CN103087955A - Pseudoxanthomonas indica and application thereof in degrading chloronicotinyl insecticide imidacloprid - Google Patents
Pseudoxanthomonas indica and application thereof in degrading chloronicotinyl insecticide imidacloprid Download PDFInfo
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Abstract
The invention discloses a pseudoxanthomonas indica CGMCC6648 for degrading chloronicotinyl insecticide imidacloprid; the main route for reducing imidacloprid is to carry out hydroxylation on imidacloprid so as to generate 5-hydroxy imidacloprid. Sugar and organic acid are added in a resting cell transformation solution, thus the imidacloprid hydroxylation ability of the pseudoxanthomonas indica CGMCC6648 can be greatly improved.
Description
Technical field
The invention belongs to microbial technology field, be specifically related to false Xanthomonas campestris Pseudoxanthomonas indica CGMCC6648 and be applied to degraded and the hydroxylation thereof of nicotinic insecticide Provado.
Background technology
Provado (Imidacloprid, IMI) is the nitrogen heterocyclic ring insecticides of a kind of highly effective and safe, highly selective, and it acts on the insect nAChR, have tag, stomach toxicity and systemic activity.IMI has been widely used in sucking pest such as aphid and leafhopper and coleopteran pest control, is used for building control termites and the pet fleas with it such as control cat and dog etc.At present, IMI 120 country's registrations in the whole world are used on 140 various crop.Since the nineties in 20th century, IMI has become the main pesticide species of China, is mainly used in preventing and treating the insects such as Brown Planthopper, aphid.
Increasing report demonstration, IMI has residual in soil, and its degradation half life surpasses 100d.Simultaneously, along with the increase of insect to the IMI resistance, the using dosage of IMI presents ever-increasing trend, thereby the risk of the environment of IMI is also in continuous increase.IMI degrades in environment by following 3 approach: (1) oxidation imidazoles naphthenic ring, generate 5-hydroxyl Provado (5-hydroxyl IMI), and then dehydration is transformed into alkene formula Provado (olefin IMI); (2) the reduction nitryl group is nitroso-group Provado (nitrosimine IMI), and hydrolysis nitrosimine group becomes guanidine radicals Provado (guanidine IMI), and then further oxidation generates carbonyl Provado (urea IMI); (3) oxidation scission Provado methylene bridge approach generates the 6-chlorine apellagrin.16 times of IMI to the insecticidal effect of black peach aphid and cotten aphid due to olefin IMI, thereby IMI hydroxylation approach is subject to investigator's extensive concern, IMI even can improve the biological activity to black bean aphid (Liu et al.2011) of IMI via 5-hydroxy IMI and the metabolism of olefin IMI approach.
Microbial degradation method is one of effective means of organic pollutant degradation.The applicant screens the false Xanthomonas campestris Pseudoxanthomonas indica of a strain degradable IMI, and this bacterial strain has been submitted and be preserved in to Chinese common micro-organisms culture presevation administrative center by the applicant, and culture presevation number is CGMCC6648.The main path of Pseudoxanthomonas indica CGMCC6648 strains for degrading IMI is that hydroxylation IMI generates 5-hydroxy IMI.Add the hydroxylation that sugar or organic acid can accelerate the degraded of IMI and promote IMI in conversion of resting cells liquid.The applicant also once applied for the patent of invention (patent No.: ZL200310106283.X) of germ oligotrophy unit cell Stenotrophomonas maltophilia CGMCC1.1788 hydroxylation IMI.Compare with Stenotrophomonas maltophilia CGMCC1.1788, Pseudoxanthomonas indica CGMCC6648 has degraded and the hydroxylation ability of higher IMI.
Summary of the invention
The purpose of this invention is to provide bacterial isolates and the application in IMI biological degradation and hydroxylation thereof of a kind of degradable nicotinic insecticide IMI, schematic diagram of the present invention as shown in Figure 1.
Bacterial strain provided by the present invention is a kind of false Xanthomonas campestris Pseudoxanthomonas indica, is preserved in China Committee for Culture Collection of Microorganisms's common micro-organisms center, and deposit number is CGMCC6648.
