Ji Ao, Ren Wei, Ai Hui-wang
Department of Chemistry, University of California Riverside, 501 Big Springs Road, Riverside, CA 92521, USA.
Chem Commun (Camb). 2014 Jul 18;50(56):7469-72. doi: 10.1039/c4cc01551g.
We hereby report a mild and efficient coupling reaction between alkyl aldehydes and aryl diamines. In the presence of a Cu(2+) or a Zn(2+) ion, oxygen (O2) in air is able to promote the oxidative condensation of the two readily preparable functional groups, forming stable benzimidazole linkages in neutral aqueous solution at room temperature (RT). We demonstrated that the reaction could be utilized to label a T4 lysozyme protein containing a chemically installed aryl diamine group with a fluorescent aldehyde dye molecule at 37 °C.
我们在此报告一种温和且高效的烷基醛与芳基二胺之间的偶联反应。在铜离子(Cu(2+))或锌离子(Zn(2+))存在下,空气中的氧气(O2)能够促进这两个易于制备的官能团的氧化缩合,在室温(RT)下的中性水溶液中形成稳定的苯并咪唑键。我们证明,该反应可用于在37°C下用荧光醛染料分子标记含有化学安装的芳基二胺基团的T4溶菌酶蛋白。