Dynamic Devices. Shape Switching and Substrate Binding in Ion-Controlled Nanomechanical Molecular Tweezers
Abstract
As examples of supramolecular devices performing chemical (ionic, molecular) control of binding events and models of related natural systems, two molecular conformational switches are described, which display cation-controlled nanomechanical motion coupled to substrate binding and release. The substrate binding relies on donor/acceptor interactions, provided by intercalation between planar sites located at the extremities of the switching units, whereas cation complexation is responsible for conformational regulation. The terpyridine py-py-py-based receptor is activated toward substrate binding upon complexation of a zinc(II) cation and operates in a two-state process. The replacement of the central pyridine by a 4,6-disubstituted pyridimine as in py-pym-py induces a state reversal and yields a new receptor which binds a substrate in the absence of cation, and releases it when copper(I) is introduced, following a three-step process. These systems represent effector-triggered supramolecular switching devices leading toward multistate nanomechanical chemical systems. These two systems illustrate the use of simple conformational switches in the binding site and allosteric regulation of substrate affinity.
Additional Information
© 2004 American Chemical Society. Received 23 December 2003. Published online 5 May 2004. Published in print 1 June 2004. A.P. acknowledges the support of the French Ministère de l'Éducation et de la Recherche by a predoctoral fellowship and is indebted to Dr. T. Balaban for generously supplying the 2,3,6,7-tetrakis(dodecyloxy)anthracene (TDOA) used in this study. R.G.K. is grateful to the french government for a postdoctoral Chateaubriand fellowship.Attached Files
Supplemental Material - ja031915rsi20031223_050912.cif
Supplemental Material - ja031915rsi20031223_050930.cif
Supplemental Material - ja031915rsi20031223_050945.cif
Supplemental Material - ja031915rsi20031223_051000.cif
Supplemental Material - ja031915rsi20031223_051017.cif
Supplemental Material - ja031915rsi20031223_051031.cif
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Additional details
- Eprint ID
- 76667
- DOI
- 10.1021/ja031915r
- Resolver ID
- CaltechAUTHORS:20170419-093148705
- Ministère de l'Éducation et de la Recherche
- Chateaubriand Fellowship
- Created
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2017-04-19Created from EPrint's datestamp field
- Updated
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2021-11-15Created from EPrint's last_modified field