Ethynyl-Linked (Pyreno)pyrrole?Naphthyridine and Aniline?Naphthyridine Molecules as Fluorescent Sensors of Guanine via Multiple Hydrogen Bondings
Resource
Journal of Organic Chemistry 72 (1): 117-122
Journal
Journal of Organic Chemistry
Journal Volume
72
Journal Issue
1
Pages
117-122
Date Issued
2007
Date
2007
Author(s)
Abstract
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.
SDGs
Type
journal article
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