CATALYSIS COMMUNICATIONS
·
2014
·
IF 3.32
Qian Han,Xingquan Xiong,Sizhong Li
An efficient, green and scale-up synthesis of amides from esters and amines has been developed using Ru-MACHO as a readily available catalyst. A diverse range of amides were obtained in moderate to excellent yields (55–98%). Furthermore, when the scale of the amidation reaction was increased to 240.0 mmol, the desired amide still could be obtained in high yield (48.2 g of N -benzylbenzamide, 95%).
研究领域:
有机化学
·
催化化学
✓ 已验证
DOI
高影响因子
CHEMICAL ENGINEERING SCIENCE
·
2022
·
IF 4.889
Lanqing Deng,Lang Chen,Liangdi Zhu,Yang Li,Jie Ou-Yang,Shaofeng Wu,Peng Chen,Sheng Shen,Junkang Guo,Yongbo Zhou,Chak-Tong Au,Shuang-Feng Yin
Being extensively applied in various fields of chemistry and chemical industry, the development of a green and versatile method for the synthesis of amides is in line with the demand of sustainable chemistry. Herein, a direct, highly selective, and scale-up (5–20 mmol) method for photocatalytic synthesis of amides through aerobic oxidative amination of alcohols with amines was developed under visible light, room temperature, using air as the oxidant. Benefiting from the adsorption of sodium hemiaminal on catalyst lengthens the C H bond (1.148 Å), this novel process is feasible for a broad range of functionlized amides (69 examples), especially those for drug manufacture (e.g., moclobemide and pipobroman). Imines was almost prevented with excellent amide selectivity up to 99 % could be ascribed to the low energy barrier for hemiaminal dehydrogenation while that for dehydration is high (2.13 eV). This green and efficient protocol represents an ideal alternative to the currently known methods.
研究领域:
有机化学
·
催化化学
·
环境化学
✓ 已验证
产品关联
DOI
高影响因子
RESEARCH ON CHEMICAL INTERMEDIATES
·
2017
·Vol. 44
·期 4
·2289-2303
·
IF 1.369
Li Jianhui,He Shaopo,Fu Haiqing,Chen Xin,Tang Min,Zhang Dela,Wang Bo
Presented here is an efficient one-pot and catalyst-free procedure for the synthesis of amides starting from carboxylic acids and amine/ammonium salts using 2,2-dichloro-1,3-diisopropylimidazolidine-4,5-dione as the coupling agent. Reactions can proceed smoothly even with those bearing thermosensitive group(s) at ambient temperature, and the corresponding products of primary, secondary and tertiary amides can be afforded in moderate to excellent yields of up to 96%.
研究领域:
有机化学
·
合成化学
✓ 已验证
DOI
高影响因子
ChemSusChem
·
2015
·Vol. 8
·期 12
·2066-2072
·
IF 7.657
Yehong Wang,Jian Zhang,Jing Liu,Chaofeng Zhang,Zhixin Zhang,Jie Xu,Shutao Xu,Fangjun Wang,Feng Wang
Graphical CO 2 -mediated reactions: CO 2 -mediated metathesis reactions between amines and DMF to synthesize formamides are described. The N -formylation of amines to formamides is achieved by activating amines, not DMF, via a C N and N H bond metathesis reaction. Using this method, primary, secondary, aromatic, and heterocyclic amines as well as diamines can be obtained with good to excellent formamide yields. Herein, we report CO 2 -mediated metathesis reactions between amines and DMF to synthesize formamides. More than 20 amines, including primary, secondary, aromatic, and heterocyclic amines, diamines, and amino acids, are converted to the corresponding formamides with good-to-excellent conversions and selectivities under mild conditions. This strategy employs CO 2 as a mediator to activate the amine under metal-free conditions. The experimental data and in situ NMR and attenuated total reflectance IR spectroscopy measurements support the formation of the N -carbamic acid as an intermediate through the weak acid–base interaction between CO 2 and the amine. The metathesis reaction is driven by the formation of a stable carbamate, and a reaction mechanism is proposed.
