A one-pot synthesis of vicinal diamines using indoles,azoles and phenothiazines in a tandem multi-component reaction is developed.The utilization of a copper-iodine co-catalytic system enables the generation of a dive...A one-pot synthesis of vicinal diamines using indoles,azoles and phenothiazines in a tandem multi-component reaction is developed.The utilization of a copper-iodine co-catalytic system enables the generation of a diverse range of vicinal diaminoindoles with good selectivity and moderate to good yields.An attractive aspect of this method is that it can be conducted under mild and environmentally friendly conditions,showcasing its potential as an alternative approach for synthesizing vicinal diamines.Moreover,the use of a multicomponent tandem reaction highlights the power and versatility of such strategies in synthetic chemistry.展开更多
Kosinostatin(KST)contains an uncommon aminopyrrole moiety,whose biosynthesis has remained elusive.Herein,aminopyrrolinic acid,which was generated by an L-ectoine synthase-like enzyme KstB3 via cyclization of L-glutami...Kosinostatin(KST)contains an uncommon aminopyrrole moiety,whose biosynthesis has remained elusive.Herein,aminopyrrolinic acid,which was generated by an L-ectoine synthase-like enzyme KstB3 via cyclization of L-glutamine,was identified to be the real substrate of adenylation enzyme KstB1.Subsequently,a FAD-dependent dehydrogenase KstB4 along with a transglutaminase-like enzyme KstB6 were also involved in formation of aminopyrrole.These results provided an unusual pathway for 2-aminopyrrole formation in KST biosynthesis.展开更多
基金the National Natural Science Foundation of China(22201048)the Natural Science Foundation of Guangxi Province(2022GXNSFBA035480)+1 种基金the Specific Research Project of Guangxi for Research Bases and Talents(2022AC21099)the Start-up Fund of Guangxi University(A3040051013)for financial support.
文摘A one-pot synthesis of vicinal diamines using indoles,azoles and phenothiazines in a tandem multi-component reaction is developed.The utilization of a copper-iodine co-catalytic system enables the generation of a diverse range of vicinal diaminoindoles with good selectivity and moderate to good yields.An attractive aspect of this method is that it can be conducted under mild and environmentally friendly conditions,showcasing its potential as an alternative approach for synthesizing vicinal diamines.Moreover,the use of a multicomponent tandem reaction highlights the power and versatility of such strategies in synthetic chemistry.
基金We thank Prof.Zixin Deng's Lab.at Shanghai Jiao Tong University and Dr.Chao Peng of the Mass Spectrometry System at the National Facility for Protein Science in Shanghai(NFPS),Zhangjiang Lab,China for obtaining MS data of proteins.Supporting grants including the National Natural Science Foundation of China(21632007 and 21621002)the Chinese Academy of Sciences(QYZDJ-SSW-SLH037)+1 种基金the Academy of Finland(285971)the Sigrid Juselius Foundation are highly acknowledged.
文摘Kosinostatin(KST)contains an uncommon aminopyrrole moiety,whose biosynthesis has remained elusive.Herein,aminopyrrolinic acid,which was generated by an L-ectoine synthase-like enzyme KstB3 via cyclization of L-glutamine,was identified to be the real substrate of adenylation enzyme KstB1.Subsequently,a FAD-dependent dehydrogenase KstB4 along with a transglutaminase-like enzyme KstB6 were also involved in formation of aminopyrrole.These results provided an unusual pathway for 2-aminopyrrole formation in KST biosynthesis.