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CHEMICAL PHYSICS LETTERS · 2024 · IF 2.8

In-situ high pressure study of hydrogen-bonded energetic material N-nitropyrazole

Ting-ting Yan,Yi-fei Xu,Dong-yang Xi,Zhiqing Yu,Long Ma,Dan-dan Zhang,Ran Jiang

The study investigated the behavior of N-nitropyrazole (1-NP, C 3 H 3 N 3 O 2 ) under high pressure using a diamond anvil cell, Raman spectroscopy, and simulation calculations. The pressure–volume relationship of the sample, molecular interactions, and changes in optical Raman were analyzed. The Raman experiments revealed abnormal vibration intensities and a discontinuity in peak position at 2.2 GPa. For instance, the C-H stretching vibration produces a new vibration peak under pressure, and the NO 2 torsion mode continues to red shift beyond 2.2 GPa. These observations suggest that the crystal’s phase transition results from the distortion of its hydrogen-bonded network structure. The pressure relief experiment confirms the reversibility of the phase transition.

研究领域: 化学 · 材料科学
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CHIRALITY · 2024 ·Vol. 36 ·期 2 ·e23643 · IF 2.8

Resolution of N-acetyl-DL-methionine methyl ester by the lipase from Brucella thiophenivorans

Xiaojun Li,Qi Li,Liying Yang,Liqin Huang,Chenchen Peng,Jianyong Zheng

In this study, lipase-catalyzed resolution of N-acetyl-DL-methionine methyl ester (N-Ac-DL-MetOMe) was evaluated. A lipase from Brucella thiophenivorans was prone to exhibit high activity and excellent enantioselectivity toward N-Ac-DL-MetOMe to produce the key chiral intermediate N-acetyl-L-methionine methyl ester (N-Ac-L-MetOMe). The results showed that the enzymatic reaction was carried out in 100 g/L racemic substrate for 2 h, the conversion reached 51.3%, the enantiomeric excess value N-Ac-L-MetOMe exceeded 99%, and the enantiomeric ratio value >200. Therefore, the lipase from B. thiophenivorans has potential prospects for the resolution of N-Ac-DL-MetOMe to produce the important intermediate N-Ac-L-MetOMe.

研究领域: 生物催化 · 酶工程 · 有机化学
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NEW JOURNAL OF CHEMISTRY · 2013 ·Vol. 37 ·期 8 ·2537-2540 · IF 2.966

Aqueous copper-catalyzed N-arylation of indoles: the surfactant strategy

Songbai Liu,Jiahui Zhou

Surfactants have long been underestimated in synthetic organic chemistry despite their great potential in promoting solubility, reactivity and selectivity in metal-mediated cross-couplings. In this study the strategy of surfactant promotion was exemplified in copper-catalyzed N-arylation of indoles in water. The different effects of surfactants during the coupling reaction were first explored. The superior promoting effect of the natural zwitterionic surfactant, betaine, was found and attributed to the capability of the formed complex to stabilize the copper intermediate in the catalytic transformation and facilitate transportation of the reactants. The concept of surfactant promotion through complexation is valuable in metal-mediated cross-couplings. This method also exhibited good recycling ability. This study will greatly facilitate exploration of surfactant promotion in metal-mediated cross-couplings.

研究领域: 有机化学 · 合成化学
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ACS Nano · 2022 · IF 18.027

N-Doped Graphene Supported Cu Single Atoms: Highly Efficient Recyclable Catalyst for Enhanced C–N Coupling Reactions

Yujun Zhang,Shenghua Ye,Min Gao,Yong Li,Xuan Huang,Jun Song,Hong Cai,Qianling Zhang,Junmin Zhang

Heterogenization of homogeneous catalysis through supported single-atom catalysts (SACs) provided a feasible solution to recycling catalysts while keeping its efficiency in chemical synthesis. In this work, Cu SACs anchored on N-doped graphene (Cu SACs/NG) were prepared and first used for C–N coupling reactions. During the preparation, Cu–N–C structures, including Cu–N4 moieties, were formed in a one-step pyrolysis method. As-prepared Cu SACs/NG exhibited excellent catalytic activity toward C–N coupling reactions with a broad scope of substrates and showed outstanding performance of recycling. Compared with Cu nanoparticles (Cu NPs/NG), the advantages of single-atom catalysts were validated via experimental and theoretical calculations. The enhanced performances were attributed to increasing the number of active sites and increasing the intrinsic activity of each active site. This work provides an alternative synthetic strategy for fabricating atomically dispersed SACs and represents a significant advance for coupling reactions.

