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  • Title: Metal ion binding patterns of acyclovir: molecular recognition between this antiviral agent and copper(II) chelates with iminodiacetate or glycylglycinate.
    Author: Brandi-Blanco Mdel P, Choquesillo-Lazarte D, Domínguez-Martín A, González-Pérez JM, Castiñeiras A, Niclós-Gutiérrez J.
    Journal: J Inorg Biochem; 2011 May; 105(5):616-23. PubMed ID: 21443851.
    Abstract:
    In order to deepen on metal-binding patterns of acyclovir (acv), {[Cu(IDA)(acv)]·2MeOH}(n) (1) and [Cu(glygly)(acv)]·H(2)O (2) compounds have been synthesized and investigated by X-ray crystallography as well as spectral and thermal methods. These compounds have been chosen upon the assumption that iminodiacetate (IDA) and glycylglycinate (glygly) chelating ligands would bind copper(II) with mer-tridentate conformation, supplying two terminal H-acceptor carboxylate groups (IDA) or one H-acceptor carboxylate and one H-donor primary amino group (glygly). The main aim of this work was to clarify if the amino group of glygly can build an intra-molecular interligand H-bonding interaction to reinforce the Cu-N7(acv) bond. Our results are discussed in the context of an up-to-date critical look regarding the related structural information. From the viewpoint of molecular recognition, the structure of 1 shows that the chelate-nucleoside recognition only involves the Cu-N7(acv) coordination bond. In contrast, the molecular complex of 2 exhibits the Cu-N7(acv) coordination bond reinforced by an intra-molecular (glygly)N-H···O6(acv) interaction (2.961(3)Å, 140.5°).
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