JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
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2025
·
IF 6.2
Bin Ma,Jiafeng Niu,Hao Zhu,Huibing Chi,Zhaoxin Lu,Fengxia Lu,Ping Zhu
Aldo-keto reductase is responsible for the formation of nontoxic 3-epi-deoxynivalenol (3-epi-DON) from 3-keto-DON, which is an enzymatic detoxification manner to completely eliminate the toxicity of mycotoxin DON against health and environmental threats. Therefore, unlocking the facilitated substrate specificity of aldo-keto reductase for 3-keto-DON has become a critical challenge for advanced catalytic performance. In this endeavor, a loop-based engineering strategy was developed for aldo-keto reductase AKR13B3 from Devosia A6–243 to catalyze 3-keto-DON. A 31.9-fold switch from a disfavored substrate to the preferred one was produced along with a significant 37.9-fold increase in catalytic efficiency. Kinetic parameter determinations, structural analyses, and molecular simulations were employed to elucidate the molecular mechanisms underlying these enhancements in catalytic activity and substrate specificity. Overall, our work presents a feasible scheme for designing aldo-keto reductases with exceptional substrate specificity and catalytic activity, holding great promise for developing enzymatic detoxification agents.
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JOURNAL OF ORGANIC CHEMISTRY
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2019
·
IF 4.745
Erbao Zhao,Feilong Zhou,Yujun Zhao
Syntheses of isoxazolidines through the carbonyl imine intermediates are currently limited to monosubstituted olefin substrates. Herein, we reported syntheses of novel bicyclic isoxazolidine-containing compounds through 1,3-dipolar cycloaddition reactions using cyclic allylic alcohols as substrates, which proved challenging in previous reports. Generally, the reaction yields range from good to high, and the reaction substrates tolerate various functional groups, including the cyclopropyl and amine groups. Mechanistic studies suggest that an allylic cation and a carbonyl imine intermediate are involved and responsible for the observed stereochemistry and diastereoselectivity.
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JOURNAL OF HAZARDOUS MATERIALS
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2016
·
IF 4.836
Dan Chen,Huining Zhang,Kai Yang,Hongyu Wang
In this work, 4-aminothiophenol and 3-aminopropyltriethoxysilane were firstly used to functionalize graphene oxide (GO) in order to promote the sorption efficiencies of methylene blue (MB) and copper (Cu 2+ ). Characterization experiments illustrated that sulfydryl group ( SH) and amino group ( NH 2 ) were existed onto 4-aminothiophenol modified GO (GO-SH) and 3-aminopropyltriethoxysilane modified GO (GO-N), respectively. Adsorption isotherm results showed that the maximum adsorption capacities of MB by GO-SH and GO-N were 763.30 and 676.22 mg/g, which was much higher than original GO 455.95 mg/g. For Cu 2+ adsorption, the maximum adsorption capacities by GO-SH and GO-N were 99.17 and 103.28 mg/g, suggesting that the engineered GO exhibited greater Cu 2+ sorption ability than original GO 32.91 mg/g. Both MB and Cu 2+ removal rates increased with pH and adsorbent dosage increased, while the sorption rates weakly reduced with increasing ionic strength. The modification by SH and NH 2 would not only increase the sorption sites, but also cause chelation with heavy metals, and thus improving the sorption capacities of MB and Cu 2+ .
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MOLECULES
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2013
·Vol. 18
·期 4
·4158-4169
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IF 2.428
Luhui Ren,Xue Du,Mengnan Hu,Chaoqun Yan,Taigang Liang,Qingshan Li
An asymmetric synthesis of a series of novel 4-methyl-(3'S,4'S)-cis-khellactone derivatives3a–ois reported for the first time. Their structures were confirmed by1H-NMR,13C-NMR and MS. Their cytotoxic activity was evaluated by the MTT assay against three selected human cancer cell lines: HEPG-2 (human liver carcinoma), SGC-7901 (human gastric carcinoma), LS174T (human colon carcinoma). Some compounds showed high inhibitory activity against these human cancer cell lines. Among them, compound3aexhibited strong cytotoxicity, with IC50values ranging from 8.51 to 29.65 μM. The results showed that 4-methyl-cis-khellactone derivatives withS,Sconfiguration could be a potential antitumor agents.Keywords:4-methyl-(3'S,4'S)-cis-khellactone derivatives;asymmetric synthesis;antitumor activity
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
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2017
·
IF 3.154
Xianchao Feng,Lin Chen,Na Lei,Shuangxi Wang,Xinglian Xu,Guanghong Zhou,Zhixi Li
The dose-dependent effects of (−)-epigallocatechin-3-gallate (EGCG; 0, 100, or 1000 ppm) on the textural properties and stability of a myofibrillar protein (MP) emulsion gel were investigated. Addition of EGCG significantly inhibited formation of carbonyl but promoted the loss of both thiol and free amine groups. Addition of EGCG, particularly at 1000 ppm, initiated irreversible protein modifications, as evidenced by surface hydrophobicity changes, patterns in sodium dodecyl sulfate–polyacrylamide gel electrophoresis, and differential scanning calorimetry. These results indicated that MP was modified by additive reactions between the quinone of EGCG and thiols and free amines of proteins. These adducts increased cooking loss and destabilized the texture, especially with a large EGCG dose. Confocal laser scanning microscopy and scanning electron microscopy images clearly indicated the damage to the emulsifying properties and the collapse of the internal structure when the MP emulsion gel was treated with a large EGCG dose. A high concentration of NaCl (0.6 M) improved modification of MP and increased the rate of deterioration of the internal structure, especially with the large EGCG dose (1000 ppm), resulting in an MP emulsion gel with extremely unstable emulsifying properties.
