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13C NMR, elemental analysis, and FAB-MS: see, ref 4 and Gorin, B. I.; Riopelle, R. J.; Thatcher, G. R. J. Tetrahedron Lett. 1996, 37, 4647. All guest compounds were fully characterized.
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b ≈ 1.7 kcal/mol: (a) Kano, K.; Tamiya, Y.; Hashimoto, S. J. Inclusion Phenom. 1992, 13, 287. (b) Connors, K. A. J. Pharm. Sci. 1995, 84, 843.
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note
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The observed data fit 2:1 binding for the PI analogue at ratios of βeACD:3 greater than 8:1. The simplest explanation has 1:1 binding via aryl inclusion at the secondary face of βeACD with the second βeACD providing weak electrostatic binding.
-
-
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18
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0344603622
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note
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βACD is insoluble at mildly alkaline pH and cannot be used for study of pH dependence.
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20
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0010249192
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0031210123
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Potentiometric titrations have indicated high binding constants for phosphate nucleotides to two ACD derivatives [ref 15], but high barriers to dissociation and pseudorotaxane formation have not been reported. Pseudorotaxane formation between ACDs and nucleotides has been observed in our labs [Borrajo and Thatcher, unpublished data]. A large literature exists on pseudorotaxane formation with native CDs, in which metal ions or aqueous solvation spheres serve to cap the included thread [Hermann, W.; Keller, B.; Wenz, G. Macromolecules 1997, 30, 4966. Smith, A. C.; Macartney, D. F. J. Org. Chem. 1998, 63, 9243].
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Hermann, W.1
Keller, B.2
Wenz, G.3
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0032509555
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Potentiometric titrations have indicated high binding constants for phosphate nucleotides to two ACD derivatives [ref 15], but high barriers to dissociation and pseudorotaxane formation have not been reported. Pseudorotaxane formation between ACDs and nucleotides has been observed in our labs [Borrajo and Thatcher, unpublished data]. A large literature exists on pseudorotaxane formation with native CDs, in which metal ions or aqueous solvation spheres serve to cap the included thread [Hermann, W.; Keller, B.; Wenz, G. Macromolecules 1997, 30, 4966. Smith, A. C.; Macartney, D. F. J. Org. Chem. 1998, 63, 9243].
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Macartney, D.F.2
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