CN113940345A - Use of insect sex pheromone trans-8-dodecene acetate analogues for antagonising sex pheromones in insects - Google Patents

Use of insect sex pheromone trans-8-dodecene acetate analogues for antagonising sex pheromones in insects Download PDF

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CN113940345A
CN113940345A CN202111401094.XA CN202111401094A CN113940345A CN 113940345 A CN113940345 A CN 113940345A CN 202111401094 A CN202111401094 A CN 202111401094A CN 113940345 A CN113940345 A CN 113940345A
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sex pheromone
insect
dodecene acetate
pheromone
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崔艮中
李拥虎
王琳
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Yang Lingxianglin Agricultural Biology Technology Co ltd
Zoje Sifang Biotechnology Co ltd
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Yang Lingxianglin Agricultural Biology Technology Co ltd
Zoje Sifang Biotechnology Co ltd
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N35/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/02Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aliphatically bound aldehyde or keto groups, or thio analogues thereof; Derivatives thereof, e.g. acetals
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01MCATCHING, TRAPPING OR SCARING OF ANIMALS; APPARATUS FOR THE DESTRUCTION OF NOXIOUS ANIMALS OR NOXIOUS PLANTS
    • A01M1/00Stationary means for catching or killing insects
    • A01M1/02Stationary means for catching or killing insects with devices or substances, e.g. food, pheronones attracting the insects
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N31/00Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/02Acyclic compounds
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01MCATCHING, TRAPPING OR SCARING OF ANIMALS; APPARATUS FOR THE DESTRUCTION OF NOXIOUS ANIMALS OR NOXIOUS PLANTS
    • A01M2200/00Kind of animal
    • A01M2200/01Insects
    • A01M2200/011Crawling insects
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01MCATCHING, TRAPPING OR SCARING OF ANIMALS; APPARATUS FOR THE DESTRUCTION OF NOXIOUS ANIMALS OR NOXIOUS PLANTS
    • A01M2200/00Kind of animal
    • A01M2200/01Insects
    • A01M2200/012Flying insects

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  • Life Sciences & Earth Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Zoology (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Health & Medical Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Insects & Arthropods (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Catching Or Destruction (AREA)

Abstract

The invention discloses the use of insect sex pheromone trans-8-dodecene acetate analogues in conferring antagonistic response to sex pheromones on insects. The insect sex pheromone trans-8-dodecene acetate analogue is trans-8-dodecenal and/or trans-8-dodecenol. The invention discovers the inhibiting effect of insect sex pheromone analogue trans-8-dodecenal or trans-8-dodecenol on the attracting effect of insect sex pheromone trans-8-dodecene acetate on male imagoes, and the inhibiting effect is used for improving the accuracy rate of pest trapping and improving the prevention and control effect.

