Do two oxidants (ferric-peroxo and ferryl-oxo species) act in the biosynthesis of estrogens? A DFT calculation

被引：5

作者：

Wang, Xiang-Yun ^{[1
]}

Yan, Hui-Min ^{[1
]}

Han, Yan-Li ^{[1
]}

Zhang, Zhu-Xia ^{[1
]}

Zhang, Xiao-Yun ^{[1
]}

Yang, Wen-Jing ^{[1
]}

Guo, Zhen ^{[1
]}

Li, Yan-Rong ^{[2
]}

机构：

[1] Taiyuan Univ Technol, Coll Mat Sci & Engn, Key Lab Interface Sci & Engn Adv Mat, Minist Educ, Taiyuan 030024, Shanxi, Peoples R China

[2] Taiyuan Univ Technol, Dept Earth Sci & Engn, Taiyuan 030024, Shanxi, Peoples R China

来源：

RSC ADVANCES | 2018年 / 8卷 / 27期

关键词：

RESONANCE RAMAN-SPECTROSCOPY; H BOND ACTIVATION; COMPOUND-I; CYTOCHROME-P450; ENZYMES; MULTISTATE REACTIVITY; CATALYZED REACTIONS; QM/MM CALCULATIONS; DRUG-METABOLISM; HUMAN AROMATASE; MECHANISM;

D O I：

10.1039/c8ra01252k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Density functional theory calculations were performed in order to reveal the mysterious catalytic step of the biosynthesis of estrogens. The results indicated two reactive oxidants, ferric-peroxo and ferryl-oxo (compound I) species, to participate in the conversion of androgens to estrogens. The ferric-peroxo species was determined, according to our derived mechanism, to act in the oxidation of 19-OH androgen to yield the 19,19-gem-diol intermediate and generate the ferryl-oxo (compound I) species. This species was then modeled to effect, in the final step, an abstraction of H from an O-H group of 19,19-gem-diol to give the experimentally observed products. We considered our new mechanistic scenario to reasonably explain the latest experimental observations and to provide deep insight complementing the newly accepted compound I (Cpd I) mechanism.

引用

页码：15196 / 15201

页数：6