CO-releasing molecule (CORM) conjugate systems

Kautz, Anna Christin; Kunz, Peter C.; Janiak, Christoph

doi:10.1039/c6dt03515a

Cited by 114 publications

(80 citation statements)

References 72 publications

(155 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The action of heme oxygenase (HO) on hemoglobin causes CO production in vivo and there is evidence that increased generation of HO‐derived CO plays a critical role in the resolution of inflammatory processes and alleviation of cardiovascular disorders . Due to these roles, CO has attracted much attention recently and there is a need to better understand its many biological functions, aiding the design of therapeutics using CO‐releasing molecules (CORMs) …”

Section: Resultsmentioning

confidence: 99%

Highly Sensitive and Selective Molecular Probes for Chromo‐Fluorogenic Sensing of Carbon Monoxide in Air, Aqueous Solution and Cells

Toscani

Marín‐Hernández

Robson

et al. 2019

Chemistry A European J

View full text Add to dashboard Cite

Optical sensing offers a low‐cost and effective means to sense carbon monoxide in air and in solution. This contribution reports the synthesis of a new series of vinyl complexes [Ru(CH=CHR)Cl(CO)(TBTD)(PPh3)2] (R=aryl, TBTD=5‐(3‐thienyl)‐2,1,3‐benzothiadiazole) and shows them to be highly sensitive and selective probes for carbon monoxide in both solution and air. Depending on the vinyl substituent, chromogenic and fluorogenic responses signalled the presence of this invisible, odourless, tasteless and toxic gas. Adsorbing the complexes on silica produced colorimetric probes for the ′naked eye′ detection of CO in the gas phase with a limit of detection as low as 8 ppm in some cases, while the release of the TBTD fluorophore allowed detection at much lower concentrations through the fluorescence response. Structural data were obtained by single‐crystal X‐ray diffraction techniques, while the photophysical behaviour was explored computationally using TD‐DFT experiments. The systems were also shown to be selective for CO over all other gases tested, including water vapour and common organic solvents. By introducing a poly(ethylene)glycol chain to the vinyl functionality, water compatibility was achieved and these non‐cytotoxic complexes were employed in the sensing of CO in HeLa cells, offering a simple and rapid system for sensing this gasotransmitter in this challenging medium.

show abstract

Section: Resultsmentioning

confidence: 99%

Highly Sensitive and Selective Molecular Probes for Chromo‐Fluorogenic Sensing of Carbon Monoxide in Air, Aqueous Solution and Cells

Toscani

Marín‐Hernández

Robson

et al. 2019

Chemistry A European J

View full text Add to dashboard Cite

show abstract

“…Using a combination of spectroscopic techniques, theoretical calculations and multi‐curve resolution alternating least‐squares (MCR‐ALS) analysis, we have also demonstrated that the rate of decarbonylation is solvent dependent . Additionally, the feasibility to chemically link the Ru(II)‐based photoCORMs to delivery vectors without compromising on their CO‐releasing properties has also been demonstrated ,,. This offers interesting possibilities regarding the development of Ru(II) photoCORMs as site‐directed therapeutics.…”

Section: Introductionmentioning

confidence: 85%

Synthesis, Structural Characterization and Photodecarbonylation Study of a Dicarbonyl Ruthenium(II)‐Bisquinoline Complex

et al. 2019

View full text Add to dashboard Cite

A photoactivatable ruthenium(II) carbonyl complex mer,cis ‐[Ru(II)Cl(BisQ)(CO) 2 ]PF 6 2 was prepared using a tridentate bisquinoline ligand (BisQ=(2,6‐diquinolin‐2‐yl)pyridin). Compound 2 was thoroughly characterized by standard analytical methods and single crystal X‐ray diffraction. The crystal structure of the complex cation reveals a distorted octahedral geometry. The decarbonylation upon exposure to 350 and 420 nm light was monitored by UV/VIS absorbance and Fourier transform infrared spectroscopies in acetonitrile and 1 % (v/v) DMSO in water, respectively. The kinetic of the photodecarbonylation has been elucidated by multivariate curve resolution alternating least‐squares analysis. The stepwise decarbonylation follows a serial mechanism. The first decarbonylation occurs very quickly whereas the second decarbonylation step proceeds more slowly. Moreover, the second rate constant is lower in 1 % (v/v) DMSO in water than in acetonitrile. In comparison to 350 nm irradiation, exposure to 420 nm light in acetonitrile results in a lower second rate constant.

show abstract

“…These include CORMs that can be triggered for CO release using stimuli such as light (photoCORMs), enzyme activity (ETCORMs), or magnetic heating . For targeting purposes and/or to limit toxicity of the iCORM following CO release, metal carbonyl CORMs have also been incorporated into biocompatible structures such as proteins, polymers, dendrimers, and metal organic frameworks . Despite these advances, the majority of metal carbonyl CORMs reported to date cannot be tracked in terms of their cellular uptake and/or CO release process.…”

Section: Introductionmentioning

confidence: 99%

Tracking CO Release in Cells via the Luminescence of Donor Molecules and/or their By‐Products

Soboleva

Berreau

2019

Israel Journal of Chemistry

View full text Add to dashboard Cite

Carbon monoxide (CO) is a bioactive signalling molecule that is produced endogenously via the breakdown of heme. Beneficial health effects associated with the delivery of CO gas have spurred the development of CO‐releasing molecules (CORMs) that can be used to provide specific amounts of the gas. In addition to their potential use as therapeutics, CORMs are needed to provide insight into the biological targets of CO. In this regard, light‐activated CO‐releasing molecules (photoCORMs), are valuable for examining the effects of localized CO release. Herein we examine luminescent CORMs and photoCORMs that have been reported for tracking CO delivery in cells. A variety of motifs are available that exhibit differing luminescence properties and cover a wide range of wavelengths. Trackable CO donors have been successfully applied to targeting CO delivery to mitochondria, thus demonstrating the feasibility of using such molecules in detailed investigations of the biological roles of CO.

show abstract

CO-releasing molecule (CORM) conjugate systems

Cited by 114 publications

References 72 publications

Highly Sensitive and Selective Molecular Probes for Chromo‐Fluorogenic Sensing of Carbon Monoxide in Air, Aqueous Solution and Cells

Highly Sensitive and Selective Molecular Probes for Chromo‐Fluorogenic Sensing of Carbon Monoxide in Air, Aqueous Solution and Cells

Synthesis, Structural Characterization and Photodecarbonylation Study of a Dicarbonyl Ruthenium(II)‐Bisquinoline Complex

Tracking CO Release in Cells via the Luminescence of Donor Molecules and/or their By‐Products

Contact Info

Product

Resources

About