quinone structure
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PLoS ONE ◽  
2020 ◽  
Vol 15 (11) ◽  
pp. e0242616
Author(s):  
Ikuhisa Nishida ◽  
Ryota Yanai ◽  
Yasuhiro Matsuo ◽  
Tomohiro Kaino ◽  
Makoto Kawamukai

Coenzyme Q (CoQ, ubiquinone) is an essential component of the electron transport system in aerobic organisms. Human type CoQ10, which has 10 units of isoprene in its quinone structure, is especially valuable as a food supplement. Therefore, studying the biosynthesis of CoQ10 is important not only for increasing metabolic knowledge, but also for improving biotechnological production. Herein, we show that Schizosaccharomyces pombe utilizes p-aminobenzoate (PABA) in addition to p-hydroxybenzoate (PHB) as a precursor for CoQ10 synthesis. We explored compounds that affect the synthesis of CoQ10 and found benzoic acid (Bz) at >5 μg/mL inhibited CoQ biosynthesis without accumulation of apparent CoQ intermediates. This inhibition was counteracted by incubation with a 10-fold lower amount of PABA or PHB. Overexpression of PHB-polyprenyl transferase encoded by ppt1 (coq2) also overcame the inhibition of CoQ biosynthesis by Bz. Inhibition by Bz was efficient in S. pombe and Schizosaccharomyces japonicus, but less so in Saccharomyces cerevisiae, Aureobasidium pullulans, and Escherichia coli. Bz also inhibited a S. pombe ppt1 (coq2) deletion strain expressing human COQ2, and this strain also utilized PABA as a precursor of CoQ10. Thus, Bz is likely to inhibit prenylation reactions involving PHB or PABA catalyzed by Coq2.


Nanomaterials ◽  
2020 ◽  
Vol 10 (9) ◽  
pp. 1839
Author(s):  
Qingrui Zeng ◽  
Suyue Guo ◽  
Yuanbo Sun ◽  
Zhuojuan Li ◽  
Wei Feng

A phosphomolybdic acid/polyaniline (PMoA/PANI) optical-light photochromic inorganic/organic hybrid thin film was successfully synthesized by protonation between the the multiprotonic acid phosphomolybdic acid (H3PO4·12MoO3) and the conductive polymer polyaniline. The stable Keggin-type structure of PMoA was maintained throughout the process. Protonation and proton transfer successfully transformed the quinone structure of eigenstate PANI into the benzene structure of single-polarized PANI in the PMoA/PANI hybridized thin film, and proton transfer transformed the benzene structure of single-polarized PANI back to the quinone structure of eigenstate PANI in the PMoA/PANI hybrid thin film, as verified by Fourier transform infrared spectroscopy (FTIR) and X-ray photoelectron spectroscopy (XPS). The average distribution of PMoA/PANI was observed by atom force microscopy (AFM). Interestingly, protonation of PMoA caused PANI to trigger transformation of the quinone structure into the single-polarized benzene structure, which enhanced the electron delocalization ability and vastly enhanced the maximum light absorption of the PMoA/PANI hybrid thin film as confirmed by density functional theory (DFT), electrochemistry, and ultraviolet-visible spectroscopy (UV-Vis) studies. Under optical-light illumination, the pale-yellow PMoA/PANI hybrid thin film gradually turned deep blue, thus demonstrating a photochromic response, and reversible photochromism was also observed in the presence of hydrogen peroxide (H2O2) or oxygen (O2). After 40 min of optical-light illumination, 36% of the Mo5+ species in PMoA was photoreduced via a protonation-induced proton transfer mechanism, and this proton transfer resulted in a structural change of PANI, as observed by XPS, generating a dominant structure with high maximum light absorption of 3.46, when compared with the literature reports.


2020 ◽  
Vol 13 (05) ◽  
pp. 2041003 ◽  
Author(s):  
Yaowei Zhu ◽  
Yawei Miao ◽  
Tingting Xue ◽  
Youchang Liu ◽  
Chunying Zheng ◽  
...  

