Singlet Oxygen Generation in Dark‐Hypoxia by Catalytic Microenvironment‐Tailored Nanoreactors for NIR‐II Fluorescence‐Monitored Chemodynamic Therapy

Catalytic microenvironment-tailored nanoreactors (CMTNs) with a built-in ratiometric NIR-II fluorescent 1O2 sensor were fabricated for monitored chemodynamic therapy (CDT). Benefiting from the impermeability of liposomal lipid membrane to ions and glutathione (GSH), the liposome-based CMTNs afford favorable pH for MoO42−-catalyzed generation of 1O2 from H2O2 and protect MoO42− from GSH chelation-triggered inactivation.

Abstract

Singlet oxygen (1O2) has a potent anticancer effect, but photosensitized generation of 1O2 is inhibited by tumor hypoxia and limited light penetration depth. Despite the potential of chemodynamic therapy (CDT) to circumvent these issues by exploration of 1O2-producing catalysts, engineering efficient CDT agents is still a formidable challenge since most catalysts require specific pH to function and become inactivated upon chelation by glutathione (GSH). Herein, we present a catalytic microenvironment-tailored nanoreactor (CMTN), constructed by encapsulating MoO42− catalyst and alkaline sodium carbonate within liposomes, which offers a favorable pH condition for MoO42−-catalyzed generation of 1O2 from H2O2 and protects MoO42− from GSH chelation owing to the impermeability of liposomal lipid membrane to ions and GSH. H2O2 and 1O2 can freely cross the liposomal membrane, allowing CMTN with a built-in NIR-II ratiometric fluorescent 1O2 sensor to achieve monitored tumor CDT.

https://ift.tt/32pG4xa

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📅︎ Jun 19 2021
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The singlet oxygen demonstration I did for my chemistry class v.redd.it/i9suk4zoe4071
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👤︎ u/Snow-John
📅︎ May 19 2021
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[ASAP] Proximity Histidine Labeling by Umpolung Strategy Using Singlet Oxygen

Journal of the American Chemical SocietyDOI: 10.1021/jacs.1c01626

Keita Nakane, Shinichi Sato, Tatsuya Niwa, Michihiko Tsushima, Shusuke Tomoshige, Hideki Taguchi, Minoru Ishikawa, and Hiroyuki Nakamura

https://ift.tt/3dWCT6y

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📅︎ Apr 27 2021
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Mechanism of mediated alkali peroxide oxidation and triplet versus singlet oxygen formation

Nature Chemistry, Published online: 15 March 2021; doi:10.1038/s41557-021-00643-z

Redox mediators are important for improving the rechargeability of metal–air batteries, however, how they affect singlet oxygen formation and hence parasitic chemistry is unclear, hindering strategies for their improvement. Now, the mechanism of mediated peroxide and superoxide oxidation is elucidated, explaining how redox mediators either enhance or suppress singlet oxygen formation.

https://ift.tt/3lk8H7z

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📅︎ Mar 15 2021
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Multi‐Photocatalyst Cascades: Merging Singlet Oxygen Photooxygenations with Photoredox Catalysis for the Synthesis of Alkaloid Frameworks

New photocascades have been developed which transform simple and readily accessible substrates into three‐dimensionally complex alkaloids in one pot. Both energy transfer and electron transfer are used within the reaction sequences. The strategy is underpinned by the development of a chemical switch that is used to “switch off” one photocatalyst allowing a second photocatalyst to take over control of the multi‐photocatalyst process.

