Inductive properties of polypyridyl ruthenium complexes significantly regulate various protein distributions in Escherichia coli

Ho, Ming‐Yi; Chiou, Min-Lun; Du, Wan-Shan; Chang, Fang Ying; Chen, Yau‐Hung; Weng, Yu-Jong; Cheng, Chien‐Chung

doi:10.1016/j.jinorgbio.2011.03.017

Cited by 6 publications

(4 citation statements)

References 30 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In a9 6-microtiter black plate, solutions of [3](PF 6 ) 2 (25 mm)i nO pti-MEM complete media (200 mL) were irradiated in triplicate at 37 8C by using the LED setup. After 20,15,12,10,8,6,4,2, and 0min of irradiation, the UV/Vis spectrum of each well was measured by using aT ecan M1000pro plate reader ( Figure S3 in the Supporting Information). The samples were submitted to ESI-MS measurements to confirm the light-induced release of ligand 2 from the complex upon irradiation in Opti-MEM complete ( Figure S4 in the Supporting Information).…”

Section: Cell-free Light Irradiation Of [3](pf 6 ) 2 In 96-wellp Latesmentioning

confidence: 99%

“…For most metallodrugs, specific DNA and/orp rotein interactions have been proposed as the modeo fa ction. [2] In principle, aqua complex [ 1] 2 + is as trong electrophile and its binding to DNA [3] and proteins, [4] which has been thoroughlyi nvestigatedi nt he past, suggested that such compounds may be used as an anticancer agent. [3a, b, 4] However,R eedijk et al demonstrated that [Ru(tpy)(bpy)Cl]Cl, which in waterh ydrolyzes into [1] 2 + ,i sp oorly cytotoxic.…”

Section: Introductionmentioning

confidence: 99%

“…In addition,r utheniumc omplexess uch as [Ru(tpy)(bpy)(L)] 2 + are photochemicallya ctive becausev isible-light irradiation leads to ligand-exchange reactions that do not occur in the dark. [4,5] Such photosubstitution reactions have been proposeda saway to trigger the toxicity of anticancer metallodrugs with spatial and temporalr esolution. [5a, g, h, 6] Likewise,p hotosubstitution of the protecting monodentatel igand Li n[ Ru(tpy)(bpy)(L)] 2 + may activate the complexb yp roducing [1] 2 + inside ac ell.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Chemical Swarming: Depending on Concentration, an Amphiphilic Ruthenium Polypyridyl Complex Induces Cell Death via Two Different Mechanisms

Siewert

Rixel

Rooden

et al. 2016

Chemistry A European J

View full text Add to dashboard Cite

The crystal structure and in vitro cytotoxicity of the amphiphilic ruthenium complex [3](PF6)2 are reported. Complex [3](PF6)2 contains a Ru−S bond that is stable in the dark in cell‐growing medium, but is photosensitive. Upon blue‐light irradiation, complex [3](PF6)2 releases the cholesterol–thioether ligand 2 and an aqua ruthenium complex [1](PF6)2. Although ligand 2 and complex [1](PF6)2 are by themselves not cytotoxic, complex [3](PF6)2 was unexpectedly found to be as cytotoxic as cisplatin in the dark, that is, with micromolar effective concentrations (EC50), against six human cancer cell lines (A375, A431, A549, MCF‐7, MDA‐MB‐231, and U87MG). Blue‐light irradiation (λ=450 nm, 6.3 J cm−2) had little influence on the cytotoxicity of [3](PF6)2 after 6 h of incubation time, but it increased the cytotoxicity of the complex by a factor 2 after longer (24 h) incubation. Exploring the unexpected biological activity of [3](PF6)2 in the dark elucidated an as‐yet unknown bifaceted mode of action that depended on concentration, and thus, on the aggregation state of the compound. At low concentration, it acts as a monomer, inserts into the membrane, and can deliver [1]2+ inside the cell upon blue‐light activation. At higher concentrations (>3–5 μm), complex [3](PF6)2 forms supramolecular aggregates that induce non‐apoptotic cell death by permeabilizing cell membranes and extracting lipids and membrane proteins.

