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Catalytic and highly stereoselectiveβ-mannopyranosylation using a 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate as donor 被引量:1
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作者 Yingle Feng Jie Yang +3 位作者 Chenglin Cai Taotao Sun Qi Zhang yonghai chai 《Chinese Chemical Letters》 SCIE CAS CSCD 2022年第11期4878-4881,共4页
An efficient and catalytic protocol for highly stereoselective construction ofβ-mannopyranosylation has been developed.Glycosylation of 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate with various acceptors ... An efficient and catalytic protocol for highly stereoselective construction ofβ-mannopyranosylation has been developed.Glycosylation of 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate with various acceptors proceeded smoothly in the presence of 5%Hg(Ⅱ)at room temperature,resulting in the correspondingβ-mannosides in high yield and exclusiveβ-stereoselectivity. 展开更多
关键词 β-Mannanoside 2 6-Lactone Catalytic glycosylation Ortho-hexynylbenzoates 1 2-cis Glycosylation
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Polymorphism of Kdo-Based Glycolipids:The Elaborately Determined Stable and Dynamic Bicelles
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作者 Yingle Feng Long Li +6 位作者 Qiqige Du Lu Gou Lei Zhang yonghai chai Ran Zhang Tongfei Shi Guosong Chen 《CCS Chemistry》 CAS 2022年第7期2228-2238,共11页
Understanding how the diversity of glycolipids,including how their chemical structures and composition affect their biological functions,is a remarkable fundamental challenge.In this work,we employed a rare monosaccha... Understanding how the diversity of glycolipids,including how their chemical structures and composition affect their biological functions,is a remarkable fundamental challenge.In this work,we employed a rare monosaccharide,3-deoxy-Dmanno-2-octulosonic acid(Kdo)to build a simple and biomimetic model to understand the diversity of glycolipids from the viewpoint of supramolecular chemistry.Kdo was chosen not only because its unusual 8-carbon acidic carbohydrate backbone is very different from common hexoses,but also because of its key structural role in lipopolysaccharides and prevalence in bacteria,plant life,and algae.It was found that although both of the two Kdo-lipids S-Kdo and Kdo-S derived from the same carbohydrate backbone and gave bicelles as their self-assembled morphology,experimental results revealed that the self-assembly showed pathway complexity.Bicelle is the thermodynamic product of S-Kdo,while for Kdo-S,the bicelle is only a kinetically trapped state,which finally transforms to a ribbon.Molecular simulation clearly revealed the different packing of Kdo-lipids in the bicelles with different contribution from hydrogen bonds and electrostatic interactions. 展开更多
关键词 GLYCOLIPID KDO SELF-ASSEMBLY BICELLES
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