Abstract

The development of photocascades that rapidly transform simple and readily accessible furan substrates into polycyclic alkaloid frameworks or erythrina natural products is described. Each of the sequences developed makes use of photocatalyzed energy transfer processes, which generate singlet oxygen, to set up the substrates for the second photocatalyzed reaction, wherein electron transfer generates carbon‐centered radicals for the cyclizations that give the final complex frameworks. A chemical switch has been developed that can “switch off” one photocatalyst; thus, allowing a second photocatalyst to take over control of the sequence. As a corollary, this strategy represents the first time it has been possible to use multiple photocatalysts in photocascades, and, as such, it expands significantly the reactions that can be included in such cascades and the order in which they can be initiated.

https://ift.tt/37RHrZB

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📅︎ Feb 13 2021
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[ASAP] Electronic Relaxation Pathways in Heavy-Atom-Free Photosensitizers Absorbing Near-Infrared Radiation and Exhibiting High Yields of Singlet Oxygen Generation

Journal of the American Chemical SocietyDOI: 10.1021/jacs.0c13203

Luis A. Ortiz-Rodríguez, Sean J. Hoehn, Axel Loredo, Lushun Wang, Han Xiao, and Carlos E. Crespo-Hernández

https://ift.tt/3dgsVx3

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📅︎ Feb 16 2021
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[ASAP] Protein-Activatable Diarylethene Monomer as a Smart Trigger of Noninvasive Control Over Reversible Generation of Singlet Oxygen: A Facile, Switchable, Theranostic Strategy for Photodynamic-Immunotherapy

Journal of the American Chemical SocietyDOI: 10.1021/jacs.0c12851

Hong-Bo Cheng, Bin Qiao, Hao Li, Jin Cao, Yuanli Luo, Kunemadihalli Mathada Kotraiah Swamy, Jing Zhao, Zhigang Wang, Jin Yong Lee, Xing-Jie Liang, and Juyoung Yoon

https://ift.tt/39t2v9c

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📅︎ Jan 28 2021
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Almost 100 % Peroxymonosulfate Conversion to Singlet Oxygen on Single‐Atom CoN2+2 Sites

In PMS activation 1O2 becomes the predominant reactive oxygen species mediated by single‐atom CoN2+2 sites. The weakly positive Co atoms and CoN2+2 coordination direct PMS oxidation by a non‐radical pathway with simultaneous 1O2 generation. This work is beneficial for rational regulation of 1O2 generation at the atomic level.

Abstract

Single‐atom CoN4 active sites have demonstrated excellent efficiency in peroxymonosulfate activation. However, the identification of CoN4 active sites and the detailed singlet oxygen generation mechanism in peroxymonosulfate activation remains ambiguous. We demonstrate a strategy to regulate the generation of reactive oxygen species by atomically dispersed cobalt anchored on nitrogen‐doped carbon. As indicated by experiment and DFT calculations, CoN2+2 was the active site and singlet oxygen was the predominant reactive oxygen species with a proportion of 98.89 %. Spontaneous dissociation of adsorbed peroxymonosulfate on the CoN2+2 active sites was energetically unfavorable because of the weakly positive Co atoms and CoN2+2 coordination, which directed PMS oxidation by a non‐radical pathway and with simultaneous singlet oxygen generation. The generated singlet oxygen degraded several organic pollutants with high efficiency across a broad pH range.

https://ift.tt/36ZYDdi

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📅︎ Jan 08 2021
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[ASAP] Delayed Fluorescence from Carbon Nanotubes through Singlet Oxygen-Sensitized Triplet Excitons