show abstract

Section: Cell-free Light Irradiation Of [3](pf 6 ) 2 In 96-wellp Latesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Chemical Swarming: Depending on Concentration, an Amphiphilic Ruthenium Polypyridyl Complex Induces Cell Death via Two Different Mechanisms

Siewert

Rixel

Rooden

et al. 2016

Chemistry A European J

View full text Add to dashboard Cite

show abstract

“…Common methods to investigate metallodrug–protein interactions are X-ray diffraction analysis, ,, electrospray ionization mass spectrometry (ESI-MS), , inductively coupled plasma optical emission spectrometry (ICP-OES) or mass spectrometry (ICP-MS), UV–vis spectroscopy, circular dichroism (CD) spectroscopy, tryptophan fluorescence spectroscopy, − (nano)liquid chromatography, , gel electrophoresis, − capillary electrophoresis , or NMR. − For emissive metallodrugs, the metal complex and hence its interaction with biomolecules can be imaged on gel electrophoresis or in cells by emission microscopy. , For the nonemissive metallodrugs considered here, however, this approach is ineffective. In organic chemical biology a well-developed method to visualize interaction between proteins and nonemissive organic inhibitors is based on bioorthogonal chemistry .…”

Section: Introductionmentioning

confidence: 99%

Alkyne Functionalization of a Photoactivated Ruthenium Polypyridyl Complex for Click-Enabled Serum Albumin Interaction Studies

et al. 2020

View full text Add to dashboard Cite

Studying metal-protein interactions is key for understanding the fate of metallodrugs in biological systems. When a metal complex is not emissive and too weakly bound for mass spectrometry analysis, however, it may become challenging to study such interactions. In this work a synthetic procedure was developed for the alkyne functionalization of a photolabile ruthenium polypyridyl complex, [Ru(tpy)(bpy)(Hmte)](PF6)2, where tpy = 2,2′:6′,2′′-terpyridine, bpy = 2,2′-bipyridine, and Hmte = 2-(methylthio)ethanol. In the functionalized complex [Ru(HCC-tpy)(bpy)(Hmte)](PF6)2, where HCC-tpy = 4′-ethynyl-2,2′:6′,2′′-terpyridine, the alkyne group can be used for bioorthogonal ligation to an azide-labeled fluorophore using copper-catalyzed “click” chemistry. We developed a gel-based click chemistry method to study the interaction between this ruthenium complex and bovine serum albumin (BSA). Our results demonstrate that visualization of the interaction between the metal complex and the protein is possible, even when this interaction is too weak to be studied by conventional means such as UV–vis spectroscopy or ESI mass spectrometry. In addition, the weak metal complex-protein interaction is controlled by visible light irradiation, i.e., the complex and the protein do not interact in the dark, but they do interact via weak van der Waals interactions after light activation of the complex, which triggers photosubstitution of the Hmte ligand.

show abstract

Multifunctional and Sustainable Fe‐Iminopyridine Complexes for the Synthesis of Cyclic Carbonates

Seong

Kim

et al. 2019

ChemSusChem

View full text Add to dashboard Cite

show abstract

Inductive properties of polypyridyl ruthenium complexes significantly regulate various protein distributions in Escherichia coli

Cited by 6 publications

References 30 publications

Chemical Swarming: Depending on Concentration, an Amphiphilic Ruthenium Polypyridyl Complex Induces Cell Death via Two Different Mechanisms

Chemical Swarming: Depending on Concentration, an Amphiphilic Ruthenium Polypyridyl Complex Induces Cell Death via Two Different Mechanisms

Alkyne Functionalization of a Photoactivated Ruthenium Polypyridyl Complex for Click-Enabled Serum Albumin Interaction Studies

Multifunctional and Sustainable Fe‐Iminopyridine Complexes for the Synthesis of Cyclic Carbonates

Contact Info

Product

Resources

About