Selective RNA Versus DNA G‐Quadruplex Targeting by In Situ Click Chemistry

Abstract

It all clicks into place: A potent telomere-targeting small molecule has been identified by using the copper-free 1,3-dipolar cycloaddition of a series of alkyne and azide building blocks catalyzed by a non-Watson-Crick DNA secondary structure (see picture). This method rapidly identifies, otherwise unanticipated, potent small-molecule probes to selectively target a given RNA or DNA.

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References 61

1. 1.

   Kolb HC, Finn MG, Sharpless KB. Angew. Chem. 2001;113:2056-2075.

   Not in our library10.1002/1521-3773(20010601)40:11<2004::aid-anie2004>3.0.co;2-5

2. 2.

   Angew. Chem. Int. Ed. 2001;40:2004-2021.

   Not in our library10.1002/1521-3773(20010601)40:11<2004::aid-anie2004>3.0.co;2-5

3. 3.

   Kolb HC, Sharpless KB. Drug Discovery Today. 2003;8:1128-1137.

   Not in our library10.1016/s1359-6446(03)02933-7

4. 4.

   Jewett JC, Bertozzi CR. Chem. Soc. Rev. 2010;39:1272-1279.

   Not in our library10.1039/b901970g

5. 5.

   Nguyen DP, Elliott T, Holt M, Muir TW, Chin JW. J. Am. Chem. Soc. 2011;133:11418-11421.

   Not in our library10.1021/ja203111c

6. 6.

   Sletten EM, Bertozzi CR. J. Am. Chem. Soc. 2011;133:17570-17573.

   Not in our library10.1021/ja2072934

7. 7.

   Liu DS, Tangpeerachaikul A, Selvaraj R, Taylor MT, Fox JM, Ting AY. J. Am. Chem. Soc. 2012;134:792-795.

   Not in our library10.1021/ja209325n

8. 8.

   Michael A. J. Prakt. Chem. 1893;48:94-95.

   Not in our library

9. 9.

   Huisgen R. Angew. Chem. 1963;75:604-637.

   Not in our library

10. 10.

    Angew. Chem. Int. Ed. Engl. 1963;2:565-632.

    Not in our library

11. 11.

    Tornøe CW, Christensen C, Meldal M. J. Org. Chem. 2002;67:3057-3064.

    Not in our library10.1021/jo011148j

12. 12.

    Rostovtsev VV, Green LG, Fokin VV, Sharpless KB. Angew. Chem. 2002;114:2708-2711.

    Not in our library10.1002/1521-3773(20020715)41:14<2596::aid-anie2596>3.0.co;2-4

13. 13.

    Angew. Chem. Int. Ed. 2002;41:2596-2599.

    Not in our library10.1002/1521-3773(20020715)41:14<2596::aid-anie2596>3.0.co;2-4

14. 14.

    Zhang L, Chen X, Xue P, Sun HHY, Williams ID, Sharpless KB, Fokin VV, Jia G. J. Am. Chem. Soc. 2005;127:15998-15999.

    Not in our library10.1021/ja054114s

15. 15.

    Moses JE, Moorhouse AD. Chem. Soc. Rev. 2007;36:1249-1262.

    Not in our library10.1039/b613014n

16. 16.

    Baskin JM, Prescher JA, Laughlin ST, Agard NJ, Chang PV, Miller IA, Lo A, Codelli JA, Bertozzi CR. Proc. Natl. Acad. Sci. USA. 2007;104:16793-16797.

    Not in our library10.1073/pnas.0707090104

17. 17.

    Chang PV, Prescher JA, Sletten EM, Baskin JM, Miller IA, Agard NJ, Lo A, Bertozzi CR. Proc. Natl. Acad. Sci. USA. 2010;107:1821-1826.

    Not in our library10.1073/pnas.0911116107

18. 18.

    Lewis WG, Green LG, Grynszpan F, Radic Z, Carlier PR, Taylor P, Finn MG, Sharpless KB. Angew. Chem. 2002;114:1095-1099.

    Not in our library10.1002/1521-3773(20020315)41:6<1053::aid-anie1053>3.0.co;2-4

19. 19.

    Angew. Chem. Int. Ed. 2002;41:1053-1057.

    Not in our library10.1002/1521-3773(20020315)41:6<1053::aid-anie1053>3.0.co;2-4

20. 20.

    Mocharla VP, Colasson B, Lee LV, Roper S, Sharpless KB, Wong CH, Kolb HC. Angew. Chem. 2005;117:118-122.

