LABIO-Laboratório de Bioinformática, Modelagem e Simulação de Biossistemas, PPGCC, Faculdade de Informática, PUCRS, Porto Alegre, RS, Brasil.
J Mol Model. 2012 May;18(5):1779-90. doi: 10.1007/s00894-011-1200-7. Epub 2011 Aug 12.
InhA, the NADH-dependent 2-trans-enoyl-ACP reductase enzyme from Mycobacterium tuberculosis (MTB), is involved in the biosynthesis of mycolic acids, the hallmark of mycobacterial cell wall. InhA has been shown to be the primary target of isoniazid (INH), one of the oldest synthetic antitubercular drugs. INH is a prodrug which is biologically activated by the MTB catalase-peroxidase KatG enzyme. The activation reaction promotes the formation of an isonicotinyl-NAD adduct which inhibits the InhA enzyme, resulting in reduction of mycolic acid biosynthesis. As a result of rational drug design efforts to design alternative drugs capable of inhibiting MTB's InhA, the inorganic complex pentacyano(isoniazid)ferrate(II) (PIF) was developed. PIF inhibited both wild-type and INH-resistant Ile21Val mutants of InhA and this inactivation did not require activation by KatG. Since no three-dimensional structure of the InhA-PIF complex is available to confirm the binding mode and to assess the molecular interactions with the protein active site residues, here we report the results of molecular dynamics simulations of PIF interaction with InhA. We found that PIF strongly interacts with InhA and that these interactions lead to macromolecular instabilities reflected in the long time necessary for simulation convergence. These instabilities were mainly due to perturbation of the substrate binding loop, particularly the partial denaturation of helices α6 and α7. We were also able to correlate the changes in the SASAs of Trp residues with the recent spectrofluorimetric investigation of the InhA-PIF complex and confirm their suggestion that the changes in fluorescence are due to InhA conformational changes upon PIF binding. The InhA-PIF association is very strong in the first 20.0 ns, but becomes very week at the end of the simulation, suggesting that the PIF binding mode we simulated may not reflect that of the actual InhA-PIF complex.
InhA 是结核分枝杆菌(MTB)中 NADH 依赖性 2-反式烯酰-ACP 还原酶,参与分枝菌酸的生物合成,分枝菌酸是分枝杆菌细胞壁的标志。InhA 已被证明是异烟肼(INH)的主要靶点,INH 是最古老的合成抗结核药物之一。INH 是一种前药,在 MTB 过氧化氢酶-过氧化物酶 KatG 酶的作用下被生物激活。激活反应促进异烟酸-NAD 加合物的形成,该加合物抑制 InhA 酶,导致分枝菌酸生物合成减少。为了设计能够抑制 MTB 的 InhA 的替代药物,通过合理的药物设计努力开发了无机配合物五氰基(异烟肼)铁(II)(PIF)。PIF 抑制了野生型和 INH 抗性 Ile21Val 突变体的 InhA,这种失活不需要 KatG 激活。由于没有 InhA-PIF 复合物的三维结构来确认结合模式并评估与蛋白质活性位点残基的分子相互作用,因此我们在这里报告了 PIF 与 InhA 相互作用的分子动力学模拟结果。我们发现 PIF 与 InhA 强烈相互作用,这些相互作用导致大分子不稳定性,反映在模拟收敛所需的长时间内。这些不稳定性主要是由于底物结合环的扰动,特别是螺旋 α6 和 α7 的部分变性。我们还能够将色氨酸残基的 SASAs 的变化与最近对 InhA-PIF 复合物的荧光光谱研究相关联,并证实了他们的建议,即荧光变化是由于 PIF 结合引起的 InhA 构象变化。在最初的 20.0 ns 内,InhA-PIF 缔合非常强,但在模拟结束时变得非常弱,这表明我们模拟的 PIF 结合模式可能不反映实际的 InhA-PIF 复合物的结合模式。