg gcaagcgttg tccggaatta 540
ttgggcgtaa agggctcgca ggcggtttct taagtctgat gtgaaagccc ccggctcaac 600
cggggagggt cattggaaac tggggaactt gagtgcagaa gaggagagtg gaattccacg 660
tgtagcggtg aaatgcgtag agatgtggag gaacaccagt ggcgaaggcg actctctggt 720
ctgtaactga cgctgaggag cgaaagcgtg gggagcgaac aggattagat accctggtag 780
tccacgccgt aaacgatgag tgctaagtgt tagggggttt ccgcccctta gtgctgcagc 840
taacgcatta agcactccgc ctggggagta cggtcgcaag actgaaactc aaaggaattg 900
acgggggccc gcacaagcgg tggagcatgt ggtttaattc gaagcaacgc gaagaacctt 960
accaggtctt gacatcctct gacaatccta gagataggac gtccccttcg ggggcagagt 1020
gacaggtggt gcatggttgt cgtcagctcg tgtcgtgaga tgttgggtta agtcccgcaa 1080
cgagcgcaac ccttgatctt agttgccagc attcagttgg gcactctaag gtgactgccg 1140
gtgacaaacc ggaggaaggt ggggatgacg tcaaatcatc atgcccctta tgacctgggc 1200
tacacacgtg ctacaatggg cagaacaaag ggcagcgaaa ccgcgaggtt aagccaatcc 1260
cacaaatctg ttctcagttc ggatcgcagt ctgcaactcg actgcgtgaa gctggaatcg 1320
ctagtaatcg cggatcagca tgccgcggtg aatacgttcc cgggccttgt acacaccgcc 1380
cgtcacacca cgagagtttg taacacccga agtcggtgag gtaacctttt aggagccagc 1440
cgccgaaggt gacaagatgt 1460
Claims (6)
1. A preparation method for producing purine by fermenting Bacillus sp. JIN118 is characterized by comprising the following steps:
(1) Activating and fermenting Bacillus sp. JIN118 to obtain fermentation liquor;
(2) Centrifuging the fermentation liquor, and discarding thalli to obtain a supernatant;
(3) Adding ethyl acetate with the same volume into the supernatant for extraction, and performing primary separation on the extract by a medium-pressure preparation chromatography to obtain a crude product;
(4) Separating the crude product by preparative high performance liquid chromatography to obtain pure purine;
the preservation number of the Bacillus sp JIN is CCTCC NO: m2019988.
2. The method for producing purine by fermentation of Bacillus sp. JIN118 according to claim 1, wherein the Bacillus sp. JIN118 activation and fermentation process is: taking out the freeze-dried preservation tube from the temperature of minus 80 ℃, inoculating to a test tube inclined plane, culturing at the temperature of 30 ℃ for 16-24h, then picking a small amount of thalli from the test tube inclined plane, inoculating to a triangular flask filled with seed culture solution, shaking and culturing for 24h at the temperature of 30 ℃ in a shaking table of 180r/min, and then inoculating to the triangular flask filled with fermentation culture medium according to the inoculum size of 5%, and culturing for 72h at the temperature of 30 ℃ and 180 r/min.
3. The method for producing purine by fermentation of Bacillus sp. JIN118 according to claim 1, wherein the centrifugation conditions of the fermentation broth are: centrifuge 8000rpm for 10min.
4. The process for producing purine by fermentation of Bacillus sp. JIN118 according to claim 1, wherein the supernatant is extracted with an equal volume of ethyl acetate in steps until no purine is detected in the aqueous layer, and the extract is subjected to rotary evaporation to obtain a pasty crude extract.
5. The method for producing purine according to claim 4, wherein the pasty crude extract is subjected to crude separation by a medium pressure preparative chromatography, the column packing is silica gel powder, the mobile phase is petroleum ether/ethyl acetate and methylene chloride/methanol, and the combined purine-containing components are detected by a high performance liquid chromatography.
