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手性在嗅觉导向行为中的作用:松雕象甲属(鞘翅目:象甲科)昆虫的聚集。

Role of chirality in olfactory-directed behavior: Aggregation of pine engraver beetles in the genusIps (Coleoptera: Scolytidae).

机构信息

Forest Service, USDA, Pacific Southwest Research Station, P.O. Box245, 94701, Berkeley, California.

出版信息

J Chem Ecol. 1993 Aug;19(8):1809-31. doi: 10.1007/BF00982310.

DOI:10.1007/BF00982310
PMID:24249243
Abstract

There has been a renaissance of interest in the significance of enantiomeric composition in biological systems. Three chiral monoterpene alcohol aggregation pheromone components (ipsenol, ipsdienol, andcis-verbenol) commonly isolated from engraver beetles (Ips spp.) provide a paradigm for this theme as it relates to olfactory-guided insect behavior. The literature pertaining to this system is reviewed and the effects of the enantiomeric composition of these semiochemicals on theIps spp. community is explored on two trophic levels. Hypotheses generated from the well-studied aggregation pheromone production and response patterns forI. paraconfusus Lanier andI. pini (Say) are generalized to the North American species in the genus. Despite the progress withI. paraconfusus andI. pini, substantial deficiencies exist in our understanding of the role of enantiomeric composition in pheromonal/allomonal effects in different subgeneric groups, in the regulation and mechanisms of stereoselective biosynthesis of the monoterpene alcohols, and in the benefits derived by individual insects that produce relatively large proportions of inactive or interruptive enantiomers with attractive enantiomers.

摘要

人们对生物系统中对映体组成意义的兴趣再度兴起。从雕木象甲属(Ips 种)中通常分离出的三种手性单萜醇聚集信息素成分(异松油醇、异松油烯二醇和顺式马鞭草烯醇)为这一主题提供了范例,因为它与嗅觉引导的昆虫行为有关。本文综述了与该系统相关的文献,并探讨了这些半化学物质的对映体组成对两个营养水平上的雕木象甲属群落的影响。从研究充分的聚集信息素产生和响应模式中得出的假设被推广到该属的北美种。尽管在 I. paraconfusus 和 I. pini(Say)方面取得了进展,但我们对在不同亚属群体中对映体组成在信息素/他感作用、单萜醇的立体选择性生物合成的调控和机制以及产生大量无活性或中断性对映体的个体昆虫的益处的理解仍然存在很大的不足,而这些对映体具有吸引力。

相似文献

1
Role of chirality in olfactory-directed behavior: Aggregation of pine engraver beetles in the genusIps (Coleoptera: Scolytidae).手性在嗅觉导向行为中的作用:松雕象甲属(鞘翅目:象甲科)昆虫的聚集。
J Chem Ecol. 1993 Aug;19(8):1809-31. doi: 10.1007/BF00982310.
2
De novo biosynthesis of the aggregation pheromone components ipsenol and ipsdienol by the pine bark beetles Ips paraconfusus Lanier and Ips pini (Say) (Coleoptera: Scolytidae).松褐天牛(Ips paraconfusus Lanier)和北美松树小蠹(Ips pini (Say))(鞘翅目:小蠹科)对聚集信息素成分 ipsenol 和 ipsdienol 的从头生物合成。
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3
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J Chem Ecol. 1983 May;9(5):561-84. doi: 10.1007/BF00990410.
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Myrcene hydroxylases do not determine enantiomeric composition of pheromonal ipsdienol in Ips spp.月桂烯羟化酶并不决定 Ips 属昆虫性信息素 ipsdienol 的对映体组成。
J Chem Ecol. 2008 Dec;34(12):1584-92. doi: 10.1007/s10886-008-9563-7. Epub 2008 Nov 26.
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Pheromone production in bark beetles.信息素在树皮甲虫中的产生。
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本文引用的文献