The ability of false Xanthomonas campestris CGMCC6648 tool degrading nicotine insecticides IMI provided by the present invention; In its degraded IMI process, produce main metabolites 5-hydroxy IMI; The liquid phase look of product is commented the mass spectrometry analysis as shown in Figure 2.
The method of false Xanthomonas campestris CGMCC6648 degraded IMI provided by the present invention is: with false Xanthomonas campestris CGMCC6648 shaking culture 24h in nutrient medium, and centrifugal collection and washing thalline; Thalline is suspended in phosphate buffered saline buffer, and adds sugar or organic acid salt and the 500mg/L Provado of 10mmol/L, above-mentioned suspension is sub-packed in the centrifuge tube that volume is 50ml, packing 1-10ml suspension in every centrifuge tube; Above-mentioned suspension is 30 ℃ of shaking culture in the shaking table of 220rpm.Cultivate 48h, the IMI of false Xanthomonas campestris CGMCC6648 degradable 1-43%, and the 5-hydroxy IMI of generation 0.015-0.67mmol/L.
Add sugar or organic acid salt in the suspension of false Xanthomonas campestris CGMCC6648 resting cell, can effectively promote false Xanthomonas campestris CGMCC6648 degraded IMI and hydroxylation active (Fig. 4, Fig. 6) thereof.
Description of drawings
The hydroxylation approach of the false Xanthomonas campestris CGMCC6648 of Fig. 1 metabolism IMI.
The product mass spectrum of the false Xanthomonas campestris CGMCC6648 of Fig. 2 metabolism IMI.
The false Xanthomonas campestris CGMCC6648 of Fig. 3 does not add the HPLC figure of metabolism IMI under sugar and organic acid condition in 2ml reaction volume, phosphate buffered saline buffer.
The false Xanthomonas campestris CGMCC6648 of Fig. 4 adds metabolism IMI under the condition of 100mmol/L glucose in 2ml reaction volume, phosphate buffered saline buffer HPLC schemes.
Fig. 5 germ oligotrophy unit cell CGMCC1.1788 adds the HPLC figure of metabolism IMI under the condition of 100mmol/L glucose in 2ml reaction volume, phosphate buffered saline buffer.
The false Xanthomonas campestris CGMCC6648 of Fig. 6 adds metabolism IMI under the condition of 100mmol/L lactose in 2ml reaction volume, phosphate buffered saline buffer HPLC schemes.
The false Xanthomonas campestris CGMCC6648 of Fig. 7 adds metabolism IMI under the condition of 100mmol/L Sodium.alpha.-ketopropionate in 2ml reaction volume, phosphate buffered saline buffer HPLC schemes.
The false Xanthomonas campestris CGMCC6648 of Fig. 8 adds metabolism IMI under the condition of 100mmol/L sodium succinate in 2ml reaction volume, phosphate buffered saline buffer HPLC schemes.
The false Xanthomonas campestris CGMCC6648 of Fig. 9 adds metabolism IMI under the condition of 100mmol/L sodium malate in 2ml reaction volume, phosphate buffered saline buffer HPLC schemes.
The false Xanthomonas campestris CGMCC6648 of Figure 10 adds metabolism IMI under the condition of 100mmol/L glucose in 1ml reaction volume, phosphate buffered saline buffer HPLC schemes.
The false Xanthomonas campestris CGMCC6648 of Figure 11 adds metabolism IMI under the condition of 100mmol/L glucose in 10ml reaction volume, phosphate buffered saline buffer HPLC schemes.
Embodiment
Example one: the Isolation and screening of bacterial strain of biodegradable IMI, evaluation and biological characteristics
1, strains separation
The district gathers soil from the celestial forest land of Nanjing, gets 2g soil and adds in the 18mL sterilized water that contains 5 granulated glass spherees, and vibration 10min after standing 5min, gets the 1ml suspension and adds 19ml to contain in the mineral salts medium of 200mg/LIMI.Consisting of of mineral salts medium: 1.36g/LKH
2PO
4, 2.13gL Na
2HPO
4, 0.5gL MgSO
47H
2O and 10ml/L metal ion liquid, pH7.5.Metal ion liquid consists of: 0.40gL CaCl
22H
2O, 0.30g/L H
3BO
3, 0.04gL CuSO
45H
2O, 0.10g/L KI, 0.20g/L FeSO
47H
2O, 0.40g/LMnSO
47H
2O, 0.20g/LNaMoO
42H
2O and 10.0mL/L concentrated hydrochloric acid.Sample was cultivated one month in 30 ℃, rotating speed are the shaking table of 220rpm.Get 100 μ l diluted samples to 10
-3With 10
-4After, coating LB is dull and stereotyped.The LB substratum consists of (g/L): peptone 10, yeast extract paste 5, NaCl10, pH7.2.Rule to the LB flat board from the different single bacterium colony of the dull and stereotyped picking form of LB, cultivate after 3-6 days, again carry out bacterial classification plate streaking purifying for 30 ℃.Altogether obtain the bacterium that 9 strains come in every shape.