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JOURNAL OF COORDINATION CHEMISTRY
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2020
·
IF 1.41
Kun Lu,Zihan Zhu,Lin Peng,Hai Fu,Xinlong Wang,Enbo Wang
An unusual metal-organic framework, {H[Ag(I)L][Mo(VI)4O13]}n (1) (L=(4-((1H-1,2,4-triazol-1-yl)methyl)phenyl)methanol)), has been obtained under ionothermal conditions. According to the single-crystal X-ray diffraction analysis, 1 is a new 3-D framework based on β-[Mo8O26]4− type polymolybdate anions with two kinds of channels (A and B) along the b-axes and c-axes in the framework. The neighboring inorganic Mo8-Ag chains are linked by the organic ligands through the Ag centers resulting in 2-D layers. These adjacent 2-D layers extend into a 3-D framework through Ag1 nodes and β-[Mo8O26]4− anions, respectively, resulting in a topological symbol (64 · 82)2(64 · 82). In addition, the gas adsorption, proton conduction and luminescent properties of 1 are also discussed in detail. Moreover, the electrochemical impedance spectroscopy (EIS) measurements show a conductivity (1.9 × 10−4 S cm−1 at 65 °C and 95% relative humidity (RH)), with an activation energy of 0.41 eV for 1. The mechanism of proton conduction for 1 is proved to be the vehicular mechanism.
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COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING
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2022
·Vol. 25
·期 6
·1031-1039
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IF 1.714
Chen Genqiang,Zhu Lina,Xia Yanfei,Yang Jinming,Zhang Song,Li Yuanhao,Guo Xiaolong,Sun Di,He Jiaxuan,Tian Yuee,Liu Shengming,Jiang Jia,Che Zhiping
Background: Developing the high-efficiency and low-risk small-molecule greennematocide is the key of effective control of the nematodes. Paeonol, is a naturally occurring phenolic compound, isolated from the root bark of Paeonia suffruticosa and the whole plant of Cynanchum paniculatum.
Due to its crucial phenolic ketone skeleton, modern biological science research has indicated that paeonol has a wide range of biological activities. Methods: The structural modification of paeonol into paeonol carbonyl hydrazone derivatives is a potential approach for the development
of novel nematodes, which showed more toxicity than paeonol. However, there are no reports on the nematicidal activity of paeonol carbonyl hydrazone derivatives to control Heterodera glycines. Results: We always endeavor to discover and develop biorational natural products-based pesticidal
agents, 4 significant intermediates and 21 novel 3/5(3,5)-(di)nitro/chloropaeonol carbonyl hydrazone derivatives were prepared, and their structures well characterized by 1H NMR, HRMS, MS, and mp. Due to the steric hindrance, the substituents on the C=N double bond of
all hydrazine compounds adopted E configuration. Results of nematicidal activity revealed that, among all compounds, especially 5-nitropaeonol (5) and 3,5-dinitropaeonol (7) displayed the most potent nematicidal activity H. glycines in vivo with LC50 values of 0.0323
and 0.0367 mg/mL, respectively. Conclusion: It suggested that for the 3/5(3,5)-(di)nitro/chloropaeonol carbonyl hydrazone derivatives, a nitro group introduced at C5 position of 1 was necessary for obtaining the potent compound as nematicidal agents. These preliminary results will pave
the way for further modification of paeonol in the development of potential new nematicides.
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ORGANIC & BIOMOLECULAR CHEMISTRY
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2019
·Vol. 17
·期 4
·930-938
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IF 3.49
Yue-Wei Sun,Yue-Ming Bei,Lan-Zhi Wang
Various functional 3-acyl-1,5-benzodiazepines containing carboxyl, ester and acyl groups at the 2-position were synthesized via an efficient, sustainable and catalyst-free domino reaction. During the synthesis process, one new cycle and four new bonds (one C–C, two C–N and one CC) were constructed by the nucleophilic substitution, nucleophilic addition, dehydration and cyclization reaction by the H+ shift. Furthermore, a total of 26 examples were examined by reacting inexpensive starting materials of N,N-dimethylformamide dimethyl acetal, aromatic ketones, 1,2-phenylenediamine compounds and aldehyde derivatives. Therefore, it displayed a broad substrate scope, good functional group tolerance, high yields (77–97%) and the ease of obtaining target compounds without the involvement of toxic solvents and column chromatography, which provided a novel method for the synthesis of a wide variety of biologically relevant 1,5-benzodiazepines.
