Visible-light activatable organic CO-releasing molecules (PhotoCORMs) that simultaneously generate fluorophores

Peng, Ping; Wang, Chaoming; Shi, Zheng; Johns, Valentine K.; Ma, Liyuan; Oyer, Jeremiah; Copik, Alicja J.; Igarashi, Robert Y.; Liao, Yi

doi:10.1039/c3ob41385c

Cited by 136 publications

(132 citation statements)

References 44 publications

(3 reference statements)

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“…Xanthene-9-carboxylic acid: In 2013, Klán and coworkers reported a novel multifunctional photoCORM based on a fluorescein derivative that also has dual emissive and CO release properties [165]. In the dark, this water-soluble, air-stable compound is stable for up to a month in an aerated aqueous solution, making it ideal for biological applications.…”

Section: Fe(co) 3 (Norbornadiene-r2)mentioning

confidence: 99%

Photo-Controlled Release of NO and CO with Inorganic and Organometallic Complexes

Pierri

Muizzi

Ostrowski

et al. 2014

Luminescent and Photoactive Transition Metal Complexes as Biomolecular Probes and Cellular Reagents

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Abstract:The photochemical delivery of bioactive small molecules to physiological targets provides the opportunity to control the location, timing and dosage of such delivery. We will discuss recent developments the synthesis and studies of various metal complexes designed for targeted release of the bioregulatory diatomics nitric oxide and carbon monoxide. Of considerable interest are those systems where the NO or CO precursor and/or the photochemical product is luminescent such that imaging techniques allow one to identify the release location.

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Section: Fe(co) 3 (Norbornadiene-r2)mentioning

confidence: 99%

Photo-Controlled Release of NO and CO with Inorganic and Organometallic Complexes

Pierri

Muizzi

Ostrowski

et al. 2014

Luminescent and Photoactive Transition Metal Complexes as Biomolecular Probes and Cellular Reagents

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“…65,67,75,80 Whilst these studies show that the compounds tests are not toxic, the potential of photoCORMs in active toxicity toward cancer cells has also been considered. 46,74 The latter studies focus on the possible 'turn on' of activity when irradiated.…”

Section: Biological Testingmentioning

confidence: 99%

“…28). 80 This material is formed via Diels-Alder chemistry, and then undergoes a known photoreaction to release two equivalents of CO under irradiation at 470 nm. To prevent hydration of the diketone unit interfering in this process, the molecules were encapsulated in hydrophobic micelle structures.…”

Section: Metal-free Photocormsmentioning

confidence: 99%

PhotoCORMs: CO release moves into the visible

Wright

2016

Dalton Trans.

110

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The potential of carbon monoxide to act as a therapeutic agent is now well-established. Controlled delivery of CO is best achieved using 'CORMs': molecules which release known amounts of carbon monoxide in response to a stimulus. Metal carbonyl complexes will release CO if irradiated with ultraviolet light, but it is only in the past five years that development of true 'photoCORMs' has been explored. Recent exciting developments in this area now show that design of photoCORMs operating well into the visible region is achievable. In this Perspective, we examine the growth of photoCORMs from their origins in the photophysics of metal carbonyls to the latest visible-light agents.

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“…6c). 54 The composite is responsive to 470 nm visible light for the release of CO originating from the diketone backbone and it was demonstrated that 84% of CO from DK3 is due to release from the composite. No cytotoxicity was observed in the cells as a result of inhibiting the cellular diffusion of the DKs and the photoproducts using a micelle.…”

Section: Synthetic Polymer Materialsmentioning

confidence: 99%

“…78 Micelle compounds consist of both hydrophilic and hydrophobic components, which improve the solubility and stability of metal complexes in living cells. 18,53,54 In an effort to construct micelle-based CORMs, CORM-3 was covalently anchored between a hydrophilic poly(ethylene glycol) (PEG) block and a hydrophobic poly(n-butylacrylamide) block (Fig. 6a).…”

Section: Synthetic Polymer Materialsmentioning

confidence: 99%

Design of biomaterials for intracellular delivery of carbon monoxide

2015

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Carbon monoxide (CO) is recognized as one of the most important gas signaling molecules involved in governing various therapeutic responses. Intracellular generation of CO is spatiotemporally controlled by catalytic reactions of heme oxygenases (HOs). Thus, the ability to control intracellular CO delivery with modulation of the CO-release rate in specific amounts and locations is expected to improve our fundamental understanding of the functions of CO and the development of clinical applications. For this purpose, CO-releasing molecules (CORMs) have been developed and investigated in vitro and in vivo. Most CORMs are based on transition metal carbonyl complexes. Recently, various biomaterials consisting of metal carbonyls with biomacromolecular scaffolds have been reported to improve the properties of bare metal carbonyls. In this mini-review, current progress in CO delivery, recent strategies for the development of CORMs, and future directions in this field are discussed.

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Visible-light activatable organic CO-releasing molecules (PhotoCORMs) that simultaneously generate fluorophores

Cited by 136 publications

References 44 publications

Photo-Controlled Release of NO and CO with Inorganic and Organometallic Complexes

Photo-Controlled Release of NO and CO with Inorganic and Organometallic Complexes

PhotoCORMs: CO release moves into the visible

Design of biomaterials for intracellular delivery of carbon monoxide

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