Description

Use of insect sex pheromone trans-8-dodecene acetate analogues for antagonising sex pheromones in insects
Technical Field
The invention relates to the field of application of insect sex pheromones, in particular to application of insect sex pheromone trans-8-dodecene acetate analogues in antagonistic reaction of insects on the sex pheromones.
Background
Pheromones are a general term for trace chemical substances which play a role in chemical communication between organisms, are compounds which are used by insects to express various information such as aggregation, foraging, mating, warning and the like, and are chemical molecular languages for insect communication. For example, in nature, the female adult insect pest, after sexual maturity, releases a compound called sex pheromone, which diffuses with the airflow after being released into the air, stimulates the chemical sensory organs in the antennal of the male insect, causes the male to be personally impulsive and induces the male insect to fly directionally to the releasing source, and mates with the female adult insect releasing to reproduce the offspring. Meanwhile, the sex pheromone of the insect is used as a chemical communication tool in the reproduction stage between the same species and different species of insects, and the high complexity and the particularity of the chemical structure of the sex pheromone are important guarantee for the reproduction isolation between the species of the insects, so that the sex pheromone between different insects cannot be replaced mutually, and the sex pheromone cannot cause confusion, and has great practical value in the aspects of regional investigation, plant quarantine, prevention and control and the like of the insects.
The insect sex attractant lure core is composed of insect sex pheromone and a slow release carrier wrapping the sex pheromone. The sex pheromones of different insects have larger difference, the composition of the sex pheromones of a research object is analyzed and identified, and chemical synthesis is carried out by specific steps to obtain chemical substances with trapping effect on male adults; the slow releasing carrier of sex pheromone is made of specific material and is the part for loading insect sex pheromone, and the slow releasing carrier ensures the slow release of the internal pheromone. The sex pheromone trapping core is combined with a matched trap to simulate female adults to trap male adults and monitor and control pests, and the sex pheromone trapping core is an important control measure in the current green control.
At present, the insect sex pheromone product has the sex attractant lure, and also has disorientation silk, microcapsules and the like for interfering the mating of pests. The pest interference mating technology is that sex pheromone with the content higher than that of pests and lure cores is emitted in the field, so that sex pheromone smell is diffused in the air, male pests lose the ability of searching for female pests, the mating probability of the female pests and the male pests is greatly reduced, the population density of next generation pests is sharply reduced, and the purpose of prevention and control is achieved.
However, as the application increases, technologists find that certain sex pheromone lure traps other pests when trapping a specific target pest, and analyze the reason for the fact that the two pests have the same composition, and when the two pests occur in the nature, substances which cannot be found in the prior art are interfered, or the active areas and the active time between the pests are different, so that ineffective luring during the mating process is avoided. However, the decrease of the specificity of monitoring in the monitoring trapping at the present stage brings trouble to the practical production. Therefore, it is a solution to improve the trapping accuracy of target pests by finding out interfering substances that affect different pests and are not attracted by the same attractant component and releasing them together with the attractant at different activity times, etc.
Meanwhile, the application of the mating interference technology is limited due to the high synthesis cost of the sex pheromone component raw pesticide, the relatively large dosage and the like. Therefore, the development of alternative or synergistic substances for sex pheromone mating disruption is of great importance for the practical production.
Trans-8-dodecene acetate is one of the sex pheromone components of Grapholitha molesta and Grapholitha molesta.
Therefore, providing the use of trans-8-dodecene acetate analogs to trap precisely and interfere with mating against the pests described above is a technical problem that those skilled in the art would be urgently required to solve.
Disclosure of Invention
In view of the foregoing, the present invention provides the use of an insect sex pheromone analog trans-8-dodecenal or trans-8-dodecenol which is antagonistic to the insect sex pheromone component trans-8-dodecenyl acetate.
In order to achieve the purpose, the invention adopts the following technical scheme:
use of an insect sex pheromone trans-8-dodecene acetate analogue for providing an insect with an antagonistic response to a sex pheromone.
Further, the insect sex pheromone trans-8-dodecene acetate analogue is obtained by changing the functional group of trans-8-dodecene acetate.
Still further, the insect sex pheromone trans-8-dodecene acetate analog is trans-8-dodecenal and/or trans-8-dodecenol.
Further, the application method of the insect sex pheromone trans-8-dodecene acetate analogue comprises the following steps: the insect sex pheromone trans-8-dodecene acetate analogue is added into the volatile solution, loaded on the carrier and released to the environment through the carrier.
Further, the mass ratio of the insect sex pheromone trans-8-dodecene acetate analogue to the volatile solution is 1:100-1: 10.
Still further, the volatile solution is a lipophilic small molecular weight organic solution.
Preferably, the lipid low molecular weight organic solution is any one of methyl chloride, acetone, petroleum ether and n-hexane. The solution is favorable for carrying pheromone molecules into the carrier.
Further, the carrier is an object with a slow release function.
Further, the objects with the slow release function include plastic capillaries, butyl rubber plugs, natural rubber plugs, plastic slow release bags or slow release tablets, filter paper, colloids, timed spraying, microcapsules and the like.
