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Facile Synthesis of Sugar Nucleotides from Common Sugars by the Cascade Conversion Strategy

文献类型：期刊论文

作者Wang, Shasha4; Zhang, Jiabin2,3; Wei, Fangyu1,3; Li, Wanjin3; Wen, Liuqing1,3,4
刊名JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
出版日期2022-06-08
卷号144期号:22页码:9980-9989
ISSN号0002-7863
DOI10.1021/jacs.2c03138
通讯作者Wen, Liuqing(lwen@simm.ac.cn)
英文摘要Sugar nucleotides are essential glycosylation donors in the carbohydrate metabolism. Naturally, most sugar nucleotides are derived from a limited number of common sugar nucleotides by de novo biosynthetic pathways, undergoing single or multiple reactions such as dehydration, epimerization, isomerization, oxidation, reduction, amination, and acetylation reactions. However, it is widely believed that such complex bioconversions are not practical for synthetic use due to the high preparation cost and great difficulties in product isolation. Therefore, most of the discovered sugar nucleotides are not readily available. Here, based on de novo biosynthesis mainly, 13 difficult-to-access sugar nucleotides were successfully prepared from two common sugars D-Man and sucrose in high yields, at a multigram scale, and without the need for tedious purification manipulations. This work demonstrated that de novo biosynthesis, although undergoing complex reactions, is also practical and cost-effective for synthetic use by employing a cascade conversion strategy.
WOS关键词GDP-D-RHAMNOSE ; D-MANNOSE 4,6-DEHYDRATASE ; O-GLYCAN BIOSYNTHESIS ; ENZYMATIC-SYNTHESIS ; CHEMOENZYMATIC SYNTHESIS ; COFACTOR REGENERATION ; CHEMICAL-SYNTHESIS ; CRYSTAL-STRUCTURE ; RECENT PROGRESS ; L-FUCOSE
资助项目National Natural Science Foundation of China[22007092] ; Shanghai Sailing Program[20YF1457200] ; Shanghai Municipal Science and Technology Major Project, Lingang Laboratory[LG-QS-202206-08] ; GuangDong Basic and Applied Basic Research Foundation[2021A1515110588]
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000810000200001
出版者AMER CHEMICAL SOC
源URL[http://119.78.100.183/handle/2S10ELR8/301548]  
专题中国科学院上海药物研究所
通讯作者Wen, Liuqing
作者单位1.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
2.Chinese Acad Sci, Zhongshan Inst Drug Discovery, Shanghai Inst Mat Media, Zhongshan 528400, Guangdong, Peoples R China
3.Chinese Acad Sci, Shanghai Inst Mat Media, Carbohydrate Based Drug Res Ctr, Shanghai 201203, Peoples R China
4.Nanjing Univ Chinese Med, Sch Chinese Mat Medica, Nanjing, Peoples R China
推荐引用方式
GB/T 7714		 Wang, Shasha,Zhang, Jiabin,Wei, Fangyu,et al. Facile Synthesis of Sugar Nucleotides from Common Sugars by the Cascade Conversion Strategy[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2022,144(22):9980-9989.
APA Wang, Shasha,Zhang, Jiabin,Wei, Fangyu,Li, Wanjin,&Wen, Liuqing.(2022).Facile Synthesis of Sugar Nucleotides from Common Sugars by the Cascade Conversion Strategy.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,144(22),9980-9989.
MLA Wang, Shasha,et al."Facile Synthesis of Sugar Nucleotides from Common Sugars by the Cascade Conversion Strategy".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 144.22(2022):9980-9989.

入库方式： OAI收割

来源：上海药物研究所

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