{"title":"通过单电子氧化引发的光酶催化手性砜","authors":"Pandaram Sakthivel, Qinglong Shi, Juntao Ye","doi":"10.1055/s-0043-1775372","DOIUrl":null,"url":null,"abstract":"<p>We recently achieved an oxidation-initiated photoenzymatic enantioselective hydrosulfonylation of olefins through the utilization of a new Gluconobacter ene-reductase mutant (GluER-W100F-W342F). Our method simplifies the reaction system by eliminating the need for a cofactor regeneration mixture and, in contrast with previous photoenzymatic systems, does not depend on the formation of an electron donor–acceptor (EDA) complex between the substrates and enzyme cofactor. Moreover, the GluER variant exhibits good substrate compatibility and excellent enantioselectivity. Mechanistic investigations indicate that a tyrosine-mediated HAT process is involved and support the proposed oxidation-initiated mechanism. In this Synpacts article, we discuss the conceptual framework that led to the discovery of this reaction and reflect on the key aspects of its development.</p> <p>1 Introduction</p> <p>2 Conceptual Background</p> <p>2.1 Intramolecular Photoenzymatic Reactions <i>via</i> Single-Electron Reduction</p> <p>2.2 Intermolecular Photoenzymatic Reactions <i>via</i> Single-Electron Reduction</p> <p>3 The Development of the Process</p> <p>4 Conclusion</p> ","PeriodicalId":22319,"journal":{"name":"Synlett","volume":"20 1","pages":""},"PeriodicalIF":1.7000,"publicationDate":"2024-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Chiral Sulfones via Single-Electron Oxidation-Initiated Photoenzymatic Catalysis\",\"authors\":\"Pandaram Sakthivel, Qinglong Shi, Juntao Ye\",\"doi\":\"10.1055/s-0043-1775372\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>We recently achieved an oxidation-initiated photoenzymatic enantioselective hydrosulfonylation of olefins through the utilization of a new Gluconobacter ene-reductase mutant (GluER-W100F-W342F). Our method simplifies the reaction system by eliminating the need for a cofactor regeneration mixture and, in contrast with previous photoenzymatic systems, does not depend on the formation of an electron donor–acceptor (EDA) complex between the substrates and enzyme cofactor. Moreover, the GluER variant exhibits good substrate compatibility and excellent enantioselectivity. Mechanistic investigations indicate that a tyrosine-mediated HAT process is involved and support the proposed oxidation-initiated mechanism. In this Synpacts article, we discuss the conceptual framework that led to the discovery of this reaction and reflect on the key aspects of its development.</p> <p>1 Introduction</p> <p>2 Conceptual Background</p> <p>2.1 Intramolecular Photoenzymatic Reactions <i>via</i> Single-Electron Reduction</p> <p>2.2 Intermolecular Photoenzymatic Reactions <i>via</i> Single-Electron Reduction</p> <p>3 The Development of the Process</p> <p>4 Conclusion</p> \",\"PeriodicalId\":22319,\"journal\":{\"name\":\"Synlett\",\"volume\":\"20 1\",\"pages\":\"\"},\"PeriodicalIF\":1.7000,\"publicationDate\":\"2024-06-18\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Synlett\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1055/s-0043-1775372\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synlett","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1055/s-0043-1775372","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Chiral Sulfones via Single-Electron Oxidation-Initiated Photoenzymatic Catalysis
We recently achieved an oxidation-initiated photoenzymatic enantioselective hydrosulfonylation of olefins through the utilization of a new Gluconobacter ene-reductase mutant (GluER-W100F-W342F). Our method simplifies the reaction system by eliminating the need for a cofactor regeneration mixture and, in contrast with previous photoenzymatic systems, does not depend on the formation of an electron donor–acceptor (EDA) complex between the substrates and enzyme cofactor. Moreover, the GluER variant exhibits good substrate compatibility and excellent enantioselectivity. Mechanistic investigations indicate that a tyrosine-mediated HAT process is involved and support the proposed oxidation-initiated mechanism. In this Synpacts article, we discuss the conceptual framework that led to the discovery of this reaction and reflect on the key aspects of its development.
1 Introduction
2 Conceptual Background
2.1 Intramolecular Photoenzymatic Reactions via Single-Electron Reduction
2.2 Intermolecular Photoenzymatic Reactions via Single-Electron Reduction
期刊介绍：
SYNLETT is an international journal reporting research results and current trends in chemical synthesis in short personalized reviews and preliminary communications. It covers all fields of scientific endeavor that involve organic synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines and offers the possibility to publish scientific primary data.
求助内容：
应助结果提醒方式：
京公网安备 11010802042870号