Furthermore, the insect sex pheromone trans-8-dodecene acetate analogue can be loaded on the same carrier together with the insect sex pheromone or can be loaded on different carriers separately and then released into an application environment;
the insect sex pheromone trans-8-dodecene acetate analogue can be loaded on the carrier independently or can comprise a plurality of solutions and other insect sex pheromones which are loaded on the carrier together;
the insect sex pheromone trans-8-dodecene acetate analogue has different antagonistic reaction degrees on the insect sex pheromone; the insect sex pheromone trans-8-dodecene acetate analogue can be applied to the specific trapping of insect sex pheromones on pests and the prevention and control of interference mating.
The application of the insect sex pheromone analogue trans-8-dodecenal or trans-8-dodecenol to the antagonism of insect sex pheromone trans-8-dodecene acetate is verified by field experiments. Trans-8-dodecenal or trans-8-dodecenol are sex pheromone components of insects other than insects to which they act as analogs. Different insects exist in different habitats of the nature, and different insect behavior rhythms are different, so that the application of the sex pheromone analogue to the corresponding insects is a new discovery aiming at the pests with certain original sex pheromone.
In the invention, aiming at the lure core containing sex pheromone trans-8-dodecene acetate which can simultaneously lure two pests, the sex pheromone analogue trans-8-dodecene aldehyde or trans-8-dodecene alcohol is released in the activity time of the non-target pests, thereby further inhibiting the lure core from luring the non-target pests and improving the trapping accuracy of the target pests.
In the invention, aiming at insect disorientation products, a sex pheromone component is a sex pheromone analogue of trans-8-dodecenal or trans-8-dodecenal of certain pests of trans-8-dodecene acetate to prepare disorientation products, thereby improving disorientation rate; since the preparation of trans-8-dodecenal or trans-8-dodecenol is not readily available in the state of the art, it is not yet feasible to reduce costs for disorientation applications as a substitute.
The invention has the beneficial effects that: the invention discovers the inhibiting effect of insect sex pheromone analogue trans-8-dodecenal or trans-8-dodecenol on the attracting effect of insect sex pheromone trans-8-dodecene acetate on male imagoes, and the inhibiting effect is used for improving the accuracy rate of pest trapping and improving the prevention and control effect.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1
Insect sex pheromone trans-8-dodecene acetate analogue trans-8-dodecenal and trans-8-dodecenol inhibit the attraction of grapholitha molesta to grapholitha molesta
A comparative test of trapping grapholitha molesta sex pheromone and trapping grapholitha molesta sex pheromone by the core added with insect sex pheromone analogues is carried out in a pear garden in Qian county of Shaanxi in 8-9-29 in 2020. Wherein the sex pheromone lure CK component of the oriental fruit moth is trans-8-dodecene acetate and cis-8-dodecene acetate; in order to verify the interference effect of the sex pheromone analogue on the sex pheromone, trans-8-dodecenyl ester analogues are respectively added into the lure core. Wherein, a trans-8-dodecenol induced core mark (marked as a group) and a trans-8-dodecenal induced core mark (marked as a group B) are added.
The lure contains 1mg of pheromone, and the contents of the added analogues are 0.05mg, 0.5mg and 1mg respectively. The contents of the analogs in each treatment are respectively marked as 1, 2 and 3 from low to high.
The test results show (see table 1) that trans-8-dodecene acetate is used as a sex pheromone component, and analogs of trans-8-dodecenol and trans-8-dodecenal inhibit the attraction effect of the trans-8-dodecenol and the trans-8-dodecenal on the oriental fruit moth male imagoes of the oriental fruit moth, and inhibit the effect under different concentrations; however, the degree of inhibition varies with the substance and the concentration used.
TABLE 1 interference test results of Grapholitha molesta interferent on Grapholitha molesta
Figure BDA0003364331590000051
Example 2
Insect sex pheromone trans-8-dodecene acetate analogue trans-8-dodecenal and trans-8-dodecenol inhibit the attraction of grapholitha molesta to grapholitha molesta
A comparative test of trapping the grapholitha molesta sex pheromone in the apple orchard and trapping the grapholitha molesta sex pheromone by the core added with insect sex pheromone analogues is carried out in green harbor ecological parks in Qian county of Shaanxi at 2021, 7 months 21-8 months 20. Wherein the sex pheromone lure CK component of the oriental fruit moth is trans-8-dodecene acetate and cis-8-dodecene acetate; in order to verify the interference effect of the sex pheromone analogue on the sex pheromone, trans-8-dodecenyl ester analogues are respectively added into the lure core. Wherein, a trans-8-dodecenol induced core mark (marked as a group) and a trans-8-dodecenal induced core mark (marked as a group B) are added.
The lure contains 1mg of pheromone, and the contents of the added analogues are 0.05mg, 0.5mg and 1mg respectively. The contents of the analogs in each treatment are respectively marked as 1, 2 and 3 from low to high.
The test results show (see table 2) that in apple orchards and pear orchards, trans-8-dodecenyl acetate in the oriental fruit moths is used as a sex pheromone component, and analogs of the trans-8-dodecenyl alcohol and trans-8-dodecenyl aldehyde inhibit the attraction effect of the insect on the male imagoes of the oriental fruit moths, and inhibit the insect under different concentrations; however, the degree of inhibition varies with the substance and the concentration used.
TABLE 2 interference test results of Grapholitha molesta interferent on Grapholitha molesta
Type of jamming device Daily trapping quantity/head Single day maximum trapping amount/head Total Capture volume/head
A1 1.83±0.75b 3 11
A2 2.50±1.87b 6 15
A3 8.83±6.37b 17 53
B1 1.17±0.98b 2 7
B2 0.67±0.82b 2 4
B3 2.50±1.22b 4 15
CK 47.00±17.16a 263 282
Example 3
Insect sex pheromone trans-8-dodecene acetate analogue trans-8-dodecenal and trans-8-dodecenol inhibit the attraction of grapholitha molesta to grapholitha molesta
