Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 25, Issue 24, Pages 5672-5676Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2015.11.007
Keywords
G-quadruplex; Triphenylamine; Donor-bridge-acceptor; Visual detection
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Funding
- Senior Talent Cultivation Program of Jiangsu University [15JDG068]
- Natural Science Foundation Project of CQ CSTC [cstc2013jcyjA50012]
- Scientific and Technological Research Program of Chongqing Municipal Education Commission [KJ130820]
- China Postdoctoral Science Foundation [2014M562326]
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In this Letter, three triphenylamine-based dyes (TPA-1, TPA-2a and TPA-2b) with donor-bridge-acceptor (D-p-A) structure were designed and synthesized for the purpose of G-quadruplexes recognition. In aqueous conditions, the interactions of the dyes with G-quadruplexes were studied with the aim to establish the influence of the geometry of the dyes on their binding and probing properties. Results indicate that TPA-2b displays significant selective colorimetric and fluorescent changes upon binding of G-quadruplex DNA. More importantly, its distinct color change enables visual detection and differentiation of G-quadruplexes from single and duplex DNA structures. CD titration date reveals that TPA-2b could induce and stabilize the formation of G-quadruplex structure. All these remarkable properties of TPA-2b suggest that it should have promising application in the field of G-quadruplexes research. (C) 2015 Elsevier Ltd. All rights reserved.
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