Journal of Sulfur Chemistry
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2022
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IF 2.325
Ling Jiang,Qingqing Lu,Qianqian Huang,Yue Cheng,Xiaohe Chu
In this paper, a simple and environment-friendly protocol was developed for the synthesis of arylsulfonyl 4H-pyrans via L-proline-catalyzed one-pot two-step reaction of aromatic aldehyde with phenylsulphonyl acetonitrile and dimedone under ball-milling conditions. Environmental acceptability, wide substrate scope, low cost and operational simplicity are the key features of this method.
研究领域:
有机化学
·
绿色化学
✓ 已验证
DOI
高影响因子
Nano-Micro Letters
·
2022
·Vol. 15
·期 1
·1-14
·
IF 23.655
Gong Cheng,Zhang Cong,Zhuang Qixin,Li Haiyun,Yang Hua,Chen Jiangzhao,Zang Zhigang
The interfacial defects and energy barrier are main reasons for interfacial nonradiative recombination. In addition, poor perovskite crystallization and incomplete conversion of PbI 2 to perovskite restrict further enhancement of the photovoltaic performance of the devices using sequential deposition. Herein, a buried interface stabilization strategy that relies on the synergy of fluorine (F) and sulfonyl (S=O) functional groups is proposed. A series of potassium salts containing halide and non-halogen anions are employed to modify SnO 2 /perovskite buried interface. Multiple chemical bonds including hydrogen bond, coordination bond and ionic bond are realized, which strengthens interfacial contact and defect passivation effect. The chemical interaction between modification molecules and perovskite along with SnO 2 heightens incessantly as the number of S=O and F augments. The chemical interaction strength between modifiers and perovskite as well as SnO 2 gradually increases with the increase in the number of S=O and F. The defect passivation effect is positively correlated with the chemical interaction strength. The crystallization kinetics is regulated through the compromise between chemical interaction strength and wettability of substrates. Compared with Cl − , all non-halogen anions perform better in crystallization optimization, energy band regulation and defect passivation. The device with potassium bis (fluorosulfonyl) imide achieves a tempting efficiency of 24.17%.
研究领域:
材料科学
·
能源科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
ARCHIV DER PHARMAZIE
·
2020
·Vol. 354
·期 2
·2000165
·
IF 2.59
Yushan Huang,Hongmei Hu,Rui Yan,Liwen Lin,Mingxia Song,Xiaodong Yao
A series of 3-phenyl-1-phenylsulfonyl pyrazoles containing an aminoguanidine moiety was designed, synthesized, and evaluated for their antimicrobial and anticancer activities. The majority of the target compounds showed broad-spectrum antimicrobial activity against the tested strains, with minimum inhibitory concentration (MIC) values ranging from 2 to 64 μg/ml. Compound 5k , showing the most potent antimicrobial activity against Bacillus subtilis CMCC 63501 and multidrug-resistant Staphylococcus aureus ATCC 43300 with an MIC value of 2 μg/ml, was the most promising one in this series. It was also effective for S. aureus ATCC 33591 and multidrug-resistant Escherichia coli ATCC BAA-196 at higher concentrations. The bactericidal time–kill kinetics test illustrated that compound 5k had rapid bactericidal potential. Docking results exhibited that compound 5k showed various kinds of binding to the FabH receptor, reflecting that 5k could bind with the active site well. All compounds showed excellent activity against the investigated cancer cells, with IC 50 values ranging from 1.90 to 54.53 µM. Among them, compound 5f showed prominent cytotoxicity with IC 50 = 1.90 µM against A549 cells, while exhibiting lower inhibitory activity against 293T cells (IC 50 = 41.72 µM), indicating that it has the potential for a good therapeutic index as an anticancer drug.
研究领域:
药物化学
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微生物学
·
肿瘤学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF HETEROCYCLIC CHEMISTRY
·
2023
·
IF 2.4
Ping Zhao,Qingle Zeng
We have developed a diversity-oriented, substrate-controlled, chemoselective synthetic method for a variety of structurally diverse 1-sulfonylquinazoline-2,4(1H,3H)-diones and 2-sulfonamidobenzonitriles. This substrate-controlled synthesis is accomplished through the condensation reaction of 2-(sulfonamido)benzamides with or without an N-methyl group on the amides. The reactions are fulfilled within half an hour at room temperature with solid triphosgene as a convenient condensing agent and pyridine as an acid acceptor. This protocol features easily available starting materials, mild reaction conditions, easy experimental operation, and moderate to excellent yields of products.
