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Molecular Recognition of Dinucleotides and Amino Acids by Artificial Receptors Containing a Bicyclic Guanidinium Subunit

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Computational Approaches in Supramolecular Chemistry

Part of the book series: NATO ASI Series ((ASIC,volume 426))

Abstract

Detailed molecular models have been generated for the complexes of 2′-deoxyadenylyl(3′→ 5′)-2′-deoxyadenosine and 2′-deoxyadenylyl(3′→ 5′)-2′-deoxyguanosine with a synthetic receptor for dinucleotides, and of L-phenylalanine and L-tryptophan with an enantioselective receptor for aromatic L-amino acids. The structures have been optimized by energy minimization techniques and further subjected to molecular dynamics simulations at room temperature. The resulting trajectories have provided valuable information about the relative stability of the complexes and the conformational preferences of host and guest molecules in the bound state. The relative contributions of each constitutive block to the binding enthalpies have been dissected. This knowledge should aid in our understanding of the forces involved in molecular recognition and in the design of improved novel receptors.

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Author information

Authors and Affiliations

  1. Departamento de Química, Universidad Autónoma de Madrid, Cantoblanco, 28049, Madrid, Spain

    J. De Mendoza

  2. Departamento de Fisiología y Farmacología, Universidad de Alcalá de Henares, 28871, Alcalá de Henares, Madrid, Spain

    F. Gago

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  1. J. De Mendoza
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  2. F. Gago
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Editors and Affiliations

  1. Laboratory of Molecular Modeling and Simulations, URA-CNRS, University Louis Pasteur, Strasbourg, France

    Georges Wipff

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De Mendoza, J., Gago, F. (1994). Molecular Recognition of Dinucleotides and Amino Acids by Artificial Receptors Containing a Bicyclic Guanidinium Subunit. In: Wipff, G. (eds) Computational Approaches in Supramolecular Chemistry. NATO ASI Series, vol 426. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-1058-7_5

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  • DOI: https://doi.org/10.1007/978-94-011-1058-7_5

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-4460-8

  • Online ISBN: 978-94-011-1058-7

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