Matuszewski Michal, Debiec Katarzyna, Sochacka Elzbieta
Institute of Organic Chemistry, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz, Poland.
Chem Commun (Camb). 2017 Jul 11;53(56):7945-7948. doi: 10.1039/c7cc03560h.
A tA nucleoside was efficiently and stereospecifically transformed into a hydantoin cyclic form of N-l-threonylcarbamoyladenosine (ctA) by the use of polymer bounded carbodiimide (EDC-P) and HOBt. The procedure was successfully applied for a post-synthetic conversion of tA-containing RNA 17-mers (of the sequences of anticodon stem and loop (ASL) fragments of S. pombe tRNA and E. coli tRNA) into the products bearing the ctA unit.
通过使用聚合物负载的碳二亚胺(EDC-P)和1-羟基苯并三唑(HOBt),N⁶-反式-对羟基苯甲酰基腺苷(tA)核苷被高效且立体选择性地转化为N¹-苏氨甲酰基腺苷(ctA)的乙内酰脲环化形式。该方法成功应用于含tA的RNA 17聚体(来自粟酒裂殖酵母tRNA和大肠杆菌tRNA的反密码子茎环(ASL)片段序列)的合成后转化,生成带有ctA单元的产物。