研究领域:
有机化学
·
药物化学
✓ 已验证
DOI
高影响因子
ORGANIC PROCESS RESEARCH & DEVELOPMENT
·
2024
·
IF 3.1
Chuanjun Wu,Heng Guo,Jiawei Tang,Lintao Xia,Jianfen Shao,Yongfu He,Fei Chen,Peng Peng,Yuewen Han,Chuanmeng Zhao,Fuli Zhang,Shaoxin Chen
In the present study, a practical chemoenzymatic method was developed for the synthesis of chiral phenylalanine derivative 1, which is the key intermediate of Lifitegrast. In this established process, a simple and effective Zn/HCl reduction system was employed to obtain N-acetyl-3-bromo-phenylalanine 6, which served as the substrate for the subsequent enzymatic resolution process. Then, the key chiral intermediate, 3-bromo-l-phenylalanine 7, could be obtained using acylase (ACY) AmACY. Upon process optimization, the chemical reaction was executed at a 300 g scale, with a notable substrate concentration reaching up to 100 g/L. The process achieved a yield of 40%, compared to a maximum theoretical yield of 50%, and exhibited an enantiomeric excess (ee) value reaching up to 99.9%. A simple and effective Zn/HCl reduction system was employed to obtain N-acetyl-3-bromo-phenylalanine 6, which served as the substrate for the subsequent enzymatic resolution process. This synthetic pathway was effectively executed, yielding 1·HCl with a purity of 99.7% and an ee value of 99.9%, culminating in an overall yield of 23.4%. Additionally, the undesired (D)-6 enantiomer was recycled to form (rac)-6, employing an acetanhydride/acetic acid (Ac2O/AcOH) system. This recycling process achieved a yield of 47.5%, relative to a maximum theoretical yield of 50%, and a purity level of 99.8%.
研究领域:
药物化学
·
生物催化
·
有机合成
✓ 已验证
DOI
高影响因子
CHINESE JOURNAL OF CHEMICAL ENGINEERING
·
2024
·
IF 3.7
Jianzhi Wang,Xugen Li,Cheng Zhang,Yuan Pu,Jiawu Liu,Jie Liu,Yanping Liu,Xiao Lin,Faquan Yu
The development of efficient systems for the catalytic oxidation of 2-nitro-4-methylsulfonyltoluene (NMST) to 2-nitro-4-methylsulfonyl benzoic acid (NMSBA) with atmospheric air or molecular oxygen in alkaline medium presents a significant challenge for the chemical industry. Here, we report the synthesis of FeOOH/Fe 3 O 4 /MOF polygonal mesopores microflower templated from a MIL-88B(Fe) at room temperature, which exposes polygonal mesopores with atomistic edge steps and lattice defects. The obtained FeOOH/Fe 3 O 4 /MOF catalyst was adsorbed onto glass beads and then introduced into the microchannel reactor. In the alkaline environment, oxygen was used as oxidant to catalyze the oxidation of NMST to NMSBA, showing impressive performance. This sustainable system utilizes oxygen as a clean oxidant in an inexpensive and environmentally friendly NaOH/methanol mixture. The position and type of substituent critically affect the products. Additionally, this sustainable protocol enabled gram-scale preparation of carboxylic acid and benzyl alcohol derivatives with high chemoselectivities. Finally, the reactions can be conducted in a pressure reactor, which can conserve oxygen and prevent solvent loss. Moreover, compared with the traditional batch reactor, the self-built microchannel reactor can accelerate the reaction rate, shorten the reaction time and enhance the selectivity of catalytic oxidation reactions. This approach contributes to environmental protection and holds potential for industrial applications.