2, the mensuration of strains for degrading IMI ability
Inoculate above-mentioned purifying bacterial classification to the 100mL triangular flask that contains 20mL LB liquid nutrient medium, centrifugal collecting cell after 30 ℃ of cultivation 24h.Cell suspension is (pH7.5) in the phosphate buffered saline buffer of the 0.2mol/L that contains 200mg/L IMI, Agilent 1200 type HPLC instrument analyzing and testing IMI content.The HPLC condition is: moving phase is the deionized water of 25% acetonitrile and 75%, and flow velocity is 1ml/min; The HPLC post is Agilent HC-C18 reversed-phase column (4.6 * 250mm, 5 μ m), and column temperature is 30 ℃; The detection wavelength is 269nm.Under these conditions, the bacterial strain of called after Z-9 has can be converted into IMI the larger product of a kind of polarity, the HPLC retention time of this product is identical with 5-hydroxyl Provado (5-hydroxy IMI), the molecular weight that liquid chromatography mass combination analysis instrument detects this product is 271 (m+H272), with 5-hydroxy IMI molecular weight consistent (Fig. 2).But the above results shows Z-9 bacterial strain hydroxylation IMI and generates 5-hydroxy IMI.
3, the evaluation of Z-9 bacterial strain and biological characteristics
On the LB solid medium, the Z-9 bacterium colony be beige, translucent, smooth, mucus, projection, Edge divider arranged.Gram-negative.Microscopic examination, the Z-9 thalline is ellipticity, and size is 0.5-0.7 * 1.3-1.5 μ m.Atrichia is without gemma.
The taxonomy that adopts 16S rRNA gene sequencing to carry out the Z-9 bacterial strain is identified.From contain the LB solid medium with the single colony inoculation of aseptic toothpick picking Z-9 in the 100mL triangular flask that the 20mLLB liquid nutrient medium is housed, cultivate 16h in 30 ℃, the shaking table of 220rpm.Fermented liquid is collected thalline after the centrifugal 5min of 13000rpm, adopt the MiniBEST bacterial genomes of TaKaRa company to extract the genomic dna that test kit extracts the Z-9 bacterial strain.Adopt the 16S rRNA gene of 16S rRNA gene amplification universal primer K1 and K2 amplification Z-9 bacterial strain.The K1 primer sequence is: 5 '-AACTGAAGAGTTTGATCC-3 ' (SEQ ID No:1), the K2 primer sequence is: 5 '-TAGGTTACCTTGTTGTTACGACTT-3 ' (SEQ ID No:2).Primer is synthetic by Sangon Biotech (Shanghai) Co., Ltd..The pcr amplification condition is: after 94 ℃ of denaturation 5min, and 94 ℃ of sex change 1min, 59 ℃ of annealing 1min, 72 ℃ are extended 1min, totally 30 circulations, 72 ℃ are extended 10min.After institute's calling sequence was checked order by Sangon Biotech (Shanghai) Co., Ltd., the part 16S rRNA gene order that obtains (SEQ ID No:3) was carried out the blast search in the Genbank database of American National biotechnology information center.Comparison result show the Z-9 bacterial strain and false xanthomonas Pseudoxanthomonas indica sibship nearest, similarity reaches 100%.The Z-9 bacterial strain is preserved in China Committee for Culture Collection of Microorganisms's common micro-organisms center on October 8th, 2012, (No. 3, Yard 1, BeiChen xi Road, Chaoyang District, Beijing City, Institute of Microorganism, Academia Sinica), Classification And Nomenclature is false Xanthomonas campestris Pseudoxanthomonas indica, and deposit number is CGMCC6648.
