Martínez Dailén G, Hüttelmaier Stefan, Bertoldo Jean B
Institut für Molekulare Medizin, Medizinische Fakultät, Martin-Luther-Universität Halle-Wittenberg, Halle, Germany.
Front Chem. 2020 Oct 21;8:586942. doi: 10.3389/fchem.2020.586942. eCollection 2020.
Site-specific modification approaches have been extensively employed in the development of protein-based technologies. In this field, stability and activity integrity are the envisioned features of chemically modified proteins. These methods are especially used in the design of antibody-drug conjugates (ADCs). Nevertheless, a biochemical feature of the target protein in these reactions is often overlooked, residue specificity. Usually, in the course of developing chemical probes to modify a protein of interest (POI), specific amino acids are selected due to their reactivity. It is not critical which residue is modified as long as its modification does not compromise the POI's activity. However, no attention is paid as to why certain residues are preferentially modified over others. Physicochemical and structural constraints are often involved in the reactivity of the residue and account for the preferential modification. We propose that site-specific protein modification approaches can be applied beyond the development of ADCs or protein-drug conjugates, and used as a tool to reveal functionally relevant residues. By preferentially modifying certain side chains in the POI, chemical probes can uncover new binding motifs to investigate. Here we describe methods for protein modification, and how some pitfalls in the field can be turned into tools to reveal and exploit druggable pockets. Thus, allowing the design of innovative inhibitors against disease-relevant POIs. We discuss methodologies for site-specific modification of lysine, tryptophan, cysteine, histidine and tyrosine and comment on instances where the modified residues were used as targets for functionalization or drug design.
位点特异性修饰方法已广泛应用于基于蛋白质的技术开发中。在该领域,稳定性和活性完整性是化学修饰蛋白质所期望具备的特性。这些方法尤其用于抗体 - 药物偶联物(ADC)的设计。然而,在这些反应中目标蛋白质的一个生化特性,即残基特异性,常常被忽视。通常,在开发用于修饰目标蛋白(POI)的化学探针过程中,由于特定氨基酸的反应性而选择它们。只要其修饰不损害POI的活性,修饰哪个残基并不关键。然而,对于为什么某些残基比其他残基更易被优先修饰却未予以关注。残基的反应性通常涉及物理化学和结构限制因素,这也解释了优先修饰的原因。我们提出,位点特异性蛋白质修饰方法可应用于ADC或蛋白质 - 药物偶联物开发之外,用作揭示功能相关残基的工具。通过优先修饰POI中的某些侧链,化学探针可以揭示新的结合基序以供研究。在此,我们描述蛋白质修饰方法,以及该领域中的一些陷阱如何能够转化为揭示和利用可成药口袋的工具。从而能够设计针对与疾病相关的POI的创新抑制剂。我们讨论赖氨酸、色氨酸、半胱氨酸、组氨酸和酪氨酸的位点特异性修饰方法,并对修饰后的残基用作功能化或药物设计靶点的实例进行评论。