研究领域:
有机化学
·
绿色化学
✓ 已验证
DOI
PubMed
高影响因子
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
·
2025
·Vol. 26
·期 10
·4795
·
IF 4.9
Tingxiao Guo,Lifang Zeng,Jiaxu Liu,Xiaoyan Zhang,Yunpeng Bai
Enzyme catalysis represents a promising approach for sustainable chemical synthesis, yet its industrial applications face limitations due to the inefficient regeneration and high cost of essential cofactors, such as adenosine-5′-triphosphate (ATP) and nicotinamide adenine dinucleotide phosphate (NADPH). While natural metabolic systems efficiently recycle cofactors through spatially organized enzymes, replicating this efficiency in vitro remains challenging. Here, we prepare a five-enzyme condensate system using liquid–liquid phase separation (LLPS) mediated by intrinsically disordered proteins (IDPs). By colocalizing a carboxylic acid reductase from Norcadia iowensis ( Ni CAR) with a reductive aminase from Aspergillus oryzae ( Asp RedAm) and three cofactor-regenerating enzymes, we generated a phase-separated catalytic condensate that enhanced ATP and NADPH recycling efficiency by 4.7-fold and 1.9-fold relative to free enzymes, respectively. Catalytic performance was correlated with the extent of phase separation, as confirmed by fluorescence microscopy, which revealed clear enrichment of ATP and NADPH within the condensates. This proximity effect enabled efficient cofactor turnover in the one-step reaction, achieving substrate conversion above 90% within 6 h and enhancing the space–time yield (STY) of the chiral imines 1.6-fold, with only one-fifth of the standard cofactor load. This approach creates a scalable and economic tool for performing multienzyme cascade reactions in vitro that are driven by the efficient recycling of multiple cofactors.
研究领域:
生物化学
·
合成生物学
✓ 已验证
DOI
PubMed
高影响因子
APPLIED CATALYSIS B-ENVIRONMENTAL
·
2023
·
IF 22.1
Xiong-Feng Ma,Rui Xiao,Yingcong Wei,Shaohui Zhang,Xiaoyi Hu,Ling Zhang,Nanfang Qin,Lele Wang,Zhengxin Ding,Huaxiang Lin,Zizhong Zhang,Jinlin Long,Rusheng Yuan
Photothermal catalytic N-acetylation of aniline has been a promising strategy to synthesize amides, which combined the advantages of thermal catalysis and photocatalysis . Herein, we demonstrate a high-performance strategy to synthesize amides catalyzed by the in-situ formed first-row transition-metal (Fe, Co, Ni, Mn et al.) complexes nanodots (TMC NDs) under solar light excitation without using noble metals or strong acids. The dual-functional nitriles substrates acted as the ligands to coordinate with transition-metal salts affording photosensitive TMC NDs with high solar-to-thermal energy conversion efficiency. Intramolecular charge transitions reduced the energy barrier of nitriles activation by weakening C N bond and triggered near-field temperature rise via the electron–phonon scattering non-radiative pathway. The reaction system exhibited good tolerance to different functional groups, affording a series of amide derivatives. Such a dynamic coordination reaction mode and the in-situ formed TMC NDs opens new avenues toward solar-heat conversion via photon–phonon coupling in the field of chemical synthesis.
研究领域:
化学合成
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材料科学
·
催化反应
✓ 已验证
产品关联
DOI
高影响因子
STAR Protocols
·
2022
·
IF 0
Fukai Xie,Hongliang Liang,Wen Dai
Summary The cleavage and functionalization of carbon-carbon (C–C) bonds has emerged as a powerful tool for preparing value-added chemicals. In this protocol, we describe the preparation of amorphous manganese oxide and its application as a heterogeneous catalyst in the direct synthesis of amides via successive cleavage and amidation of C–C bonds in alcohols. Furthermore, we describe how a slight modification of reaction conditions allows for the cleavage and cyanation of alcohols to access sterically hindered nitriles. For complete details on the use and execution of this protocol, please refer to He et al. (2022) .
