Host-Guest Chemistry-Mediated Biomimetic Chemoenzymatic Synthesis of Complex Glycosphingolipids
文献类型:期刊论文
作者 | Ma, Yuan2,3; Liu, Yating3; Cao, Chang1; Peng, Jiarong1; Jiang, Yinyu1; Li, Tiehai1,2,3 |
刊名 | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
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出版日期 | 2025-02-11 |
卷号 | 147期号:8页码:6974-6982 |
ISSN号 | 0002-7863 |
DOI | 10.1021/jacs.4c17725 |
通讯作者 | Li, Tiehai(tiehaili@simm.ac.cn) |
英文摘要 | Glycosphingolipids (GSLs) are amphipathic complex biomolecules constituted of hydrophilic glycans covalently linked to hydrophobic lipids via glycosidic bonds. GSLs are widely distributed in cells and tissues, where they play crucial roles in various biological functions and disease processes. However, the heterogeneity and complexity of GSLs make it difficult to explore their precise biofunctions due to obstacles in obtaining well-defined structures. Herein, we report a host-guest-chemistry-mediated biomimetic chemoenzymatic approach for the efficient synthesis of diverse complex GSLs. A key feature of this approach is that the use of methyl-beta-cyclodextrin enables amphipathic glycolipids forming water-soluble inclusion complexes to improve their solubility in aqueous media, thereby facilitating enzyme-catalyzed reactions. The power and applicability of our approach are demonstrated by the streamlined synthesis of biologically important globo-, ganglio-, neolacto-, and lacto-series GSLs library containing 20 neutral and acidic glycolipids with different fucosylation and sialylation patterns. The developed method will open new avenues to easily access a wide range of complex GSLs for biomedical applications. |
WOS关键词 | ANTIGEN GLOBO-H ; CAMPYLOBACTER-JEJUNI ; ENZYMATIC-SYNTHESIS ; GANGLIOSIDE ; CYCLODEXTRINS ; STRATEGY |
资助项目 | National Natural Science Foundation of China[22377134] ; National Natural Science Foundation of China[22077130] ; National Natural Science Foundation of China[XDB1060000] ; Strategic Priority Research Program of the Chinese Academy of Sciences ; Shanghai Municipal Science and Technology Major Project ; Institutional Center for Shared Technologies |
WOS研究方向 | Chemistry |
语种 | 英语 |
WOS记录号 | WOS:001418170600001 |
出版者 | AMER CHEMICAL SOC |
源URL | [http://119.78.100.183/handle/2S10ELR8/316212] ![]() |
专题 | 中国科学院上海药物研究所 |
通讯作者 | Li, Tiehai |
作者单位 | 1.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Chem Biol, Shanghai 201203, Peoples R China |
推荐引用方式 GB/T 7714 | Ma, Yuan,Liu, Yating,Cao, Chang,et al. Host-Guest Chemistry-Mediated Biomimetic Chemoenzymatic Synthesis of Complex Glycosphingolipids[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2025,147(8):6974-6982. |
APA | Ma, Yuan,Liu, Yating,Cao, Chang,Peng, Jiarong,Jiang, Yinyu,&Li, Tiehai.(2025).Host-Guest Chemistry-Mediated Biomimetic Chemoenzymatic Synthesis of Complex Glycosphingolipids.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,147(8),6974-6982. |
MLA | Ma, Yuan,et al."Host-Guest Chemistry-Mediated Biomimetic Chemoenzymatic Synthesis of Complex Glycosphingolipids".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 147.8(2025):6974-6982. |
入库方式: OAI收割
来源:上海药物研究所
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