研究领域:
化学工程
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环境科学
·
材料科学
✓ 已验证
产品关联
DOI
高影响因子
ACS Applied Materials & Interfaces
·
2016
·
IF 7.145
Jing Liu,Yuan-Qiang Sun,Hongxing Zhang,Heping Shi,Yawei Shi,Wei Guo
Given the wavelength dependence of tissue transparency and the requirement for sufficiently low background autofluorescence, the development of fluorescent dyes with excitation and emission maxima beyond 700 nm is highly desired, but it is a challenging task. Herein, a new class of fluorescent dyes, named sulfone-rhodamines (SO2Rs), was developed on the basis of the one-atom replacement of the rhodamine 10-position O atom by a sulfone group. Such a modification makes their absorption and emission maxima surprisingly reach up to 700–710 and 728–752 nm, respectively, much longer than their O-, C-, and Si-rhodamine analogs, due to the unusual d*−π* conjugation. Among these dyes, SO2R4 and SO2R5, bearing disubstituted meso-phenyl groups, show the greatest potentials for bioimaging applications in view of their wide pH range of application, high photostability, and big extinction coefficients and fluorescence quantum yields. They could quickly penetrate cells to give stable NIR fluorescence, even after continuous irradiation by a semiconductor laser, making them suitable candidates for time-lapse and long-term bioimaging applications. Moreover, they could specifically localize in lysosomes independent of alkylmorpholine targeted group, thus avoiding the problematic alkalization effect suffered by most LysoTrackers. Further imaging assays of frozen slices of rat kidney reveal that their tissue imaging depth is suprior to the widely used NIR labeling agent Cy5.5.
研究领域:
化学
·
生物学
·
材料科学
·
生物医学工程
✓ 已验证
DOI
PubMed
高影响因子
PROCESS BIOCHEMISTRY
·
2023
·
IF 4.4
Haidong Teng,Kaitong Chen,Lan Wang,Jianping Wu,Gang Xu
l -syn-3-[4-(methylsulfonyl)] phenylserine is a key industrial intermediate for the synthesis of florfenicol, thiamphenicol , and other products. l -Threonine aldolase can synthesize l -syn-3-[4-(methylsulfonyl)] phenylserine from glycine and 4-methylsulphonyl benzaldehyde directly. However, the selectivity of free l -threonine aldolase was difficult to meet the requirement of industrialization. Here, we selected the suitable site to insert His tag as immobilized site to improve the selectivity of l -threonine aldolase based on the molecular dynamics simulation and prior protein engineering. The phenanthroline was coupled to the surface of magnetic nanoparticles coated with silicon and thus enabled the selective and oriented immobilization of His-tagged l -threonine aldolase. Due to magnetic nanoparticles coated with silicon as supports, it was easy to separate the residual reactant and impurities from the immobilized enzyme by magnetic attraction. Moreover, the immobilization was combined with the purification of free enzymes through directional immobilization, which avoided heterozyme linking supports and improved the utilization efficiency of supports. Our study demonstrates an effective approach: how to analyze and select enzyme-targeted ligation sites in conjunction with previous modifications of engineered bacteria, and the immobilized enzyme obtained also provided a good candidate for the industrial production of l -syn-3-[4-(methylsulfonyl)] phenylserine.
研究领域:
生物化学
·
酶工程
·
纳米生物学
✓ 已验证
产品关联
DOI
高影响因子
MACROMOLECULES
·
2024
·
IF 5.1
Zhen Yu,Yanlin Liu,Sheng Wang,Yajin Fang,Xiangyu Zhou,Zhaobin Tang,Jin Zhu,Junping Zhang
Dynamic covalent adaptive networks can solve the recycling issue of thermosets. However, dissociative dynamic covalent networks may suffer from instability and network incompleteness at high temperatures or in solvents. Here, we report a novel dynamic covalent bond, N-sulfonyl guanidine urea (SGUA), that can undergo catalyst-free metathesis reactions, in which a passivation strategy of increasing the dissociation temperature of guanidine urea by introducing electron-withdrawing N-sulfonyl groups into adjacent positions was developed. Unlike conventional dissociative dynamic urea bonds, SGUAs exhibit associative metathesis reactions at around 120–180 °C, with a high dissociation threshold of 180 °C. The dynamic covalent polyurea constructed by SGUAs, named PSGUAs, exhibits ultrastrong (Young’s modulus exceeding 4 GPa and tensile strength exceeding 60 MPa) and stable (thermal stability, network structure integrity under reprocessing, and dimensional stability) performances. Furthermore, due to the excellent dynamic characteristics of SGUAs, PSGUAs were successfully reprocessed after 30–60 min of hot pressing at 160 °C and 20 MPa. Combining the long-lasting antibacterial properties of PSGUAs with long-term use, this study marks a substantial improvement in the field of dynamic polymer networks, giving a solution for balancing material stability, high performance, and reprocessability.
