Eisai Co., Ltd., Tokodai 5-1-3, Tsukuba, Ibaraki, 300-2635, Japan.
Japan Biological Informatics Consortium (JBIC), Aomi, Tokyo, Japan.
Appl Microbiol Biotechnol. 2021 May;105(10):4177-4187. doi: 10.1007/s00253-021-11304-z. Epub 2021 May 4.
Bioconversion using microorganisms and their enzymes is an important tool in many industrial fields. The discovery of useful new microbial enzymes contributes to the development of industries utilizing bioprocesses. Streptomyces sp. EAS-AB2608, isolated from a soil sample collected in Japan, can convert the tetrahydrobenzotriazole CPD-1 (a selective positive allosteric modulator of metabotropic glutamate receptor 5) to its hydroxylated form at the C4-(R) position. The current study was performed to identify the genes encoding the enzymes involved in CPD-1 bioconversion and to verify their function. To identify gene products responsible for the conversion of CPD-1, we used RNA sequencing to analyze EAS-AB2608; from its 8333 coding sequences, we selected two genes, one encoding cytochrome P450 (easab2608_00800) and the other encoding ferredoxin (easab2608_00799), as encoding desirable gene products involved in the bioconversion of CPD-1. The validity of this selection was tested by using a heterologous expression approach. A bioconversion assay using genetically engineered Streptomyces avermitilis SUKA24 ∆saverm3882 ∆saverm7246 co-expressing the two selected genes (strain ES_SUKA_63) confirmed that these gene products had hydroxylation activity with respect to CPD-1, indicating that they are responsible for the conversion of CPD-1. Strain ES_SUKA_63 also showed oxidative activity toward other compounds and therefore might be useful not only for bioconversion of CPD-1 but also as a tool for synthesis of drug metabolites and in optimization studies of various pharmaceutical lead compounds. We expect that this approach will be useful for bridging the gap between the latest enzyme optimization technologies and conventional enzyme screening using microorganisms. KEY POINTS: • Genes easab2608_00800 (cyp) and easab2608_00799 (fdx) were selected by RNA-Seq. • Selection validity was evaluated by an engineered S. avermitilis expression system. • Strain ES_SUKA_63 showed oxidative activity toward CPD-1 and other compounds.
利用微生物及其酶进行生物转化是许多工业领域的重要工具。发现有用的新微生物酶有助于利用生物过程发展工业。从日本采集的土壤样本中分离出的链霉菌 sp. EAS-AB2608 可以将四氢苯并三唑 CPD-1(代谢型谷氨酸受体 5 的选择性正变构调节剂)转化为其 C4-(R)位的羟基化形式。本研究旨在鉴定参与 CPD-1 生物转化的酶的编码基因,并验证其功能。为了鉴定负责 CPD-1 转化的基因产物,我们使用 RNA 测序分析 EAS-AB2608;从其 8333 个编码序列中,我们选择了两个基因,一个编码细胞色素 P450(easab2608_00800),另一个编码铁氧还蛋白(easab2608_00799),作为参与 CPD-1 生物转化的理想基因产物。通过使用异源表达方法来测试这种选择的有效性。使用遗传工程化的链霉菌avermitilis SUKA24 ∆saverm3882 ∆saverm7246 共表达这两个选定基因的生物转化测定(菌株 ES_SUKA_63)证实,这些基因产物对 CPD-1 具有羟化活性,表明它们负责 CPD-1 的转化。菌株 ES_SUKA_63 对其他化合物也表现出氧化活性,因此不仅可用于 CPD-1 的生物转化,而且可作为药物代谢物合成和各种药物先导化合物优化研究的工具。我们期望这种方法将有助于弥合最新酶优化技术与使用微生物进行常规酶筛选之间的差距。关键点:• 通过 RNA-Seq 选择基因 easab2608_00800(cyp)和 easab2608_00799(fdx)。• 通过工程化的 S. avermitilis 表达系统评估选择的有效性。• 菌株 ES_SUKA_63 对 CPD-1 和其他化合物表现出氧化活性。