Analytical Chemistry
Letter
(24) Menacher, F.; Rubner, M.; Berndl, S.; Wagenknecht, H. A. J.
Org. Chem. 2008, 73, 4263−4266.
(1−3); UV−vis spectra and photographs of 3 with different
nucleic acid motifs; stabilization of DNA G-quadruplexes and
duplex by 3 determined by FRET melting assays; binding
constants (KD) of 3 for its binding to G-quadruplexes measured
with SPR assays; NMR study on binding of 3 with the
tetramolecular parallel G-quadruplex. This material is available
(25) Berndl, S.; Wagenknecht, H. A. Angew. Chem., Int. Ed. 2009, 48,
2418−2421.
(26) Lubitz, I.; Zikich, D.; Kotlyar, A. Biochemistry 2010, 49, 3567−
3574.
(27) Lu, Y. J.; Yan, S. C.; Chan, F. Y.; Zou, L.; Chung, W. H.; Wong,
W. L.; Qiu, B.; Sun, N.; Chan, P. H.; Huang, Z. S.; Gu, L. Q.; Wong, K.
Y. Chem. Commun. 2011, 47, 4971−4973.
(28) Monchaud, D.; Allain, C.; Teulade-Fichou, M. P. Bioorg. Med.
Chem. Lett. 2006, 16, 4842−4845.
AUTHOR INFORMATION
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Corresponding Author
(29) Largy, E.; Hamon, F.; Teulade-Fichou, M. P. Anal. Bioanal.
Chem. 2011, 400, 3419−3427.
edu.cn (J.-H.T.). Fax: 8620-39943056 (Z.-S.H.). Phone: 8620-
39943056 (Z.-S.H.); 8620-39943053 (J.-H.T.).
(30) Tan, J. H.; Ou, T. M.; Hou, J. Q.; Lu, Y. J.; Huang, S. L.; Luo, H.
B.; Wu, J. Y.; Huang, Z. S.; Wong, K. Y.; Gu, L. Q. J. Med. Chem. 2009,
52, 2825−2835.
Notes
(31) Hou, J. Q.; Tan, J. H.; Wang, X. X.; Chen, S. B.; Huang, S. Y.;
Yan, J. W.; Chen, S. H.; Ou, T. M.; Luo, H. B.; Li, D.; Gu, L. Q.;
Huang, Z. S. Org. Biomol. Chem. 2011, 9, 6422−6436.
(32) Mishra, A.; Behera, R. K.; Behera, P. K.; Mishra, B. K.; Behera,
G. B. Chem. Rev. 2000, 100, 1973−2012.
The authors declare no competing financial interest.
ACKNOWLEDGMENTS
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This work was supported by National Natural Science
Foundation of China (Nos. 90813011, 21172272, 81001400)
and the International S&T Cooperation Program of China
(No. 2010DFA34630).
(33) West, W.; Pearce, S. J. Phys. Chem. 1965, 69, 1894−903.
(34) Rosch, U.; Yao, S.; Wortmann, R.; Wurthner, F. Angew. Chem.,
̈
̈
Int. Ed. 2006, 45, 7026−7030.
(35) Phan, A. T.; Mergny, J. L. Nucleic Acids Res. 2002, 30, 4618−
4625.
(36) Lin, S.; Li, S.; Chen, Z.; He, X.; Zhang, Y.; Xu, X.; Xu, M.; Yuan,
G. Bioorg. Med. Chem. Lett. 2011, 21, 5987−5991.
(37) Membrino, A.; Cogoi, S.; Pedersen, E. B.; Xodo, L. E. PLoS One
2011, 6, e24421.
(38) Hounsou, C.; Guittat, L.; Monchaud, D.; Jourdan, M.; Saettel,
N.; Mergny, J. L.; Teulade-Fichou, M. P. ChemMedChem 2007, 2,
655−666.
(39) Fedoroff, O. Y.; Salazar, M.; Han, H.; Chemeris, V. V.; Kerwin,
S. M.; Hurley, L. H. Biochemistry 1998, 37, 12367−12374.
(40) Lu, Y. J.; Ou, T. M.; Tan, J. H.; Hou, J. Q.; Shao, W. Y.; Peng,
D.; Sun, N.; Wang, X. D.; Wu, W. B.; Bu, X. Z.; Huang, Z. S.; Ma, D.