Journal of the American Chemical SocietyDOI: 10.1021/jacs.0c10557

Ching-Wei Lin, Sergei M. Bachilo, and R. Bruce Weisman

https://ift.tt/2VCIxkx

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📅︎ Dec 04 2020
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I have a theory about what causes Covid-19 to kill people. Singlet-oxygen production theory.
  • Doctor Li Wenliang, who first raised it in China; his main reason for proposal of a novel virus was that patients didn't improve when given pure oxygen
  • News article: Australian nurse in NYC says that nearly all patients requiring intubation were conversational and had video-calls with family before being tubed. She says that this is freaky and normally never happens
  • News article, also from NYC: paramedics who check people and take them to hospital put a pulse oximeter on a patient's fingertip. In all their years prior, any reading below 90% would be an emergency with patient losing consciousness and require intubation. In this article (on the ABC) they say that they are now relieved when a patient's reading comes back up into the 80s. But in normal times that would be a sign of impending death. They also said that one patient had a blood-oxygen percent reading in the 30s and was carrying out normal conversation. They said that this should be impossible.
  • The pulse oximeters use IR to determine blood-oxygen level. Singlet oxygen has different spectroscopic properties than regular oxygen. different IR absorbance.
  • My theory is that singlet oxygen is carried through the blood on hemoglobin, like regular oxygen. And the body has enzymes in cells that convert it back to regular oxygen, allowing respiration to continue in cells mitochondria. This would explain why the patient gets a low blood-oxygen-reading but remains able and awake.
  • The patient is fine for a while until the relevant cellular enzymes are depleted
  • Instead of giving them oxygen, give them hydrogen dot.
  • elemental hydrogen (hydrogen-dot) generators are already on the market and made in China
  • The presence of singlet-oxygen also explains the presently-unexplained heart failure and organ-failure seen in some virus-patients (cytokine shock)
  • The hydrogen-dot will restore the enzymes so that they continue to convert singlet oxygen to regular oxygen while their immune system fights the infection.... meaning that the patients don't die of oxygen starvation.

Dr Matthew Johnathon Leonard 22-Apr-2020

Jianye Education group, Science/Geography teacher

Zhengzhou, China www.mjlphd.net

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👤︎ u/MJLPHD
📅︎ Apr 23 2020
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This reaction creates red-glowing singlet oxygen (2NaOH + Cl2 + H2O2 -----> O2 + H2O + 2NaCl) v.redd.it/nkesvqqhuto31
👍︎ 842
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📅︎ Sep 25 2019
🚨︎ report
The beautiful and dangerous glow of singlet oxygen youtube.com/watch?v=-jb6b…
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👤︎ u/theartlav
📅︎ May 30 2019
🚨︎ report
Host–Guest Complexation of Amphiphilic Molecules at the Air–Water Interface Prevents Oxidation by Hydroxyl Radicals and Singlet Oxygen

A coating with “sleeves” : The compact host–guest complexation of calixarene and oleic acid molecules prevents the oxidation of the complex monolayers at the air–water interface by the action of hydroxyl radicals and singlet oxygen.

Abstract

The oxidation of antioxidants by oxidizers imposes great challenges to both living organisms and the food industry. Here we show that the host–guest complexation of the carefully designed, positively charged, amphiphilic guanidinocalix[5]arene pentadodecyl ether (GC5A‐12C) and negatively charged oleic acid (OA), a well‐known cell membrane antioxidant, prevents the oxidation of the complex monolayers at the air–water interface from two potent oxidizers hydroxyl radicals (OH) and singlet delta oxygen (SDO). OH is generated from the gas phase and attacks from the top of the monolayer, while SDO is generated inside the monolayer and attacks amphiphiles from a lateral direction. Field‐induced droplet ionization mass spectrometry results have demonstrated that the host–guest complexation achieves steric shielding and prevents both types of oxidation as a result of the tight and “sleeved in” physical arrangement, rather than the chemical reactivity, of the complexes.

https://ift.tt/34ngt8j

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📅︎ May 26 2020
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[ZMedicAir] Ever heard of singlet oxygen natural healing ? indiegogo.com/projects/zm…
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👤︎ u/skizmo
📅︎ Apr 14 2019
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Peripheral RAFT Polymerization on a Covalent Organic Polymer with Enhanced Aqueous Compatibility for Controlled Generation of Singlet Oxygen

A fair COP: A covalent organic polymer is prepared by crosslinking the photosensitizer 4,4′,4′′,4′′′‐(porphyrin‐5,10,15,20‐tetrayl)tetraaniline (TAPP) and with 4,4′‐(anthracene‐9,10‐diyl)dibenzoic acid (ADDA). Simultaneous generation of singlet oxygen by two mechanisms is achieved, which is promising in treating hypoxic tumors.