Embodiment two:
The Pseudoxanthomonas indica CGMCC6648 of-80 ° of C preservations is lined on the LB solid medium, cultivate in 30 ° of C incubators.Picking list bacterium colony is inoculated in the 100mL Erlenmeyer flask that contains 25mL LB liquid nutrient medium, and 30 ℃, shaking culture 24h under 220rpm.Inoculum size access with 1% contains in the 500mL Erlenmeyer flask of 100mL LB liquid nutrient medium, and 30 ℃, under 220rpm, shaking culture 12h, work as OD
600Value reaches at 5 o'clock, gets 10ml bacterium liquid in 4 ℃, and the centrifugal 5min of 8000rpm collects thalline.Thalline phosphate buffered saline buffer (0.2mol/LNa
2HPO
4/ KH
2PO
4, pH7.5) after the washed twice, be suspended in the IMI phosphate buffered saline buffer that contains 500mgL with 10mL.Get the above-mentioned conversion reaction liquid of 2ml, be divided in the centrifuge tube of three 50ml, every pipe fills 2ml, in 30 ℃, and 220rpm shaking table shaking culture 48h.HPLC analyzes the degradation amount of (Fig. 3) IMI and the growing amount of 5-hydroxy IMI, and result shows that IMI has reduced 0.09mmol/L, generates simultaneously the 5-hydroxy IMI of 0.02mmol/L, and the degradation rate of IMI is 5.4%.
Embodiment three:
Basic identical with example two, be to have added the glucose of 100mmol/L in phosphate buffered saline buffer, HPLC analyzes (Fig. 4) result and shows, and IMI has reduced 0.66mmol/L, generates simultaneously the 5-hydroxy IMI of 0.59mmol/L, and the degradation rate of IMI is 43.6%.The above results shows that glucose can greatly promote the degraded of IMI and the generation of 5-hydroxy IMI.
Under identical cultivation and conversion condition, substitute false xanthomonas CGMCC6648 with germ oligotrophy unit cell Stenotrophomonas maltophilia CGMCC1.1788, HPLC analyzes (Fig. 5) result and shows that IMI has reduced 0.48mmol/L, generated simultaneously the 5-hydroxy IMI of 0.40mmol/L, the degradation rate of IMI is 28.2%.The above results shows, Pseudoxanthomonas indica CGMCC6648 has IMI degraded and the hydroxylation ability more much higher than germ oligotrophy unit cell CGMCC1.1788.
Embodiment four:
Basic identical with example two, just added the lactose of 100mmol/L in phosphate buffered saline buffer, HPLC analyzes (Fig. 6) result and shows, result shows that IMI has reduced 0.77mmol/L, generate simultaneously the 5-hydroxy IMI of 0.67mmol/L, the degradation rate of IMI is 43.1%.The above results shows that lactose can greatly promote the degraded of IMI and the generation of 5-hydroxy IMI.
Embodiment five:
Basic identical with example two, be to have added the Sodium.alpha.-ketopropionate of 100mmol/L in phosphate buffered saline buffer, HPLC analyzes (Fig. 7), and result shows that IMI has reduced 0.62mmol/L, generates simultaneously the 5-hydroxy IMI of 0.61mmol/L, and the degradation rate of IMI is 35.8%.The above results shows that pyruvate salt also can accelerate the degraded of IMI and the generation of 5-hydroxy IMI.
Embodiment six:
Basic identical with example two, just added the sodium succinate of 100mmol/L in phosphate buffered saline buffer, HPLC analyzes (Fig. 8), and result shows that IMI has reduced 0.174mmol/L, generate simultaneously the 5-hydroxy IMI of 0.048mmol/L, the degradation rate of IMI is 10.39%.
Embodiment seven:
Basic identical with example two, be to have added the sodium malate of 100mmol/L in phosphate buffered saline buffer, HPLC analyzes (Fig. 9), and result shows that IMI has reduced 0.39mmol/L, generates simultaneously the 5-hydroxy IMI of 0.16mmol/L, and the degradation rate of IMI is 23.0%.
Embodiment eight:
Basic identical with example three, just the volume of conversion fluid is reduced into 1ml by 2ml.HPLC analyzes (Figure 10), and result shows that IMI has reduced 0.71mmol/L, generates simultaneously the 5-hydroxy IMI of 0.67mmol/L, and the degradation rate of IMI is 43.5%.
