Artificial Metallophosphoesterases Built on Poly(ethylenimine)

Kim, Nowon; Suh, Junghun

doi:10.1021/jo00085a050

Cited by 27 publications

(16 citation statements)

References 2 publications

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“…The product was filtered and washed with ethanol, dried in vacuum to give a yellow solid, 8 82 (m, 15H, ArH), 4.16-3.72 (m, 14H, …”

Section: Hlmentioning

confidence: 99%

“…4,5 In recent years, there has been considerable interest in the research of salicylaldimine Schiff base transition-metal complexes as oxygen carriers 6 and enzyme catalysis mimetics. 7,8 Many Schiff base ligands containing crown ether moieties possess different recognition sites for both alkali and transition metal guest cations, 9 for example, the Na(I) or K(I)/Co(II) hetero-nuclear complexes of crowned Schiff base can bind oxygen molecule (O 2 ) to form stable solid dioxygen adducts, [10][11][12][13] so crown ethers employed as the substituents have received much attention 14,15 because of their binding ability to alkali ions and special configuration due to the hydrophobicity of the outer ethylene groups and orderly arrangement of the inner oxygen atoms. 16,17 A crown ether ring with special configuration will endow crownedly functional molecules with novel performances and characters.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of Unsymmetrical Bissalicylaldimine Ligands and bis‐Schiff Base Cobalt Complexes with Benzo‐10‐aza‐15‐crown‐5 Pendant

Li¹,

Fěng

et al. 2007

Chin. J. Chem.

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Novel unsymmetrical bissalicylaldimine bis‐Schiff bases with a benzo‐10‐aza‐15‐crown‐5 pendant and their cobalt complexes have been synthesized via condensation of 3 or 5‐[(benzo‐10‐aza‐15‐crown‐5)‐10‐ylmethyl] salicylaldehyde with the half unit Schiff bases and characterized by 1H NMR, IR, mass spectroscopy, elemental analysis, molar conductances and molar magnetic susceptibility.

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“…The product was filtered and washed with ethanol, dried in vacuum to give a yellow solid, 8 82 (m, 15H, ArH), 4.16-3.72 (m, 14H, …”

Section: Hlmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis of Unsymmetrical Bissalicylaldimine Ligands and bis‐Schiff Base Cobalt Complexes with Benzo‐10‐aza‐15‐crown‐5 Pendant

Li¹,

Fěng

et al. 2007

Chin. J. Chem.

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“…Artificial nucleic acid cleavage agents based on hydrolytic metal ions and their complexes can efficiently cleave the phosphodiester bonds of DNA and RNA (Kim and Suh 1994;Williams and Chin 1996;Williams et al 1999), and thus hold promise for the development of novel materials for molecular biology as well as for the decontamination of microorganisms (e.g., bacteria and viruses). Additionally, sequence-specific materials based on hydrolytic metal-chelator complexes have the potential to circumvent the inherent limitations associated with current antisense or RNAi technologies used in gene-silencing applications.…”

Section: Introductionmentioning

confidence: 99%

RNA hydrolysis and inhibition of translation by a Co(III)–cyclen complex

Delehanty

Stuart²,

Knight³

et al. 2005

RNA

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Metal ion-chelator catalysts based on main-group, lanthanide, or transition metal complexes have been developed as nonenzymatic alternatives for the hydrolysis of the phosphodiester bonds in DNA and RNA. Cobalt (III), with its high-charge density, is known for its ability to hydrolyze phosphodiesters with rate constants as high as 2 × 10 −4 s −1 . We have developed a kinetically inert Co(III)-cyclen-based complex, Co(III)-cycmmb that is very potent in inhibiting the translation of RNA into protein. Contact time as short as 10 min is sufficient to achieve the complete inhibition of the translation of a concentrated luciferase RNA solution into the enzyme in a cell-free translation system. The inhibition appears to proceed through two pathways. The first pathway involves the kinetic or substitutional inertness of Co(III) for the RNA template at short contact times. This interaction is mediated through the kinetic inertness of Co(III) for the phosphate groups of the nucleotides, as well as coordination of Co(III) to the nitrogenous bases. The second pathway occurs at longer contact times and is mediated by the hydrolysis of the phosphodiester backbone. This report represents the first demonstrated use of a metal-chelate complex to achieve the inhibition of the translation of RNA into protein. This Co(III) system can be useful in its present nonsequence-specific form as a novel viral decontamination agent. When functionalized to recognize specific nucleic acid sequences, such a system could potentially be used in gene-silencing applications as an alternative to standard antisense or RNAi technologies.

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“…4,5 In recent years, there has been considerable interest in salicylaldimine Schiff base transition-metal complexes as oxygen carriers 6 and enzyme catalysis mimetics. 7,8 Many Schiff base ligands containing crown ether substituents possess different recognition sites for both alkali and transition metal guest cations; 9 for example, the Na(I)-or K(I)-Co(II) heteronuclear complexes of crowned Schiff bases can bind O 2 to form stable solid dioxygen adducts. 10,11 Our recent work has shown that dioxygen affinities and biomimetic catalytic performance of crown ether substituted salicylaldimine Schiff base transition-metal complexes are better than those of their crown-free analogues.…”

mentioning

confidence: 99%

Synthesis of Transition Metal Complexes with Aza-Crown Substituted Unsymmetrical Salicylaldimine Bis-Schiff Base Ligands and Metal Schiff Base Complex Catalysed Oxidation of P-Xylene to P-Toluic Acid

Yang

et al. 2012

Journal of Chemical Research

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Four unsymmetrical, salicylaldimine bis-Schiff bases with pendant benzo-10-aza-15-crown-5-or morpholino-groups and their 1:1 (ligand /metal) complexes with cobalt, copper and manganese have been synthesised and studied as catalysts in the aerobic oxidation of p-xylene to p-toluic acid. Significant selectivity (up to -90%) and conversion levels (up to -70%) were obtained. The effects of the pendant aza-crown ether group in Mn(III) Schiff base complexes on the oxidation of p-xylene were also investigated by comparison with analogues having pendant morpholinogroups.

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Artificial Metallophosphoesterases Built on Poly(ethylenimine)

Cited by 27 publications

References 2 publications

Synthesis of Unsymmetrical Bissalicylaldimine Ligands and bis‐Schiff Base Cobalt Complexes with Benzo‐10‐aza‐15‐crown‐5 Pendant

Synthesis of Unsymmetrical Bissalicylaldimine Ligands and bis‐Schiff Base Cobalt Complexes with Benzo‐10‐aza‐15‐crown‐5 Pendant

RNA hydrolysis and inhibition of translation by a Co(III)–cyclen complex

Synthesis of Transition Metal Complexes with Aza-Crown Substituted Unsymmetrical Salicylaldimine Bis-Schiff Base Ligands and Metal Schiff Base Complex Catalysed Oxidation of P-Xylene to P-Toluic Acid

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