Divergent Synthesis of Core m1,Core m2 and Core m3 O-Mannosyi Glycopeptides via a Chemoenzymatic Approach

作     者：Tianlu Li Youqin Zhang Tong Li Haoru Zhuang Fengshan Wang Ning Wang Richard R.Schmidt Peng Peng 

作者机构：National Glycoengineering Research CenterShandong Key Laboratory of Carbohydrate Chemistry and GlycobiologyNMPA Key Laboratory for Quality Research and Evaluation of Carbohydrate Based MedicineShandong UniversityQingdaoShandong 266237China Shenzhen Research Institute of Shandong UniversityShenzhenGuangdong 518057China Key Laboratory of Carbohydrate Chemistry and BiotechnologyMinistry of EducationSchool of BiotechnologyJiangnan UniversityWuxiJiangsu214122China Department of ChemistryUniversity of KonstanzKonstanz D-78457Germany 

出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)

年 卷 期：2022年第40卷第13期

页      面：1571-1577,I0002页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 070304[理学-物理化学(含∶化学物理)] 08[工学] 0817[工学-化学工程与技术] 0703[理学-化学] 

基　　金：This work is financially supported by the National Natural Science Foundation of China(Grant Nos.22177061,92053110,21977063,21907056) the China Postdoctoral Science Foundation(2020M680090) the Shenzhen Science and Technology Program(RCBS20200714114957255) the Open Projects Fund of Shandong Key Laboratory of Carbohydrate Chemistry and Glycobiology(2021CCG01&02) the Central Government Guide Local Science and Technology Development Funds(YDZX20203700002579) 

主　　题：Glycopeptides oligosaccharides Regioselectivity Enzyme catalysis Divergent synthesis 

摘      要：O-Mannosylation plays a vital role in the regulation of a variety range of biological processes,for instance,brain and muscle ***,the precise function remains largely unknown due to its innate *** this regard,it is still welcome to develop efficient methods to access diverse structurally-defined *** this study,a diversity-oriented assembly of O-mannosylα-dystroglycan(α-DG)glycopeptides has been achieved via a chemoenzymatic *** strategy features(i)gram scale divergent synthesis of core m1,core m2 and core m3 mannosylated amino acids from judiciously designed protecting group strategies and chemical glycosidation;(i)efficient glycopeptide assembly via the optimized microwave-assisted solid phase peptide synthesis(SPpS);and(ii)enzymatic elaboration of the core glycan structures to install galactosyl and sialyl-galactosyl *** efficiency and flexibility of this chemoenzymatic approach was demonstrated with the construction of 12 glycopeptides with different core m1,core m2 and core m3 mannosyl glycans,including a core m2 glycopeptide bearing a heptasaccharide for the first time.