A comparative test of trapping grapholitha molesta sex pheromone and trapping grapholitha molesta sex pheromone by the core added with insect sex pheromone analogues is carried out in the peach garden of the Hebei Heshui Meisong garden base at 2021, 8 months 10-9 months 11. Wherein the sex pheromone lure CK component of the oriental fruit moth is trans-8-dodecene acetate and cis-8-dodecene acetate; in order to verify the interference effect of the sex pheromone analogue on the sex pheromone, trans-8-dodecenyl ester analogues are respectively added into the lure core. Wherein, a trans-8-dodecenol induced core mark (marked as a group) and a trans-8-dodecenal induced core mark (marked as a group B) are added.
The lure contains 1mg of pheromone, and the contents of the added analogues are 0.05mg, 0.5mg and 1mg respectively. The contents of the analogs in each treatment are respectively marked as 1, 2 and 3 from low to high.
The test results show (see table 3) that in peach gardens, as in pear gardens and apple gardens, the trans-8-dodecenyl acetate in the oriental fruit moths is used as a sex pheromone component, and analogs of the trans-8-dodecenyl alcohol and the trans-8-dodecenyl aldehyde can inhibit the attraction effect of the analogs on the male imagoes of the oriental fruit moths, and can inhibit the imagoes under different concentrations; however, the degree of inhibition varies with the substance and the concentration used.
TABLE 3 interference test results of Grapholitha molesta interferent on Grapholitha molesta
Type of jamming device Daily trapping quantity/head Single day maximum trapping amount/head Total Capture volume/head
A1 3.83±2.14b 6 23
A2 3.17±2.23b 7 19
A3 7.33±3.44b 10 44
B1 2.33±1.21b 4 14
B2 2.83±1.72b 5 17
B3 3.00±1.67b 5 18
CK 40.83±14.18a 57 245
Example 4
The disorientation pest control can be understood in nature that the whole planting space is filled with the odor of the female adults through a large amount of sex pheromones, the odor of the real female adults is covered, the male insects cannot locate the female insects and cannot be attracted by the female insects, the male and female adults cannot complete mating, the population density of the next generation pest is reduced, and the harm is reduced. Usually, sex pheromone is released manually to carry out disorientation control, the disorientation effect is judged by the effect of trapping target pests by the sex attractant core, and if the pests trapped by the sex attractant core in the disorientation area are less than that in the non-disorientation area, the disorientation effect exists, namely, the induction effect of the female adult is reduced or lost.
Since antagonistic substances likewise reduce the sensitivity of the target pests to sexual information, they can be considered for use in disorientation control. Example 4 uses disorientation (mating disruption) as an example, and exemplifies the use of antagonistic substances.
Test of interference (disorienting) effect of insect sex pheromone component trans-8-dodecenyl acetate analogue trans-8-dodecenol on mating of Grapholitha molesta adults
Grapholitha molesta sex pheromone trans-8-dodecene acetate is used as the sex pheromone selected in the embodiment, and the sex pheromone trans-8-dodecenol is released in the field together with the sex pheromone analogue. Tests show that the disorientation effect on the target pest Grapholitha molesta exists when the trans-8-dodecenol and the trans-8-dodecene acetate coexist, the disorientation effect is different among different treatments, and the results are shown in a table 4.
The disorientation test started in the garden of red rock village in Qian county of Shaanxi on 2021 from 6 months 9 to 8 days 5. The sex pheromone disorienting component of the grapholitha molesta for the test is that the grapholitha molesta contains cis-8-dodecene acetate and trans-8-dodecene acetate in a ratio of 86:6, and the balance is solvent. In this embodiment, CK treatment is a disorientation distributor with the above ratio, and the dosage of disorientation pheromone per mu is 1600 mg/month. After the addition of the trans-8-dodecenyl acetate analog trans-8-dodecenol, treatment A and treatment B were supplemented with pheromones in pheromone amounts 1/10 and 1/2, respectively.
TABLE 4 comparison of average trapping amount of Grapholitha molesta in non-labyrinthine region and labyrinthine region of Chorda litchis in dry county of Shanxi
Date (6.9 arrangement) CK A B Non-disorientation area
6.15 0 0.6 0.4 7.6
6.19 0 1.8 1.4 3.6
6.25 0 0 0 11.6
7.3 0 0.2 0 7
7.8 0 0 0.2 15.4
7.14 0.2 0.8 0.6 54.4
7.19 0.6 1.8 0.8 38.6
7.23 1 2.4 0.6 36.2
7.30 0.2 3.2 0.2 45.8
8.5 0.4 1 0.2 55.4
Total up to 2.4 11.8 4.4 275.6
Example 5
The disorientation test started in peach orchard, Nantong City, Jiangsu province, from 7 months 1 to 7 days 30 in 2021. The sex pheromone disorienting component of the grapholitha molesta for the test is that the grapholitha molesta contains cis-8-dodecene acetate and trans-8-dodecene acetate in a ratio of 86:6, and the balance is solvent. In this embodiment, CK treatment is a disorientation distributor with the above ratio, and the dosage of disorientation pheromone per mu is 1600 mg/month. After the addition of the trans-8-dodecenyl acetate analog trans-8-dodecenol, treatment A and treatment B were supplemented with pheromones in pheromone amounts 1/10 and 1/5, respectively.
TABLE 5 comparison of average individual trap amounts of Grapholitha molesta in non-disorientation and disorientation areas of south China sea of Jiangsu province
Date (7 month 1 day arrangement) CK A B Non-disorientation area
7 month and 8 days 0 0.2 0.2 18.8
7 month and 14 days 0 0.2 0 34.6
7 month and 19 days 0.2 0.6 0.2 53.4
7 month and 23 days 0 0.4 0 56.4
7 month and 30 days 0.2 0.8 0.2 57.2
Total up to 0.4 2.2 0.6 220
Tests show that the trans-8-dodecenol and the trans-8-dodecene acetate have disorientation effects on target pests, namely the oriental fruit moths, and have consistent result trends in peach gardens and pear gardens, and the disorientation effects of different treatments have certain differences, and the results are shown in a table 4.
Although embodiments of the present invention have been shown and described above, it is understood that the above embodiments are exemplary and should not be construed as limiting the present invention, and that variations, modifications, substitutions and alterations can be made to the above embodiments by those of ordinary skill in the art within the scope of the present invention.

