• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

一种用于克级规模合成25-羟基维生素D的光酶途径。

A Photoenzymatic Pathway for Gram-Scale Synthesis of 25-Hydroxyvitamin D.

作者信息

Xu Caihong, Huang Yawen, Li Huanhuan, Shen Qianqian, Wang Feng, Shi Jianjun, Duan Peigao, Zhang Wuyuan

机构信息

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.

出版信息

ChemSusChem. 2025 Jan 14;18(2):e202401196. doi: 10.1002/cssc.202401196. Epub 2024 Oct 4.

DOI:10.1002/cssc.202401196
PMID:39104184
Abstract

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.

摘要

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。

相似文献

1
A Photoenzymatic Pathway for Gram-Scale Synthesis of 25-Hydroxyvitamin D.一种用于克级规模合成25-羟基维生素D的光酶途径。
ChemSusChem. 2025 Jan 14;18(2):e202401196. doi: 10.1002/cssc.202401196. Epub 2024 Oct 4.
2
Vitamin D3 in Tilapia mossambica: relevance of photochemical synthesis.莫桑比克罗非鱼体内的维生素D3:光化学合成的相关性
J Nutr Sci Vitaminol (Tokyo). 1997 Aug;43(4):425-33. doi: 10.3177/jnsv.43.425.
3
Synthesis of 25-hydroxyvitamin D3 3 beta-3'-[N-(4-azido-2-nitrophenyl)amino]propyl ether, a second-generation photoaffinity analogue of 25-hydroxyvitamin D3: photoaffinity labeling of rat serum vitamin D binding protein.25-羟基维生素D3的第二代光亲和类似物25-羟基维生素D3 3β-3'-[N-(4-叠氮基-2-硝基苯基)氨基]丙基醚的合成:大鼠血清维生素D结合蛋白的光亲和标记
Biochemistry. 1991 May 14;30(19):4809-13. doi: 10.1021/bi00233a024.
4
Synthesis of vitamin D3 analogues with A-ring modifications to directly measure vitamin D levels in biological samples.合成具有 A 环修饰的维生素 D3 类似物,以直接测量生物样本中的维生素 D 水平。
Bioorg Med Chem. 2013 Dec 15;21(24):7779-89. doi: 10.1016/j.bmc.2013.10.013. Epub 2013 Oct 28.
5
UVB-induced conversion of 7-dehydrocholesterol to 1alpha,25-dihydroxyvitamin D3 in an in vitro human skin equivalent model.在体外人皮肤等效模型中,紫外线B诱导7-脱氢胆固醇转化为1α,25-二羟基维生素D3 。
J Invest Dermatol. 2001 Nov;117(5):1179-85. doi: 10.1046/j.0022-202x.2001.01538.x.
6
Highly selective whole-cell 25-hydroxyvitamin D synthesis using molybdenum-dependent C25-steroid dehydrogenase and cyclodextrin recycling.利用钼依赖的 C25-甾体脱氢酶和环糊精循环实现高选择性全细胞 25-羟基维生素 D 合成。
Microb Cell Fact. 2024 Jan 20;23(1):30. doi: 10.1186/s12934-024-02303-6.
7
Dermal fibroblasts pretreated with a sterol Delta7-reductase inhibitor produce 25-hydroxyvitamin D3 upon UVB irradiation.用甾醇Δ7-还原酶抑制剂预处理的皮肤成纤维细胞在紫外线B照射后产生25-羟基维生素D3。
J Photochem Photobiol B. 2006 Oct 2;85(1):72-8. doi: 10.1016/j.jphotobiol.2006.05.001. Epub 2006 Jul 7.
8
Total synthesis of biologically active 20S-hydroxyvitamin D3.生物活性20S-羟基维生素D3的全合成
Steroids. 2015 Dec;104:153-62. doi: 10.1016/j.steroids.2015.09.009. Epub 2015 Oct 1.
9
UV increases skin-derived 1α,25-dihydroxyvitamin D production, leading to MMP-1 expression by altering the balance of vitamin D and cholesterol synthesis from 7-dehydrocholesterol.紫外线增加皮肤源性 1α,25-二羟维生素 D 的产生,通过改变 7-脱氢胆固醇的维生素 D 和胆固醇合成的平衡,导致 MMP-1 的表达。
J Steroid Biochem Mol Biol. 2019 Dec;195:105449. doi: 10.1016/j.jsbmb.2019.105449. Epub 2019 Aug 27.
10
Synthesis of two carboxylic haptens for raising antibodies to 25-hydroxyvitamin D3 and 1alpha,25-dihydroxyvitamin D3.两种用于产生抗25-羟基维生素D3和1α,25-二羟基维生素D3抗体的羧基半抗原的合成。
J Steroid Biochem Mol Biol. 2007 Mar;103(3-5):227-30. doi: 10.1016/j.jsbmb.2007.01.001. Epub 2007 Jan 18.