    Not in our library10.1002/anie.200461580

21. 21.

    Angew. Chem. Int. Ed. 2005;44:116-120.

    Not in our library

22. 22.

    Manetsch R, Krasinski A, Radic Z, Raushel J, Taylor P, Sharpless KB, Kolb HC. J. Am. Chem. Soc. 2004;126:12809-12818.

    Not in our library10.1021/ja046382g

23. 23.

    Krasiński A, Radić Z, Manetsch R, Raushel J, Taylor P, Sharpless KB, Kolb HC. J. Am. Chem. Soc. 2005;127:6686-6692.

    Not in our library10.1021/ja043031t

24. 24.

    Whiting M, Muldoon J, Lin YC, Silverman SM, Lindstrom W, Olson AJ, Kolb HC, Finn MG, Sharpless KB, Elder JH, Fokin VV. Angew. Chem. 2006;118:1463-1467.

    Not in our library10.1002/anie.200502161

25. 25.

    Angew. Chem. Int. Ed. 2006;45:1435-1439.

    Not in our library10.1002/anie.200502161

26. 26.

    Agnew HD, Rohde RD, Millward SW, Nag A, Yeo WS, Hein JE, Pitram SM, Tariq AA, Burns VM, Krom RJ, Fokin VV, Sharpless KB, Heath JR. Angew. Chem. 2009;121:5044-5048.

    Not in our library10.1002/anie.200900488

27. 27.

    Angew. Chem. Int. Ed. 2009;48:4944-4948.

    Not in our library10.1002/anie.200900488

28. 28.

    Millward SW, Henning RK, Kwong GA, Pitram S, Agnew HD, Deyle KM, Nag A, Hein J, Lee SS, Lim J, Pfeilsticker JA, Sharpless KB, Heath JR. J. Am. Chem. Soc. 2011;133:18280-18288.

    Not in our library10.1021/ja2064389

29. 29.

    Grimster NP, Stump B, Fotsing JR, Weide T, Talley TT, Yamauchi JG, Nemecz A, Kim C, Ho KY, Sharpless KB, Taylor P, Fokin VV. J. Am. Chem. Soc. 2012;134:6732-6740.

    Not in our library10.1021/ja3001858

30. 30.

    Hanahan D, Weinberg RA. Cell. 2011;144:646-674.

    Not in our library10.1016/j.cell.2011.02.013

31. 31.

    Wang Y, Patel DJ. Structure. 1993;1:263-282.

    Not in our library10.1016/0969-2126(93)90015-9

32. 32.

    Parkinson GN, Lee MP, Neidle S. Nature. 2002;417:876-880.

    Not in our library10.1038/nature755

33. 33.

    Ambrus A, Chen D, Dai J, Bialis T, Jones RA, Yang D. Nucleic Acids Res. 2006;34:2723-2735.

    Not in our library10.1093/nar/gkl348

34. 34.

    Granotier C, Pennarun G, Riou L, Hoffschir F, Gauthier LR, De Cian A, Gomez D, Mandine E, Riou JF, Mergny JL, Mailliet P, Dutrillaux B, Boussin FD. Nucleic Acids Res. 2005;33:4182-4190.

    Not in our library10.1093/nar/gki722

35. 35.

    Gomez D, Wenner T, Brassart B, Douarre C, O’Donohue MF, El Khoury V, Shin-Ya K, Morjani H, Trentesaux C, Riou JF. J. Biol. Chem. 2006;281:38721-38729.

    Not in our library10.1074/jbc.m605828200

36. 36.

    Rodriguez R, Müller S, Yeoman JA, Trentesaux C, Riou JF, Balasubramanian S. J. Am. Chem. Soc. 2008;130:15758-15759.

    Not in our library10.1021/ja805615w

37. 37.

    Poulin-Kerstien AT, Dervan PB. J. Am. Chem. Soc. 2003;125:15811-15821.

    Not in our library10.1021/ja030494a

38. 38.

    Rodriguez R, Pantoş GD, Gonçalves DP, Sanders JKM, Balasubramanian S. Angew. Chem. 2007;119:5501-5503.

    Not in our library10.1002/anie.200605075

39. 39.

    Angew. Chem. Int. Ed. 2007;46:5405-5407.

    Not in our library10.1002/anie.200605075

40. 40.

    This reference’s wording can’t be shown under the paper’s licence.

    Not in our library

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