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Exclusive Papers from Editorial Board Members of the Photochemistry Section of Molecules

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Photochemistry".

Deadline for manuscript submissions: closed (31 October 2021) | Viewed by 25256

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Department of Chemistry, University of Colorado Denver, Campus Box 194, P.O. Box 173364, Denver, CO 80217, USA
Interests: synthesis; computational chemistry; cheminformatics; bioinformatics; pharmacogenomics; green chemistry
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Special Issue Information

Dear Colleagues,

This Special Issue of Molecules will focus on recent advances in photochemistry. While high-quality papers from all authors will  be considered, we will primarily highlight recent research by the laboratories of Editorial Board Members (EBMs) from the Photochemistry Chemistry Section, providing an attractive open access publishing platform for photochemistry research data.

Prof. Dr. Rui Fausto
Prof. Dr. Scott Reed
Guest Editors

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Published Papers (8 papers)

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Research

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13 pages, 2584 KiB  
Article
Preparation of Polycarbonate-ZnO Nanocomposite Films: Surface Investigation after UV Irradiation
by Babak Jaleh, Sara Hamzehi, Reza Sepahvand, Saeid Azizian, Mahtab Eslamipanah, Reza Golbedaghi, Alireza Meidanchi and Rui Fausto
Molecules 2022, 27(14), 4448; https://doi.org/10.3390/molecules27144448 - 12 Jul 2022
Cited by 7 | Viewed by 1548
Abstract
Polycarbonate (PC)-ZnO films with different percentages of ZnO were prepared by a solution stirring technique and subjected to ultraviolet (UV; λ = 254 nm) irradiation. Structural parameters of the samples and the effects of UV irradiation on the surface properties of the PC [...] Read more.
Polycarbonate (PC)-ZnO films with different percentages of ZnO were prepared by a solution stirring technique and subjected to ultraviolet (UV; λ = 254 nm) irradiation. Structural parameters of the samples and the effects of UV irradiation on the surface properties of the PC and PC-ZnO nanocomposites were evaluated by X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), atomic force microscopy (AFM), water contact angle (WCA) measurements, and a Vickers microhardness (HV) tester. The XRD patterns of the nanocomposite films were found to show an increase in crystallinity with the increasing ZnO nanoparticles percentage. The WCA was found to be reduced from 90° to 17° after 15 h of UV irradiation, which could be ascribed to the oxidation of the surface of the samples during the irradiation and exposure of the ZnO nanoparticles, a result that is also supported by the obtained XPS data. The microhardness value of the PC-ZnO films including 30 wt.% ZnO enhanced considerably after UV radiation, which can also be attributed to the exposition of the ZnO nanoparticles after photodegradation of the PC superficial layer of the nanocomposite films. Full article
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11 pages, 2098 KiB  
Article
In Situ Monitored Vortex Fluidic-Mediated Protein Refolding/Unfolding Using an Aggregation-Induced Emission Bioprobe
by Qi Hu, Haozhen Hu, Xinyi Zhang, Kyle Fan, Yuning Hong, Colin L. Raston and Youhong Tang
Molecules 2021, 26(14), 4273; https://doi.org/10.3390/molecules26144273 - 14 Jul 2021
Cited by 3 | Viewed by 4806
Abstract
Protein folding is important for protein homeostasis/proteostasis in the human body. We have established the ability to manipulate protein unfolding/refolding for β-lactoglobulin using the induced mechanical energy in the thin film microfluidic vortex fluidic device (VFD) with monitoring as such using an aggregation-induced [...] Read more.
