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ACS Sustainable Chemistry & Engineering · 2025 · IF 7.3

Biocatalytic Synthesis of Aryl and Heteroaryl γ-Hydroxy-α-amino Acids via an Aldolase–Transaminase One-Pot Reaction

Chaoqun Huang,Xuerui Jin,Yeyi Kan,Can Cui,Longchen Wei,Huayi Liu,Dawen Niu,Yunzi Luo

Nonnatural amino acids hold the promise of enhancing enzyme activity and bolstering the efficacy of drugs. Enzymatic synthesis emerges as a valuable adjunct to traditional synthetic methodologies, providing an alternative pathway for the generation of nonnatural amino acids. This study introduces a one-pot enzymatic strategy for the synthesis of aryl and heteroaryl γ-hydroxy-α-amino acids. The process involved the utilization of a newly identified aldolase from Streptomyces to catalyze the formation of C–C bond from the cost-effective fluorinated pyridine aldehyde substrate, and an α-transaminase sourced from Saccharomyces cerevisiae to transfer an amino group. After optimization, a 94% conversion efficiency was achieved, along with a product diastereoselectivity ratio of up to 13:87. Furthermore, the one-pot reaction system demonstrated efficacy across a broad spectrum of substrates, including fluorinated pyridines, quinolines, azabiphenyls, thiazoles, and phenyl derivatives. This study significantly broadened the scope of nonnatural amino acids containing heteroaromatic rings and diversified the array of enzymes accessible for the production of functionally diverse bioactive fluorinated compounds.

研究领域: 生物化学 · 合成生物学 · 酶工程
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JOURNAL OF ORGANIC CHEMISTRY · 2024 · IF 3.3

Minisci-Type Dehydrogenative Coupling of N-Heteroaromatic Rings with Inert C(sp3)–H Enabled by a Visible-Light-Catalyzed Intermolecular Hydrogen Atom Transfer Process

Jun-Feng Yang,Yun-Fei Liu,Lin-Lin Wei,Kai-Kai Qiao,Yan-Qiu Zhao,Lei Shi

The Minisci-type dehydrogenative coupling of N-heteroaromatic rings with inert C–H or Si–H partners via visible-light-catalyzed hydrogen atom transfer has been reported. This methodology allows the coupling reactions to be carried out in water as a solvent under air atmospheric conditions with visible-light illumination. A wide range of inert C–H and Si–H partners could be directly coupled with various N-aromatic heterocycles to deliver products in good to excellent yields.

研究领域: 有机化学 · 光化学
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EUROPEAN POLYMER JOURNAL · 2025 · IF 6.3

Synthesis and characterization of liquid UV-curable-HRI acrylate monomers containing sulfur and aromatic groups

Le Ma,Jun Nie,Xiaoqun Zhu

High-refractive-index (HRI) liquid monomers containing unsaturated acrylate double bonds possess advantages such as photocurability at room temperature and environmental friendliness. However, introducing acrylate groups often reduces the refractive index of monomers. Although small-molecule sulfur-containing structures have high refractive indices, their pungent odors restrict their applications. In this study, a series of sulfur-containing monomers have been successfully prepared through the optimized combination of sulfur elements, benzene rings, and acrylates. These monomers are in a liquid state, and the refractive index performance has reached an advanced level among photocurable monomers. Furthermore, the optical properties (refractive indices, transmittances), curing properties (double-bond conversion and rate of polymerization), and thermal stability (TGA) of the polymer films have been emphatically investigated. The polymer film has a refractive index of 1.648–1.672 at 589 nm, an Abbe number of 22.20–29.32, a transmittance of >90 % at 550–800 nm, a double-bond conversion of 70–92 %, and a maximum weight-loss rate (T max ) temperature of 354–363 ℃, glass transition temperature (T g ) of 45.91 °C–58.45 °C. It exhibits excellent optical properties, curing properties, and thermal stability, opening up new possibilities for the applications of HRI materials.

