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利用工程菌株合成甲基化邻氨基苯甲酸衍生物。

Synthesis of Methylated Anthranilate Derivatives Using Engineered Strains of .

机构信息

Department of Integrative Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University, Seoul 05029, Republic of Korea.

Department of Forest Resources, Gyeongnam National University of Science and Technology, Jinju 52725, Republic of Korea.

出版信息

J Microbiol Biotechnol. 2019 Jun 28;29(6):839-844. doi: 10.4014/jmb.1904.04022.

DOI:10.4014/jmb.1904.04022
PMID:31154751
Abstract

Anthranilate derivatives have been used as flavoring and fragrant agents for a long time. Recently, these compounds are gaining attention due to new biological functions including antinociceptive and analgesic activities. Three anthranilate derivatives, -methylanthranilate, methyl anthranilate, and methyl -methylanthranilate were synthesized using metabolically engineered stains of . encoding -methyltransferase from , encoding anthraniloyl-coenzyme A (CoA):methanol acyltransferase from , and encoding anthranilate coenzyme A ligase from were cloned and strains harboring these genes were used to synthesize the three desired compounds. mutants (, , mutants), which provide more anthranilate and/or -adenosyl methionine, were used to increase the production of the synthesized compounds. MS/MS analysis was used to determine the structure of the products. Approximately, 185.3 μM -methylanthranilate and 95.2 μM methyl -methylanthranilate were synthesized. This is the first report about the synthesis of anthranilate derivatives in .

摘要

邻氨基苯甲酸衍生物作为风味剂和香料已经有很长时间了。最近,由于其具有包括镇痛和止痛活性在内的新的生物学功能,这些化合物受到了关注。使用来自 的代谢工程菌株 、来自 的邻氨基苯甲酰辅酶 A(CoA):甲醇酰基转移酶编码的 和来自 的邻氨基苯甲酸辅酶 A 连接酶编码的 ,合成了三种邻氨基苯甲酸衍生物 -甲基邻氨基苯甲酸、邻氨基苯甲酸甲酯和邻氨基苯甲酸甲酯。克隆了这些基因,并使用携带这些基因的 菌株来合成这三种所需的化合物。使用 突变体( 、 、 突变体),这些突变体提供更多的邻氨基苯甲酸和/或 -腺苷甲硫氨酸,来提高合成化合物的产量。使用 MS/MS 分析确定了产物的结构。大约合成了 185.3 μM 的 -甲基邻氨基苯甲酸和 95.2 μM 的邻氨基苯甲酸甲酯。这是在 中首次报道邻氨基苯甲酸衍生物的合成。

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