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首页> 外文期刊>Phytochemistry >Biosynthesis of methyl (E)-cinnamate in the liverwort Conocephalum salebrosum and evolution of cinnamic acid methyltransferase
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Biosynthesis of methyl (E)-cinnamate in the liverwort Conocephalum salebrosum and evolution of cinnamic acid methyltransferase

机译：甲基（e）的生物合成 - 在肝脏肝硬化的促议症和肉桂酸甲基转移酶的演化中的胰蛋白酶

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摘要

Methyl (E)-cinnamate is a specialized metabolite that occurs in a variety of land plants. In flowering plants, it is synthesized by cinnamic acid methyltransferase (CAMT) that belongs to the SABATH family. While rarely reported in bryophytes, methyl (E)-cinnamate is produced by some liverworts of the Conocephalum conicum complex, including C. salebrosum. In axenically grown thalli of C. salebrosum, methyl (E)-cinnamate was detected as the dominant compound. To characterize its biosynthesis, six full-length SABATH genes, which were designated CsSABATH1-6, were cloned from C. salebrosum. These six genes showed different levels of expression in the thalli of C. salebrosum. Next, CsSABATH1-6 were expressed in Escherichia coli to produce recombinant proteins, which were tested for methyltransferase activity with cinnamic acid and a few related compounds as substrates. Among the six SABATH proteins, CsSABATH6 exhibited the highest level of activity with cinnamic acid. It was renamed CsCAMT. The apparent Km value of CsCAMT using (E)-cinnamic acid as substrate was determined to be 50.5 mu M. In contrast, CsSABATH4 was demonstrated to function as salicylic acid methyltransferase and was renamed CsSAMT. Interestingly, the CsCAMT gene from a sabinene-dominant chemotype of C. salebrosum is identical to that of the methyl (E)-cinnamate-dominant chemotype. Structure models for CsCAMT, CsSAMT and one flowering plant CAMT (ObCCMT1) in complex with (E)-cinnamic acid and salicylic acid were built, which provided structural explanations to substrate specificity of these three enzymes. In phylogenetic analysis, CsCAMT and ObCCMT1 were in different clades, implying that methyl (E)-cinnamate biosynthesis in bryophytes and flowering plants originated through convergent evolution.
机译：甲基（e）-cinamate是一种专门的代谢物，发生在各种土地植物中。在开花植物中，它由肉桂酸甲基转移酶（Camt）合成，属于Sabath家族。虽然在苔藓植物中很少报道，但甲基（e）-cinnamate由一些肝癌复合物的一些Liverwort产生，包括C. alebrosum。在C. aleStrown的稳定炎症中，检测到甲基（E） - 氨基氨酸作为主要化合物。为了表征其生物合成，克隆了六个被称为CssaBATH1-6的全长Sabath基因，被C.奥斯布洛克克隆。这六种基因显示出C.Salsulum的Zhalli中的不同水平。接下来，在大肠杆菌中表达CSSABATH1-6以产生重组蛋白质，用肉桂酸和少数相关化合物作为底物测试甲基转移酶活性。在六种Sabath蛋白中，CSSABATH6与肉桂酸表现出最高水平的活性。它更名为CSCAMT。使用（e）-cinnamic酸作为底物的CSCAMT表观km值为50.5μm。相反，表明Cssabath4用作水杨酸甲基转移酶，并更名为CSSAMT。有趣的是，来自C. Sabinene的C. SaleBrosum的CScamt基因与甲基（e）的甲基（e）的显性趋化型相同。构建了CSCAMT，CSSAMT和一个开花植物Camt（OBCCMT1）的结构模型，构建了与（e）氨基酸和水杨酸的结构，为这三种酶的底物特异性提供了结构解释。在系统发育分析中，CSCAMT和OBCCMT1在不同的碎片中，暗示甲基（e） - 在苔藓植物和开花植物中的生物合成起源于会聚的进化。

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