原创力文档a new cationic porphyrin derivative (tmpipeopp) with large side arm substituents a highly selective g-quadruplex optical probe一个新的阳离子卟啉衍生物(tmpipeopp)大取代基侧臂高度选择性g-quadruplex光学探测器.pdfVIP
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a new cationic porphyrin derivative (tmpipeopp) with large side arm substituents a highly selective g-quadruplex optical probe一个新的阳离子卟啉衍生物(tmpipeopp)大取代基侧臂高度选择性g-quadruplex光学探测器
A New Cationic Porphyrin Derivative (TMPipEOPP) with
Large Side Arm Substituents: A Highly Selective G-
Quadruplex Optical Probe
1 1 1 1 2
Li-Na Zhu *, Shu-Juan Zhao , Bin Wu , Xiao-Zeng Li , De-Ming Kong
1 Department of Chemistry, Tianjin University, Tianjin, People’s Republic of China, 2 Key Laboratory of Functional Polymer Materials, Ministry of Education, Nankai
University, Tianjin, People’s Republic of China
Abstract
The discovery of uncommon DNA structures and speculation about their potential functions in genes has brought attention
to specific DNA structure recognition. G-quadruplexes are four-stranded nucleic acid structures formed by G-rich DNA (or
RNA) sequences. G-rich sequences with a high potential to form G-quadruplexes have been found in many important
genomic regions. Porphyrin derivatives with cationic side arm substituents are important G-quadruplex-binding ligands. For
example, 5,10,15,20-Tetrakis(N-methylpyridinium-4-yl)-21H,23H-porphyrin (TMPyP4), interacts strongly with G-quadru-
plexes, but has poor selectivity for G-quadruplex versus duplex DNA. To increase the G-quadruplex recognition specificity, a
new cationic porphyrin derivative, 5,10,15,20-tetra-{4-[2-(1-methyl-1- piperidinyl)ethoxy]phenyl} porphyrin (TMPipEOPP),
with large side arm substituents was synthesized, and the interactions between TMPipEOPP and different DNA structures
were compared. The results show that G-quadruplexes cause large changes in the UV-Vis absorption and fluorescence
spectra of TMPipEOPP, but duplex and single-stranded DNAs do not, indicating that TMPipEOPP can be developed as a
highly specific optical probe for discriminating G-quadruplex from duplex and single-stranded DNA. Visual discrimination
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