Abstract

A covalent organic polymer (COP) is prepared by crosslinking the photosensitizer 4,4′,4′′,4′′′‐(porphyrin‐5,10,15,20‐tetrayl)tetraaniline (TAPP) with 4,4′‐(anthracene‐9,10‐diyl)dibenzoic acid (ADDA) via 1‐ethyl‐3‐(3‐dimethylaminopropyl)carbodiimide/4‐dimethylaminopyridine coupling. The COP is further modified with a hydrophilic polymer, poly(poly(ethylene glycol) methyl ether methacrylate) by grafting‐from reversible‐addition‐fragmentation chain transfer (RAFT) polymerization to enhance its solubility in various solvents. The modified COP can bind singlet oxygen through the formation of endoperoxide by ADDA upon the exposure to red light irradiation. Singlet oxygen can be then released via the photodynamic mechanism or the cycloreversion by endoperoxide when heated at 110 °C. These results open new possibilities for simultaneous generation of singlet oxygen by the photodynamic route and singlet oxygen carriers, demonstrating promise for treating hypoxic tumors.

https://ift.tt/2QCTMr8

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📅︎ Apr 08 2020
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A Phototheranostic Strategy to Continuously Deliver Singlet Oxygen in the Dark and Hypoxic Tumor Microenvironment

Continuous photodynamic therapy: A 2‐pyridone‐based diblock polymer (PEG‐Py) was used to encapsulate the semiconducting, heavy‐atom‐free, photosensitizer pyrrolopyrrolidone‐tetraphenylethylene (DPPTPE). PEG‐Py can trap the 1O2 generated from DPPTPE under laser irradiation and then release 1O2 in the dark, hypoxic tumor microenvironment. As this nanoparticle can also be used for fluorescence‐guided imaging, it could be a used as a phototheranostic agent.

Abstract

Continuous irradiation during photodynamic therapy (PDT) inevitably induces tumor hypoxia, thereby weakening the PDT effect. In PDT‐induced hypoxia, providing singlet oxygen from stored chemical energy may enhance the cell‐killing effect and boost the therapeutic effect. Herein, we present a phototheranostic (DPPTPE@PEG‐Py NPs) prepared by using a 2‐pyridone‐based diblock polymer (PEG‐Py) to encapsulate a semiconducting, heavy‐atom‐free pyrrolopyrrolidone‐tetraphenylethylene (DPPTPE) with high singlet‐oxygen‐generation ability both in dichloromethane and water. The PEG‐Py can trap the 1O2 generated from DPPTPE under laser irradiation and form a stable intermediate of endoperoxide, which can then release 1O2 in the dark, hypoxic tumor microenvironment. Furthermore, fluorescence‐imaging‐guided phototherapy demonstrates that this phototheranostic could completely inhibit tumor growth with the help of laser irradiation.

https://ift.tt/2NnIXaR

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📅︎ Feb 04 2020
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Singlet oxygen ground state and Hund's rule.

Could someone explain, or suggest sources, as to why singlet oxygen is not in violation of Hund's rule?

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📅︎ Jan 27 2020
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Singlet Oxygen Formation

Hello everyone,

my question ist: why is it not possible for radiation alone to create singlet oxygen out of the triplet molecular oxygen? Why is there a need for a photosensitizer?

