RUI: New methods for chemical sialylation: an O-protecting group approach

在这个由化学系化学催化计划资助的项目中，南伊利诺伊大学爱德华斯维尔的克里斯蒂娜·德梅奥教授正在研究唾液酸衍生物的结构修饰。唾液酸是一种碳水化合物，参与许多生物现象，从细胞间的黏附和移动到肿瘤的发生和病毒和细菌的识别。更广泛的影响包括推进唾液酸的化学，使人们能够获得重要的生物活性唾液酸，以及培训本科生和硕士学生，重点是招募和培训代表性不足的少数群体。唾液酸固有的结构特征使化学方法进行的唾液酸化反应变得复杂，这使得唾液酸苷的立体选择性合成成为碳水化合物化学中的一个挑战。为了更好地了解O-保护基团在唾液酸化反应中的作用，本项目以评价O-4和O-7位唾液酸基供体为中心。此外，该研究还讨论了O-4和N-5上的保护基团对唾液酸构象的影响。

In this project, funded by the Chemical Catalysis Program of the Chemistry Division, Professor Cristina DeMeo of the Southern Illinois University Edwardsville is investigating structural modifications of sialic acid derivatives. Sialic acids are carbohydrates which are involved in numerous biological phenomena, ranging from cell-cell adhesion and mobility to oncogenesis and recognition by viruses and bacteria. The broader impacts include advancing the chemistry of sialic acids, enabling access to important biologically active sialic acids, and training undergraduate and Master's students, with an emphasis on recruiting and training underrepresented minorities. Sialylations by chemical methods are often complicated by the intrinsic structural features of sialic acids, making the stereoselective synthesis of sialosides a challenge in carbohydrate chemistry. With the ultimate goal of gaining a better understanding of the roles of O-protecting groups in sialylations, this project is centered on the evaluation of sialyl donors functionalized at O-4 and O-7 positions. In addition, the research is addressing the influence of protecting groups at O-4 and N-5 on the conformation of sialic acids.