Lu Shao-Hung, Selvi Srinivasan, Fang Jim-Min
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan.
J Org Chem. 2007 Jan 5;72(1):117-22. doi: 10.1021/jo061831b.
New fluorescent molecular sensors for 9-alkylguanines were constructed by conjugation of 2-acetamido-1,8-naphthyridine with N-Boc-pyrrole, N-Boc-pyreno[2,1-b]pyrrole, or acetanilide moieties via an ethynyl bridge. In combination with the triple hydrogen-bonding motif of 2-acetamidonaphthyridine toward alkylguanine, an additional binding site was provided by the substituent properly located on the pyrrole or aniline ring to enhance the affinity of these receptor molecules. Besides the ESI-MS analyses, the binding events were readily monitored by the absorption and fluorescence changes in the visible region.
通过2-乙酰氨基-1,8-萘啶与N-叔丁氧羰基吡咯、N-叔丁氧羰基芘并[2,1-b]吡咯或乙酰苯胺部分经由乙炔桥连接，构建了用于9-烷基鸟嘌呤的新型荧光分子传感器。结合2-乙酰氨基萘啶与烷基鸟嘌呤的三重氢键基序，吡咯或苯胺环上适当定位的取代基提供了额外的结合位点，以增强这些受体分子的亲和力。除了电喷雾电离质谱分析外，结合事件还可通过可见区域的吸收和荧光变化轻松监测。
