Department of Chemistry & Biochemistry, University of Arizona, Tucson, Arizona 85721, United States.
Department of Entomology, University of Arizona, Tucson, Arizona 85721, United States.
J Am Chem Soc. 2024 Mar 27;146(12):8480-8485. doi: 10.1021/jacs.3c14598. Epub 2024 Mar 14.
Mosquito control methods are vital to curtail the spread of life-threatening illnesses, such as dengue fever, malaria, and yellow fever. Vector control technologies must be selective to minimize deleterious effects on our ecosystem. Successful methods that control mosquito larva populations utilize the uniquely high alkaline nature of the midgut. Here, we present novel protected triazabutadienes (pTBD) that are deprotected under basic conditions of the larval midgut, releasing an aryl diazonium ion (ADI) that results in protein modification. The probes contain a bioorthogonal terminal alkyne handle, enabling a selective Cu-click reaction with an azidofluorophore for quantification by SDS PAGE and visualization using fluorescence microscopy. A control TBD, unable to release an ADI, did not label the midgut. We envision our chemical probes will aid in the development of new selective mosquito control methods, thus preventing the spread of mosquito-borne illnesses with minimal impact on other organisms in the ecosystem.
蚊虫控制方法对于遏制危及生命的疾病的传播至关重要,例如登革热、疟疾和黄热病。蚊虫控制技术必须具有选择性,以最大程度地减少对生态系统的有害影响。成功控制蚊虫幼虫种群的方法利用了中肠独特的高碱性性质。在这里,我们提出了新颖的保护三氮杂丁二烯(pTBD),它们在幼虫中肠的碱性条件下被脱保护,释放出芳基重氮离子(ADI),导致蛋白质修饰。这些探针含有生物正交末端炔烃手柄,能够与叠氮荧光团进行选择性 Cu-click 反应,通过 SDS PAGE 进行定量,并使用荧光显微镜进行可视化。无法释放 ADI 的对照 TBD 未标记中肠。我们设想我们的化学探针将有助于开发新的选择性蚊虫控制方法,从而在对生态系统中的其他生物体的影响最小的情况下,防止蚊媒疾病的传播。