研究领域: 材料科学 · 催化化学
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ANALYTICAL AND BIOANALYTICAL CHEMISTRY · 2022 ·Vol. 414 ·期 5 ·1881-1890 · IF 4.478

N-Glycomic profiling reveals dysregulated glycans related to oral cancer using MALDI-MS

Wu Yike,Liu Yuanyuan,Shang Zhengjun,Liu Xin,Xu Yong,Liu Wenlan

Aberrant protein N-glycosylation is one of the hallmarks of malignancy, while its role in oral cancer (OC) progression is still poorly understood making it a perfect biomarker for early-stage cancer. In this work, we describe a MALDI-MS-based N-glycomic analysis with multivariate data analysis approach for exploration and classification of the patients with OC. Various statistical analyses were used to determine differential N-glycome profiles. There were 8 glycan structures significantly increased ( p  < 0.05) in all OC-derived  microvesicles (MVs). Importantly, the increases in these glycans were significantly greater in the early stage of OC than those in the advanced stage of OC. Additionally, N-glycomic profiles from the serum were also performed, demonstrating a significant change of 11 glycan structures ( p  < 0.05). Our data highlighted the effectiveness approach of MALDI-MS-based MV N-glycomic profiling on OC screening, and presented strong potential for further identifying targeted glycoproteomics signatures of the cancer.

研究领域: 生物化学 · 肿瘤学 · 分子生物学
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TOXICOLOGICAL AND ENVIRONMENTAL CHEMISTRY · 2016 · IF 0.634

A straightforward green synthesis of N-(tert-butylsulfinyl)imines

Xirui Lv,Yue Zhou,Anguo Zhang,Lihong Zhou,Qingle Zeng

A straightforward and environment-friendly protocol for the synthesis of valuable chiral N-(tert-butylsulfinyl)imines has been developed. Different from traditional process with benzaldehydes as substrates, arylmethyl alcohols, benzylthiol, dibenzyl ether, thioether, and disulfide are used as alternative substrates to react with tert-butanesulfinamide in the presence of KOtBu under air for the synthesis of chiral N-(tert-butylsulfinyl)imines. This is a transition metal-free, mild, cost-effective, and simple process.

研究领域: 有机化学 · 环境化学
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ACS Applied Nano Materials · 2025 · IF 5.5

TiO2-Coated BiOCl Nanosheet p-n Heterojunctions for Photocatalytic H2O2 Production under Simulated Sunlight

Mingming Du,Anxian Peng,Hongyue Liu,Huimei Chen,Qiyun Li,Zheng Fang,Ganning Zeng,Rongjun Yan

The well-designed internal electric field (IEF) with band bending effects will effectively accelerate the separation and transfer of photogenerated charges to foster a photocatalytic performance. Hence, in this work, the IEF-induced BiOCl/TiO2 p-n heterojunctions are prepared through the hydrothermal method for photocatalytic H2O2 production. The BiOCl/2TiO2 composite performed a superior H2O2 yield of 4.75 mM h–1, which is 4 times higher than that of pristine BiOCl. The p-n heterojunction mechanism was investigated via XPS and photoelectrochemical property tests, in which BiOCl/2TiO2 showed the highest photogenerated charge separation efficiency for boosting photocatalytic activity. This work provided an effective strategy for the design of p-n heterojunction photocatalysts to enhance photocatalytic performance.

研究领域: 材料科学 · 环境科学
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Polymer Chemistry · 2016 ·Vol. 7 ·期 20 ·3423-3433 · IF 5.687

RAFT synthesis of triply responsive poly[N-[2-(dialkylamino)ethyl]acrylamide]s and their N-substitute determined response

Ke Wang,Zefeng Song,Chonggao Liu,Wangqing Zhang

The thermo- and pH/CO2-responsive poly[N-[2-(dialkylamino)ethyl]acrylamide]s containing a polyacrylamide backbone but different N-substitutes of dialkylamine were synthesized and their solution properties were comparatively checked. A controllable RAFT synthesis of poly[N-[2-(dialkylamino)ethyl]acrylamide]s was achieved when a typical trithiocarbonate containing an easily cleavable R group was employed. The RAFT polymerization rate decreases with the increasing C-number in the N-substitutes. The thermo- and pH/CO2-responsive property of poly[N-[2-(dialkylamino)ethyl]acrylamide]s is firmly correlative to the N-substitutes. With the C-number in the R-substitute increasing, the solution properties of poly(N-[2-(dialkylamino)ethyl]acrylamide)s undergo a soluble-to-thermoresponsive-to-insoluble evolution, and the critical pH of poly[N-[2-(dialkylamino)ethyl]acrylamide]s gradually decreases. The dialkylamine moieties in the poly[N-[2-(dialkylamino)ethyl]acrylamide]s lead to a characteristic CO2-response during CO2/N2 bubbling. The present study reveals the structure-dependent solution properties of the thermo- and pH/CO2-responsive poly[N-[2-(dialkylamino)ethyl]acrylamide]s, and these multistimuli-responsive polymers are believed to be very useful due to the controllable RAFT synthesis and tunable solution properties.

CAS / MDL: 108-00-9 100-36-7
研究领域: 高分子化学 · 材料科学
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APPLIED ORGANOMETALLIC CHEMISTRY · 2018 ·Vol. 32 ·期 10 ·e4483 · IF 3.581

Copper-catalyzed C-N coupling reaction of tosylhydrazones

Xufeng Wu,Lingyu Li,Wenlong Jiang,Lihong Zhou,Qingle Zeng

Tosylhydrazones are a kind of labile and highly reactive compounds, which are apt to be transformed into reactive diazo compounds and then into extremely reactive carbenes under the basic condition. In order to fulfil the valuable C-N coupling reaction, diaryliodonium salts are evaluated and prove to be a class of efficient electrophiles. The reaction with ligand-free copper salt as catalyst shows a wide range of substrate scope. A plausible mechanism is proposed.

