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24
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8644228553
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similar guanidinium calixarenes forming complexes with plasmid DNA: M. Dudic, A. Colombo, F. Sansone, A. Casnati, G. Donofrio, R. Ungaro, Tetrahedron 2004, 60, 11613-11618.
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33746203865
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Courtesy of the Carell group, LMU Munich, Germany
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Courtesy of the Carell group, LMU Munich, Germany.
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33746232057
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note
-
a ≈ 7.0 for the last two deprotonation steps. Thus, at neutral pH, it seems probable that each calixarene unit carries no more than one positive charge. This value might be slightly altered by the considerable methanol content in most solvent mixtures.
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34
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0346366840
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Dilution and variable temperature NMR experiments with 1a produced only small chemical shift changes; dynamic light scattering (D. Joester, M. Losson, R. Pugin, H. Heinzelmann, E. Walter, H. P. Merkle, F. Diederich, Angew. Chem. 2003, 115, 1524-1528;
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35
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0345352683
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Angew. Chem. Int. Ed. 2003, 42, 1486-1490) or GPC measurements would perhaps identify small oligomeric aggregates. However, it is also conceivable, that these are only formed after docking onto the DNA strand.
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36
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33746204158
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note
-
-1). This highly fluorescent reporter molecule was subsequently replaced by the unlabeled native DNA in a competition experiment (indicator displacement assay, IDA).
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37
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0035945251
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M. H. Hou, S.-B. Lin, J.-M. P. Yuann, W.-C. Lin, A. H.-J. Wang, L.-S. Kan, Nucleic Acids Res. 2001, 29, 5121-5128.
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Kan, L.-S.6
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39
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Van Dam, L.1
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40
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33746187037
-
-
note
-
The minor groove of RNA is much more shallow, but has the same diameter as its major groove. It cannot, therefore, be ruled out that the calixarene dimer also binds to this well accessible cleft; such a recognition mode would also explain the high observed stoichiometry factor of 30:1.
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-
-
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41
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1842429936
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Y.-H. Shim, P. B. Arimondo, A. Laigle, A. Garbesi, S. Lavielle, Org. Biomol Chem. 2004, 2, 915-921.
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42
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0034641332
-
-
-1 for calf thymus DNA, as referenced in the literature. The noncompetitive method introduced by Boger et al. seems not to be applicable, because the intercepts with the x-axis point to large binding site sizes of > 2 (compare the high stoichiometries found in fluorescence titrations): D. L. Boger, B. E. Fink, M. P. Hedrick, J. Am. Chem. Soc. 2000, 122, 6382-6394.
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Boger, D.L.1
Fink, B.E.2
Hedrick, M.P.3
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