CN109679931A - A kind of Celastrus angulatus acyltransferase 35019 and its gene order - Google Patents
A kind of Celastrus angulatus acyltransferase 35019 and its gene order Download PDFInfo
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- CN109679931A CN109679931A CN201910091382.6A CN201910091382A CN109679931A CN 109679931 A CN109679931 A CN 109679931A CN 201910091382 A CN201910091382 A CN 201910091382A CN 109679931 A CN109679931 A CN 109679931A
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- acyltransferase
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/10—Transferases (2.)
- C12N9/1025—Acyltransferases (2.3)
- C12N9/1029—Acyltransferases (2.3) transferring groups other than amino-acyl groups (2.3.1)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
- C12N15/09—Recombinant DNA-technology
- C12N15/63—Introduction of foreign genetic material using vectors; Vectors; Use of hosts therefor; Regulation of expression
- C12N15/70—Vectors or expression systems specially adapted for E. coli
Abstract
The invention discloses a kind of Celastrus angulatus acyltransferase 35019 and its gene orders; full length gene 953bp; encode 317 amino acid; zymoprotein molecular size range is 37KDa; using pET28a e. coli protein expression plasmid as carrier; it is host with e. coli bl21, realizes the heterogenous expression of Celastrus angulatus acyltransferase 35019, is acylated using geraniol as substrate and generates monoterpene ester compounds.Therefore the function of research acyltransferase and its sequence signature are of great significance to the carboxylate of terpenoid.
Description
Technical field
The invention belongs to enzyme gene engineering and enzyme engineering fields, and in particular to one kind derives from Celastrus angulatus (Celastrus
Angulatus acyltransferase 35019 and gene order C-35019).
Background technique
Terpenoid is chemical structure and conformation natural products the most complicated, and presently found terpenoid has
80000 kinds or so, the one third of natural products is occupied, is distributed widely in plant and microorganism.The biology of terpenoid
The most basic structural unit that synthesis needs is dimethylallylpyrophosphate Dimethylallyl diphosphate, DMAPP
With isopentenyl pyrophosphate Isopentenyl diphosphate, IPP from mevalonate pathway and deoxy-D-xylulose sugar phosphoric acid
Ester approach.DMAPP and IPP the head and the tail polymerization of different number form monoterpene (C using the catalysis of special diterpene synthase10) sequiterpene
(C15) and diterpene (C20) etc. natural products.Monoterpenes compound is structure and the most abundant one kind of type in terpenoid,
It is widely used in bio-pharmaceuticals, natural green agricultural insecticide and fungicide, fuel substitute and food grade spice and seasoning
The exploitation of the industries such as agent uses.Geraniol is an acyclic monoterpene alcohols compound, it is attar of rose, Martin's sesame oil and citronella oil etc.
One of main component of essential oil.Geraniol and its ester are widely used as daily essence and edible essence, are the masters of rose system essence
Agent, for preparing daily product and food.
There is the modifications of various secondary metabolites in plant growth and development process, such as redox, glycosyl
Change, methylation, hydroxylating and acylation reaction process.Wherein be acylated is one of modified plant secondary metabolite to Guan Chong
The process wanted can change volatility, polarity, chemical stability and the bioactivity of secondary metabolites.The process needs acyl group to turn
Move the catalysis of enzyme.Acyltransferase is a kind of with multi-functional protein large family, and different acyltransferases is to organism
Heredity, gene the processes such as expression, metabolism and signal transduction play an important role.Therefore the function of acyltransferase is studied
Energy and its sequence signature are of great significance to the carboxylate of terpenoid.
Summary of the invention
It is an object of the invention to make up the deficiencies in the prior art, provide a kind of Celastrus angulatus acyltransferase 35019 and its
Gene order additionally provides the plasmid comprising gene of the present invention and the host cell comprising the expression plasmid, and thin using host
Born of the same parents (recombinant bacterium) inducing expression Celastrus angulatus acyltransferase 35019 is acylated using geraniol as substrate and generates monoterpene esterification conjunction
Object.
The technical scheme is that
A kind of Celastrus angulatus acyltransferase is denoted as 35019, and amino acid sequence is as shown in SEQ ID NO.1.
The gene for encoding above-mentioned Celastrus angulatus acyltransferase 35019 is denoted as C-35019, nucleotide sequence such as SEQ ID
Shown in NO.2.
A kind of recombinant plasmid, is denoted as pET28a-His6-35019, contains the above-mentioned Celastrus angulatus acyltransferase 35019 of coding
Gene, inducible promoter T7,6 histidines screen labels.