Protein folding is important for protein homeostasis/proteostasis in the human body. We have established the ability to manipulate protein unfolding/refolding for β-lactoglobulin using the induced mechanical energy in the thin film microfluidic vortex fluidic device (VFD) with monitoring as such using an aggregation-induced emission luminogen (AIEgen), TPE-MI. When denaturant (guanidine hydrochloride) is present with β-lactoglobulin, the VFD accelerates the denaturation reaction in a controlled way. Conversely, rapid renaturation of the unfolded protein occurs in the VFD in the absence of the denaturant. The novel TPE-MI reacts with exposed cysteine thiol when the protein unfolds, as established with an increase in fluorescence intensity. TPE-MI provides an easy and accurate way to monitor the protein folding, with comparable results established using conventional circular dichroism. The controlled VFD-mediated protein folding coupled with in situ bioprobe AIEgen monitoring is a viable methodology for studying the denaturing of proteins. Full article
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15 pages, 1747 KiB  
Article
Leaf Age-Dependent Photosystem II Photochemistry and Oxidative Stress Responses to Drought Stress in Arabidopsis thaliana Are Modulated by Flavonoid Accumulation
by Ilektra Sperdouli, Julietta Moustaka, Georgia Ouzounidou and Michael Moustakas
Molecules 2021, 26(14), 4157; https://doi.org/10.3390/molecules26144157 - 08 Jul 2021
Cited by 27 | Viewed by 3142
Abstract
We investigated flavonoid accumulation and lipid peroxidation in young leaves (YL) and mature leaves (ML) of Arabidopsis thaliana plants, whose watering stopped 24 h before sampling, characterized as onset of drought stress (OnDS), six days before sampling, characterized as mild drought stress (MiDS), [...] Read more.
We investigated flavonoid accumulation and lipid peroxidation in young leaves (YL) and mature leaves (ML) of Arabidopsis thaliana plants, whose watering stopped 24 h before sampling, characterized as onset of drought stress (OnDS), six days before sampling, characterized as mild drought stress (MiDS), and ten days before sampling, characterized as moderate drought stress (MoDS). The response to drought stress (DS) of photosystem II (PSII) photochemistry, in both leaf types, was evaluated by estimating the allocation of absorbed light to photochemistry (ΦPSII), to heat dissipation by regulated non-photochemical energy loss (ΦNPQ) and to non-regulated energy dissipated in PSII (ΦNO). Young leaves were better protected at MoDS than ML leaves, by having higher concentration of flavonoids that promote acclimation of YL PSII photochemistry to MoDS, showing lower lipid peroxidation and excitation pressure (1 − qp). Young leaves at MoDS possessed lower 1 − qp values and lower excess excitation energy (EXC), not only compared to MoDS ML, but even to MiDS YL. They also possessed a higher capacity to maintain low ΦNO, suggesting a lower singlet oxygen (1O2) generation. Our results highlight that leaves of different developmental stage may display different responses to DS, due to differential accumulation of metabolites, and imply that PSII photochemistry in Arabidopsis thaliana may not show a dose dependent DS response. Full article
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12 pages, 2048 KiB  
Article
Design and Tuning of Photoswitches for Solar Energy Storage
by Raul Losantos and Diego Sampedro
Molecules 2021, 26(13), 3796; https://doi.org/10.3390/molecules26133796 - 22 Jun 2021
Cited by 7 | Viewed by 2050
Abstract
Current energy demand makes it compulsory to explore alternative energy sources beyond fossil fuels. Molecular solar thermal (MOST) systems have been proposed as a suitable technology for the use and storage of solar energy. Compounds used for this application need to fulfil a [...] Read more.
Current energy demand makes it compulsory to explore alternative energy sources beyond fossil fuels. Molecular solar thermal (MOST) systems have been proposed as a suitable technology for the use and storage of solar energy. Compounds used for this application need to fulfil a long series of requirements, being the absorption of sunlight and the energy stored some of the most critical. In this paper, we study different families of well-known molecular photoswitches from the point of view of their potential use as MOST. Starting from basic structures, we use density functional theory (DFT) computational modelling to propose two different strategies to increase the energy difference between isomers and to tune the absorption spectrum. The inclusion of a mechanical lock in the structure, via an alkyl chain and the presence of a hydrogen bonding are shown to directly influence the energy difference and the absorption spectra. Results shown here prove that these two approaches could be relevant for the design of new compounds with improved performance for MOST applications. Full article
