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Donor Preactivation-Based Glycosylation:An Efficient Strategy for Glycan synthesis

Chinese Journal of Chemistry 2021年第3期39卷 531-542页

作者： Xianjin Qin Xin-Shan Ye State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical SciencesPeking UniversityXue Yuan Road No.38Beijing 100191China

Carbohydrates have gained a lot of appreciation in the past few decades due to their important roles in numerous biological *** a structurally well-defined carbohydrate compound is essential for the understanding of its *** some innovative methods have been developed for the synthesis of complex oligosaccharides,glycan synthesis is in general still a time-consuming and difficult ***,we will introduce the preactivation-based glycosylation strategy,which is an efficient protocol independent of the reactivity of glycosyl *** review will focus on summarizing the versatile applications of preactivation strategy in stereoselective glycosylation and one-pot assembly of biologically important oligosaccharides and even polysaccharides。

关键词： Preactivation Chemoselectivity Glycosylation Carbohydrates Solvent effect oligosaccharide synthesis

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Capture-Release Strategy Facilitates Rapid Enzymatic Assembly of oligosaccharides

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Chinese Journal of Chemistry 2022年第3期40卷 343-350页

作者： Wenyuan Fang Kan Zhong Jiansong Cheng Xian-Wei Liu Chang-Cheng Liu Zhongfu Wang Hongzhi Cao National Glycoengineering Research Center NMPA Key Laboratory for Quality Research and Evaluation of Carbohydrate-Based Medicineand Shandong Key Laboratory of Carbohydrate Chemistry and GlycobiologyShandong UniversityQingdaoShandong 266237China Key Laboratory of Marine Drugs of Ministry of Education Shandong Key Laboratory of Glycoscience and GlycotechnoiogySchool of Medicine and PharmacyOcean University of ChinaQingdaoShandong 266003China College of Pharmacy Nonkoi UniversityTianjin 300071China Glycobiology and Glycotechnology Research Center College of Food Science and TechnologyNorthwest UniversityXi'anShaanxi 710069China Laboratory for Marine Drugs and Bioproducts Pilot Notional Laboratory for Marine Science and Technology(Qingdao)QingdaoShandong 266237China

A convenient and highly efficient strategy was developed for the simplification of enzymatic synthesis and purification of *** acceptors terminated with a thiol tag were extended by enzymatic modular assembly(EMA)in the aqueous phase,and the desired products were captured during solid-phase workup(SPW)using commercially available thiopropyl Sepharose 6B resin through a reversible disulfide ***,the products were released from solid-phase resin in the presence of dithio-threitol(DTT)as reducing agent and the resin could be recovered and *** strategy overcomes the uncertain influence of polymer-or ionic-supports commonly used in enzymatic glycosylation,and showed perfect compatibility with all 10 enzyme modules for the rapid assembly of a series of complex oligosaccharides.

关键词： Glycosylation oligosaccharide synthesis Thiol tag Capture-release Biocatalysis

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synthesis of a conjugable hexasaccharide corresponding to the capsular polysaccharide of Campylobacter jejuni strain BH0142

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Chinese Chemical Letters 2023年第5期34卷 209-212页

作者： Zijiao Hou Jianjun Wang Xinxin Zhang Peng Wang Ni Song Ming Li Molecular synthesis Center Key Laboratory of Marine MedicineChinese Ministry of EducationShandong Key Laboratory of Glycoscience and GlycotechnologySchool of Medicine and PharmacyOcean University of ChinaQingdao 266003China Laboratory for Marine Drugs and Bioproducts Pilot National Laboratory for Marine Science and TechnologyQingdao 266237China Shandong Key Laboratory of Glycoscience and Glycotechnology School of Medicine and PharmacyOcean University of ChinaQingdao 266003China

The first assembly of a conjugation-ready hexasaccharide from the capsular glycan of *** BH0142 has been *** synthesis features the efficient preparation of 6-deoxy-D-idoheptopyranosyl fluoride donors proceeding from allylα-D-C-glucopyranoside by a C1-to-C5 switch strategy with radical dehydroxymethylative fluorination as a key step,stereocontrolled construction of 1,2-trans-α-D-ido-heptopyranosidic bonds and of 1,2-cis-α-D-galactopyranosidic *** obtained target oligosaccharide sets a solid foundation for making structurally-defined multivalent glycoconjugate vaccine candidates against ***.

关键词： 6-Deoxy-D-ido-heptopyranosyl fluoride oligosaccharide synthesis Campylobacter jejuni BH0142 Capsular polysaccharide Dehydroxymethylative fluorination Glycosylation

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Assembly of a Library of Trisaccharides as Mimics of Sialyl Lewis Xvia Random Combination Strategy

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Chinese Chemical Letters 2004年第4期15卷 379-382页

作者： XiangBaoMENG HuiLI QingLI TieMingCHENG ZhongJunLI DepartmentofChemicalBiology SchoolofPharmaceuticalSciencesPekingUniversityBeijing100083

A small library containing six positional isomers of fucosyl on the modified lactoside backbone as mimics of the Sialyl Lewis X was synthesized via random combinatorial glycosylation, which was charactered by ESI-MS a... 详细信息

关键词： SLe^x selectin oligosaccharide synthesis random combinatorial glycosylation.

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