研究领域: 有机化学 · 合成化学
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iScience · 2023 ·Vol. 26 ·期 4 ·106461-106461 · IF 5.8

Multilevel resistive switching in stable all-inorganic n-i-p double perovskite memristor.

Shuaibo Zhai,Jiaqi Gong,Yifei Feng,Zhongbao Que,Weiwei Mao,Xuemin He,Yannan Xie,Xing’ao Li,Liang Chu

Memristors are promising information storage devices for commercial applications because of their long endurance and low power consumption. Particularly, perovskite memristors have revealed excellent resistive switching (RS) properties owing to the fast ion migration and solution fabrication process. Here, an n-i-p type double perovskite memristor with "ITO/SnO 2 /Cs 2 AgBiBr 6 /NiO x /Ag" architecture was developed and demonstrated to reveal three resistance states because of the p-n junction electric field coupled with ion migration. The devices exhibited reliable filamentary with an on/off ratio exceeding 50. The RS characteristics remained unchanged after 1000 s read and 300 switching cycles. The synaptic functions were examined through long-term depression and potentiation measurements. Significantly, the device still worked after one year to reveal long-term stability because of the all-inorganic layers. This work indicates a novel idea for designing a multistate memristor by utilizing the p-n junction unidirectional conductivity during the forward and reverse scanning.

研究领域: 材料科学 · 电子工程 · 纳米技术
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METABOLIC ENGINEERING · 2024 · IF 6.8

Metabolic engineering of Escherichia coli for N-methylserotonin biosynthesis

Qingchen Li,Chenxi Li,Jie Zhong,Yukun Wang,Qinghua Yang,Bingmei Wang,Wenjin He,Jianzhong Huang,Shengyuan Lin,Feng Qi

N-methylserotonin (NMS) is a valuable indole alkaloid with therapeutic potential for psychiatric and neurological disorders, and it is used in health foods, cosmetics, and weight loss supplements. However, environmental challenges and low reaction efficiencies significantly hinder cost-effective, large-scale production of NMS in plants or through chemical synthesis. Herein, we have successfully engineered Escherichia coli strains to enhance NMS production from L-tryptophan using whole-cell catalysis. We developed multiple biosynthesis pathways incorporating modules for serotonin (5-hydroxytryptamine, 5-HT), tetrahydromonapterin (MH₄), and S-adenosylmethionine (SAM) synthesis. To enhance MH₄ availability, we employed a high-activity Bacillus subtilis FolE and minimized carbon flux loss through targeted gene knockouts in competitive metabolic pathways, improving 5-HT production. Additionally, we constructed a comprehensive SAM biosynthesis module to facilitate transmethylation by a selected N-methyltransferase fused with ProS2. These engineered modules were coexpressed in two plasmids within the optimized strain NMS-19, producing 128.6 mg/L of NMS in a 5-L bioreactor using fed-batch cultivation—a 92-fold increase over the original strain. This study introduces a viable strategy for NMS production and provides insights into the biosynthesis of SAM-dependent methylated tryptamine derivatives.

研究领域: 生物技术 · 代谢工程 · 微生物学 · 药理学
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Chem · 2024 · IF 19.1

Selective nitrogen fixation via Janus C-N coupling in co-electrolysis

Xiaoran Zhang,Xiaorong Zhu,Shuowen Bo,Chen Chen,Qingfeng Zhai,Shuang Li,Xiaojin Tu,Jianyun Zheng,Dongdong Wang,Xiaoxiao Wei,Wei Chen,Tehua Wang,Yafei Li,Qinghua Liu,San Ping Jiang,Liming Dai,Shuangyin Wang

Electrocatalysis offers a sustainable approach to artificial nitrogen fixation yet faces numerous challenges. Selective synthesis of nitrogen-containing compounds shows promise but needs significant improvement. Herein, we demonstrate selective ammonia and urea synthesis via co-electrolysis with CO 2 . High CO binding energy on Re-Mn catalysts leads to the formation of ∗C species, which serve as electron reservoirs to enhance N 2 activation for C-N coupling (N 2  + ∗C → ∗CN 2 ), followed by C-N dissociation. This results in ammonia production with a yield rate of 48.9 ± 2.4 mg g −1 h −1 and an N-selectivity of 98.4%. In contrast, Zn-Mn sites, characterized by low CO binding, facilitate the migration of CO and its coupling with adsorbed N 2 (CO + ∗N=N∗ → ∗NCON∗). Subsequent hydrogenations of ∗NCON∗ promote urea synthesis with an N-selectivity of 89.1%. Utilizing Janus coupling with two C-N pathways aims to meet energy, agriculture, and chemical industry demands. We realized the selective synthesis of ammonia and urea, respectively, in one electrocatalytic system for the first time by Janus coupling with two distinguishable C-N coupling paths from N 2 and CO 2 .

研究领域: 化学工程 · 能源科学 · 农业科学
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