CN113243364B - Application of compound octadecatriene as EoOR33 ligand - Google Patents
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N27/00—Biocides, pest repellants or attractants, or plant growth regulators containing hydrocarbons
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- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
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Abstract
The invention particularly relates to application of a compound octadecatriene serving as an EoOR33 ligand. Insect pheromone transmission plays an important role in the physiological activities of insects, and compounds in which sex pheromones regulate male and female attraction and mating behavior of insects are currently used to develop means for becoming sex attractants for controlling agricultural diseases. The results of the present study show that the compound cis-3.6.9-octadecatriene can stimulate the interaction between EoOR33 and co-receptor, cause the change of the configuration of EoOR33 itself and cause the change of the calcium signal downstream of the receptor. Based on the characteristics, the invention provides the application of the compound as a research reagent of an insect sex pheromone receptor OR33 and the application in the development of an inchworm griseus obliqua trapping product.
Description
Technical Field
The invention belongs to the technical field of insect sex pheromones, and particularly relates to application of a compound Cis-3.6.9-octadecatriene (Cis-3.6.9-octadecetriene) as an EoOR33 ligand.
Background
The information in this background section is only for enhancement of understanding of the general background of the invention and is not necessarily to be construed as an admission or any form of suggestion that this information forms the prior art that is already known to a person of ordinary skill in the art.
Vertebrates and insects have evolved complex chemoreceptors to detect and discriminate odors, respectively, and such proteins that sense odorant molecules in the external environment are called olfactory receptors. The rapid evolution of insect olfactory receptors is thought to help them adapt to various niches. (Hansson, B.S. & stenmyr, M.C, 2011). The olfactory receptors are mainly distributed in olfactory epithelial cells in the nasal cavity, and enable the body to produce olfactory sensation and respond to external odor stimuli by recognizing and combining different odor molecules.
Insect olfactory receptors are a novel class of receptors whose mechanism of action is not fully elucidated. In the past, it was thought that vertebrates used metabotropic G-protein coupled receptors (GPCRs) to signal, while insects used ligand-gated ion channel receptors (u.benjamin Kaupp, 2010). Subsequent studies have shown that insect olfactory receptors also have a seven-transmembrane structure, however the membrane topology employed is the opposite of GPCRs, i.e., the amino terminus is intracellular, whereas the amino terminus of conventional GPCRs is extracellular (Leslie B Vosshall, et al, 1999; Larsson MC. et al, 2004; Benton R et al, 2006; Wistrand M et al, 2006). Further studies have found that the antennae of the insect olfactory system contain two distinct chemical sensing mechanisms (Hildebrand JG,1997) and that the insect olfactory receptors constitute heterocomplexes with more gene-conserved co-receptors (co-receptors) (Neuhaus, EM, et al, 2005). According to functional studies, this complex acts both as a metabotropic receptor for the ligand (mediated by G-proteins) and as an ion channel gated by ligand binding (u.benjamin Kaupp,2010), both pathways can produce odor-induced depolarization (Dieter Wicher, et al, 2008). Upon stimulation by the ligand, olfactory neurons then transmit signals to higher nerve centers, which in turn produce a corresponding response.
Insect sex pheromone receptors, which are members of the insect olfactory receptor family, are membrane proteins for receiving and transmitting pheromone signals, olfactory neurons located on insect antenna receptors, which play a key role in the perception of chemical information by insects and in the transmission of neural signals. Insect Pheromones (Insect Pheromones) are microchemical messengers of the same species that communicate among individuals of the same species in the process of seeking a couple, foraging, spawning, self-defense, etc. (montozoo, 2000). Specific binding of sex pheromones to olfactory neurons is an important basis for recognition by insect sex pheromone receptors (Zhengkedi et al, 2012). In addition, the olfactory receptor also constitutes a heterologous complex together with a chaperone protein (corectepter) whose gene is more conserved; wherein, the olfactory receptor plays a role of specifically sensing smell, and the chaperonin plays a role of assisting in receiving signals and stabilizing the expression of the olfactory receptor. The insect sex pheromone is a compound for regulating male and female attraction and mating behavior of insects, and is secreted by female insects. Due to the properties of long-distance action, high sensitivity and strong specificity, people utilize various sex attractants as effective means for killing pests and interfering male and female mating so as to control the quantity of the pests, and no unified theory exists in the field aiming at the insect information transmission mechanism at present. Based on the above-mentioned background of research, the inventors considered that further elucidation of the insect sex pheromone transfer mechanism is of great significance for the development of insect trapping agents.
