Keeling Christopher I, Slessor Keith N, Higo Heather A, Winston Mark L
Department of Chemistry, Simon Fraser University, 8888 University Drive, Burnaby, BC, Canada V5A 1S6.
Proc Natl Acad Sci U S A. 2003 Apr 15;100(8):4486-91. doi: 10.1073/pnas.0836984100. Epub 2003 Apr 3.
The honey bee queen produces pheromones that function in both releaser and primer roles such as attracting a retinue of workers around her, attracting drones on mating flights, preventing workers from reproducing at the individual (worker egg-laying) and colony (swarming) level, and regulating several other aspects of colony functioning. The queen mandibular pheromone (QMP), consisting of five synergistic components, is the only pheromone chemically identified in the honey bee (Apis mellifera L.) queen, but this pheromone does not fully duplicate the pheromonal activity of a full queen extract. To identify the remaining unknown compounds for retinue attraction, honey bee colonies were selectively bred to have low response to synthetic QMP and high response to a queen extract in a laboratory retinue bioassay. Workers from these colonies were then used in the bioassay to guide the isolation and identification of the remaining active components. Four new compounds were identified from several glandular sources that account for the majority of the difference in retinue attraction between synthetic QMP and queen extract: methyl (Z)-octadec-9-enoate (methyl oleate), (E)-3-(4-hydroxy-3-methoxyphenyl)-prop-2-en-1-ol (coniferyl alcohol), hexadecan-1-ol, and (Z9,Z12,Z15)-octadeca-9,12,15-trienoic acid (linolenic acid). These compounds were inactive alone or in combination, and they only elicited attraction in the presence of QMP. There was still unidentified activity remaining in the queen extract. The queen therefore produces a synergistic, multiglandular pheromone blend of at least nine compounds for retinue attraction, the most complex pheromone blend known for inducing a single behavior in any organism.
蜜蜂蜂王会分泌信息素,这些信息素兼具释放型和引发型功能,比如吸引一群围绕在她身边的工蜂、在交配飞行时吸引雄蜂、阻止工蜂在个体层面(工蜂产卵)和蜂群层面(分蜂)进行繁殖,以及调节蜂群功能的其他几个方面。蜂王颚腺信息素(QMP)由五种协同成分组成,是在蜜蜂(西方蜜蜂)蜂王中唯一经化学鉴定的信息素,但这种信息素并不能完全复制完整蜂王提取物的信息素活性。为了鉴定出用于吸引侍从蜂的其余未知化合物,在实验室侍从蜂生物测定中,对蜜蜂蜂群进行了选择性培育,使其对合成QMP反应低,而对蜂王提取物反应高。然后将这些蜂群中的工蜂用于生物测定,以指导分离和鉴定其余的活性成分。从几个腺体来源中鉴定出了四种新化合物,它们占合成QMP和蜂王提取物在吸引侍从蜂方面差异的大部分:(Z)-9-十八碳烯酸甲酯(油酸甲酯)、(E)-3-(4-羟基-3-甲氧基苯基)-2-丙烯-1-醇(松柏醇)、十六醇和(Z9,Z12,Z15)-9,12,15-十八碳三烯酸(亚麻酸)。这些化合物单独或组合使用时均无活性,只有在QMP存在的情况下才会引发吸引作用。蜂王提取物中仍存在未鉴定出的活性。因此,蜂王会产生一种至少由九种化合物组成的协同、多腺体信息素混合物来吸引侍从蜂,这是已知的在任何生物体中诱导单一行为的最复杂的信息素混合物。