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Synthetic,Zwitterionic Sp1 Oligosaccharides Adopt a Helical ...

Synthetic,Zwitterionic Sp1 Oligosaccharides Adopt a Helical Structure Crucial for Antibody Interaction

作     者:Qingju Zhang Ana Gimeno Darielys Santana Zhen Wang Yury Valdes-Balbin Laura M.Rodríguez-Noda Thomas Hansen Li Kong Mengjie Shen Herman S.Overkleeft Vicente Verez-Bencomo Gijsbert A.van der Marel Jesús Jiménez-Barbero Fabrizio Chiodo Jeroen D.C.Codée 

作者单位:The National Research Centre for Carbohydrate SynthesisJiangxi Normal University 

会议名称:《中国化学会第三届全国糖化学会议》

会议日期:2019年

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

摘      要:The zwitterionic Streptococcus pneumoniae serotype 1 polysaccharide(Sp1) is an important anchor point for our immune system to act against streptococcal *** can recognize Sp1 saccharides,and it has been postulated that Sp1 can elicit a T-cell-dependent immune reaction as it can be presented by MHC-II *** unravel the molecular mode of action of this unique polysaccharide we here describe the chemical synthesis of a set of Sp1 fragments,ranging from 3 to 12 monosaccharides in *** outline a unique synthetic approach to overcome the major synthetic challenges associated with the complex Sp1 structure and provide a stereoselective route of synthesis for the oligosaccharide backbone as well as a strategy to introduce the carboxylic acid *** dynamics(MD) simulations together with NMR spectroscopy studies reveal that the oligosaccharides take up helical structures with the nona-and dodecasaccharide completing a full helical *** 3 D structure of the oligosaccharides coincides with the topology required for good interaction with anti-Sp1 antibodies,which has been mapped in detail using *** study has revealed the Sp1 nona-and dodecasaccharides as promising synthetic antigens,displaying all(3 D) structural elements required to mimic the natural polysaccharide and required to unravel the molecular mode of action of these unique zwitterionic polysaccharides.

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