文献类型：期刊文献

英文题名：Peptide-Based Probes with an Artificial Anion-Binding Motif for Direct Fluorescence "Switch-On" Detection of Nucleic Acid in Cells

作者：Maity, Debabrata[1];Matkovic, Marija[2];Li, Shang[3,4];Ehlers, Martin[1];Wu, Junchen[3,4];Piantanida, Ivo[2];Schmuck, Carsten[1]

机构：[1]Univ Duisburg Essen, Inst Organ Chem, D-45117 Essen, Germany;[2]Rudjer Boskovic Inst, HR-10000 Zagreb, Croatia;[3]East China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[4]East China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

年份：2017

卷号：23

期号：68

起止页码：17356

外文期刊名：CHEMISTRY-A EUROPEAN JOURNAL

收录：;EI(收录号：20174604398606);WOS:【SCI-EXPANDED(收录号:WOS:000417508800025)】；

基金：I.P. and M.M. thank the Croatian Science Foundation project 1477, FP7-REGPOT-2012-2013-1, Grant Agreement Number 316289-InnoMol for financial support.

语种：英文

外文关键词：anion receptors; cell imaging; DNA detection; fluorescent probe; molecular recognition

摘要：This work reports two new peptide-based fluorescence probes (1 and 2) for the detection of ds-DNA at physiological pH. Probes 1 and 2 contain a fluorophore, either amino-naphthalimide or diethyl-aminocoumarin, respectively, and two identical peptide arms each equipped with a guanidiniocarbonylpyrrole (GCP) anion-binding motif. These probes show switch-on fluorescence response upon binding to ds-DNA, whereby they can differentiate between various types of polynucleotides. For instance, they exhibit more pronounced fluorescence response for AT-rich polynucleotides than GC-rich polynucleotides, and both give only negligible response to ds-RNA. The fluorimetric response of 1 is proportional to the AT-basepair content in DNA, whereas the fluorescence of 2 is sensitive to the secondary structure of the polynucleotide. Fluorescence experiments, thermal melting experiments and circular dichroism studies suggest that 1 interacts with ds-DNA in a combined intercalation and minor groove binding, whereas 2 interacts mainly with the outer surface of DNA/RNA. As 1 and 2 have a very low cytotoxicity, 1 can be applied for the imaging of nuclear DNA in cells.