Development of 4-methoxy-7-nitroindolinyl (MNI)-caged auxins which are extremely stable in planta.
Development of 4-methoxy-7-nitroindolinyl (MNI)-caged auxins which are extremely stable in planta.
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DOI：
10.1016/j.bmcl.2015.09.001
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发表时间：
2015-10-15
影响因子：
2.7
通讯作者：
Nozaki H
中科院分区：
文献类型：
--
作者：
Hayashi K;Kusaka N;Yamasaki S;Zhao Y;Nozaki H
植物激素生长素是植物生长发育的主要调节因子。细胞生长素水平的调节在植物发育过程中起着重要作用。生长素极性运输系统调节生长素梯度，决定植物响应环境条件和发育程序的发育过程。光不稳定笼生长素允许人工生长素梯度在细胞分辨率的光学控制。特别是双光子释放系统实现了对双光子截面光解反应的高度时空控制。然而，生长素的笼化形式的发展受到笼化生长素对更高植物代谢活性的不稳定性的限制。本文介绍了高度稳定的笼状生长素4-甲氧基-7-硝基吲哚啉（MNI）笼状生长素的合成及其应用。天然生长素吲哚乙酸和人工合成生长素1-NAA和2，4-D均用MNI笼化组笼化。MNI笼状生长素在植物中表现出高稳定性，并且在光解时快速释放原始生长素。我们证明了光学控制生长素响应基因的表达和生长素相关的生理反应，通过使用MNI笼生长素。我们预计，MNI笼生长素将是一个有效的工具，高分辨率控制内源生长素水平。
Phytohormone auxin is a master regulator in plant growth and development. Regulation of cellular auxin level plays a central role in plant development. Auxin polar transport system modulates an auxin gradient that determines plant developmental process in response to environmental conditions and developmental programs. Photolabile caged auxins allow optical control of artificial auxin gradients at cellular resolution. Especially, two-photon uncaging system achieves high spatiotemporal control of photolysis reaction at two-photon cross-section. However, the development of caged versions of auxin has been limited by the instability of the caged auxins to higher plant metabolic activities. Here, we describe the synthesis and application of highly stable caged auxins, 4-methoxy-7-nitroindolinyl (MNI)-caged auxins. Natural auxin, indole 3-acetic acid, and two synthetic auxins, 1-NAA and 2,4-D were caged by MNI caging group. MNI-caged auxins showed a high stability in planta and a rapid release the original auxin when photolyzed. We demonstrated that optical control of auxin-responsive gene expression and auxin-related physiological responses by using MNI-caged auxins. We anticipate that MNI-caged auxins will be an effective tool for high-resolution control of endogenous auxin level.