研究领域:
化学
·
催化科学
✓ 已验证
DOI
PubMed
ORGANIC & BIOMOLECULAR CHEMISTRY
·
2017
·Vol. 15
·期 16
·3427-3434
·
IF 3.564
Dan Wang,Kuan Zhang,Luhan Jia,Danting Zhang,Yue Zhang,Yujia Cheng,Chang Lin,Bo Wang
Presented here is the first example of synthesizing an array of primary-, secondary-, and tertiary-α-ketoamides with a non-metal catalyst nBu4NI from methyl ketones and inexpensive readily available amine/ammonium salts; the reactions proceeded smoothly under mild conditions, TBHP was used as an oxidant and the corresponding α-ketoamides were afforded in moderate to excellent yields.
研究领域:
有机化学
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催化化学
✓ 已验证
DOI
PubMed
高影响因子
MOLECULAR PLANT PATHOLOGY
·
2021
·Vol. 23
·期 1
·60-77
·
IF 5.663
Changyun Liu,Shaorui Tian,Xing Lv,Yundan Pu,Haoran Peng,Guangjin Fan,Xiaozhou Ma,Lisong Ma,Xianchao Sun
Asparagine synthetase is a key enzyme that catalyses the conversion of amide groups from glutamine or ammonium to aspartate, which leads to the generation of asparagine. However, the role of asparagine synthetase in plant immunity remains largely unknown. Here, we identified a Nicotiana benthamiana asparagine synthetase B (NbAS-B) that associates with tomato mosaic virus coat protein-interacting protein L (IP-L) using the yeast two-hybrid assay and examined its role in tobacco mosaic virus (TMV) resistance. The association of IP-L with NbAS-B was further confirmed by in vivo co-immunoprecipitation, luciferase complementation imaging, and bimolecular fluorescence complementation assays. IP-L and NbAS-B interact in the nucleus and cytosol and IP-L apparently stabilizes NbAS-B, thus enhancing its accumulation. The expressions of IP-L and NbAS-B are continuously induced on TMV-green fluorescent protein (GFP) infection. Co-silencing of IP-L and NbAS-B facilitates TMV-GFP infection. Overexpression of NbAS-B in tobacco reduces TMV-GFP infection by significantly improving the synthesis of asparagine. Furthermore, the external application of asparagine significantly inhibits the infection of TMV-GFP by activating the salicylic acid signalling pathway. These findings hold the potential for the future application of asparagine in the control of TMV.
研究领域:
植物病理学
·
分子生物学
·
植物科学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF CATALYSIS
·
2023
·
IF 7.3
Xiao-Chao Chen,Tian Lan,Jian Zhu,Sibin Ying,Guang-Hui Shi,Kai-Chun Zhao,Lin Guo,Yong Lu,Ye Liu
The tripodal phosphine [ L1 , 1,1,1-tris(diphenylphosphino-methyl)ethane] was applied to control the activity, regioselectivity, and stability of the involved Pd-catalyst in anti-Markovnikov hydroaminocarbonylation of alkenes with aromatic amines for the synthesis of linear-amides. Due to the unique characters of L1 in terms of the steric bulkiness, the switching-coordination mode from tripodal phosphine to bidental one, and the robustness against moisture and oxygen, L1 conferred to Pd-catalyst with the high activity, good regioselectivity, and excellent stability for this carbonylation, leading to 44 ∼ 87 % yields of the target amides with L/B of greater than 80/20. The in situ high-pressure FT-IR analysis and the DFT calculations verified that L1 not only promoted the formation and stability of Pd II -H active species (ν ca. 1932 cm −1 ) but also facilitated the anti-Markovnikov’s addition of alkenes with Pd II -H bond due to the favorable energy level of linear intermediate ( B-1 ). In addition, since L1 can coordinate to Pd(II)-center as a bidental chelator as fulfill catalysis and then coordinate to Pd(0)-center as an tripodal pincer, Pd-catalyst was protected timely by L1 against metal-deposition (Pd 0 -black precipitation) to guarantee its stability for recycling uses for 5 runs without activity loss.
