Ruixue Jiang

• The thesis comprises three main sections, in which the central theme revolves around the supramolecular reporter pairs. The first and second sections aim to design intricate coupled reactions, namely supramolecular tandem enzyme membrane assays and supramolecular membrane enzyme assays, achieving the simulation of continuous physiological processes. In the supramolecular tandem enzyme membrane assays section, we describe the usage of two supramolecular reporter pairs, with one set located inside the vesicles and the other set positioned outside the vesicles, to mimic the simple process of digestion and absorption. The second section, the supramolecular tandem membrane enzyme assays, focuses on simulating the processes of cellular uptake and metabolism using a single set of reporter pair located within the vesicles. In the uptake process, the transport of substrates across the vesicle membrane is monitored by the internal reporter pair calix[4]arene•luciginin (CX4•LCG) or cucurbit[7]uril•berberine (CB7•BE). Similarly, the metabolic process is monitored by the same reporter pair within the vesicles, monitoring the enzymatic conversion of the substrates. The third section represents an intriguing exploration of the effects of variations in the vesicle surface microenvironment on the interactions between supramolecular hosts and guests. The aim is to gain a deeper understanding of the mechanisms underlying the regulation of cell signaling transduction, transmembrane transport, and sensing processes, which are governed by the dynamic and complex presence of proteins, saccharides, and other molecules on the cell surface.