Abstract: Polysaccharides are a major class of biomacromolecules that play important roles in both biology and material sciences. A long challenge for the characterization and utilization of polysaccharides is the heterogeneity of highly diverse natural polysaccharides. The efforts for chemically synthesizing complex polysaccharides have undergone rapid development in the past decade, but methods with scalability, sequence control, and high-throughput remain elusive. In this seminar, I will discuss our efforts toward chemical synthesis of polysaccharides for biological and material applications by taking inspirations from polymer chemistry. Examples involving the enzymatic polymerization, iterative assembly, and the living polymerization are presented.