Claims (7)

1. Use of an insect sex pheromone trans-8-dodecene acetate analogue for providing an insect with an antagonistic response to a sex pheromone.
2. Use of an insect sex pheromone trans-8-dodecene acetate analogue in antagonizing sex pheromones as in claim 1 wherein the insect sex pheromone trans-8-dodecene acetate analogue is derived from trans-8-dodecene acetate with altered functionality.
3. Use of an insect sex pheromone trans-8-dodecene acetate analogue in the antagonism of a sex pheromone by an insect according to claim 2 wherein the insect sex pheromone trans-8-dodecene acetate analogue is trans-8-dodecenal and/or trans-8-dodecenol.
4. The use of an insect sex pheromone trans-8-dodecene acetate analog in antagonizing sex pheromones as in claim 1 by a method comprising: the insect sex pheromone trans-8-dodecene acetate analogue is added into the volatile solution, loaded on the carrier and released to the environment through the carrier.
5. The use of an insect sex pheromone trans-8-dodecene acetate analog in antagonizing sex pheromones as in claim 4 in a mass ratio of the insect sex pheromone trans-8-dodecene acetate analog to the volatile solution of from 1:100 to 1: 10.
6. Use of an insect sex pheromone trans-8-dodecene acetate analogue in the antagonism of a sex pheromone by an insect according to claim 4 wherein the volatile solution is a lipophilic small molecular weight organic solution.
7. The use of an insect sex pheromone trans-8-dodecene acetate analog in providing an insect antagonistic response to a sex pheromone according to claim 4 wherein said carrier is a slow release article.
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王留洋等: "银锭夜蛾性信息素拮抗剂的合成及活性研究", 《中国生物防治学报》 *
陈国发等: "落叶松鞘蛾性引诱剂研究的新进展", 《森林病虫通讯》 *

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