Disclosure of Invention
Based on the above research background, the present invention provides the compound Cis-3.6.9-octadecatriene (Cis-3.6.9-octadecetriene) as a ligand of the sex pheromone OR33 receptor of Ectropis griesens Warren. Cis-3.6.9-octadecatriene stimulates the interaction between EoOR33 and co-receptor, acting on the receptor EoOR33 can also cause the change of downstream calcium ions; and can cause the self conformation change of EoOR33 under the action of 10uM cis-3.6.9-octadecatriene.
Based on the research results, the invention provides the following technical scheme:
in a first aspect of the invention, there is provided the use of the compound octadecatriene as a ligand of EoOR 33.
Preferably, the compound octadecatriene is cis-3.6.9-octadecatriene, and has a structure shown as the following formula:
in the above technical scheme, the EoOR33 is a receptor of insect sex pheromone OR33, and the agonist has effects of promoting the interaction between EoOR33 and its chaperone protein (co-receptor), promoting the change of conformation of EoOR33 itself and activating its downstream pathway. Based on the above properties of the compounds, one skilled in the art can routinely apply them to research tools for the preparation of a model for insect sexual information transfer.
Therefore, the invention also provides an insect sex pheromone research reagent, which comprises a compound cis-3.6.9-octadecatriene.
The sex pheromone has the characteristics of long-distance action, high sensitivity and strong specificity, and is an ideal agricultural pest trapping reagent. The compound can be used as a sex pheromone analogue of the ectropis grisescens and developed into a sex attractant, and is expected to interfere the mating of male and female insects so as to become an effective means for controlling the quantity of pests.
In a third aspect of the invention, there is provided an Ectropis grissescens Warren trapping product comprising the compound cis-3.6.9-octadecatriene.
The beneficial effects of one or more technical schemes are as follows:
1. according to the research result of the invention, the compound cis-3.6.9-octadecatriene can stimulate the insect sex pheromone EoOR33 conformation change and promote the olfactory receptor to form a complex with the chaperone protein thereof, thereby playing an important role in the physiological behavior of insects. Since there is no unified theory on the current regulation mode of insect sex pheromone in the field, the invention provides the application of the compound as the EoOR33 agonist, provides a proper research tool for insect pheromone, and can stimulate the EoOR33 to generate conformational change under the concentration of 10uM, so that the compound is an ideal research reagent.
2. The ectropis obliqua is a main disease in the current tea garden production and mainly damages the leaf part of a tea tree. Because the economic value of the tea plant comes from leaves, the traditional insecticide cannot be directly applied to kill the ectropis grisescens, and only the trapping agent can be adopted to influence the propagation of the ectropis grisescens and reduce the quantity of the ectropis grisescens. The research result of the invention provides a theoretical basis for developing the compound cis-3.6.9-octadecatriene into the griseofulvin trapping product, and the compound is expected to be developed into the efficient and stable griseofulvin trapping product.
Drawings
The accompanying drawings, which are incorporated in and constitute a part of this specification, are included to provide a further understanding of the invention, and are incorporated in and constitute a part of this specification, illustrate exemplary embodiments of the invention and together with the description serve to explain the invention and not to limit the invention.
FIG. 1 is a graph showing the results of cis-3.6.9-octadecatriene causing the interaction between EoOR33 and co-receptor in example 1;
FIG. 2 is a graph showing the results of the conformational changes of EoOR33 itself when cis-3.6.9-octadecatriene alone acts on the receptor in example 1;
FIG. 3 is a graph showing the results of the change in calcium signal downstream of EoOR33 when cis-3.6.9-octadecatriene acts on the receptor in example 1.
Detailed Description
It is to be understood that the following detailed description is exemplary and is intended to provide further explanation of the invention as claimed. Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs.
It is noted that the terminology used herein is for the purpose of describing particular embodiments only and is not intended to be limiting of exemplary embodiments according to the invention. As used herein, the singular forms "a", "an" and "the" are intended to include the plural forms as well, and it should be understood that when the terms "comprises" and/or "comprising" are used in this specification, they specify the presence of stated features, steps, operations, devices, components, and/or combinations thereof, unless the context clearly indicates otherwise.
As described in the background, insect pheromones have important implications in insect physiological activity, and in particular, sex pheromones are commonly used in developing sex traps due to their high sensitivity and specificity. According to the invention, the griseofulworm is used as a research object, and the cis-3.6.9-octadecatriene compound can be used as an EoOR33 agonist ligand, and can be used for researching insect sex pheromone related mechanisms and developing trapping products of the griseofulworm.