Thank you

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👤︎ u/isotope91
📅︎ Apr 15 2019
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Ultrasonic Activation of Water-Soluble Au25(SR)18 Nanoclusters for Singlet Oxygen Production pubs.acs.org/doi/10.1021/…
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👤︎ u/AeroNews
📅︎ Oct 18 2019
🚨︎ report
Production of Singlet Oxygen (1O2) during the Photochemistry of Aqueous Pyruvic Acid: The Effects of pH and Photon Flux under Steady-State O2(aq) Concentration pubs.acs.org/doi/10.1021/…
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👤︎ u/AeroNews
📅︎ Oct 11 2019
🚨︎ report
Production of Singlet Oxygen (1O2) during the Photochemistry of Aqueous Pyruvic Acid: The Effects of pH and Photon Flux under Steady-State O2(aq) Concentration pubs.acs.org/doi/10.1021/…
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👤︎ u/AeroNews
📅︎ Oct 11 2019
🚨︎ report
Worlds Most TERRIFYING Glow Stick - Singlet Oxygen (ft. NileRed) youtube.com/watch?v=-jb6b…
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📅︎ May 30 2019
🚨︎ report
Worlds Most Terrying Glow Stick - Singlet Oxygen (YouTube video featured by NileRed) youtube.com/watch?v=-jb6b…
👍︎ 3
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👤︎ u/ZephirAWT
📅︎ May 31 2019
🚨︎ report
UV-Vis Singlet Oxygen Probes?

I'm trying to detect 1O2 production in a Ru complex upon irradiation but have been having some issues. I don't have access to time resolved near IR, so I cannot do direct detection with that method. I have easy access to UV-Vis and EPR. There is a fluorometer in a different lab but the machine is unreliable. UV-vis is preferable since it's in my lab and not department equipment (like the EPR)

Here are the methods I've tried so far, both have been inconclusive

  1. EPR/TEMPO
  2. UV-Vis/DPBF

Any help/advice would be greatly appreciated!

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👤︎ u/itsacravat
📅︎ Sep 26 2017
🚨︎ report
[Chemistry] Can you drink Para-Water? Ortho-water? Can you breath pure Singlet Oxygen?

The spin states on the hydrogen of water can either be the same as one another or opposite to one another. Also, the spin states of Oxygen in O2 are the same way

My question is, how does this effect biochemistry? If I somehow obtained a supply of pure Para- or Ortho- Water, or filled a pure Oxygen breathing environment with Singlet Oxygen instead of Triplet Oxygen, could I safely drink said water and breath said Oxygen? What if I used air with Singlet Oxygen instead of pure Singlet Oxygen?

Also, how stable are these spin states? Would my water remain in that spin state long enough to interact with it? Would my Singlet O2 remain Singlet long enough to breath? Would it interact with my body in a way that causes injury or toxicity? Would it ignite on contact with flammable things like me?

What would happen if I tried to drink pure Ortho or pure Para water? What about breathing Pure Singlet Oxygen? Why?

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👤︎ u/pds314
📅︎ Apr 20 2017
🚨︎ report
What is the oxidation potential of singlet oxygen as compared to other oxidants?

Does anyone know qualitatively or quantitatively where singlet oxygen (the more stable one) falls compared to other oxidants?

http://www.h2o2.com/products-and-services/us-peroxide-technologies.aspx?pid=112&name=Hydrogen-Peroxide

Where does it fall as compared to ozone, peroxide or chlorine dioxide? I know it is obviously larger than oxygen because it can react with many more organic compounds. I assume the potential is less than ozone because there is less energy per molecule.

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👤︎ u/kraftpulp
📅︎ Jul 25 2014
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Reasons for kinetically slow redox potentials

Can anyone explain to me, why a molecule might be kinetically slow during a redox reaction? Is it due to solvent or molecule reorganization or is it due to something else? Also, can you point to literature that highlights this phenomenon? Thanks a bunch, this a helpful subreddit!

