Enzyme-inspired flavin–polydopamine as a biocompatible nanoparticle photocatalyst

Crocker, Leander; Köehler, Philipp; Bernhard, Patrick; Kerbs, Antonina; Fruk, Ljiljana

doi:10.1039/c9nh00199a

Cited by 8 publications

(9 citation statements)

References 58 publications

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“…The direct charge transfer from flavin to NP through the catechol anchoring group could be expected as we observed a large degree of fluorescence quenching in dopamine-bound flavin (DAFL) in comparison to the NBoc-protected flavin, 3 ( Figure S6). The same phenomena was observed for other flavin-catechol conjugates that we have prepared [21].…”

Section: Amaranth Photooxidation (Aerobic Activity)supporting

confidence: 86%

“…We initially explored such an approach by taking an advantage of the photocatalytic activity of flavin [19], and combining it with a polydopamine carrier, which acts as an active cofactor support. Such stabilized flavin was successfully used to mimic enzyme-like reactions using light instead of NADH [20,21]. Herewith, we report on a design of a catalyst that combines flavin and semiconducting, magnetic nanoparticles to afford a multifunctional system capable of effective dye degradation, while being easy to prepare and separate from the reaction mixture.…”

Section: Introductionmentioning

confidence: 99%

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Flavin-Conjugated Iron Oxide Nanoparticles as Enzyme-Inspired Photocatalysts for Azo Dye Degradation

2020

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In this work, a new photocatalytic system consisting of iron oxide nanoparticles (IONPs), coated with a catechol-flavin conjugate (DAFL), is synthesized and explored for use in water remediation. In order to test the efficiency of the catalyst, the photodegradation of amaranth (AMT), an azo dye water pollutant, was performed under aerobic and anaerobic conditions, using either ethylenediaminetetraacetic acid (EDTA) or 2-(N-morpholino)ethanesulfonic acid (MES) as electron donors. Depending on the conditions, either dye photoreduction or photooxidation were observed, indicating that flavin-coated iron-oxide nanoparticles can be used as a versatile enzyme-inspired photocatalysts.

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Section: Amaranth Photooxidation (Aerobic Activity)supporting

confidence: 86%

Section: Introductionmentioning

confidence: 99%

Flavin-Conjugated Iron Oxide Nanoparticles as Enzyme-Inspired Photocatalysts for Azo Dye Degradation

2020

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“… 44 Those findings indicate the successful incorporation of Pluronic on the surface of F127@PDA NPs as the zeta potential of bare PDA was found to be approximately −40 mV. 45 …”

Section: Resultsmentioning

confidence: 94%

Size-tuneable and immunocompatible polymer nanocarriers for drug delivery in pancreatic cancer

et al. 2022

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“…In a follow‐up study, they applied this system in photooxidation and photoreduction of chromogenic enzymatic substrates . Amplex Red in photooxidation, whereas resazurin in photoreduction were transformed to resorufin (RF) in the presence of EDTA upon irradiation with a blue laser diode at 458 nm (Scheme ).…”

Section: Miscellaneous Transformationsmentioning

confidence: 99%

Polydopamine – its Prolific Use as Catalyst and Support Material

Molnár

2020

ChemCatChem

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Polydopamine is a mussel-inspired functional material with a unique ability to form surface coatings. It is a green, environmentally benign product available very easily for a multitude of varied applications. This review attempts to collect useful information with respect to polydopamine-based catalytic studies with the use of polydopamine and modified polydopamine preparations loaded with varied catalytically active species including metal ions and metal particles. Major sections are about the use of polydopamine as catalyst material, utilization of immobilized enzymes, removal of toxic materials, results in organic synthesis, and fuel cell applications. A few examples of chiral catalysis and results of recycling studies are also treated. Data collected and analyzed indicate the importance and high potential of polydopamine-based catalysts in sustainable chemistry. of subunits attacked by an immobilized cyclohexeneamine (5) was suggested to be the transition state of CÀ C bond formation.Edouard et al. prepared catalyst 0.29 % PDA/PU by depositing PDA onto polyurethane foam (PU, 180 � 20 mg, 8 cm 3 ) and used it for the reduction of methylene blue (MB) with NaBH 4 . [48] Activities decreased gradually with repeated uses from 100 % to 35 % in run 11 but partial reactivation was achieved upon keeping the sample at 67°C for 8 h (55 % dropping below 10 % in run 13). Exposure to air at room temperature for six days proved to be somewhat more beneficial (90 % conversion in run 14 decreasing to 48 % in run 18). In a recent study they fabricated two oxidized PDA/PU samples and then loaded them with NaBH 4 . [49] One made by the usual method (dopamine/Tris, rt, 12 h, in air; sample PDA O2 PU), whereas the other was made by treating PU in a mixture of dopamine, NaOAc, and NaIO 4 (pH 5, rt, 24 h). The sample was dried (67°C) and washed thoroughly with water (PDA NaIO4 PU). Both products were dipped into an aqueous solution of NaBH 4 (0.1 M, 10 min) to afford boron contents of 2.37 and 2.11 wt%. The catalysts tested in the degradation of MB showed high activities with efficiencies of 97 % and 98 %, respectively (NaBH 4 /MB molar ratio 40, 177 mg and 209 mg catalysts, 25 min). During five reuses, the pH of the reaction medium increased because of boron loss (0.78 wt% and 0.81 wt%). The activity of PDA NaIO4 PU decreased to 89 % in run five. However, dipping the used sample into a 0.1 M NaBH 4 solution restored the original efficiency of 98 %. This, however, was only a temporary remedy, since a low efficiency of 60 % was measured in run 10. PDA was suggested by the authors to act as a redox mediator to prevent the hydrolysis/oxidation of immobilized borohydride.This formula (5) should be moved up and placed before the paragraph starting with "Edouard et al…"The Zuo group used PDA particles (avg. diameter 240 nm) to induce the reduction of MB and rhodamine B (RhB) with NaBH 4 . [50] Quinone moieties of PDA were assumed to channel electrons from NaBH 4 to the dyes. Indeed, PDA oxidized with NaIO 4 exhibited increased degradatio...

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Enzyme-inspired flavin–polydopamine as a biocompatible nanoparticle photocatalyst

Abstract: Hybrid flavin–polydopamine nanoparticles combine the activity of an enzyme cofactor with the stabilising and electron-transfering properties of nanostructured poly-dopamine to afford a green and biocompatible catalytic system tuneable by visible light.

Cited by 8 publications

References 58 publications

Flavin-Conjugated Iron Oxide Nanoparticles as Enzyme-Inspired Photocatalysts for Azo Dye Degradation

Flavin-Conjugated Iron Oxide Nanoparticles as Enzyme-Inspired Photocatalysts for Azo Dye Degradation

Size-tuneable and immunocompatible polymer nanocarriers for drug delivery in pancreatic cancer

Polydopamine – its Prolific Use as Catalyst and Support Material

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