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Chiral escape of bark beetles from predators responding to a bark beetle pheromone.树皮甲虫对捕食者的手性逃逸,捕食者对树皮甲虫信息素作出反应。
Oecologia. 1989 Sep;80(4):566-569. doi: 10.1007/BF00380083.
2
Interspecific effects of pheromones on the attraction of the bark beetles,Dendroctonus brevicomis andIps paraconfusus in the laboratory.种间信息素对实验室条件下引诱红脂大小蠹和柏肤小蠹的相互作用。
J Chem Ecol. 1981 Jan;7(1):9-18. doi: 10.1007/BF00988631.
3
Studies on sex pheromone of American cockroach, with emphasis on structure elucidation of periplanone-A.
对 Phyllosoma 复合组雄性(Triatominae:Reduviidae)来说,比玫瑰还甜。
Parasit Vectors. 2018 Feb 17;11(1):95. doi: 10.1186/s13071-018-2677-z.
4
Comparison of lodgepole and jack pine resin chemistry: implications for range expansion by the mountain pine beetle, Dendroctonus ponderosae (Coleoptera: Curculionidae).林波波松和杰克松树脂化学比较:对山松甲虫(鞘翅目:象甲科)范围扩张的影响。
PeerJ. 2014 Feb 11;2:e240. doi: 10.7717/peerj.240. eCollection 2014.
5
Interactions between components of the aggregation pheromone during chemotaxis by the bark beetleIps paraconfusus.聚集信息素成分在树皮甲虫 Ips paraconfusus 趋化作用中的相互作用。
J Chem Ecol. 1993 Apr;19(4):863-79. doi: 10.1007/BF00985016.
6
Olfactory responses ofIps plastographus maritimus lanier (coleoptera: Scolytidae) to insect and host-associated volatiles in the laboratory.长岛扁沙潜叶甲(鞘翅目:象甲科)对实验室中昆虫和寄主相关挥发物的嗅觉反应。
J Chem Ecol. 1996 Dec;22(12):2299-316. doi: 10.1007/BF02029548.
7
Enantiospecific pheromone production and response profiles for populations of pine engraver,Ips pini (Say) (Coleoptera: Scolytidae), in British Columbia.不列颠哥伦比亚省的白松幽木蠹,Ips pini (Say)(鞘翅目:小蠹科)种群的对映体特异性信息素产生和反应特征。
J Chem Ecol. 1996 Nov;22(11):2157-72. doi: 10.1007/BF02040100.
8
Chiral discrimination of the Japanese beetle sex pheromone and a behavioral antagonist by a pheromone-degrading enzyme.一种信息素降解酶对日本丽金龟性信息素及其行为拮抗剂的手性识别
Proc Natl Acad Sci U S A. 2008 Jul 1;105(26):9076-80. doi: 10.1073/pnas.0802610105. Epub 2008 Jun 25.
9
A chiral sex pheromone system in the pea midge, Contarinia pisi.豌豆瘿蚊(Contarinia pisi)中的手性性信息素系统。
J Chem Ecol. 2001 Jul;27(7):1391-407. doi: 10.1023/a:1010317310027.
美洲大蠊性信息素的研究,重点在于 elucidation 结构periplanone-A。
J Chem Ecol. 1982 Feb;8(2):439-51. doi: 10.1007/BF00987792.
4
Male-specific conversion of the host plant compound, myrcene, to the pheromone, (+)-ipsdienol, in the bark beetle,Dendroctonus brevicomis.雄虫将植物源化合物月桂烯转化为信息素(+)-法呢烯醇,在树皮甲虫Dendroctonus brevicomis 中。
J Chem Ecol. 1982 Feb;8(2):363-71. doi: 10.1007/BF00987784.
5
Pheromone biosynthetic pathways: Conversion of ipsdienone to (-)-ipsdienol, a mechanism for enantioselective reduction in the male bark beetle,Ips paraconfusus.信息素生物合成途径:ipsdienone 向(-)-ipsdienol 的转化,雄性树皮甲虫 Ips paraconfusus 中对映选择性还原的机制。
J Chem Ecol. 1984 Jul;10(7):1057-64. doi: 10.1007/BF00987512.
6
Pheromone production by axenically rearedDendroctonus ponderosae andIps paraconfusus (Coleoptera: Scolytidae).无菌饲养的美洲山松大小蠹和拟松梢小蠹(鞘翅目:小蠹科)的信息素产生。
J Chem Ecol. 1984 Feb;10(2):281-90. doi: 10.1007/BF00987856.
7
Potential for evolution of resistance to pheromones: Interindividual and interpopulational variation in chemical communication system of pink bollworm moth.对信息素产生抗药性的潜力:粉红棉铃虫蛾化学通讯系统的个体间和种群间变异。
J Chem Ecol. 1984 Nov;10(11):1551-65. doi: 10.1007/BF00988424.
8
Determination of chirality of alcohol or latent alcohol semiochemicals in individual insects.测定单个昆虫体内醇或潜伏性酒精信息素的手性。
J Chem Ecol. 1985 Dec;11(12):1659-67. doi: 10.1007/BF01012119.
9
Pheromone receptor cell specificity in interpopulational hybrids ofIps pini (Coleoptera: Scolytidae).松墨天牛(鞘翅目:小蠹科)种间杂交后代信息素受体细胞的特异性。
J Chem Ecol. 1985 Aug;11(8):999-1007. doi: 10.1007/BF01020670.
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Enzymatic adaptations of herbivorous insects and mites to phytochemicals.植食性昆虫和螨类对植物化学物质的酶适应。
J Chem Ecol. 1986 Feb;12(2):533-60. doi: 10.1007/BF01020571.