{"title":"Evaluation of Transiently O-6 Protected Guanosine Morpholino Nucleosides in PMO Synthesis","authors":"Md Qasim, Atanu Ghosh, Arnab Das, Surajit Sinha","doi":"10.1055/a-2322-3741","DOIUrl":null,"url":null,"abstract":"Here we present a novel strategy to synthesize O-6 protected morpholino guanosine monomers by trimethylsilylethyl group, 1-(4-azido-phenyl) ethan-1-ol and para methoxy benzyl alcohol, respectively. The introduction of this protecting group increases the solubility of the morpholino nucleoside which is crucial during PMO synthesis. HPLC analysis shows trimethylsilylethyl protected monomer gives better coupling efficiency in PMO synthesis compared to regular one. Moreover the nonpolar nature of the O-6 protected monomer facilitated the guanosine rich PMO block in solution.","PeriodicalId":1,"journal":{"name":"Accounts of Chemical Research","volume":" 1","pages":""},"PeriodicalIF":17.7000,"publicationDate":"2024-05-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Accounts of Chemical Research","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1055/a-2322-3741","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
Here we present a novel strategy to synthesize O-6 protected morpholino guanosine monomers by trimethylsilylethyl group, 1-(4-azido-phenyl) ethan-1-ol and para methoxy benzyl alcohol, respectively. The introduction of this protecting group increases the solubility of the morpholino nucleoside which is crucial during PMO synthesis. HPLC analysis shows trimethylsilylethyl protected monomer gives better coupling efficiency in PMO synthesis compared to regular one. Moreover the nonpolar nature of the O-6 protected monomer facilitated the guanosine rich PMO block in solution.
期刊介绍:
Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance.
Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.