Department of Biomolecular Chemistry, Leibniz Institute for Natural Product Research and Infection Biology (HKI), Beutenbergstr. 11a, 07745 Jena (Germany).
Friedrich Schiller University, Jena (Germany).
Angew Chem Int Ed Engl. 2015 Oct 19;54(43):12550-2. doi: 10.1002/anie.201507120. Epub 2015 Sep 7.
[3+2] in the wild: Biomimetic natural product syntheses and theoretical considerations have indicated that 1,3-dipolar cycloadditions take place in nature. Now, the structure, biosynthesis, and function of a heavily modified prenylated flavin cofactor have been elucidated. In the azomethine ylide form, it undergoes [3+2] cycloadditions with aromatic acids and promotes their decarboxylation.
[3+2] 环加成反应:生物仿生天然产物合成和理论考虑表明,1,3-偶极环加成反应在自然界中发生。现在,已经阐明了一种经过大量修饰的 prenylated flavin 辅因子的结构、生物合成和功能。在亚胺叶立德形式下,它与芳香酸发生 [3+2] 环加成反应,并促进它们的脱羧。