The absorption, scattering, and autofluorescence of biological tissues in short-wave infrared region (SWIR, 900–1700[Formula: see text]nm) are relatively low, so SWIR fluorescence usually has deeper penetration into living tissues, and can show a higher signal-to-noise ratio when used for imaging in vivo. However, there are few types of organic SWIR fluorescent materials currently. In this work, [Formula: see text]-azaquinodimethane ([Formula: see text]-AQM) with a quinoid structure is used as the acceptor unit, and carbazole or fluorene with sp3 hybridization are used as the donor units, two conjugated polymers were synthesized. The quinone structure is conducive to the redshift of absorption and fluorescence spectra, and the sp3 hybridization structure is conducive to weakening the aggregation quenching of polymer fluorescence. PF and PCz exhibited absorption peaks of 492[Formula: see text]nm and 508[Formula: see text]nm, respectively. The emission peaks of the two polymers are 920[Formula: see text]nm and 950[Formula: see text]nm, respectively, both in the short-wave near infrared region. The quantum yield (QY) of PF and PCz is 0.4% and 0.3%, respectively.


Author(s):  
Duyen Minh Pham ◽  
Arata Katayama

Humin (HM) has been reported to function as an external electron mediator (EEM) in various microbial reducing reactions. In this study, the effect of isolation methods on EEM functionality and the chemical/electrochemical structures of HM were examined based on the correlation between dechlorination rates in the anaerobic HM-dependent pentachlorophenol (PCP)-dechlorinating consortium and the chemical/electrochemical structures of HM. A lack of PCP dechlorination activity suggested no EEM function in the HM samples prepared as a soluble fraction in dimethyl sulfoxide and sulfuric acid (which did not contain any electric capacitance). Other HM samples exhibited EEM functionality as shown by the dechlorination activity ranging from 0.55 to 3.48 (µmol Cl−) L−1d−1. The comparison of dechlorination activity with chemical structural characteristics suggested that HM with EEM functionalities had predominantly aliphatic and carbohydrate carbons with the partial structures C=O, O=C–N, and O=C–O. EEM functionality positively correlated with the proportion of O=C–N and O=C–O, suggesting an association between peptidoglycan structure and EEM functionality. The lack of detection of a quinone structure in one HM sample with EEM functionality and a negative correlation with aromatic or C=C carbon suggested that the mechanism containing quinone structures is a minor component for the functionality of EEM.


2013 ◽  
Vol 30 (1) ◽  
pp. 17-23 ◽  
Author(s):  
Stefanie C. Fleck ◽  
Erika Pfeiffer ◽  
Manfred Metzler

2010 ◽  
Vol 62 (6) ◽  
pp. 1424-1431 ◽  
Author(s):  
W. S. Kuo ◽  
Y. Y. Ho

A Fenton-like process with combination of dye has been used to enhance the treatment of carbofuran (2,3-dihydro-2,2-dimethylbenzofuran -7-yl methylcarbamate) pesticide rinsate. Results showed that as compared to Fenton-like process, this photosensitization Fenton-like process improved the degradation efficiency of carbofuran rinsate significantly. Among the conditions studied, the optimum dosage for the complete destruction of carbofuran molecular structure was found under a [H2O2]0/[Fe3 + ]0 ratio of 30–35 and a [Dye]0/[Fe3 + ]0 ratio of 2%, respectively, after an irradiance of 500 W/m2 for 20 min. As a result, the COD degradation efficiency of rinsate could be promoted from 37.1 to 61.2% and 66.0% by an addition of methylene blue (MB) and alizarin red S (ARS), respectively. Nevertheless, ARS showed a much more effective acceleration effect on the mineralization and microtoxicity reduction of carbofuran than MB. A mineralization efficiency of 57.2% and a microtoxicity reduction of 90% could be achieved with the addition of ARS. Because of its quinone structure unit, the dye ARS could play a role like hydroquinone to recycle Fe2 +  from Fe3 + , resulting in one more catalytic effect on the reduction of Fe3 +  and thus the mineralization and microtoxicity reduction of carbofuran was greatly promoted in the presence of ARS. In addition, it was found that carbofuran molecules could be decomposed quickly to lower-molecular-weight intermediates and even mineralized by attacking of hydroxyl radicals. Carbofuran was found to be decomposed to carbofuran phenol, 3-oxo carbofuran phenol, and 3-hydroxyl carbofuran phenol initially, and then further be degraded to smaller molecules, such as NO3−, CH3COOH, (COOH)2 and CO2. Accordingly, it was believed that the Fenton-like process along with the aid of a photosensitizer, such as ARS, under an appropriate ratio could be a feasible and potential technology for the treatment of pesticide rinsate.


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