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PLANT CELL AND ENVIRONMENT
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2018
·Vol. 42
·期 4
·1352-1367
·
IF 5.415
Tingting Jing,Na Zhang,Ting Gao,Mingyue Zhao,Jieyang Jin,Yongxian Chen,Miaojing Xu,Xiaochun Wan,Wilfried Schwab,Chuankui Song
Plants emit a variety of volatiles in response to herbivore attack, and (Z)-3-hexenol and its glycosides have been shown to function as defence compounds. Although the ability to incorporate and convert (Z)-3-hexenol to glycosides is widely conserved in plants, the enzymes responsible for the glycosylation of (Z)-3-hexenol remained unknown until today. In this study, uridine-diphosphate-dependent glycosyltransferase ( UGT ) candidate genes were selected by correlation analysis and their response to airborne (Z)-3-hexenol, which has been shown to be taken up by the tea plant. The allelic proteins UGT85A53-1 and UGT85A53-2 showed the highest activity towards (Z)-3-hexenol and are distinct from UGT85A53-3, which displayed a similar catalytic efficiency for (Z)-3-hexenol and nerol. A single amino acid exchange E59D enhanced the activity towards (Z)-3-hexenol, whereas a L445M mutation reduced the catalytic activity towards all substrates tested. Transient overexpression of CsUGT85A53-1 in tobacco significantly increased the level of (Z)-3-hexenyl glucoside. The functional characterization of CsUGT85A53 as a (Z)-3-hexenol UGT not only provides the foundation for the biotechnological production of (Z)-3-hexenyl glucoside but also delivers insights for the development of novel insect pest control strategies in tea plant and might be generally applicable to other plants.
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CARBOHYDRATE POLYMERS
·
2021
·
IF 9.381
Junwei Yao,Jingxia Liu,Heng Zhi,Hongbing Tao,Xiaobao Xie,Qingshan Shi
The primary purpose of this study was to develop an innovative chitosan (CS) modified polylactic acid (PLA) nanospheres for enhancing the bioavailability of 1, 2-benzisothiazolin-3-one (BIT). The cellular uptake efficiency was corresponded positively to the quantity of CS coated on BIT-PLA nanospheres against E. coli and S. aureus . The membrane potentials of E.coli and S. aureus treated with BIT-PLA, BIT-PLA-0.1%CS and BIT-PLA-0.5%CS were reduced with the extension of incubation time and the ratio of coated CS. The enhancement of CS modified on BIT-PLA nanospheres was reduced antioxidase activities and generated excessive reactive oxygen species . The lowest EC 50 value of the modified BIT-PLA-0.5%CS suggested that its toxicity index was around 2.95-fold and 2.11-fold that of non-modified BIT-PLA against E. coli and S. aureus , respectively. These results revealed that the CS modified BIT-PLA nanospheres had a bright prospect in antibacterial formulation delivery system and improving the bioavailability.
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Nano Energy
·
2018
·
IF 13.12
He Zhao,Yingxuan Li,Bing Zhang,Tao Xu,Chuanyi Wang
Constructing a photocatalytic system for hydrogen generation is a promising means for producing clean and renewable energy. However, developing photocatalysts with high efficiency in a wide range of visible light is still a formidable challenge. Here, we report on a highly active system for photocatalytic hydrogen production from hydroiodic acid splitting that contains a soluble organic-inorganic hybrid PtI x /[(CH 3 ) 2 NH 2 ] 3 [BiI 6 ] as a newcomer photocatalyst for harvesting a wide range of visible light (up to 630 nm). Under irradiation at 465 nm, the photocatalytic system achieves apparent quantum yield of ~82.8% for photocatalytic hydrogen production along with a stable activity for at least 100 h. We propose that the superior photocatalytic performance is attributed to collisions between [BiI 6 ] 3− and Pt ions (Pt 2+ or Pt 4+ ), giving rise to efficient charge separation, which could be an effective approach towards designing and fabricating organic-inorganic semiconductors with improved performance in photocatalysis .
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JOURNAL OF SOLID STATE CHEMISTRY
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2022
·
IF 3.656
Hui Yang,Ziyu Wang,Cuixia Xu,Yuan Lin,Guoliang Liu
The first example of lanthanide borate-sulfate compound, namely, La 2 B 3 O 4 (OH) 3 (SO 4 ) 2 has been obtained through hydrothermal synthesis , which belongs to polar space group Pna 2(1) (No. 33). Its structure possesses double lanthanum sulfate layers in the ab plane in which the lanthanide ions are bridged by SO 4 tetrahedra. These layers are further cross-linked by borate chains into the final 3D framework. It is noteworthy that this compound is the first lanthanide borate-sulfate which crystalizes in polar space group and it displays second-harmonic generation (SHG) signal of about 0.1 times that of KH 2 PO 4 . The SHG coefficient of the compound is ascribed to the synergistic effect of SO 4 units and borate units. Meanwhile, distorted LaO x polyhedra also play an important role in the contribution to SHG response.
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