Differences of Atomic-Level Interactions between Midazolam and Two CYP Isoforms 3A4 and 3A5

Author:

Liu Shuhui12,Zheng Qingchuan1,Bai Fuquan1ORCID

Affiliation:

1. Institute of Theoretical Chemistry, College of Chemistry, Jilin University, Changchun 130023, China

2. School and Hospital of Stomatology, Jilin University, Changchun 130023, China

Abstract

CYP 3A4 and CYP 3A5 are two important members of the human cytochrome P450 family. Although their overall structures are similar, the local structures of the active site are different, which directly leads to obvious individual differences in drug metabolic efficacy and toxicity. In this work, midazolam (MDZ) was selected as the probe substrate, and its interaction with two proteins, CYP 3A4 and CYP 3A5, was studied by molecular dynamics simulation (MD) along with the calculation of the binding free energy. The results show that two protein–substrate complexes have some similarities in enzyme–substrate binding; that is, in both complexes, Ser119 forms a high occupancy hydrogen bond with MDZ, which plays a key role in the stability of the interaction between MDZ and the enzymes. However, the complex formed by CYP 3A4 and MDZ is more stable, which may be attributed to the sandwich structure formed by the fluorophenyl group of the substrate with Leu216 and Leu482. Our study interprets the binding differences between two isoform–substrate complexes and reveals a structure–function relationship from the atomic perspective, which is expected to provide a theoretical basis for accurately measuring the effectiveness and toxicity of drugs for individuals in the era of precision medicine.

Funder

‘14th Five-Year’ science and technology project of the education department of Jilin province

open fund of the state key laboratory of luminescent materials and devices of South China University of Technology

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

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