6. The method for producing purine by fermentation of Bacillus sp. JIN118 according to claim 1, wherein the purine-containing component obtained after medium-pressure preparation is separated and prepared by a preparative high performance liquid chromatograph, the chromatographic column is Hypersil BDS C8, the mobile phase is 5% methanol water, the flow rate is 2mL/min, the detection wavelength is 222nm, the sample injection concentration is 70mg/mL, and the injection amount is 60. Mu.L.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910882164 | 2019-09-18 | ||
| CN2019108821644 | 2019-09-18 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN111411134A CN111411134A (en) | 2020-07-14 |
| CN111411134B true CN111411134B (en) | 2023-05-12 |
Family
ID=71492495
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010381285.3A Active CN111411134B (en) | 2019-09-18 | 2020-05-08 | Preparation method for producing purine by fermenting Bacillus sp.JIN118 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN111411134B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113151000B (en) * | 2021-01-21 | 2022-06-03 | 大连民族大学 | Marine fungus and application thereof in production of dibutyl phthalate |
| CN117305388B (en) * | 2023-09-25 | 2024-04-26 | 青岛日晟源作物营养有限公司 | Application of bacillus bailii SL-K2 in preparation of guanine extract, preparation method of guanine extract and application |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3269917A (en) * | 1963-03-18 | 1966-08-30 | Takeda Chemical Industries Ltd | Process for producing purine-nucleosides |
| CN101432418A (en) * | 2006-04-24 | 2009-05-13 | 味之素株式会社 | Bacterium capable of producing purine substance, and process for production of purine substance |
| CN101432417A (en) * | 2006-04-24 | 2009-05-13 | 味之素株式会社 | Bacterium capable of producing purine substance, and process for production of purine substance |
| CN101617054A (en) * | 2007-02-20 | 2009-12-30 | 味之素株式会社 | The production method of L-amino acid or nucleic acid |
| CN103409485A (en) * | 2013-07-18 | 2013-11-27 | 天津科技大学 | Method for improving adenosine fermentation output through feeding organic nitrogen source |
| CN104342397A (en) * | 2013-08-02 | 2015-02-11 | 味之素株式会社 | Method for preparing purine-derived substance |
-
2020
- 2020-05-08 CN CN202010381285.3A patent/CN111411134B/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3269917A (en) * | 1963-03-18 | 1966-08-30 | Takeda Chemical Industries Ltd | Process for producing purine-nucleosides |
| CN101432418A (en) * | 2006-04-24 | 2009-05-13 | 味之素株式会社 | Bacterium capable of producing purine substance, and process for production of purine substance |
| CN101432417A (en) * | 2006-04-24 | 2009-05-13 | 味之素株式会社 | Bacterium capable of producing purine substance, and process for production of purine substance |
| CN101617054A (en) * | 2007-02-20 | 2009-12-30 | 味之素株式会社 | The production method of L-amino acid or nucleic acid |
| CN103409485A (en) * | 2013-07-18 | 2013-11-27 | 天津科技大学 | Method for improving adenosine fermentation output through feeding organic nitrogen source |
| CN104342397A (en) * | 2013-08-02 | 2015-02-11 | 味之素株式会社 | Method for preparing purine-derived substance |
Also Published As
| Publication number | Publication date |
|---|---|
| CN111411134A (en) | 2020-07-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN107298671B (en) | Selenolonic acid H from penicillium oxalicum and application thereof in preparing medicine for resisting human colon cancer | |
| CN108660082B (en) | Marine aspergillus derived oxaanthraquinone compound, preparation method thereof and application thereof in preparation of antibacterial agent | |
| CN111411134B (en) | Preparation method for producing purine by fermenting Bacillus sp.JIN118 | |
| WO2008049299A1 (en) | A streptomyces strain and the method of converting ferulic acid to vanillin by using the same | |
| CN110527629B (en) | Marine fungus-derived brefeldin A, preparation method and application thereof in resisting agricultural pathogenic bacteria | |
| CN111235036B (en) | Eurotium cristatum and method for separating and purifying diketopiperazine dimer from eurotium cristatum | |
| CN104531577B (en) | Arthrobacter nicotinovorans WYG001 and application thereof in preparation of N-BOC-L-homoserine lactone | |
| CN109680032B (en) | Method for synthesizing 7, 21-dihydroxy-20-methylpregna-4-en-3-one by using microorganisms | |
| CN110863021A (en) | Preparation method and application of cytochalasin compound | |
| CN104087523B (en) | A kind of marine streptomyces and utilize it to prepare the application of the method for Enterocin and this bacterium | |
| CN117142939A (en) | Sesquiterpene compound, preparation method and application thereof, and medicine prepared from sesquiterpene compound | |
| CN109666707B (en) | Method for synthesizing oak moss by producing 4-O-demethyl barba lichenicacid with aspergillus terreus strain | |
| CN111117893B (en) | Aspergillus terreus strain for producing 4-O-demethylbarbituric acid and application thereof | |
| CN107686817B (en) | Chrysanthemum bud endophytic fungus CYSK-4 and application of Ascomylactam compound produced by same | |
| US11332766B2 (en) | Strain of Serratia liquefaciens and a method of producing heliotropin with the same strain | |
| CN109134416B (en) | Application of seclenic acid H derived from penicillium oxalicum in preparation of human cervical cancer drugs | |
| CN105586373A (en) | Sclerotiorin derivative, preparation method thereof and application thereof as marine anti-fouling agent | |
| CN115109023A (en) | Macrolide compound FWYZ52-A, and fermentation strain, fermentation method and application thereof | |
| CN113337432B (en) | Methylophilus for producing pyrroloquinoline quinone and application thereof | |
| CN111116370A (en) | Method for synthesizing 2, 4-dihydroxy-3, 6-dimethyl methyl benzoate by using 4-O-demethylbarbituric acid | |
| CN111411136B (en) | Preparation method for producing thymine by Bacillus sp.JIN118 | |
| CN111411135B (en) | Fermentation production process of purine | |
| CN113801802A (en) | Streptomyces and application thereof | |
| CN110343639B (en) | Streptomyces producing 15(S) -O-ethyl rapamycin | |
| CN113337433B (en) | Pseudomonas capable of producing pyrroloquinoline quinone and application thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |