Iron porphyrin as a cytochrome P450 model for the oxidation of xanthene

被引:0
|
作者
Lu, Xiaoyan [1 ]
Niu, Xinkai [2 ]
Qi, Jiarong [1 ]
Wei, Qi [1 ]
Ji, Ziyan [1 ]
Lan, Jihong [3 ]
Wang, Shuang [1 ]
机构
[1] Luoyang Normal Univ, Coll Chem & Chem Engn, Henan Key Lab Funct Oriented Porous Mat, Luoyang 471934, Peoples R China
[2] Shihezi Univ, Coll Sci, Xinjiang Prod & Construct Corps Key Lab Adv Energy, Shihezi 832003, Peoples R China
[3] Xinxiang Univ, Sch Chem & Mat Engn, Xinxiang 453003, Peoples R China
基金
中国国家自然科学基金;
关键词
Iron porphyrin; Cytochrome P450 model; The oxidation of xanthene; 9-H-xanthene-9-ol; DERIVATIVES; OXYGENATION; CATALYST; COMPLEX; DESIGN;
D O I
10.1016/j.jorganchem.2024.123371
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Cytochrome P450 enzyme is a superfamily of heme-containing enzyme, which play an important part in the metabolism of xenobiotics and biosynthesis of natural products. Cytochrome P450 enzyme is able to catalyze a series of challenging oxidation reactions, thus, it has attracted increased attention as a promising biocatalyst for synthetic chemistry. Transition-metal complexes of porphyrins have been successfully synthesized as models for the cytochrome P450 enzyme, and used to the oxidation of organic compounds such as hydrocarbons. In the current study, an iron porphyrin, 5,10,15,20-tetra (4-methoxyphenyl) porphine ferric chloride (III) (Fe(III)TCPP-OMe) is used as the catalyst for the oxidation of xanthene with peroxide oxidants (cumyl hydroperoxide (CmOOH) and tert -butyl hydroperoxide (t-BuOOH)). t-BuOOH)). Fe(III)TCPP-OMe shows high catalytic oxidation efficiency of xanthene and high selectivity for the formation of 9-H-xanthene-9-ol. This work provides a feasible method for the oxidation of hydrocarbons.
引用
收藏
页数:7
相关论文
共 50 条
  • [1] Iron Porphyrin as a Cytochrome P450 Model for the Degradation of Dye
    Ren, Dan-Dan
    Lu, Xiaoyan
    Zhou, Li-Ping
    Tian, Huanghongjun
    Wang, Shuang
    Ma, Lu-Fang
    Li, Dong-Sheng
    MOLECULES, 2022, 27 (22):
  • [2] Binding free energies of inhibitors to iron porphyrin complex as a model for Cytochrome P450
    Lee, Joo Yun
    Kang, Nam Sook
    Kang, Young Kee
    BIOPOLYMERS, 2012, 97 (04) : 219 - 228
  • [3] Catalytic Degradation of Triphenylmethane Dyes with an Iron Porphyrin Complex as a Cytochrome P450 Model
    Lu, Xiaoyan
    Che, Qiman
    Niu, Xinkai
    Zhang, Yilin
    Chen, Yu'e
    Han, Qing
    Li, Miaoqing
    Wang, Shuang
    Lan, Jihong
    MOLECULES, 2023, 28 (14):
  • [4] Comment on "binding free energies of inhibitors to iron porphyrin complex as a model for cytochrome p450"
    Rydberg, Patrik
    BIOPOLYMERS, 2012, 97 (04) : 250 - 251
  • [5] Photochemical oxidation of cytochrome P450
    Ener, Maraia E.
    Cheruzel, Lionel
    Winkler, Jay R.
    Gray, Harry B.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 241
  • [6] Remarkable axial thiolate ligand effect on the oxidation of hydrocarbons by active intermediate of iron porphyrin and cytochrome P450
    Ohno, T
    Suzuki, N
    Dokoh, T
    Urano, Y
    Kikuchi, K
    Hirobe, M
    Higuchi, T
    Nagano, T
    JOURNAL OF INORGANIC BIOCHEMISTRY, 2000, 82 (1-4) : 123 - 125
  • [8] Reply to "Comment on 'Binding Free Energies of Inhibitors to Iron Porphyrin Complex as a Model for Cytochrome P450'"
    Lee, Joo Yun
    Kang, Nam Sook
    Kang, Young Kee
    BIOPOLYMERS, 2012, 97 (08) : 649 - 650
  • [9] Hydrogen-bonded dioxygen adduct of an iron porphyrin with an alkanethiolate ligand: An elaborate model of cytochrome p450
    Matsu-ura, M
    Tani, F
    Nakayama, S
    Nakamura, N
    Naruta, Y
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2000, 39 (11) : 1989 - +
  • [10] Hydrogen-bonded dioxygen adduct of an iron porphyrin with an alkanethiolate ligand: An elaborate model of cytochrome P450
    Matsu-Ura, Mikiya
    Tani, Fumito
    Nakayama, Shinya
    Nakamura, Nobuhumi
    Naruta, Yoshinori
    Angewandte Chemie (International Edition in English), 2000, 39 (11): : 1989 - 1991