In a first aspect of the invention, there is provided the use of the compound octadecatriene as a ligand of EoOR 33.
Preferably, the compound octadecatriene is cis-3.6.9-octadecatriene, and has a structure shown as the following formula:
in addition, cis-3.6.9-octadecatriene of the present invention includes, in addition to the compound entity, pharmaceutically acceptable salts of the compound, stereoisomers, solvates, polymorphs, tautomers, metabolites or prodrugs thereof.
Preferably, the EoOR33 ligand is an EoOR33 agonist.
In a second aspect of the invention, the invention provides an insect sex pheromone research reagent, wherein the research reagent comprises a compound cis-3.6.9-octadecatriene.
Preferably, the sex pheromone study agent is an animal model EoOR33 agonist; further, the activation includes facilitating the binding of EoOR33 and co-receptor.
In addition, the promoting effect of cis-3.6.9-octadecatriene on EoOR33 is also to promote the change of the conformation of EoOR33 itself. Therefore, in a preferred embodiment of the above technical solution, the sex pheromone research reagent comprises a labeled compound cis-3.6.9-octadecatriene for indicating the position or content of EoOR33 in the insect body.
Further, the marking mode is one of adding a tracer or introducing a luminescent group.
In a specific embodiment, the insect sex pheromone research reagent comprises a compound mixed with a fluorescent dye.
In yet another specific embodiment, in the insect sex pheromone research reagent, the compound is conjugated to a fluorescent group.
In a third aspect of the invention, there is provided an Ectropis grissescens Warren trapping product comprising the compound cis-3.6.9-octadecatriene.
Preferably, the ash tea geometrid trapping product is a trapping agent, a lure and/or a trap.
Further, the trapping agent comprises cis-3.6.9-octadecatriene and also comprises other active ingredients, wherein the other active ingredients comprise one or more of but not limited to pesticides, slow-release materials, herbicides and fertilizers.
Further, the pesticide is a alkaloid, a flavonoid, a terpene, a photoactivated toxin, a phenol, a steroid, a quinone, a coumarin, a xylan, a polyacetylene, or a polyacetylene.
Further, the use mode of the trapping agent is as follows: is applied to the soil at the root of the tea tree to be treated.
Still further, the lure comprises a carrier material carrying the compound cis-3.6.9-octadecatriene.
Further, the trap comprises a lure carrying the compound cis-3.6.9-octadecatriene.
In order to make the technical solutions of the present invention more clearly understood by those skilled in the art, the technical solutions of the present invention will be described in detail below with reference to specific embodiments.
Example 1
Constructing a recombinant EoOR33 plasmid and a co-receiver plasmid of gene recombination by adopting a molecular biological method, overexpressing EoOR33 and a co-receiver by using HEK293 cells, detecting whether the EoOR33 and the co-receiver have interaction by using a bioluminescence resonance energy transfer method of EoOR33 and the co-receiver, and characterizing the interaction condition of the EoOR33 and the co-receiver by using the efficiency of stimulating the compound cis-3.6.9-octadecatriene to cause bioluminescence resonance energy transfer; the self-conformational change of EoOR33 can be detected using the bioluminescence resonance energy transfer method of EoOR33, and the degree of self-conformational change of EoOR33 is characterized by the efficiency with which the compound cis-3.6.9-octadecatriene stimulates bioluminescence resonance energy transfer.
In the recombinant EoOR33 plasmid, the nucleotide sequence of the recombinant nucleic acid EoOR33 is shown as SEQ ID NO. 1, and the amino acid sequence of the recombinant nucleic acid EoOR33 is shown as SEQ ID NO. 2.
The compound cis-3.6.9-octadecatriene was formulated with PBS to a working concentration of 10-9M、10-8M、10-7M、10-6M、10-5M、10-4M、10-3M, in HEK293 cells overexpressing EoOR33 and co-receiver, given different concentrations (10)-9-10-3M) is stimulated by cis-3.6.9-octadecatriene, a negative control is that PBS without ligand stimulates HEK293 cells over expressing EoOR33, the cells are incubated at 37 ℃ for 10 minutes, a multifunctional enzyme-linked immunosorbent assay is used for detecting a luminescence value, and the results are subjected to statistical analysis and mapping (figure 1).
The structure of EoOR33 was simulated, FLASH was inserted into six positions 139, 143, 268, 273, 371, 375 of the three intracellular loops of EoOR33, and NLUC (sea cucumber luciferase) was attached to the N-terminus of EoOR 33. The cis-3.6.9-octadecatriene was then formulated with PBS to a working concentration of 10-5M, given at different concentrations (10) in HEK293 cells overexpressing EoOR33-10-10-3M) was stimulated with cis-3.6.9-octadecatriene, and the negative control was ligand-free PBS-stimulated HEK293 cells overexpressing EoOR33, fluorescence was recorded in real time using a multifunctional microplate reader, and the results were plotted for statistical analysis (fig. 2).
