Citation: Dumei Ma, Libo Zhang, Yingwu Yin, Qian Wang. Structure-based design, synthesis of novel probes for cytochrome P450 OleT[J]. Chinese Chemical Letters, ;2021, 32(4): 1466-1469. doi: 10.1016/j.cclet.2020.09.042 shu

Structure-based design, synthesis of novel probes for cytochrome P450 OleT

Dumei Ma ^{a, 1} ,
Libo Zhang ^{b, 1} ,
Yingwu Yin ^{a, *,} ,
Qian Wang ^{b, *,}

a.
Department of Chemical and Biochemical Engineering, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China
b.
Department of Chemistry and Biochemistry, University of South Carolina, Columbia, SC 29208, United States

ywyin@xmu.edu.cn

wang263@mailbox.sc.edu

Received Date: 31 May 2020
Revised Date: 13 August 2020
Accepted Date: 23 September 2020
Available Online: 25 September 2020

Figures(3)

Cytochrome P450 OleT_SA, a new cytochrome P450 enzyme from Staphylococcus aureus, catalyzes the oxidative decarboxylation and hydroxylation of fatty acids to generate terminal alkenes and fatty alcohols. The mechanism of this bifurcative chemistry remains largely unknown. Herein, a class of derivatized fatty acids were synthesized as probes to investigate the effects of substrate structure on the product type of P450 OleT_SA. The results demonstrate that the fine-tuned structure of substrates, even in a remote distance from the carboxyl group, significantly regulates OleT catalyzed decarboxylation/hydroxylation reactions. Molecular docking analysis indicated the potential interactions between the carboxylate groups of different probes and the enzyme active center which was attributed to the bifurcative chemistry.
- Substrate engineering,
- Cytochrome P450 OleT,
- Decarboxylation,
- Hydroxylation,
- Fatty acid derivatives
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