A kind of recombinant bacterium, is denoted as BL21/pET28a-His6-35019, contains above-mentioned recombinant plasmid.
The beneficial effects of the present invention are: a kind of Celastrus angulatus acyltransferase 35019 of the present invention and its gene order, the gene
Overall length 953bp encodes 317 amino acid, and zymoprotein molecular size range is 37KDa, expresses matter with pET28a e. coli protein
Grain is carrier, is host with e. coli bl21, the heterogenous expression of Celastrus angulatus acyltransferase 35019 is realized, with geraniol
Geranyl acetate and geranyl benzoate are generated to be acylated outside substrate, the production and utilization to monoterpene ester are of great significance,
The acquisition of the gene is acylated modified mechanism to plant terpene simultaneously and biotic mechanism study lays the foundation.
Detailed description of the invention
Fig. 1 is that BL21/pET28a-His6-35019 recombinates large intestine bacterial strain validating DNA Ago-Gel map (purpose band
Size is 953bp)；
M: stranded DNA molecule ruler；Swimming lane 1 is MT-29066 gene DNA sample；
Fig. 2 is that BL21/pET28a-His6-35019 recombinates large intestine host strains protein expression SDS-Page gel pattern
(destination protein molecular size range is 37kDa)；
Fig. 3 is the external acylated product GC-MS map of BL21/pET28a-His6-35019 acyltransferase；
A is the GC map of acylated product；B is that the mass spectrogram at the peak retention time 8.41min and NIST14 compose acetic acid in library
Geraniol ester mass spectrogram compares；C is that the mass spectrogram at the peak retention time 14.00min and NIST14 compose geranyl benzoate mass spectrum in library
Figure compares.
Specific embodiment
The present invention is described in further detail with reference to the accompanying drawings and examples.
Sesquiterpene synthase gene source of the present invention is collected in Shaanxi on May 11st, 2017 in Celastrus angulatus plant, plant
Save Yangling Area northwest agricultural design of university museum park.
It selects the Celastrus angulatus plant of fresh acquisition to carry out RNA extraction, and its cDNA sequence, structure is obtained by reverse transcription PCR
Build cDNA library.Be sequenced using PacBio ISO-Seq platform, by Interpro (http: //
Www.ebi.ac.uk/interpro BLAST is carried out in) compares the target gene for obtaining and there is BAHD family structural domain.With
CDNA sequence is template, and design primer expands C-35019 gene order, and is connected to pET28a-His6-35019 by digestion
On plasmid, conversion obtains BL21/pET28a-His6-35019 large intestine host expresses plasmid, realizes Celastrus angulatus acyltransferase
35019 high efficient expression.
The clone of BL21/pET28a-His6-35019 bacterial strain Celastrus angulatus acyltransferase 35019 described in embodiment 1. and
Expression.
Celastrus angulatus total serum IgE is extracted using RNAprep pure Plant Kit.Using Clontech SMARTer PCR
CDNA Synthesis Kit the first chain of synthesis cDNA, the first chain cDNA synthesize the second chain cDNA by PCR amplification, then double-strand
DNA builds library after secondary PCR expands, for SMRTbell, and is sequenced using PacBio ISO-Seq platform.
According to the C-35019 gene order SEQ ID NO.2 that sequencing obtains, design primer amplifying target genes, primer sequence
It arranges as follows:
Primer C-35019-F:5'CGCGGATCC ATGGGCGCAAGCGAAACCG3'(SEQ ID NO.3)
Primer C-35019-R:5'CCGCTCGAG ATTCTTCGGGCCATAGCGT3'(SEQ ID NO.4)
The cDNA sequence obtained using reverse transcription is template, using above-mentioned primer, PCR amplification C-35019 gene order.Reaction
System is 50 μ l, including ddH218 1 μ l, C-35019-R primer of μ l, dNTP mixt μ 1 μ l, C-35019-F primer of re of O, 1 μ l,
1 μ l, 2 × Phanta Max of DNA profiling, 25 μ l, Fidelity DNA polymerase, 1 μ l.Amplification procedure are as follows: 95 DEG C of pre- changes
Property 3min；95 DEG C of denaturation 15s, 60 DEG C of annealing 30s, 72 DEG C of extension 1.5min, 35 recycle；72 DEG C extend 5min eventually.
PCR product through 1.5% Ago-Gel test strip size, with Μ niversal DNA Purification
Kit recycles target fragment.