Embodiment nine:
Basic identical with example three, just the volume of conversion fluid increases to 10ml by 2ml.HPLC analyzes (Figure 11) result and shows, result shows that IMI has reduced 0.016mmol/L, generates simultaneously the 5-hydroxy IMI of 0.015mmol/L, and the degradation rate of IMI is only 1.0%.The above results shows that air flow affects the generation of 5-hydroxy IMI and the degraded of IMI.
Claims (3)
- A false Xanthomonas campestris ( Pseudoxanthomonas indica), its preserving number is: CGMCC 6648.
- 2. the application of false Xanthomonas campestris CGMCC 6648 in degrading nicotine insecticides Provado.
- 3. the method by the described strains for degrading Provado of claim 1, be with false Xanthomonas campestris CGMCC 6648 shaking culture 24h in nutrient medium, centrifugal collection and washing thalline; Thalline is suspended in phosphate buffered saline buffer, and adds sugar or organic acid salt and the 500mg/L Provado of 10mmol/L, above-mentioned suspension is sub-packed in the centrifuge tube that volume is 50ml, packing 1-10ml suspension in every centrifuge tube; Above-mentioned suspension is 30 ℃ of shaking culture in the shaking table of 220rpm, false Xanthomonas campestris CGMCC 6648 degradable Provados, and generate product 5-hydroxyl Provado.
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Cited By (5)
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| CN104450591A (en) * | 2014-12-28 | 2015-03-25 | 天津凯英科技发展有限公司 | Pseudoxanthomonas.Sp KYLI-01 and cultivation and application thereof |
| CN114501999A (en) * | 2019-07-31 | 2022-05-13 | 遗传工程与生物技术中心 | Biopesticide and biofertilizer composition |
| CN114703240A (en) * | 2022-05-06 | 2022-07-05 | 广州大学 | Method for biologically synthesizing 5-hydroxy imidacloprid and olefin imidacloprid |
| CN114703071A (en) * | 2022-05-06 | 2022-07-05 | 广州大学 | Method for degrading imidacloprid by adopting white rot fungi |
| CN114806968A (en) * | 2022-06-02 | 2022-07-29 | 山东科技大学 | Pseudoxanthomonas for degrading chlorobenzene, chlorophenol and/or chloroaniline and application thereof |
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Cited By (10)
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| CN104450591A (en) * | 2014-12-28 | 2015-03-25 | 天津凯英科技发展有限公司 | Pseudoxanthomonas.Sp KYLI-01 and cultivation and application thereof |
| CN104450591B (en) * | 2014-12-28 | 2017-06-30 | 天津凯英科技发展股份有限公司 | A kind of false Huang single-ascospore strain KYLI 01 and its culture and application |
| CN114501999A (en) * | 2019-07-31 | 2022-05-13 | 遗传工程与生物技术中心 | Biopesticide and biofertilizer composition |
| US20220272986A1 (en) * | 2019-07-31 | 2022-09-01 | Centro De Ingeniería Genética Y Biotecnología | Biopesticide and biofertilizer composition |
| CN114703240A (en) * | 2022-05-06 | 2022-07-05 | 广州大学 | Method for biologically synthesizing 5-hydroxy imidacloprid and olefin imidacloprid |
| CN114703071A (en) * | 2022-05-06 | 2022-07-05 | 广州大学 | Method for degrading imidacloprid by adopting white rot fungi |
| CN114703071B (en) * | 2022-05-06 | 2023-06-16 | 广州大学 | Method for degrading imidacloprid by using white rot fungi |
| CN114703240B (en) * | 2022-05-06 | 2023-10-13 | 广州大学 | Method for biosynthesis of 5-hydroxy imidacloprid and olefin imidacloprid |
| CN114806968A (en) * | 2022-06-02 | 2022-07-29 | 山东科技大学 | Pseudoxanthomonas for degrading chlorobenzene, chlorophenol and/or chloroaniline and application thereof |
| CN114806968B (en) * | 2022-06-02 | 2024-08-02 | 山东科技大学 | Pseudomonas for degrading chlorobenzene, chlorophenol and/or chloroaniline and application thereof |
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