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📅︎ May 20 2021
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SkQ1

I thought you guys might enjoy reading about this substance. It seems like it could possibly be a miracle drug/antioxidant

https://en.wikipedia.org/wiki/SkQ

> SkQ is a class of mitochondria-targeted antioxidants, developed by Professor Vladimir Skulachev and his team. In a broad sense, SkQ is a lipophilic cation, linked via saturated hydrocarbon chain to an antioxidant. Due to its lipophilic properties, SkQ can effectively penetrate through various cell membranes. The positive charge provides directed transport of the whole molecule including antioxidant moiety into the negatively charged mitochondrial matrix. Substances of this type, various drugs that are based on them, as well as methods of their use are patented in Russia and other countries such as USA, EU, China, Japan, etc.[1][2][3][4] Sometimes the term SkQ is used in a narrow sense for the denomination of a cationic derivative of the plant antioxidant plastoquinone.

>History

In 1969, triphenylphosphonium (TPP, charged triphenylphosphine) was proposed for use for the first time.[5] This compound with a low molecular weight consists of a positively charged phosphorus atom and surrounded by three hydrophobic phenyls that are accumulating in mitochondria. In 1970, the use of the TPP for targeting the delivery of compounds to the mitochondrial matrix was proposed. In 1974, the TPP, as well as its derivatives and ot

... keep reading on reddit ➡

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📅︎ Jun 23 2021
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Increasing 7-Hydroxymitragynine content of ISO solution

I'm currently extracting alkaloids from powdered leaf with 99% ISO, I'm curious if anyone has tips to increasing the 7-Hydroxymitragynine content while in the ISO solution before evaporating the solvent off. I've read UV light increases levels somewhat, should I attempt exposing the solution to high levels of UV light before evaporating off the solvent? Any other ideas?

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👤︎ u/Crowafray
📅︎ Mar 03 2021
🚨︎ report
Bioinspired Network Analysis Enabled Divergent Syntheses and Structure Revision of Pentacyclic Cytochalasans

The bioinspired, divergent total syntheses of trichodermone and trichoderone A were accomplished from a common biogenetic precursor, aspochalasin Z. Key steps include transannular alkene cyclizations, a singlet oxygen ene reaction, and hydrogen atom transfer (HAT) cascade reactions. This approach validates the proposed biosynthetic pathway from a chemical perspective and paves the way for the synthesis and characterization of other cytochalasans.

Abstract

We accomplished the divergent total syntheses of ten pentacyclic cytochalasans (aspergillin PZ, trichodermone, trichoderones, flavipesines, and flavichalasines) from a common precursor aspochalasin D and revised the structures of trichoderone B, spicochalasin A, flavichalasine C, aspergilluchalasin based on structure network analysis of the cytochalasans biosynthetic pathways and DFT calculations. The key steps of the syntheses include transannular alkene/epoxyalkene and carbonyl-ene cyclizations to establish the C/D ring of pentacyclic aspochalasans. Our bioinspired approach to these pentacyclic cytochalasans validate the proposed biosynthetic speculation from a chemical view and provide a platform for the synthesis of more than 400 valuable cytochalasans bearing different macrocycles and amino-acid residues.

https://ift.tt/2QtjVeP

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📅︎ Jun 18 2021
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What do you call a man with no arms or legs in a hole?

Phil

👍︎ 5k
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📅︎ Jun 30 2021
🚨︎ report
An All‐in‐One Organic Semiconductor for Targeted Photoxidation Catalysis in Hypoxic Tumor

Gram-scale organic semiconductor C5N2 NPs were synthesized by a one-pot bottom-up method. The all-in-one semiconductor, with a low band gap of 1.63 eV and inherent nucleus targeting and strong photooxidation capacity, could accumulate at cell nucleus, split H2O to produce O2 and also generate cytotoxia 1O2 under high-tissue-penetrable NIR irradiation, successfully achieving effective and enhanced PDT in a hypoxic tumor.

