Cheng Weijia, Zhi Yao, Chen Fangfang, Xiao Xiaochun, Lu Hui, Li Ranjun, Zhu Hangzhi, Wang Qiuxia, Fang Xueting, Xu Zhenni, Deng Zixin, Liu Tiangang, Lu Li
Department of Urology, Zhongnan Hospital of Wuhan University, School of Pharmaceutical Sciences, Wuhan University, Wuhan, China.
Key Laboratory of Combinatorial Biosynthesis and Drug Discovery (Ministry of Education), School of Pharmaceutical Sciences, Wuhan University, Wuhan, China.
Plant Biotechnol J. 2025 Jun;23(6):1927-1937. doi: 10.1111/pbi.70023. Epub 2025 Feb 26.
Plants produce a large array of natural products which play important roles in flavours, fragrances and medicines. However, some high-value plant intermediate metabolites cannot be directly extracted from plants. The tulip tree (Liriodendron chinense) in the Magnoliaceae family is rich in sesquiterpenes. Upon characterizing the functions of 11 Liriodendron chinense terpene synthases, we discovered that LcTPS3 could produce high yields of (+)-germacrene A, which was shown to be a central scaffold in sesquiterpene biosynthesis. This compound can be completely transformed into β-elemene at high temperature, a broad-spectrum antitumor drug widely used in clinical treatment. By expressing LcTPS3 in a precursor-providing Saccharomyces cerevisiae chassis and with the aid of metabolic engineering, the fermentation yield of (+)-germacrene A has been achieved at 14.71 g/L. Site-directed mutagenesis experiments and molecular dynamics simulations revealed that the A280V suppresses the cyclization of substrate by influencing the conformation of the enzyme-substrate. The Y282L facilitates secondary cyclization to produce α-guaiene by shortening the distance between the catalytic residue Y531 and the substrate. These insights underscore the high plasticity of LcTPS3 and suggest that its targeted engineering could unlock the synthesis of a wider array of valuable sesquiterpenes.
植物产生大量天然产物,这些产物在香料、香精和药物中发挥着重要作用。然而,一些高价值的植物中间代谢产物无法直接从植物中提取。木兰科的鹅掌楸(Liriodendron chinense)富含倍半萜。在对11种鹅掌楸萜类合酶的功能进行表征后,我们发现LcTPS3能够高产(+)-吉马烯A,该化合物被证明是倍半萜生物合成的核心骨架。这种化合物在高温下可完全转化为β-榄香烯,一种广泛应用于临床治疗的广谱抗肿瘤药物。通过在提供前体的酿酒酵母底盘中表达LcTPS3,并借助代谢工程,(+)-吉马烯A的发酵产量达到了14.71 g/L。定点诱变实验和分子动力学模拟表明,A280V通过影响酶-底物的构象来抑制底物的环化。Y282L通过缩短催化残基Y531与底物之间的距离促进二次环化以产生α-愈创木烯。这些见解强调了LcTPS3的高可塑性,并表明对其进行定向工程改造可以解锁更广泛的有价值倍半萜的合成。