Recognition of axial ligands by a zinc porphyrin host on the basis of nonpolar interligand interaction

Imai, Hiroyasu; Nakagawa, Shigeto; Kyuno, Eishin

doi:10.1021/ja00043a016

Cited by 60 publications

(27 citation statements)

References 1 publication

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“…Thus, resulting powerful, versatile and multifaced chromophores for CD studies, porphyrins have been employed also in the field of molecular and chiral recognition [11,12], as well as absolute configuration assignment [13][14][15][16][17][18][19][20][21].…”

Section: Introductionmentioning

confidence: 99%

Polymethacrylic zinc porphyrin: A new approach to chiral recognition

Angiolini

Benelli

Giorgini

2011

Reactive and Functional Polymers

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Section: Introductionmentioning

confidence: 99%

Polymethacrylic zinc porphyrin: A new approach to chiral recognition

Angiolini

Benelli

Giorgini

2011

Reactive and Functional Polymers

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“…Receptors based on porphyrin macrocycle have been widely used to study the molecular recognition events due to their well known redox activity [3]. Binding of a ligand to superstructured transition metal porphyrin complexes provides important information on the metalloenzyme substrate binding [4,5]. Ionic and molecular recognition by electrochemical methods have received considerable interest in the past decades.…”

Section: Introductionmentioning

confidence: 99%

Electrochemistry of surface wired redox protein: Axial ligation and control of redox potential

Behera¹,

Raj²

2008

Journal of Electroanalytical Chemistry

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“…To study the characteristics of these synthetic cavities, we initially investigated binding between a guest molecule and the zinc porphyrin core buried in the cavity. A pyridine derivative was used as a guest molecule, because 1:1 complex formation between zinc porphyrin and this derivative has been established and is widely accepted 35,36 . ZnG4a was synthesized according to a literature method 37 .…”

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confidence: 99%

Macromolecular semi-rigid nanocavities for cooperative recognition of specific large molecular shapes

et al. 2013

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Molecular shape recognition for larger guest molecules (typically over 1 nm) is a difficult task because it requires cooperativity within a wide three-dimensional nanospace coincidentally probing every molecular aspect (size, outline shape, flexibility and specific groups). Although the intelligent functions of proteins have fascinated many researchers, the reproduction by artificial molecules remains a significant challenge. Here we report the construction of large, well-defined cavities in macromolecular hosts. Through the use of semi-rigid dendritic phenylazomethine backbones, even subtle differences in the shapes of large guest molecules (up to B2 nm) may be discriminated by the cooperative mechanism. A conformationally fixed complex with the best-fitting guest is supported by a three-dimensional model based on a molecular simulation. Interestingly, the simulated cavity structure also predicts catalytic selectivity by a ruthenium porphyrin centre, demonstrating the high shape persistence and wide applicability of the cavity.

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Recognition of axial ligands by a zinc porphyrin host on the basis of nonpolar interligand interaction

Cited by 60 publications

References 1 publication

Polymethacrylic zinc porphyrin: A new approach to chiral recognition

Polymethacrylic zinc porphyrin: A new approach to chiral recognition

Electrochemistry of surface wired redox protein: Axial ligation and control of redox potential

Macromolecular semi-rigid nanocavities for cooperative recognition of specific large molecular shapes

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