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

在这个由化学学部化学催化项目资助的项目中，南伊利诺伊大学爱德华兹维尔分校的Cristina DeMeo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，参与了许多生物现象，从细胞-细胞粘附和移动到肿瘤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性质，使获得重要的生物活性唾液酸成为可能，以及培养本科生和硕士生，重点是招募和培训未被充分代表的少数民族。化学方法的唾液酸化通常由于唾液酸的固有结构特征而变得复杂，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 -保护基团在唾液中所起的作用，本项目的重点是评价在O-4和O-7位官能化的唾液供体。此外，本研究还探讨了O-4和N-5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.