CAS / MDL: 814-68-6
研究领域: 高分子化学 · 材料科学 · 光学材料 · 光固化树脂
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FUEL · 2019 · IF 5.128

Catalytic hydroconversion of Yinggemajianfeng lignite over difunctional Ni-Mg2Si/γ-Al2O3

Xue-Ke Li,Zhi-Min Zong,Yi-Feng Chen,Zheng Yang,Guang-Hui Liu,Fang-Jing Liu,Xian-Yong Wei,Bao-Jun Wang,Feng-Yun Ma,Jing-Mei Liu

A highly active difunctional Ni-Mg 2 Si/γ-Al 2 O 3 was prepared by thermally decomposing nickel tetracarbonyl onto γ-Al 2 O 3 impregnated with Mg 2 Si. The non-catalytic hydroconversion (NCHC) and catalytic hydroconversion (CHC) of the extract ( E ) and extraction residue (ER) from Yinggemajianfeng lignite were investigated over Ni-Mg 2 Si/γ-Al 2 O 3 at 240 °C in n -hexane. Benzyloxybenzene and oxybis(methylene)dibenzene were used as lignite-related model compounds to speculate the possible mechanisms for the catalytic hydrocracking and hydrogenation over Ni-Mg 2 Si/γ-Al 2 O 3 . As a result, more organic matter in ER was converted to soluble portion (SP) by the CHC than by the NCHC. The main SP from the CHC are chain alkanes and cyclanes, while that from the NCHC is rich in arenes and oxygen-containing organic compounds. The results indicate that Ni-Mg 2 Si/γ-Al 2 O 3 effectively catalyze the hydrocracking of >C alk –O– linkages and the hydrogenation of aromatic rings in E and ER.

CAS / MDL: 22831-39-6
研究领域: 化学工程 · 能源科学
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JOURNAL OF THE ENERGY INSTITUTE · 2025 · IF 6.2

Highly selective catalytic transfer hydrodeoxygenation of lignin-derived phenols over carbon-encapsulated cobalt catalyst

Hui Li,Peng Liu,Fei Ge,Wenlin Xu,Minghao Zhou

The catalytic transfer hydrodeoxygenation (CTHDO) technology of lignin-derived bio-oil is a very promising bio-oil conversion technology. However, the preparation of highly active and stable catalysts remains a major challenge. Carbon-coated metal nanoparticle catalysts can effectively solve the problems of catalyst deactivation and high-temperature metal leaching. In this work, a series of MOF-derived carbon-coated Co-based catalysts were designed via a simple solvothermal method using terephthalic acid as organic ligands, which were applied for the CTHDO reaction of guaiacol using isopropanol as H-donor. Among them, Co/C-2-500 had the best catalytic performance for the conversion of lignin-derived phenol to cyclohexanol. Under the optimal conditions of 180 °C, 0.5 MPa N 2 , and 3 h, the conversion rate of guaiacol can reach 100 %, and the yield of cyclohexanol can reach 96.8 %. Mechanism research showed that the phenol generated from the demethoxylation of guaiacol was a key intermediate, which further underwent the hydrogenation of aromatic ring to form cyclohexanol. Based on the various characterizations, it can be considered that the high catalytic activity was due to the synergistic effect of the metallic Co 0 active sites and the acid sites. This research could provide some insights for the catalytic transfer hydrodeoxygenation of lignin and its derivatives.

CAS / MDL: 100-21-0 10026-22-9
研究领域: 催化化学 · 生物质转化 · 化学工程 · 纳米材料 · 有机化学
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Molecular Catalysis · 2022 · IF 5.089

Tuning electrochemical environment enables unexpected C=O selectivity for cinnamaldehyde hydrogenation over self-standing palladium cathode

Yusheng Gao,Aiqun Kong,Mao Peng,Ye Lv,Menghui Liu,Wei Li,Jinli Zhang,Yan Fu

It is particularly challengeable to achieve C=O selectivity for Pd catalysts in thermal catalytic hydrogenation of cinnamaldehyde (CAL). This work offers a new electrochemical strategy that enables an unexpected switch toward C=O bond for CAL hydrogenation, based on the specific interaction between CAL and electrolyte-modulated Pd surface. Under galvanostatic electrolysis, guanosine 5′-monophosphate-modulated Pd electrode affords a record cinnamyl alcohol (COL) selectivity of 90.3% in neutral catholyte with no sacrifice of CAL conversion, showing the faradaic efficiency of 68.2%. It is of great interest to find that the aromatic moiety of CAL determines the preferential activation toward C=O bond over Pd surface under electric field. It is reported for the first time that selective hydrogenation of α, β-unsaturated aldehydes can be altered by electrochemical environment located between Pd electrode and surrounding electrolyte involving alkali cation along with organic solvent.

研究领域: 电化学 · 催化 · 有机化学
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