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A Luminescent Perylenediimide as a Binding Ligand for Pyrimidine/Pyrimidine Mismatches Within a DNA Duplex
Author(s) -
Takada Tadao,
Umakoshi Yu,
Nakamura Mitsunobu,
Yamana Kazushige
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201701310
Subject(s) - pyrimidine , duplex (building) , dna , fluorescence , base pair , nucleotide , chemistry , ligand (biochemistry) , binding site , molecule , biophysics , stereochemistry , combinatorial chemistry , biochemistry , biology , receptor , quantum mechanics , gene , physics , organic chemistry
Synthetic small molecules with a binding affinity to mismatched base pairs have been widely studied because of their potential applications in chemotherapeutic drugs and diagnostic tools for the detection of single nucleotide variations. In this paper, a luminescent ligand, a perylenediimide ( PO ) derivative, which is capable of binding to mismatched base pairs within a DNA duplex and generating a strong fluorescence upon the binding event, was demonstrated. Fluorescence enhancement of PO upon the binding to pyrimidine/pyrimidine mismatches were prominent and reached ca. 100‐fold for a C/C mismatched base pair, which was visually observed. This result represents the best performance as a fluorescence turn‐on response among the existing mismatch binding ligands.