Doolan Aishling M, Rennie Martin L, Crowley Peter B
School of Chemistry, National University of Ireland Galway, University Road, Galway, Ireland.
Chemistry. 2018 Jan 19;24(4):984-991. doi: 10.1002/chem.201704931. Epub 2017 Dec 13.
The interactions of two mono-functionalized sulfonatocalix[4]arenes with cytochrome c were investigated by structural and thermodynamic methods. The replacement of a single sulfonate with either a bromo or a phenyl substituent resulted in altered recognition of cytochrome c as evidenced by X-ray crystallography. The bromo-substituted ligand yielded a new binding mode in which a self-encapsulated calixarene dimer contributed to crystal packing. This ligand also formed a weak halogen bond with the protein. The phenyl-substituted ligand was bound to Lys4 of cytochrome c, in a 1.7 Å resolution crystal structure. A dimeric packing arrangement mediated by ligand-ligand contacts in the crystal suggested a possible assembly mechanism. The different protein recognition properties of these calixarenes are discussed.
通过结构和热力学方法研究了两种单功能化磺化杯[4]芳烃与细胞色素c的相互作用。用溴或苯基取代基取代单个磺酸根会导致细胞色素c的识别发生改变，X射线晶体学证明了这一点。溴取代的配体产生了一种新的结合模式，其中自包封的杯芳烃二聚体有助于晶体堆积。该配体还与蛋白质形成了弱卤素键。在分辨率为1.7 Å的晶体结构中，苯基取代的配体与细胞色素c的Lys4结合。晶体中由配体-配体接触介导的二聚体堆积排列表明了一种可能的组装机制。讨论了这些杯芳烃不同的蛋白质识别特性。