The compound cis-3.6.9-octadecatriene was formulated with PBS to a working concentration of 10-9M、10-8M、10-7M、10-6M、10-5M、10-4M、10-3M, in HEK293 cells overexpressing EoOR33 and calmodulin, different concentrations were given (10)-9-10-3M) is stimulated by cis-3.6.9-octadecatriene, and a negative control is that PBS without ligand stimulates HEK293 cells over-expressing EoOR33, a multifunctional microplate reader is used for detecting a luminescence value, and the results are subjected to statistical analysis and mapping (figure 3).
The experimental results show that the compound cis-3.6.9-octadecatriene can specifically bind to the sex pheromone receptor EoOR33, and the half effective concentration EC50 in the ligand stimulation experiment for generating the interaction of EoOR33 and co-receptor is 22.79 uM. The compound Cis-3.6.9-octadecatriene can act on a sex pheromone receptor EoOR33 alone to cause the change of the receptor self conformation, and in addition, the compound Cis-3.6.9-octadecetriene can also cause the change of the downstream calcium signal of the receptor.
The above description is only a preferred embodiment of the present invention and is not intended to limit the present invention, and various modifications and changes may be made by those skilled in the art. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
SEQUENCE LISTING
<110> Shandong university
<120> use of octadecatriene compound as EoOR33 ligand
<130> 2010
<160> 2
<170> PatentIn version 3.3
<210> 1
<211> 1290
<212> DNA
<213> Artificial sequence
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atgttgagtt ccattcgcga aggagaaaaa atcagcttga aagatgaata ttacatccag 60
catccagcca agcagacatt ctacaaggtg atagcgtaca tcatgggtat atacggatta 120
aactcggagt attggagttg gttctcgcgg ccgtcggacc ccatgcacca caaggcatac 180
atgctgcagc gctatatcgt catcatcttc gtgcccatca cgtcggcgtc ccaaacgttg 240
tatctcatcc tcaattacaa ggaattcgag ttttctgagc tctccgtcat gttggcgatc 300
atgcctgttg gttacgttgt gacggtgaaa tcagcatctg ctcaaacgga gacataccga 360
caagtaatga aatccttcat ggaaaagatt catcttcaca attatttgga tgtagaaata 420
tttaatgaac agaaacgaga ttttgttgct cgggagctgg tacgagccga aaagcgcaca 480
cgacagactc tgatattcgt gatgaccttg gtgctggttt gcttattttc ttggaacacc 540
gtcccaatcc tccacaacgt gaaacacaac gacgacatcc acaacatcac gaagcggctt 600
gaagtctgcg tgcacttctg gatgccattc gattatgagt acaacttcaa aggttatctc 660
tttgtcttga tcatcgggtt ctactgtggc ttcgtcgctt gcatcatcat gaatctcttc 720
gataccatca actttgcatt catcttccac ctggtgggac acattgggat catcaagtat 780
gatctgacgc atgggttcac agagaaaggc ttgactgaag aacagctcaa gacaagactt 840
gtcaaaatta acagatatta ctgtttcatt accgaaacgt tccatgcagt gacggccgcc 900
tacggactga acgtggcttc aatctacgca caaaacttag tccaaggagg actgctgctg 960
taccagttca tgtctgctgg aaaagattta gacacgttac tcacatttgg attaatgata 1020
ccaattttta tgggactttt agttctcgtg tcactaactc ttgaaaacgt acggattcag 1080
gcagacgata taccagcttt agtgtacgac ctgccgtggg agtcgatgag tgtgtccaac 1140
cagaagatgg ttctgctgat tttgaaccaa gtacaaccaa cgctcgagtt tttggctgct 1200
ttcaatatta agactggagt tcagccagcc atcaatatat tcaaaaccac attttcttac 1260
tacgtgatga tcaagtcaaa agacgaatga 1290
<210> 2
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Met Leu Ser Ser Ile Arg Glu Gly Glu Lys Ile Ser Leu Lys Asp Glu
1 5 10 15
Tyr Tyr Ile Gln His Pro Ala Lys Gln Thr Phe Tyr Lys Val Ile Ala
20 25 30