Abstract

Tumor hypoxia severely limits the therapeutic effects of photodynamic therapy (PDT). Although many methods for oxygen generation exist, substantial safety concerns, spatiotenporal uncontrollability, limited efficacy, and complicated procedures have compromised their practical application. Here, we demonstrate a biocompatiable all-in-one organic semiconductor to provide a photoxidation catalysis mechanism of action. A facile method is developed to produce gram-level C5N2 nanoparticles (NPs)-based organic semiconductor. Under 650 nm laser irradiation, the semiconductor split water to generate O2 and simultaneously produce singlet oxygen (1O2), showing that the photocatalyst for O2 evolution and the photosensitizer (PS) for 1O2 generation could be synchronously achieved in one organic semiconductor. The inherent nucleus targeting capacity endows it with direct and efficient DNA photocleavage. These findings pave the way for developing organic semiconductor-based cancer therapeutic agents.

https://ift.tt/3xcy5l7

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📅︎ Jun 16 2021
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Singlet Oxygen Generation in Dark‐Hypoxia by Catalytic Microenvironment‐Tailored Nanoreactors for NIR‐II Fluorescence‐Monitored Chemodynamic Therapy

Catalytic microenvironment-tailored nanoreactors (CMTNs) with a built-in ratiometric NIR-II fluorescent 1O2 sensor were fabricated for monitored chemodynamic therapy (CDT). Benefiting from the impermeability of liposomal lipid membrane to ions and glutathione (GSH), the liposome-based CMTNs afford favorable pH for MoO42−-catalyzed generation of 1O2 from H2O2 and protect MoO42− from GSH chelation-triggered inactivation.

Abstract

Singlet oxygen (1O2) has a potent anticancer effect, but photosensitized generation of 1O2 is inhibited by tumor hypoxia and limited light penetration depth. Despite the potential of chemodynamic therapy (CDT) to circumvent these issues by exploration of 1O2-producing catalysts, engineering efficient CDT agents is still a formidable challenge since most catalysts require specific pH to function and become inactivated upon chelation by glutathione (GSH). Herein, we present a catalytic microenvironment-tailored nanoreactor (CMTN), constructed by encapsulating MoO42− catalyst and alkaline sodium carbonate within liposomes, which offers a favorable pH condition for MoO42−-catalyzed generation of 1O2 from H2O2 and protects MoO42− from GSH chelation owing to the impermeability of liposomal lipid membrane to ions and GSH. H2O2 and 1O2 can freely cross the liposomal membrane, allowing CMTN with a built-in NIR-II ratiometric fluorescent 1O2 sensor to achieve monitored tumor CDT.

https://ift.tt/32pG4xa

👍︎ 2
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📅︎ May 24 2021
🚨︎ report
Singlet Oxygen Generation in Dark‐Hypoxia by Catalytic Microenvironment‐Tailored Nanoreactors for NIR‐II Fluorescence‐Monitored Chemodynamic Therapy

Singlet oxygen ( 1 O 2 ) has a potent anticancer effect, but photosensitized generation of 1 O 2 is inhibited by tumor hypoxia and limited light penetration depth. Despite the potential of chemodynamic therapy (CDT) to circumvent these issues by exploration of 1 O 2 ‐producing catalysts, engineering efficient CDT agents is still a formidable challenge since most catalysts require specific pH to function and become inactivated upon chelation by glutathione (GSH). Herein, we present a catalytic microenvironment‐tailored nanoreactor (CMTN), constructed by encapsulating MoO 4 2‐ catalyst and alkaline sodium carbonate within liposomes, which offers a favorable pH condition for MoO 4 2‐ ‐catalyzed generation of 1 O 2 from H 2 O 2 and protects MoO 4 2‐ from GSH chelation due to the impermeability of liposomal lipid membrane to ions and GSH. Importantly, H 2 O 2 and 1 O 2 can freely cross liposomal membrane, allowing the CMTN with a built‐in NIR‐II ratiometric fluorescent 1 O 2 sensor to achieve monitored tumor CDT.

https://ift.tt/32pG4xa

👍︎ 2
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📅︎ Apr 19 2021
🚨︎ report
Multi‐Photocatalyst Cascades: Merging Singlet Oxygen Photooxygenations with Photoredox Catalysis for the Synthesis of Alkaloid Frameworks

New photocascades have been developed which transform simple and readily accessible substrates into three‐dimensionally complex alkaloids in one pot. Both energy transfer and electron transfer are used within the reaction sequences. The strategy is underpinned by the development of a chemical switch that is used to “switch off” one photocatalyst allowing a second photocatalyst to take over control of the multi‐photocatalyst process.

