Xu Caihong, Huang Yawen, Li Huanhuan, Shen Qianqian, Wang Feng, Shi Jianjun, Duan Peigao, Zhang Wuyuan
College of Chemistry and Chemical Engineering, Henan Polytechnic University, Jiaozuo, 454003, China.
Key Laboratory of Engineering Biology for Low-carbon Manufacturing, Tianjin Institute of Industrial Biotechnology, Chinese Academy of Sciences, Tianjin, 300308, China.
ChemSusChem. 2025 Jan 14;18(2):e202401196. doi: 10.1002/cssc.202401196. Epub 2024 Oct 4.
Vitamin D and its analogues play a crucial role in promoting the well-being of both humans and animals. However, the current synthesis of this vital class of nutrients heavily relies on chemical transformations, which suffer from low step- and atom-efficiency due to lengthy synthetic pathways. To enhance sustainability in the chemical industry, it is necessary to develop alternative synthetic processes. Herein, we present a photoenzymatic approach for synthesizing 25-hydroxyvitamin D from 7-dehydrocholesterol. In this sequential synthesis, 7-dehydrocholesterol is initially hydroxylated at the C25 C-H bond, resulting in an 85 % conversion to 25-hydroxyl-7-dehydrocholesterol. Subsequently, by employing photo-irradiation using a monochromatic LED ultraviolet light source in a batch reactor and thermal isomerization, 25-hydroxyvitamin D is obtained in satisfactory yield. This photoenzymatic process significantly reduces the need for purification steps and allows for gram-scale synthesis of the target product. Our work offers a selective, efficient, and environmentally friendly method for synthesizing 25-OH-vitamin D, addressing the limitations of current synthetic approaches.
维生素D及其类似物在促进人类和动物健康方面发挥着关键作用。然而,目前这类重要营养素的合成严重依赖化学转化,由于合成路径冗长,其步骤效率和原子效率较低。为提高化学工业的可持续性,有必要开发替代合成工艺。在此,我们提出一种从7-脱氢胆固醇合成25-羟基维生素D的光酶法。在这个连续合成过程中,7-脱氢胆固醇首先在C25 C-H键处羟基化,生成25-羟基-7-脱氢胆固醇的转化率为85%。随后,通过在间歇式反应器中使用单色LED紫外光源进行光照射和热异构化,以令人满意的产率获得了25-羟基维生素D。这种光酶法显著减少了纯化步骤的需求,并允许进行目标产物的克级合成。我们的工作为合成25-OH-维生素D提供了一种选择性高、效率高且环境友好的方法,解决了当前合成方法的局限性。