Firmenich SA, Division Recherche et Développement, Route des Jeunes 1, B. P. 239, CH-1211 Genève 8, Switzerland.
Chem Soc Rev. 2014 Mar 21;43(6):1899-933. doi: 10.1039/c3cs60336a.
Reversible covalent bond formation under thermodynamic control adds reactivity to self-assembled supramolecular systems, and is therefore an ideal tool to assess complexity of chemical and biological systems. Dynamic combinatorial/covalent chemistry (DCC) has been used to read structural information by selectively assembling receptors with the optimum molecular fit around a given template from a mixture of reversibly reacting building blocks. This technique allows access to efficient sensing devices and the generation of new biomolecules, such as small molecule receptor binders for drug discovery, but also larger biomimetic polymers and macromolecules with particular three-dimensional structural architectures. Adding a kinetic factor to a thermodynamically controlled equilibrium results in dynamic resolution and in self-sorting and self-replicating systems, all of which are of major importance in biological systems. Furthermore, the temporary modification of bioactive compounds by reversible combinatorial/covalent derivatisation allows control of their release and facilitates their transport across amphiphilic self-assembled systems such as artificial membranes or cell walls. The goal of this review is to give a conceptual overview of how the impact of DCC on supramolecular assemblies at different levels can allow us to understand, predict and modulate the complexity of biological systems.
在热力学控制下形成可逆共价键为自组装超分子系统增添了反应性，因此是评估化学和生物系统复杂性的理想工具。动态组合/共价化学 (DCC) 已被用于通过从可反应构建块的混合物中选择性地组装具有与给定模板最佳分子拟合的受体来读取结构信息。该技术允许获得高效的传感设备和新的生物分子的产生，例如用于药物发现的小分子受体结合物，还包括具有特定三维结构架构的更大的仿生聚合物和大分子。在热力学控制的平衡中添加动力学因素会导致动态分辨率以及自分类和自我复制系统，所有这些在生物系统中都非常重要。此外，通过可逆组合/共价衍生化对生物活性化合物进行临时修饰可以控制它们的释放，并促进它们在亲脂性自组装系统（如人工膜或细胞壁）中的运输。这篇综述的目的是概述 DCC 如何在不同水平上对超分子组装产生影响，从而使我们能够理解、预测和调节生物系统的复杂性。