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20 pages, 1962 KiB  
Article
Development of Antimicrobial Laser-Induced Photodynamic Therapy Based on Ethylcellulose/Chitosan Nanocomposite with 5,10,15,20-Tetrakis(m-Hydroxyphenyl)porphyrin
by Mohamed S. Hasanin, Mohamed Abdelraof, Mohamed Fikry, Yasser M. Shaker, Ayman M. K. Sweed and Mathias O. Senge
Molecules 2021, 26(12), 3551; https://doi.org/10.3390/molecules26123551 - 10 Jun 2021
Cited by 23 | Viewed by 2870
Abstract
The development of new antimicrobial strategies that act more efficiently than traditional antibiotics is becoming a necessity to combat multidrug-resistant pathogens. Here we report the efficacy of laser-light-irradiated 5,10,15,20-tetrakis(m-hydroxyphenyl)porphyrin (mTHPP) loaded onto an ethylcellulose (EC)/chitosan (Chs) nanocomposite in eradicating [...] Read more.
The development of new antimicrobial strategies that act more efficiently than traditional antibiotics is becoming a necessity to combat multidrug-resistant pathogens. Here we report the efficacy of laser-light-irradiated 5,10,15,20-tetrakis(m-hydroxyphenyl)porphyrin (mTHPP) loaded onto an ethylcellulose (EC)/chitosan (Chs) nanocomposite in eradicating multi-drug resistant Pseudomonas aeruginosa, Staphylococcus aureus, and Candida albicans. Surface loading of the ethylcelllose/chitosan composite with mTHPP was carried out and the resulting nanocomposite was fully characterized. The results indicate that the prepared nanocomposite incorporates mTHPP inside, and that the composite acquired an overall positive charge. The incorporation of mTHPP into the nanocomposite enhanced the photo- and thermal stability. Different laser wavelengths (458; 476; 488; 515; 635 nm), powers (5–70 mW), and exposure times (15–45 min) were investigated in the antimicrobial photodynamic therapy (aPDT) experiments, with the best inhibition observed using 635 nm with the mTHPP EC/Chs nanocomposite for C. albicans (59 ± 0.21%), P. aeruginosa (71.7 ± 1.72%), and S. aureus (74.2 ± 1.26%) with illumination of only 15 min. Utilization of higher doses (70 mW) for longer periods achieved more eradication of microbial growth. Full article
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13 pages, 2869 KiB  
Communication
New Acridone- and (Thio)Xanthone-Derived 1,1-Donor–Acceptor-Substituted Alkenes: pH-Dependent Fluorescence and Unusual Photooxygenation Properties
by Tim Lippold, Jörg M. Neudörfl and Axel Griesbeck
Molecules 2021, 26(11), 3305; https://doi.org/10.3390/molecules26113305 - 31 May 2021
Cited by 3 | Viewed by 2763
Abstract
A synthetic route to new heterocyclic 1,1-donor–acceptor-substituted alkenes starting with N-methyl-acridone, xanthone, and thioxanthone was investigated, leading to the acridone- and xanthone-derived products methyl 2-methoxy-2-(10-methylacridin-9 (10H)-ylidene)acetate (7) and methyl 2-methoxy-2-(9H-xanthen-9-ylidene)acetate (10) in low yields with the de-methoxylated product [...] Read more.
A synthetic route to new heterocyclic 1,1-donor–acceptor-substituted alkenes starting with N-methyl-acridone, xanthone, and thioxanthone was investigated, leading to the acridone- and xanthone-derived products methyl 2-methoxy-2-(10-methylacridin-9 (10H)-ylidene)acetate (7) and methyl 2-methoxy-2-(9H-xanthen-9-ylidene)acetate (10) in low yields with the de-methoxylated product methyl 2-(10-methylacridin-9 (10H)-ylidene)acetate (8) and the reduced compound methyl 2-methoxy-2-(9H-xanthen-9-yl)acetate (11) as the major products from N-methyl acridone and xanthone. From thioxanthone, only the rearrangement and reduction products (14) and (15) resulted. The photophysical properties of compounds (7), (8), and (10) were investigated in the presence and absence of the Brønsted acid TFA by NMR, UV–VIS absorption, and fluorescence spectroscopy. Protonation of the acridone-derived alkenes (7) and (8) led to strong bathochromic and hyperchromic fluorescence shifts and a substantial increase in Stokes shift. The photooxygenation experiments with these substrates showed an unusual reactivity pattern in the singlet oxygen processes: whereas the electron-rich enolether (7) was chemically unreactive, (8) and (10) were oxidatively cleaved, presumably via intermediate 1,2-dioxetanes. Full article
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Review

