Common xanthene fluorescent dyes are visible-light activatable CO-releasing molecules

Martínek, Marek; Ludvíková, Lucie; Šranková, Mária; Navrátil, Rafael; Muchová, Lucie; Huzlík, Jiří; Vı́tek, Libor; Klán, Petr; Šebej, Peter

doi:10.1039/d2ob01823c

Cited by 5 publications

(2 citation statements)

References 62 publications

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“…These CO donors can be generally divided into two categories, namely, metal-based − and metal-free CO prodrugs. − In the past decades, extensive efforts have been devoted to the development of metal-based CORMs, − and some of them have been widely employed for studying CO biology, such as CO’s anti-inflammatory effects. , In contrast, metal-free CO prodrugs are substantially underdeveloped due to the challenges to extrude CO from small organic molecules. Over the past decade, quite a few chemically diverse metal-free CO prodrugs have been elegantly devised using photoirradiation, − bioorthogonal chemistry, − ultrasound, or water , as the trigger, and some of them have been successfully applied in vivo to achieve localized CO delivery and recapitulated CO-associated pharmacological effects. Despite these advances, the development of metal-free CO prodrugs is still in its infancy, and more efforts need to be devoted to the development of CO prodrugs with targetability, controlled release, and most importantly drug-like properties.…”

Section: Introductionsmentioning

confidence: 99%

Reactive Oxygen Species-Activated Metal-Free Carbon Monoxide Prodrugs for Targeted Cancer Treatment

Li,

Wang,

Liu

et al. 2023

J. Med. Chem.

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Carbon monoxide has shown promise as a therapeutic agent against cancers. Reactive oxygen species (ROS)-activated CO prodrugs are highly demanded for targeted cancer treatment but remain sporadic. In addition, little attention is on how the release rate affects CO’s biological effects. Herein, we describe a new type of ROS-activated metal-free CO prodrug, which releases CO with tunable release rates in response to multiple ROS and exhibits very pronounced tumor suppression effects in a mouse 4t1 breast tumor model. Importantly, for the first time, we observe both in vitro and in vivo that CO release rate has a direct impact on its antiproliferative potency and a correlation between release rate and antiproliferative activity is observed. In aggregates, our results not only deliver ROS-sensitive CO prodrugs for cancer treatment but also represent a promising starting point for further in-depth studies of how CO release kinetics affect anticancer activity.

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Section: Introductionsmentioning

confidence: 99%

Reactive Oxygen Species-Activated Metal-Free Carbon Monoxide Prodrugs for Targeted Cancer Treatment

Li,

Wang,

Liu

et al. 2023

J. Med. Chem.

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“…Controlling emission color is a key topic for luminescent materials because of their various applications such as multi-color imaging, 1,2 sensing, 3 optoelectronics, 4 and information encryption. 5,6 In the past decade, exploring fluorophores that combine multi-color 7–9 and quantum yield (QY) 10,11 was of extensive interest. Compared with conventional fluorescent materials that reemit almost immediately, RTP materials have a unique advantage that their detection time can be extended above 10 8 orders.…”

Section: Introductionmentioning

confidence: 99%

Modulating multi-color room temperature phosphorescence emission for carbon dot composites with ultralong lifetime

Jie¹,

Gao²,

Wang³

et al. 2023

New J. Chem.

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Nanosecond Laser Debonding Using an Ultrathin Absorber Layer in a Transparent Composite: Making a Light‐Powered Exploding Bolt

Anwar,

Bardeen

2024

Adv Funct Materials

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Localized heating of an adhesive interface can separate glued substrates for recycling or reconfiguring. Light provides a way to deposit energy at this type of buried interface, but the photon energy must still be transformed into thermal energy. The deposition of an ultrathin (<1 µm) absorbing layer before gluing provides a way to build this photothermal capability into the bonded structure. To demonstrate this concept, a submicron absorbing layer composed of the dye Fluorescein 27 (F27) is applied to a poly(methyl methacrylate) (PMMA) substrate that is glued to a second PMMA piece using a commercial cyanoacrylate adhesive. The laser debonding is characterized as function of dye layer thickness, applied pressure, and laser pulse fluence. A 450 nm thick dye layer retained a high adhesive strength of 3.5 MPa but can be debonded by a single 532 nm nanosecond laser pulse with a fluence ≤ 0.7 J cm−2. Decomposition of the absorbing layer resulted in rapid gas evolution that left the micron‐scale surface morphology of the PMMA substrate intact. This system enabled the fabrication of an optical analog to the exploding bolt, where a single laser pulse can impulsively separate a structural fastener.

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Common xanthene fluorescent dyes are visible-light activatable CO-releasing molecules

Abstract: Fluorescein, eosin and rose bengal, xanthene diagnostic dyes, are releasing carbon monoxide, formic and phthalic acids upon irradiation by visible light in aqueous media, previously unreported photolysis products.

Cited by 5 publications

References 62 publications

Reactive Oxygen Species-Activated Metal-Free Carbon Monoxide Prodrugs for Targeted Cancer Treatment

Reactive Oxygen Species-Activated Metal-Free Carbon Monoxide Prodrugs for Targeted Cancer Treatment

Modulating multi-color room temperature phosphorescence emission for carbon dot composites with ultralong lifetime

Nanosecond Laser Debonding Using an Ultrathin Absorber Layer in a Transparent Composite: Making a Light‐Powered Exploding Bolt

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