Basom Edward J, Manifold Bryce A, Thielges Megan C
Department of Chemistry, Indiana University , 800 East Kirkwood Avenue, Bloomington, Indiana 47405, United States.
Biochemistry. 2017 Jun 27;56(25):3248-3256. doi: 10.1021/acs.biochem.7b00238. Epub 2017 Jun 14.
The broad and variable substrate specificity of cytochrome P450 enzymes makes them a model system for studying the determinants of protein molecular recognition. The archetypal cytochrome P450cam (P450cam) is a relatively specific P450, a feature once attributed to the high rigidity of its active site. However, increasingly studies have provided evidence of the importance of conformational changes to P450cam activity. Here we used infrared (IR) spectroscopy to investigate the molecular recognition of P450cam. Toward this goal, and to assess the influence of a hydrogen bond (H-bond) between active site residue Y96 and substrates, two variants in which Y96 is replaced by a cyanophenyl (Y96CNF) or phenyl (Y96F) group were characterized in complexes with the substrates camphor, isoborneol, and camphane. These combinations allow for a comparison of complexes in which the moieties on both the protein and substrate can serve as a H-bond donor, acceptor, or neither. The IR spectra of heme-bound CO and the site-specifically incorporated CN of Y96CNF were analyzed to characterize the number and nature of environments in each protein, both in the free and bound states. Although the IR spectra do not support the idea that protein-substrate H-bonding is central to P450cam recognition, the data altogether suggest that the differing conformational heterogeneity in the active site of the P450cam variants and changes in heterogeneity upon binding of different substrates likely contribute to their variable affinities via a conformational selection mechanism. This study further extends our understanding of the molecular recognition of archetypal P450cam and demonstrates the application of IR spectroscopy combined with selective protein modification to delineate protein-ligand interactions.
细胞色素P450酶广泛且多变的底物特异性使其成为研究蛋白质分子识别决定因素的模型系统。典型的细胞色素P450cam(P450cam)是一种相对特异性的P450,这一特征曾被认为归因于其活性位点的高刚性。然而,越来越多的研究提供了构象变化对P450cam活性重要性的证据。在此,我们使用红外(IR)光谱来研究P450cam的分子识别。为实现这一目标,并评估活性位点残基Y96与底物之间氢键(H键)的影响,我们对两个变体进行了表征,其中Y96被氰基苯基(Y96CNF)或苯基(Y96F)取代,并使其与底物樟脑、异龙脑和莰烷形成复合物。这些组合使得能够比较蛋白质和底物上的部分既可以作为H键供体、受体,也可以两者都不是的复合物。分析了血红素结合的CO以及Y96CNF位点特异性掺入的CN的红外光谱,以表征每种蛋白质在游离和结合状态下环境的数量和性质。尽管红外光谱不支持蛋白质 - 底物H键是P450cam识别核心的观点,但总体数据表明,P450cam变体活性位点中不同的构象异质性以及结合不同底物时异质性的变化可能通过构象选择机制导致其亲和力的差异。这项研究进一步扩展了我们对典型P450cam分子识别的理解,并证明了红外光谱结合选择性蛋白质修饰在描绘蛋白质 - 配体相互作用中的应用。