Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, 14476 Potsdam, Germany.
Institute of Chemistry and Biochemistry, Freie Universität Berlin, 14195 Berlin, Germany.
Chem Commun (Camb). 2022 Sep 20;58(75):10556-10559. doi: 10.1039/d2cc03851j.
Protective groups that can be selectively removed under mild conditions are an essential aspect of carbohydrate chemistry. Groups that can be selectively removed by visible light are particularly attractive because carbohydrates are transparent to visible light. Here, different BODIPY protecting groups were explored for their utility during glycan synthesis. A BODIPY group bearing a boron difluoride unit is stable during glycosylations but can be cleaved with green light as illustrated by the assembly of a trisaccharide.
在温和条件下可选择性去除的保护基团是碳水化合物化学的一个重要方面。可被可见光选择性去除的基团特别有吸引力，因为碳水化合物对可见光透明。在这里，研究了不同的 BODIPY 保护基团在聚糖合成中的应用。带有硼二氟单元的 BODIPY 基团在糖苷化过程中稳定，但可以用绿光裂解，如三糖的组装所示。