L.; Wong, K. Y.; Gu, L. Q. J. Med. Chem. 2008, 51, 6381−6392.
REFERENCES
■
(1) Rosi, N. L.; Giljohann, D. A.; Thaxton, C. S.; Lytton-Jean, A. K.;
Han, M. S.; Mirkin, C. A. Science 2006, 312, 1027−1030.
(2) Fu, R.; Li, T.; Park, H. G. Chem. Commun. 2009, 39, 5838−5840.
(3) Robertson, K. L.; Thach, D. C. Anal. Biochem. 2009, 390, 109−
114.
(4) Parkinson, G. N.; Lee, M. P.; Neidle, S. Nature 2002, 417, 876−
880.
(5) Siddiqui-Jain, A.; Grand, C. L.; Bearss, D. J.; Hurley, L. H. Proc.
Natl. Acad. Sci. U. S. A. 2002, 99, 11593−11598.
(6) Dexheimer, T. S.; Sun, D.; Hurley, L. H. J. Am. Chem. Soc. 2006,
128, 5404−5415.
(7) Morris, M. J.; Negishi, Y.; Pazsint, C.; Schonhoft, J. D.; Basu, S. J.
Am. Chem. Soc. 2010, 132, 17831−17839.
(8) Balasubramanian, S.; Hurley, L. H.; Neidle, S. Nat. Rev. Drug
Discovery 2011, 10, 261−275.
(9) Brooks, T. A.; Hurley, L. H. Nat. Rev. Cancer 2009, 9, 849−861.
(10) Ou, T. M.; Lu, Y. J.; Tan, J. H.; Huang, Z. S.; Wong, K. Y.; Gu,
L. Q. ChemMedChem 2008, 3, 690−713.
(11) Neidle, S. Curr. Opin. Struct. Biol. 2009, 19, 239−250.
(12) Balasubramanian, S.; Neidle, S. Curr. Opin. Chem. Biol. 2009, 13,
345−353.
(13) Mathad, R. I.; Yang, D. Methods Mol. Biol. 2011, 735, 77−96.
(14) Davis, J. T. Angew. Chem., Int. Ed. 2004, 43, 668−698.
(15) Gonzalez, V.; Wilson, T.; Kurihara, I.; Imai, A.; Thomas, J. A.;
Otsuki, J. Chem. Commun. 2008, 16, 1868−1870.
(16) Yang, P.; De Cian, A.; Teulade-Fichou, M. P.; Mergny, J. L.;
Monchaud, D. Angew. Chem., Int. Ed. 2009, 48, 2188−2191.
(17) Meguellati, K.; Koripelly, G.; Ladame, S. Angew. Chem., Int. Ed.
2010, 49, 2738−2742.
(18) Xu, L.; Zhang, D.; Huang, J.; Deng, M.; Zhang, M.; Zhou, X.
Chem. Commun. 2010, 46, 743−745.
(19) Jian, J. W.; Huang, C. C. Chem.Eur. J. 2011, 17, 2374−2380.
(20) Yang, Q.; Xiang, J.; Yang, S.; Zhou, Q.; Li, Q.; Tang, Y.; Xu, G.
Chem. Commun. 2009, 1103−1105.
(21) Yang, Q.; Xiang, J. F.; Yang, S.; Li, Q.; Zhou, Q.; Guan, A.; Li,
L.; Zhang, Y.; Zhang, X.; Zhang, H.; Tang, Y.; Xu, G. Anal. Chem.
2010, 82, 9135−9137.
(22) Yang, Q.; Xiang, J.; Yang, S.; Li, Q.; Zhou, Q.; Guan, A.; Zhang,
X.; Zhang, H.; Tang, Y.; Xu, G. Nucleic Acids Res. 2010, 38, 1022−
1033.
(23) Monchaud, D.; Allain, C.; Teulade-Fichou, M. P. Nucleosides,
Nucleotides Nucleic Acids 2007, 26, 1585−1588.
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dx.doi.org/10.1021/ac300207r | Anal. Chem. 2012, 84, 6288−6292