The DNA fragmentation and pET28a plasmid purified with NcoI and XhoI digestion, the product after digestion pass through Μ niversal
DNAPurification Kit recycles to obtain endonuclease bamhi, is attached by T4DNA ligase ligase, obtains recombination matter
Grain.Digestion system are as follows: NcoI 1.5 μ L, XhoI 1.5 μ L, 5 μ L of DNA fragmentation or 42 μ L, cut smart buffer of plasmid.37
DEG C water-bath 2h.Linked system are as follows: 7 μ L of purpose digestion genetic fragment and 1 μ L, T4 ligase of digested plasmid 1 μ L, 10 × T4ligase
bμffer1μL.16 DEG C of connections overnight.
Using Escherichia coli electrotransformation, BL21 conversion is carried out, operating procedure is as follows:
(1) the every pipe of competence standard specification of large intestine BL21 contains 100 μ L competent cells (taking-up is placed on ice).
(2) 2 μ L connection products and 80 μ L competent cells are added in 1.5mL EP pipe, is gently mixed uniformly, is placed in ice
5min is pre-chilled, then is transferred to 2.5kV in the electric shock cup of pre-cooling and shocks by electricity, shock parameters are generally in 3.5ms or so.
(3) it takes 1mL LB culture medium that electric revolving cup is added, gently inhales and beat, and go in 1.5mL centrifuge tube, training of recovering at 37 DEG C
Support 45-60min.
(4) after recovering, 5000rpm is centrifuged 1min, abandons supernatant, stays 100 μ l, bacterium solution is coated on containing 100 μ with spreading rod
On g/mL kana resistance LB solid medium.37 DEG C of culture carton upside down culture 10-14h.
(5) plate for bacterium colony occurred is taken out from constant incubator, selects 10 single colonies (diameter >=1mm) at random
It is mixed respectively in 10 μ L ddH2In O.7 μ L are taken to be mixed in 100 μ L kana LB culture mediums, 3 μ L are as pcr template for residue, will be right
Answer bacterium solution label.7 μ L mixed liquors are added in each template, progress in mixed system with 12 pipe upper and lower primers and taq mix enzyme
PCR.PCR product carries out agarose gel electrophoresis, screens the single colonie containing targeted transformation.
The result shows that (as shown in Figure 1): the transformant selected has single band between 900bp and 1000bp, it was demonstrated that turns
Beggar is positive clone molecule.
The great expression and purifying of 2. recombinant protein of embodiment
Due to the amalgamation and expression of carrier His label and destination protein, using Ni-NTA chromatographic column, purifying protein.
Thick leach protein
(1) activated spawn: taking 50 μ L glycerol bacterium to be inoculated in the 50mL LB culture medium containing 50 μ g/mL kana, and 37 DEG C,
180rpm is incubated overnight 12h.
(2) it ferments: overnight culture is transferred in the 200mL LB culture medium containing 50 μ g/mL kana by 1:100,37
DEG C, 220rpm is cultivated to OD600For 0.6-0.8 (3h or so).
(3) induce: IPTG adds to optimum concentration, and 150rpm induces certain time at a certain temperature.
(4) it collects thallus: fermentation liquid being added in 50mL centrifuge tube, 6000rpm is centrifuged 5-10 minutes, abandons supernatant, and 8mL is added
Thallus is resuspended in PBS (pH 7.4).
(5) before being crushed, addition 0.1M PMSF protease inhibitors to final concentration 1mM, while 100mg/mL lysozyme is added
To final concentration 1mg/mL, mixing is shaken up.
(6) thallus being placed on ice, Ultrasonic Cell Disruptor is crushed bacterium, and ultrasonic power 20W, super 5s stop 5s, continue 30min,
Become clear and transparent to sample.
(7) it is separately added into RNase A into broken cell to 10 μ g/mL of final concentration and DNase I is added to final concentration 5
μ g/mL, mixes well, ice bath 15min.
(8) be centrifuged: 4 DEG C, 12000rpm is centrifuged 15min, by supernatant tube, is placed in spare on ice, (takes total protein before centrifugation
Sample takes supernatant and precipitating sample after centrifugation).
Purifying protein
(1) chromatographic column is handled: filler 4mL；It is cleaned with equilibrium liquid, is repeatedly mixed, 12000rpm is centrifuged 10min to alcohol-free
Taste；It is washed after being finished with the equilibrium liquid of 10-15mL, finally plus 20% ethyl alcohol saves.
(2) the chromatography column packing balanced is poured into broken albumen supernatant (50mL centrifuge tube), adds 30mL
Binding buffer, is mixed by inversion, and sets horizontal shaker ice bath in conjunction with 1 hour.(centrifuge tube traverse, horizontal ice chest bottom)
(3) it washs: the mixture after binding being transferred in pillar (4 DEG C of refrigerators), is dripped off fastly to liquid in pillar
When, it is washed with 200mL wash buffer drop, 1.5h or so.Dripping is detected with Coomassie brilliant blue (filling 50 μ l in EP pipe)
Whether contain foreign protein, stops washing pillar when there is no foreign protein.