Abstract

The development of photocascades that rapidly transform simple and readily accessible furan substrates into polycyclic alkaloid frameworks or erythrina natural products is described. Each of the sequences developed makes use of photocatalyzed energy transfer processes, which generate singlet oxygen, to set up the substrates for the second photocatalyzed reaction, wherein electron transfer generates carbon‐centered radicals for the cyclizations that give the final complex frameworks. A chemical switch has been developed that can “switch off” one photocatalyst; thus, allowing a second photocatalyst to take over control of the sequence. As a corollary, this strategy represents the first time it has been possible to use multiple photocatalysts in photocascades, and, as such, it expands significantly the reactions that can be included in such cascades and the order in which they can be initiated.

https://ift.tt/37RHrZB

👍︎ 2
💬︎
📅︎ Dec 17 2020
🚨︎ report
Almost 100% peroxymonosulfate conversion to singlet oxygen on single‐atom CoN2+2 sites

Single‐atom CoN 4 active sites have demonstrated excellent efficiency in peroxymonosulfate activation. However, the identification of CoN 4 active sites and the detailed singlet oxygen generation mechanism in peroxymonosulfate activation still remain ambiguous. In this study, we demonstrated a strategy to regulate the generation of reactive oxygen species by atomically dispersed cobalt anchored on nitrogen‐doped carbon. As assisted by experimental and DFT calculations, CoN 2+2 was the definite active sites. Singlet oxygen was the absolutely predominant reactive oxygen species that the proportion was 98.89%. Different from the traditional CoN 4 configuration, the CoN 2+2 active sites transformed the pathway of peroxymonosulfate activation and facilitated the singlet oxygen generation. Spontaneous dissociation of adsorbed peroxymonosulfate on Co single atoms was prevented due to the energy barriers caused by weak positive Co atoms and CoN 2+2 coordination, determining PMS oxidation in non‐radical pathway and simultaneous singlet oxygen generation. The generated singlet oxygen showed efficient activity for degradation of several organic pollutants in a broad pH range.

https://ift.tt/36ZYDdi

👍︎ 2
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📅︎ Nov 22 2020
🚨︎ report
Multi‐photocatalyst Cascade Sequences: Merging Singlet Oxygen Photooxygenations with Photoredox Catalysis for the Synthesis of Key Alkaloid Frameworks

The development of photocascades that rapidly transform simple and readily accessible furan substrates into polycyclic alkaloid frameworks or erythrina natural products is described. Each of the sequences developed makes use of photocatalyzed energy transfer processes, which generate singlet oxygen, to set up the substrates for the second photocatalyzed reaction, wherein electron transfer generates carbon‐centered radicals for the cyclizations that give the final complex frameworks. A chemical switch has been developed that can “switch off” one photocatalyst; thus, allowing a second photocatalyst to take over control of the sequence. As a corollary, this strategy represents the first time it has been possible to use multiple photocatalysts in photocascades, and, as such, it expands significantly the reactions that can be included in such cascades and the order in which they can be initiated.

https://ift.tt/37RHrZB

👍︎ 2
💬︎
📅︎ Oct 29 2020
🚨︎ report
What is the difference between Oxygen and Singlet Oxygen?

Singlet oxygen is written as O₂, but so is oxygen that is involved in respiration. What is the difference and why is Singlet oxygen toxic?

👍︎ 19
💬︎
📅︎ Oct 14 2016
🚨︎ report

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