Tyr Ile Met Gly Ile Tyr Gly Leu Asn Ser Glu Tyr Trp Ser Trp Phe
35 40 45
Ser Arg Pro Ser Asp Pro Met His His Lys Ala Tyr Met Leu Gln Arg
50 55 60
Tyr Ile Val Ile Ile Phe Val Pro Ile Thr Ser Ala Ser Gln Thr Leu
65 70 75 80
Tyr Leu Ile Leu Asn Tyr Lys Glu Phe Glu Phe Ser Glu Leu Ser Val
85 90 95
Met Leu Ala Ile Met Pro Val Gly Tyr Val Val Thr Val Lys Ser Ala
100 105 110
Ser Ala Gln Thr Glu Thr Tyr Arg Gln Val Met Lys Ser Phe Met Glu
115 120 125
Lys Ile His Leu His Asn Tyr Leu Asp Val Glu Ile Phe Asn Glu Gln
130 135 140
Lys Arg Asp Phe Val Ala Arg Glu Leu Val Arg Ala Glu Lys Arg Thr
145 150 155 160
Arg Gln Thr Leu Ile Phe Val Met Thr Leu Val Leu Val Cys Leu Phe
165 170 175
Ser Trp Asn Thr Val Pro Ile Leu His Asn Val Lys His Asn Asp Asp
180 185 190
Ile His Asn Ile Thr Lys Arg Leu Glu Val Cys Val His Phe Trp Met
195 200 205
Pro Phe Asp Tyr Glu Tyr Asn Phe Lys Gly Tyr Leu Phe Val Leu Ile
210 215 220
Ile Gly Phe Tyr Cys Gly Phe Val Ala Cys Ile Ile Met Asn Leu Phe
225 230 235 240
Asp Thr Ile Asn Phe Ala Phe Ile Phe His Leu Val Gly His Ile Gly
245 250 255
Ile Ile Lys Tyr Asp Leu Thr His Gly Phe Thr Glu Lys Gly Leu Thr
260 265 270
Glu Glu Gln Leu Lys Thr Arg Leu Val Lys Ile Asn Arg Tyr Tyr Cys
275 280 285
Phe Ile Thr Glu Thr Phe His Ala Val Thr Ala Ala Tyr Gly Leu Asn
290 295 300
Val Ala Ser Ile Tyr Ala Gln Asn Leu Val Gln Gly Gly Leu Leu Leu
305 310 315 320
Tyr Gln Phe Met Ser Ala Gly Lys Asp Leu Asp Thr Leu Leu Thr Phe
325 330 335
Gly Leu Met Ile Pro Ile Phe Met Gly Leu Leu Val Leu Val Ser Leu
340 345 350
Thr Leu Glu Asn Val Arg Ile Gln Ala Asp Asp Ile Pro Ala Leu Val
355 360 365
Tyr Asp Leu Pro Trp Glu Ser Met Ser Val Ser Asn Gln Lys Met Val
370 375 380
Leu Leu Ile Leu Asn Gln Val Gln Pro Thr Leu Glu Phe Leu Ala Ala
385 390 395 400
Phe Asn Ile Lys Thr Gly Val Gln Pro Ala Ile Asn Ile Phe Lys Thr
405 410 415
Thr Phe Ser Tyr Tyr Val Met Ile Lys Ser Lys Asp Glu
420 425
Claims (7)
1. The application of octadecatriene serving as EoOR33 ligand is characterized in that the octadecatriene compound is cis-3.6.9-octadecatriene and has the structure shown as the following formula:
2. the use of the octadecatriene of claim 1 as EoOR33 ligand, wherein the EoOR33 ligand is an agonist of EoOR 33.
3. An insect sex pheromone research reagent, which is characterized in that the research reagent comprises a compound cis-3.6.9-octadecatriene; the sex pheromone research reagent is used for activating EoOR33 in an animal model; the sex pheromone research reagent comprises a labeled compound cis-3.6.9-octadecatriene which is used for indicating the position or content of EoOR33 in insects.
4. The insect sex pheromone research reagent of claim 3, wherein the activation comprises promoting the binding of EoOR33 to a co-receptor.
5. The insect sex pheromone research reagent of claim 3, wherein the labeling means is one of the addition of a tracer or the introduction of a luminophore.
6. The insect sex pheromone research reagent of claim 3, wherein the compound is mixed with a fluorescent dye.
7. The insect sex pheromone research reagent of claim 3, wherein the compound is coupled to a fluorescent group.
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| CN102125036A (en) * | 2010-12-15 | 2011-07-20 | 安徽农业大学 | Composition of Ectropis oblique sex pheromone, lure of composition and use method of lure |
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