研究领域:
材料科学
·
聚合物化学
·
可持续材料
✓ 已验证
产品关联
DOI
高影响因子
ENVIRONMENTAL MICROBIOLOGY
·
2023
·
IF 5.1
Yingying Qian,Minggen Cheng,Lin Lai,Jing Zhou,Gerben J. Zylstra,Xing Huang
Overuse of the amphenicol antibiotics chloramphenicol (CHL) and thiamphenicol (TAP) poses a great threat to ecosystem safety and human health. The strain, Nocardioides sp. LMS-CY, Nocardioides sp. QY071 and Nocardioides sp. L-11A, classified as a gram-positive actinomycete, harbours a complete CHL metabolic pathway. However, the metabolic genes (clusters) involved in the entire pathway in gram-positive actinomycetes are still limited. Here, chlOR LMS , chlOR QY071 and chlOR L-11A completely from the actinomycete Nocardioides spp. were found to act on the C 1 -OH of the CHL/TAP side chain, directly converting CHL/TAP to 4-nitrobenzaldehyde (PNBD)/4-methylsulfonyl benzaldehyde (PMBD) and transforming PNBD/PMBD into 4-nitrobenzyl alcohol (PNBM)/4-methylsulfonyl phenyl methanol (PMBM). Furthermore, oxidoreductases can transform PNBM into 4-nitrobenzoate (PNBA). The oxidoreductases ChlOR LMS , ChlOR QY071 and ChlOR L-11A were all classified as cellobiose dehydrogenases from the glucose methanol choline (GMC) family. Based on the Swiss-Prot database, ChlOR QY071 exhibited a lower identity (27.12%–35.10% similarity) with the reported oxidoreductases. Enzymatic and molecular docking analyses showed that ChlOR QY071 and ChlOR L-11A from the two similar genomes were remarkably more effective in metabolizing CHL than ChlOR LMS . Overall, the detailed resistance mechanism of CHL/TAP by actinomycete strains isolated from soil and livestock manure will provide insights into the occurrence of CHL/TAP resistance genes in the environment, resistance risk and bioremediation of CHL/TAP-contaminated environments.
研究领域:
微生物学
·
环境科学
·
药理学
·
生物化学
·
分子生物学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
·
2021
·
IF 4.354
Qiaoling Zhang,Hang Feng,Feng Chen,Ze He,Qingle Zeng
A KOH-promoted unusual deoxidative coupling reaction of β-sulfinyl esters with benzylic trimethylammonium salts to produce thioethers is discovered for the first time. If quaternary ammonium salts synthesized from enantiomerically enriched amines are adopted, highly enantiomerically enriched benzyl thioethers (>95–99% ee) with configurations opposite to those of the enantiomerically enriched amines are obtained.
研究领域:
有机化学
·
合成化学
✓ 已验证
DOI
PubMed
高影响因子
Small
·
2025
·
IF 12.1
Zongsheng Liu,Meng Ma,Kaiming Du,Huadong Wang,Zewei Yan,Si Chen,Yanqin Shi,Huiwen He,Yulu Zhu,Xu Wang
Bisphenol-A polycarbonate (PC) is facing severe challenges in balancing flame retardancy with optical transparency and mechanical strength, especially in the ultra-thin configuration required for advanced electronic products and 5G applications. Here, a kind of flame-retardant polycarbonate (PC-SDP n ) is reported and synthesized by interfacial polycondensation of 4,4'-sulfonyl diphenol (SDP) and bisphenol A. The radical quenching in gas phase, the dilution of combustible gas, and the catalytic char formation in condensed phase can be realized by chemically embedding sulfonyl into the polymer backbone. This molecular design avoids the inherent contradiction in modification based on additives. The PC-SDP n showed excellent flame retardancy and fire safety, and it can still pass the UL-94 V-0 rating when the thickness is 0.8 mm, the limiting oxygen index increased to 32.1%, the peak heat release rate and smoke production rate decreased by 55.7% and 62.5% respectively. In addition, PC-SDP 5 maintains a light transmittance of 89.6% and a notched impact strength of 88.3 kJ m −2 , which is superior to most commercial PC. This work shows its application potential in microelectronics and fire-proof transparent buildings, which require transparency and ultra-thin flame retardant.
研究领域:
高分子科学
·
材料工程
·
消防安全
·
光学材料
·
微电子学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）