研究领域:
有机化学
·
催化化学
✓ 已验证
产品关联
DOI
高影响因子
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY
·
2019
·Vol. 103
·期 15
·6333-6344
·
IF 3.67
Ji Junbin,Zhang Ji,Liu Yongchuang,Zhang Yanting,Liu Yuanxin,Yan Xin
The residues of aniline and its derivatives are serious environment pollutants. Aniline dioxygenase (AD) derived from aerobic bacteria catalyzes the conversion of aniline to catechol, which has potential use in the bioremediation of aromatic amines and biorefining process. AD contains four components: a glutamine synthetase (GS)-like enzyme, a glutamine amidotransferase (GAT)-like enzyme, oxygenase, and reductase. ADs from diverse hosts exhibit different substrate specificities against aniline derivatives. However, what component of AD determines AD’s substrate specificity is still unknown which limits the effects of extending AD’s substrate spectrum through mutagenesis. Here, each component of two ADs (AtdA1A2A3A4A5 and AdoQTA1A2B) which have different substrate ranges was heterologously expressed and purified. The activity of both ADs was successfully constructed in vitro using the purified components. To identify the component that affects the substrate specificity of the ADs, the substrate specificity of each component was studied. The inability of AtdA1A2A3A4A5 to catalyze 4-methylaniline was determined with GS-like enzyme AtdA1; its inability to convert 2-isopropylaniline was caused by the oxygenase component, and its inability to convert 4-isopropylaniline was caused by both GS-like enzyme AtdA1 and oxygenase components. The inability of AdoQTA1A2B to catalyze 2-methylaniline was determined by GS-like enzyme AdoQ; its inability to convert 2-isopropylaniline was caused by both GS-like enzyme AdoQ and oxygenase components. Together, these results show that GS-like enzyme and oxygenase but not GAT-like enzyme or reductase play dominant roles in the substrate specificity of AD, and this finding will facilitate the engineering of AD to expand its substrate range.
研究领域:
环境科学
·
微生物学
·
分子生物学
✓ 已验证
DOI
PubMed
高影响因子
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
·
2022
·
IF 8.025
Junling Guo,Julia Berdychowska,Qianpeng Lai,Yiwei Meng,Zhongyi Cheng,Lukasz Peplowski,Zhemin Zhou
Nitrile hydratase (NHase; EC 4.2.1.84) is widely used to synthesize the corresponding amides from nitriles, which is the most successful green biocatalyst. However, the limited acceptability of substrates and instability under harsh reaction conditions have hindered its widespread industrial application. Here, a gene encoding an extremophilic NHase from Streptomyces thermoautotrophicus ( S.t NHase) was successfully overexpressed in Escherichia coli . The enzyme exhibited excellent thermostability, retaining >50 % of residual activity after heat treatment at 65 °C for 252 min. To further improve the catalytic performance of S.t NHase, semi-rational engineering of its substrate access tunnel was performed. A mutant βL48D showed a specific activity of 566.18 ± 18.86 U/mg towards 3-cyanopyridine, which was 7.7 times higher than its parent enzyme (73.80 ± 5.76 U/mg). Molecular dynamics simulation showed that the introduction of aspartic acid into βLeu48 resulted in a larger and more frequent opening of the substrate access tunnel entrance. On this basis, a “toolbox” containing various mutants on the substrate access tunnel was further established, whose catalytic activity towards various nitrile substrates was extensively improved, showing great potential for efficient synthesis of multiple high-value amides.
研究领域:
生物催化
·
酶工程
·
工业生物技术
·
蛋白质工程
✓ 已验证
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）