Strategies to Produce Chlorinated Indole-3-Acetic Acid and Indole-3-Acetic Acid Intermediates
Strategies to Produce Chlorinated Indole-3-Acetic Acid and Indole-3-Acetic Acid Intermediates
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DOI：
10.1002/slct.201701933
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发表时间：
2017-12-01
期刊：
影响因子：
2.1
通讯作者：
van Pee, Karl-Heinz
中科院分区：
文献类型：
--
作者：
Patallo, Eugenio P.;Walter, Antje;van Pee, Karl-Heinz
色氨酸和吲哚衍生物是许多天然生物合成途径中常见的前体。近年来，研究表明色氨酸卤化酶的底物特异性比以前认为的要宽松得多。利用色氨酸7-卤化酶PrnA、色氨酸6-卤化酶ThdH和色氨酸5-卤化酶PyrH，我们实现了吲哚-3-乙酸（IAA）的区域选择性单卤化，吲哚-3-乙酸（IAA）迄今尚未被报道为色氨酸卤化酶的底物。将色氨酸5-卤代酶基因导入拟南芥中，通过A. thaliana. PyrH活性也可以证明为植物产生的卤化酶体外。这些结果显示了黄素依赖性卤化酶在植物体内外产生新的卤化生长素或其他次生代谢产物的潜力。
Tryptophan and indole derivatives are common precursors in many natural biosynthetic pathways. In recent years it has been shown that the substrate specificity of tryptophan halogenases is much more relaxed than previously thought. Using the tryptophan 7-halogenase PrnA, the tryptophan 6-halogenase ThdH, and the tryptophan 5-halogenase PyrH we achieved the regioselective mono-halogenation of indole-3-acetic acid (IAA), which has not been reported as a substrate of tryptophan halogenases to date. The tryptophan 5-halogenase gene was introduced into Arabidopsis thaliana leading to the formation of 5-chlorotryptophan, 5-chloroindole-3-acetonitrile and 5-chloro-3-indole acetic acid by A. thaliana. PyrH activity could also be demonstrated for the plant-produced halogenase invitro. These results show the potential of flavin-dependent halogenases to generate novel halogenated auxins or other secondary metabolites invitro and invivo by plants.