Erratum: Corrigendum: Molecular imaging of hydrogen peroxide produced for cell signaling

Miller, Evan W.; Tulyathan, Orapim; Isacoff, Ehud Y.; Chang, Christopher J.

doi:10.1038/nchembio0607-349

Cited by 9 publications

(3 citation statements)

References 1 publication

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“…To obtain efficient and rapid signal generation, redox reactions were chosen as a method of activation that could be made specific to droplet aggregation with some simple design rules. Redox reactions leading to unmasking of fluorescent dyes has been a highly successful approach for the sensing of reactive oxygen species (ROS). − We theorized that the same effect might be obtained using oil-soluble oxidants. For the dye structure, we were directly inspired by hydride-reduced cyanine dyes developed by Murthy and co-workers , and Nagano and co-workers .…”

Section: Results and Discussionmentioning

confidence: 99%

Mutually-Reactive, Fluorogenic Hydrocyanine/Quinone Reporter Pairs for In-Solution Biosensing via Nanodroplet Association

Chattaraj

Mohan

Livingston

et al. 2015

ACS Appl. Mater. Interfaces

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Mutually-reactive, fluorogenic molecules are presented as a simple and novel technique for in-solution biosensing. The hypothesis behind this work was that aggregating droplets into close proximity would cause rapid mixing of their contents. To take advantage of this effect, a novel pair of fluorogenic redox molecules were designed to remain in lipid-stabilized oil droplets but mix once aggregated. First, the hydrophobic cyanine dye DiI was reduced with sodium borohydride to form a non-fluorescent analog (HDiI). Hydrophobic quinone derivatives were then screened as oxidizing agents, and it was found that p-fluoranil oxidized non-fluorescent HDiI back to fluorescent DiI. Next, HDiI and p-fluoranil were loaded into NEOBEE oil nanodroplets of average diameter 600 nm that were stabilized by a monolayer of DPPC, DSPE-PEG, and DSPE-PEG-biotin. Addition of streptavidin caused aggregation of droplets and the appearance of red fluorescent aggregates within 30 min. Next, Nanoparticle Tracking Analysis was used to record the fluorescence of the droplets and their aggregates. By integrating the fluorescence emission of the tracked droplets, streptavidin could be detected down to 100 fM. Finally, the droplets were reformulated to sense for Vascular Endothelial Growth Factor (VEGF), a biomarker for tumor metastasis. Using anti-VEGF aptamers attached to DSPE-PEG incorporated into the nanodroplet monolayer, VEGF could also be detected down to 100 fM.

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Section: Results and Discussionmentioning

confidence: 99%

Mutually-Reactive, Fluorogenic Hydrocyanine/Quinone Reporter Pairs for In-Solution Biosensing via Nanodroplet Association

Chattaraj

Mohan

Livingston

et al. 2015

ACS Appl. Mater. Interfaces

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“…The boronate subunit is a popularly used building block for H 2 O 2 sensors, as the boronate cage is nonfluorescent and the conversion of arylboronates to phenols results in turn-on emission [ 95 , 96 , 97 ]. The deprotonated H 2 O 2 is a potent nucleophile, which can attack the boron center to generate a labile borate species that hydrolyses to the corresponding phenol [ 98 ]. For O 2 •− detection, the diphenyl phosphinyl group can be introduced into an organic compound, in which the fluorescence is strongly quenched at first, and obvious turn-on fluorescent signal is realized in the presence of O 2 •− [ 99 , 100 ].…”

Section: Detection Of Reactive Oxygen Nitrogen Speciesmentioning

confidence: 99%

Reactive Species-Activatable AIEgens for Biomedical Applications

Kang

Yin

et al. 2022

Biosensors

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Precision medicine requires highly sensitive and specific diagnostic strategies with high spatiotemporal resolution. Accurate detection and monitoring of endogenously generated biomarkers at the very early disease stage is of extensive importance for precise diagnosis and treatment. Aggregation-induced emission luminogens (AIEgens) have emerged as a new type of excellent optical agents, which show great promise for numerous biomedical applications. In this review, we highlight the recent advances of AIE-based probes for detecting reactive species (including reactive oxygen species (ROS), reactive nitrogen species (RNS), reactive sulfur species (RSS), and reactive carbonyl species (RCS)) and related biomedical applications. The molecular design strategies for increasing the sensitivity, tuning the response wavelength, and realizing afterglow imaging are summarized, and theranostic applications in reactive species-related major diseases such as cancer, inflammation, and vascular diseases are reviewed. The challenges and outlooks for the reactive species-activatable AIE systems for disease diagnostics and therapeutics are also discussed. This review aims to offer guidance for designing AIE-based specifically activatable optical agents for biomedical applications, as well as providing a comprehensive understanding about the structure–property application relationships. We hope it will inspire more interesting researches about reactive species-activatable probes and advance clinical translations.

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“…In order to obtain activity at sites of interest, such polymers have been designed to react to stimuli specific to a diseased region. For example, many new sensing and imaging agents have been designed to respond to the presence of elevated reactive oxygen species (ROS) as indicators of inflammation, cell signaling, and cancer. − In addition, technologies have been developed that can initiate therapy at a specific location due to response to an external energy source that can be focused to a specific location.…”

mentioning

confidence: 99%

Alternating Sulfone Copolymers Depolymerize in Response to Both Chemical and Mechanical Stimuli

Kumar

Goodwin

2015

ACS Macro Lett.

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This work describes the depolymerization of poly(vinyl acetate-alt-sulfur dioxide) (PVAS) as initiated by chemical and mechanical stimuli. In recent years, macromolecules that are able to depolymerize in response to specific stimuli have been highly sought because of their ability to amplify signal for sensing and drug delivery. Examples include self-immolative polymers from alkoxyphenol derivatives and polyaldehydes. We show here that alternating copolymers of sulfur dioxide and vinyl acetate are able to undergo similar depolymerization into their monomer components in response to various chemical and mechanical stimuli. Certain vinyl monomers such as vinyl acetate are able to polymerize with sulfur dioxide in a perfectly alternating manner, and the resulting copolymer possesses a low ceiling temperature. We show that this polymer is able to break down into its monomer components when subjected to UV/acetone, various Reactive Oxygen Species (ROS), and ultrasonication. In the case of UV, the acetone reacted via a Norrish reaction to produce free radicals that caused clean monomer production. For ROS, the polymer showed reactivity to both oxidizing and radical-containing ROS. Through kinetic studies, these polymers were shown to proceed via a two-part, first-order kinetic model with a fast initiation phase and a slow depolymerization phase. Finally, the polymers were subjected to probe ultrasonication, and depolymerization occurred as well. Most tellingly, the polymer again showed a fast initiation step and continued to depolymerize even after ultrasonication stopped. This class of polymers shows potential for drug delivery in response to both endogenous chemical and externally-applied mechanical cues.

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Erratum: Corrigendum: Molecular imaging of hydrogen peroxide produced for cell signaling

Cited by 9 publications

References 1 publication

Mutually-Reactive, Fluorogenic Hydrocyanine/Quinone Reporter Pairs for In-Solution Biosensing via Nanodroplet Association

Mutually-Reactive, Fluorogenic Hydrocyanine/Quinone Reporter Pairs for In-Solution Biosensing via Nanodroplet Association

Reactive Species-Activatable AIEgens for Biomedical Applications

Alternating Sulfone Copolymers Depolymerize in Response to Both Chemical and Mechanical Stimuli

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