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44 pages, 17654 KiB  
Review
Prompt and Long-Lived Anti-Kasha Emission from Organic Dyes
by Daniele Malpicci, Elena Lucenti, Clelia Giannini, Alessandra Forni, Chiara Botta and Elena Cariati
Molecules 2021, 26(22), 6999; https://doi.org/10.3390/molecules26226999 - 19 Nov 2021
Cited by 22 | Viewed by 3586
Abstract
Anti-Kasha behavior has been the subject of intense debate in the last few years, as demonstrated by the high number of papers appearing in the literature on this topic, dealing with both mechanistic and applicative aspects of this phenomenon. Examples of anomalous emitters [...] Read more.
Anti-Kasha behavior has been the subject of intense debate in the last few years, as demonstrated by the high number of papers appearing in the literature on this topic, dealing with both mechanistic and applicative aspects of this phenomenon. Examples of anomalous emitters reported in the last 10 years are collected in the present review, which is focused on strictly anti-Kasha organic molecules displaying radiative deactivation from Sn and/or Tn, with n greater than 1. Full article
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16 pages, 2251 KiB  
Review
Secondary Formation of Aromatic Nitroderivatives of Environmental Concern: Photonitration Processes Triggered by the Photolysis of Nitrate and Nitrite Ions in Aqueous Solution
by Giovanna Marussi and Davide Vione
Molecules 2021, 26(9), 2550; https://doi.org/10.3390/molecules26092550 - 27 Apr 2021
Cited by 19 | Viewed by 3617
Abstract
Aromatic nitroderivatives are compounds of considerable environmental concern, because some of them are phytotoxic (especially the nitrophenols, and particularly 2,4-dinitrophenol), others are mutagenic and potentially carcinogenic (e.g., the nitroderivatives of polycyclic aromatic hydrocarbons, such as 1-nitropyrene), and all of them absorb sunlight as [...] Read more.
Aromatic nitroderivatives are compounds of considerable environmental concern, because some of them are phytotoxic (especially the nitrophenols, and particularly 2,4-dinitrophenol), others are mutagenic and potentially carcinogenic (e.g., the nitroderivatives of polycyclic aromatic hydrocarbons, such as 1-nitropyrene), and all of them absorb sunlight as components of the brown carbon. The latter has the potential to affect the climatic feedback of atmospheric aerosols. Most nitroderivatives are secondarily formed in the environment and, among their possible formation processes, photonitration upon irradiation of nitrate or nitrite is an important pathway that has periodically gained considerable attention. However, photonitration triggered by nitrate and nitrite is a very complex process, because the two ionic species under irradiation produce a wide range of nitrating agents (such as NO2, HNO2, HOONO, and H2OONO+), which are affected by pH and the presence of organic compounds and, in turn, deeply affect the nitration of aromatic precursors. Moreover, aromatic substrates can highly differ in their reactivity towards the various photogenerated species, thereby providing different behaviours towards photonitration. Despite the high complexity, it is possible to rationalise the different photonitration pathways in a coherent framework. In this context, this review paper has the goal of providing the reader with a guide on what to expect from the photonitration process under different conditions, how to study it, and how to determine which pathway(s) are prevailing in the formation of the observed nitroderivatives. Full article
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