小分子探针2-叠氮乙酰氨基-1,3,4,6-四乙酰基葡萄糖的合成  

Total Synthesis of 1,3,4,6-tetra-acetyl-2-deoxy-2-azide-Glucosamine

作　　者：王淳滨 楚俏 刘康 郝梦林 张茹梦 马静 王佳佳 WANG Chunbin;CHU Qiao;LIU Kang;HAO Menglin;ZHANG Rumeng;MA Jing;WANG Jiajia(The First Affiliated Hospital,National Laboratory for Antibody Drug Engineering,Henan University,Kaifeng 475004,China;School of Clinical Medicine,Henan University,Kaifeng 475004,China;School of Pharmacy,Henan University,Kaifeng 475004,China)

机构地区：[1]河南大学第一附属医院,抗体药物开发技术国家与地方联合工程实验室,河南开封475001 [2]河南大学临床学院,河南开封475001 [3]河南大学药学院,河南开封475001

出　　处：《聊城大学学报（自然科学版）》2021年第5期53-58,共6页Journal of Liaocheng University:Natural Science Edition

基　　金：国家自然科学基金青年项目(21907022);河南省高等学校重点科研项目计划(20A350001);河南大学本科教育教学改革研究与实践项目(HDXJJG2019-54);河南省大学生创新创业训练计划项目(S202010475085)资助。

摘　　要：实验以氨基葡萄糖盐酸盐为起始原料,经过一系列反应(共5步)得到目标产物6,其可作为非天然小分子探针代谢标记O-GlcNAc糖基化蛋白。在步骤3的丙酮、浓盐酸、50℃条件下分离得到一种具有荧光性能的中间体7,并通过核磁、质谱等检测方法确定其结构,同时探讨了其生成机理。In this paper,we used the commercially available Glucosamine hydrochloride as starting material,totally five steps,to synthesize target product 6,which can be used as unnatural small molecular probe for metabolically labeling O-GlcNAc modified proteins in mammal cells.In the condition of acetone,concentrated HCl at 50℃in step 3,we discovered an interesting byproduct 7 with strong fluorescence,the structure of which was further confirmed with NMR and MS,and the plausible mechanism was also explored.

关 键 词：分子探针 O-GLCNAC 糖基化 代谢标记 

分 类 号：Q532[生物学—生物化学]