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{"title":"A Simple Chemical Synthesis of Sugar Nucleoside Diphosphates in Water","authors":"Hidenori Tanaka, Yayoi Yoshimura, Ole Hindsgaul","doi":"10.1002/0471142700.nc1312s54","DOIUrl":null,"url":null,"abstract":"<p>Chemoenzymatic oligosaccharide synthesis is attractive since it eliminates the tedious multistep protection-deprotection requirements of pure chemical synthesis. Chemoenzymatic synthesis using glycosyltransferases, however, requires not only the correct enzyme to control both regio- and stereospecificity, but also the glycosyl donor to provide the sugar that is added. This unit describes a simple synthesis of sugar-nucleoside diphosphates (sugar-NDPs), the type of glycosyl donor (e.g., UDP-Glc, UDP-Gal, ADP-Glc) required by most glycosyltransferases, by using a chemical coupling reaction in water. The preparation of sugar-NDPs by this method therefore does not require any skills in synthetic organic chemistry. <i>Curr. Protoc. Nucleic Acid Chem</i>. 54:13.12.1-13.12.10. © 2013 by John Wiley & Sons, Inc.</p>","PeriodicalId":10966,"journal":{"name":"Current Protocols in Nucleic Acid Chemistry","volume":null,"pages":null},"PeriodicalIF":0.0000,"publicationDate":"2018-02-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1002/0471142700.nc1312s54","citationCount":"3","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Current Protocols in Nucleic Acid Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/0471142700.nc1312s54","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"Chemistry","Score":null,"Total":0}
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Abstract
Chemoenzymatic oligosaccharide synthesis is attractive since it eliminates the tedious multistep protection-deprotection requirements of pure chemical synthesis. Chemoenzymatic synthesis using glycosyltransferases, however, requires not only the correct enzyme to control both regio- and stereospecificity, but also the glycosyl donor to provide the sugar that is added. This unit describes a simple synthesis of sugar-nucleoside diphosphates (sugar-NDPs), the type of glycosyl donor (e.g., UDP-Glc, UDP-Gal, ADP-Glc) required by most glycosyltransferases, by using a chemical coupling reaction in water. The preparation of sugar-NDPs by this method therefore does not require any skills in synthetic organic chemistry. Curr. Protoc. Nucleic Acid Chem . 54:13.12.1-13.12.10. © 2013 by John Wiley & Sons, Inc.
糖核苷二磷酸在水中的简单化学合成
化学酶促低聚糖合成具有吸引力，因为它消除了纯化学合成的繁琐的多步骤保护-去保护要求。然而，使用糖基转移酶的化学酶合成不仅需要正确的酶来控制区域特异性和立体特异性，还需要糖基供体来提供所添加的糖。本单元描述了糖-核苷二磷酸(糖- ndps)的简单合成，糖基转移酶所需的糖基供体类型(例如，UDP-Glc, UDP-Gal, ADP-Glc)在水中使用化学偶联反应。因此，用这种方法制备糖- ndp不需要任何合成有机化学方面的技能。咕咕叫。Protoc。核酸化学。54:13.12.1-13.12.10。©2013 by John Wiley &儿子,Inc。
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