(4) 10mL Elution Buffer is added, 4 DEG C of refrigerators stand 15min, collect 15 pipes (1.5mL EP pipe, every pipe
Collect 500 μ l or so) eluent, while protein concentration is detected with Coomassie brilliant blue, 50 μ l Coomassie brilliant blues are filled in EP pipe, are added
5 μ l eluents.Finally choose 7 big pipes of concentration, total volume 3mL.
(therefrom choose 20 μ l and run glue)
PD desalting column
Desalination is carried out to albumen with PD-10 desalting column, PD-10 desalting column prepackage Sephadex G-25 filler can be used for removing
Small molecule compound is gone, mainly by means of the aperture of filler, in hole, molecular weight is big to be first eluted down the small infiltration of molecular weight
Come.
The pretreatment of PD-10 desalting column: column is washed with 25mL equilibrium liquid, abandons efflux.
The higher eluent of protein concentration will be contained to merge in addition pillar, 15min is stood, abandon efflux.
Take 3ml balance buffer that desalting column is added, point 6 pipes collect eluent.Protein concentration is surveyed, is dispensed into PCR with 100 μ L
Guan Zhong, -80 DEG C spare.
Continue to elute salt plug with balance buffer after albumen wash-out, be washed afterwards with 20% ethyl alcohol, 4 DEG C are stored in 20% ethyl alcohol.
The external enzymatic reaction of embodiment 3. and GC-MS detect tunning
External enzymatic reaction
Reaction system carries out the enzymic catalytic reaction of acyltransferase, and the soluble protein of 100ng after purification, 80 μM of benzene are added
Formyl-CoA/ acetyl-CoA and 100 μM of geraniols are in 500 μ L phosphate buffer (pH7.8), 31 DEG C of reaction 1.5h.It then will reaction
Mixture is extracted with n-hexane (500 μ L), and the enzymic catalytic reaction product obtained is analyzed by GC-MS.
(1) GC-MS detection method
Chromatographic column: TG-5MS；Ion source；EI, 70eV；Sample volume: 1 μ L；Injector temperature: 200 DEG C；Detector temperature: 280
℃；Column temperature: 240 DEG C；Temperature programming: 70 DEG C of initial temperature, 10 DEG C/min is warming up to 280 DEG C, maintains 5min.
The result shows that: the target peak in GC-MS spectrogram, by being sent out compared with the reference mass spectrometric data in NIST14 database
Existing, the chromatographic peak that BL21/pET28a-His6-35019 strain fermentation expresses protease catalysate 8.41min is geranyl
Ester.It is geranyl benzoate in the chromatographic peak of retention time 14.00min.
It is all using made by description of the invention and accompanying drawing content the foregoing is merely the preferred embodiment of the present invention
Several improvement or deformation, being applied directly or indirectly in other relevant technical fields, also should be regarded as protects in patent of the invention
It protects in range.
<110>University Of Tianjin
<120>a kind of Celastrus angulatus acyltransferase 35019 and its gene order
<130>
<160> 4
<170>
<210> 1
<211> 317
<212> PRT
<213>Celastrus angulatus
<400> 1
Ala Ser Glu Thr Ala Pro Asn Phe Trp Gly Asp Thr Pro Glu Glu Glu
1 5 10 15
Tyr Tyr Thr Ser Gln Gly Val Thr Asn Asn Lys Ser Tyr Phe Glu Thr
20 25 30
Pro Asn Gly Lys Leu Phe Thr Gln Ser Phe Leu Pro Leu Asp Lys Lys
35 40 45
Val Lys Gly Thr Val Tyr Met Thr His Gly Tyr Gly Ser Asp Thr Gly
50 55 60
Trp Leu Phe Gln Lys Ile Cys Ile Asn Tyr Ala Thr Trp Gly Tyr Ala
65 70 75 80
