Intermolecular recognition

Testa, B., Kier, L. B., Carrupt, P. A. A systems approach to molecular structure, intermolecular recognition, and emergence-dissolvence in medicinal research. Med. Res. Rev. 1997, 77, 303-326. 

Intermolecular recognition and self-assembly processes both in the solid, liquid, and gas phases are the result of the balanced action of steric and electronic factors related to shape complementarity, size compatibility, and specific anisotropic interactions. Rather than pursuing specific and definitive rules for recognition and self-assembly processes, we will afford some heuristic principles that can be used as guidelines in XB-based supramolecular chemistry. 

Messina MT, Metrangolo P, Resnati G (2000) Resolution of racemic perfluorocar-bons through self-assembly driven by donor-acceptor intermolecular recognition. In Ramachandran PV (ed) Asymmetric fluoro-organic chemistry synthesis, applications, and future directions. ACS symposium series 746. American Chemical Society, Washington DC, p 239... 

In Nature, self-assembly to form finite assemblies often involves the non-covalent organization of molecules containing not only amphiphilic character, but also specific information needed for additional intermolecular recognition processes to occur, e.g., hydrogen... 

Intermolecular recognition is the most fundamental feature of biomaterial functions. Biochemical transformations in which intermolecular recognition and binding events play a central role include ... 

Chemical modification of the biomaterial with photoisomerizable units represents one approach to controlling intermolecular affinity interactions (Scheme 2(A)). In one photoisomer state of the biomaterial, its tertiary, biologically active structure is retained and the formation of the intermolecular complex is facilitated. In the complementary photoisomer state, the bioactive binding site is distorted and the formation of the intermolecular recognition complex is switched off. The bind-... 

Supramolecular chemistry on crystalline surfaces is governed to a large extent by lateral interactions. Nevertheless, the substrate plays an important role in mediating these interactions. Intermolecular recognition on a surface, for example, can take place only if the adsorbate-substrate interaction allows the molecules to meet each other. Therefore, the choice of the substrate plays a decisive role. Too strong interactions immobilize molecules and do not leave room for 2D supramolecular chemistry or may even induce decomposition too weak adsorbate-substrate interactions cause high mobility and 2D crystallization phenomena will not occur. 

Vogtherr M, Peters T, Application of NMR based binding assays to identify key hydroxyl groups for intermolecular recognition, J. Am. Chem. Soc., 122 6093-6099, 2000. 

It may sound paradoxical, but the relative unspecificity and the weakness of the hydrogen bond of only - 3 kcal/mol are of prime importance for life, so much that life without hydrogen bond were impossible. The reason is that all biological processes involve intermolecular recognition which has to be rapid, close to the... 

Wuest has demonstrated that the pyridone moiety also generates a hydrogen-bonded supramolecular synthon that is suitable for building extended arrays.67 Remarkably, methanetetra(6-phenylethynyl-2-pyridone) exhibits a diamondoid network, sevenfold interpenetration and cavities large enough to enclathrate butyric or valeric acid.27 Wuest introduced the concept of tectons to describe molecules that inherently possess the molecular structure and intermolecular recognition features to predictably self-assemble into crystalline networks. He followed this study with several other examples of diamondoid networks sustained by the pyridone moiety 27c d... 

Variation of the electrostatic charge distribution on an otherwise invariant molecular surface might influence intermolecular recognition of PrP. Although the uneven charge distribution between the two flat surfaces is preserved among different PrP structures (Fig. 11),... 

There are several approaches to the design of functional solids. Different strategies have been applied by several groups in order to obtain the desired intermolecular recognition. In 1954, Wald proposed that each component molecule could spontaneously assemble into an intact cell and suggested that each should contain all the necessary information to recognize and interact with other appropriate molecules [12]. 

All tectons described above give rise to nonionic hydrogen bonds. Other tectons form intermolecular recognition patterns dominated by directional hydrogen bonds and strong but less directional ionic interactions. This is the case, for instance, of cyclic h/5-amidinium dications interacting with dihydrogenophosphate anions, iso- or terephthalate dianions, fumarate, pyromellitate, or acetylenedicarboxylate dianions. 

Periole, X., Cavalli, M., Marrink, S. J., and Ceruso, M. A. [2009]. Combining an elastic network with a coarse-grained molecular force field Structure, dynamics and intermolecular recognition, / Chem. Theory Comput 5, pp. 2531-2543. 

From purely intermolecular recognition to size or polarity matches between molecules, a large number of factors influence the (co-)crystallisation outcome. The theoretical basis for its prediction is still under development and F. Leusen and J. Kendrick and F. Laszlo and T. Friscic have reviewed recent advances in the field. 

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