Val Phe Ala Ala Asp Leu Leu Gly His Gly Arg Ser Asp Gly Leu Arg
85 90 95
Cys Tyr Met Gly Asp Met Glu Lys Ile Ala Ala Thr Ser Leu Ser Phe
100 105 110
Phe Lys His Val Arg Asp Ser Glu Glu Tyr Lys His Leu Pro Ala Phe
115 120 125
Leu Phe Gly Glu Ser Met Gly Gly Ala Ile Thr Met Leu Met Tyr Phe
130 135 140
Gln Ser Asp Pro Asn Thr Trp Thr Gly Leu Ile Phe Ser Ala Pro Leu
145 150 155 160
Phe Val Ile Pro Glu Asn Met Lys Pro Ser Lys Val Arg Leu Phe Met
165 170 175
Tyr Gly Leu Leu Phe Gly Leu Ala Asp Thr Trp Ala Ala Met Pro Asp
180 185 190
Asn Lys Met Val Gly Lys Ala Ile Lys Asp Pro Glu Lys Leu Lys Ile
195 200 205
Ile Ala Ser Asn Pro Arg Arg Tyr Thr Gly Gln Pro Arg Val Gly Thr
210 215 220
Met Arg Glu Ile Ala Arg Val Cys Glu Tyr Ile Gln Asp Asn Phe Ser
225 230 235 240
Lys Val Ala Val Ser Phe Leu Thr Val His Gly Thr Gly Asp Gly Val
245 250 255
Thr Cys Pro Thr Ser Ser Gln Leu Leu Phe Glu Lys Ala Ser Ser Lys
260 265 270
Asp Lys Ser Leu Lys Met Tyr Glu Gly Met Tyr His Ser Leu Ile Gln
275 280 285
Gly Glu Pro Asp Glu Asn Ala Asp Val Val Leu Arg Asp Met Arg Glu
290 295 300
Trp Ile Asp Glu Arg Val Glu Arg Tyr Gly Pro Lys Asn
305 310 315
<210> 2
<211> 953
<212> DNA
<213>
<400> 2
atggcaagcg aaaccgcccc gaatttctgg ggcgataccc cggaggaaga gtattacacc 60
agccaaggtg tgaccaacaa caagagctac ttcgagaccc cgaacggtaa actgtttacc 120
cagagctttt taccgctgga caagaaagtg aaaggcaccg tgtacatgac acatggctac 180
ggtagcgata ccggctggct gtttcagaaa atctgcatca attatgcaac atggggctac 240
gccgtgttcg cagcagatct gctgggtcac ggtcgtagtg atggtctgcg ctgctacatg 300
ggcgacatgg aaaaaatcgc cgccacctct ttaagcttct tcaagcatgt gcgcgatagc 360
gaggagtata aacatttacc ggccttttta tttggcgaaa gtatgggtgg tgccatcacc 420
atgctgatgt acttccagag cgacccgaac acttggaccg gtctgatttt tagcgccccg 480
ctgttcgtga tcccggagaa catgaaaccg agtaaggtgc gcttattcat gtacggttta 540
ctgtttggtc tggcagatac ttgggccgcc atgccggata acaaaatggt tggcaaggcc 600
atcaaggatc cggagaagct gaaaatcatc gccagcaacc ctcgccgtta taccggtcag 660
ccgcgtgttg gtaccatgcg cgaaatcgcc cgtgtgtgcg aatatatcca agataacttt 720
agcaaggtgg ccgtgagctt tctgaccgtt catggtaccg gtgatggcgt gacttgtccg 780
accagcagcc agctgctgtt cgaaaaggcc agcagcaagg acaaatcttt aaagatgtac 840
gagggcatgt atcactcttt aattcaaggt gaaccggatg aaaacgcaga tgtggtgctg 900
cgcgatatgc gcgaatggat tgatgagcgc gtggaacgct atggcccgaa gaat 953
<210> 3
<211> 29
<212> DNA
<213>artificial sequence
<400> 3
cgcggatcc atgggcgcaagcgaaaccg 29
<210> 4
<211> 32
<212> DNA
<213>artificial sequence
<400> 4
ccgctcgag attcttcgggccatagcgt 29
Claims (4)
1. a kind of Celastrus angulatus acyltransferase, is denoted as 35019, which is characterized in that its amino acid sequence such as SEQ ID NO.1 institute
Show.
2. encoding the gene of Celastrus angulatus acyltransferase described in claim 1, it is denoted as C-35019, which is characterized in that its nucleotide
Sequence is as shown in SEQ ID NO.2.
3. a kind of recombinant plasmid, is denoted as pET28a-His6-35019, which is characterized in that contain gene described in claim 2, T7
Promoter, 6 histidines screen label.
4. a kind of recombinant bacterium, is denoted as BL21/pET28a-His6-35019, which is characterized in that contain recombination described in claim 3
Plasmid.
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| CN109929828A (en) * | 2019-01-30 | 2019-06-25 | 天津大学 | A kind of Celastrus angulatus sesquiterpene synthase CaTPS1 and its gene order |
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