Cited by Efficient Chemoenzymatic Cascade Reaction for One-Pot Enantioselective Synthesis of Chiral Indole Derivatives in Water

Combining Photochemical Oxyfunctionalization and Enzymatic Catalysis for the Synthesis of Chiral Pyrrolidines and Azepanes DOI

Maria Logotheti,

Susanne Gehres,

Alexandre S. França

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 8, 2025

Chiral heterocyclic alcohols and amines are frequently used building blocks in the synthesis of fine chemicals pharmaceuticals. Herein, we report a one-pot photoenzymatic route for N-Boc-3-amino/hydroxy-pyrrolidine N-Boc-4-amino/hydroxy-azepane with up to 90% conversions >99% enantiomeric excess. The transformation combines photochemical oxyfunctionalization favored distal C–H positions stereoselective enzymatic transamination or carbonyl reduction step. Our study demonstrates mild operationally simple asymmetric workflow from easily available starting materials.

Language: Английский

Citations

Optimized Sustainable Production of Catechol from Lignin-Rich Agricultural Waste DOI

Luz Gabriela Arreola-Nájera, César Ramírez‐Márquez, Eduardo Sánchez‐Ramírez

et al.

Process Integration and Optimization for Sustainability, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 24, 2025

Language: Английский

Citations

Sequential hydrogenation enhanced by bidirectional hydrogen spillover over cascade catalyst DOI

Shuai Wang,

Daowei Gao, Rongyao Wang

et al.

AIChE Journal, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 7, 2025

Abstract Formulating a synergetic strategy to govern the catalytic function of dual metal sites is paramount achieving precise control cascade reactions. Herein, we construct dual‐site catalyst with Pt and Ru species localized in micropores mesopores zeolite, respectively. This architecture enables spatial separation nanoscale proximity. Compared mono/bi‐metallic catalysts, this 4.4–9.5 times enhancement activity during sequential hydrogenation nitroaromatics cyclohexylamine. Particularly, bidirectional hydrogen spillover assists between confirmed, where active migrates from less adjacent first/second step reaction. Characterization studies density functional theory calculations suggest that enhances coverage at for each step, thereby reducing energy barrier rate‐controlling step. intriguing phenomenon reveals mechanism accelerated presents an opportunity devising immensely efficient catalysts.

Language: Английский

Citations

Tailoring microenvironments of metal-enzyme cascade catalysts for efficient DKR reaction of chiral amine DOI

Mengyu Li, Wei Zhuang, Meng Xia

et al.

Journal of Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 116079 - 116079

Published: March 1, 2025

Language: Английский

Citations

Efficient chemoenzymatic cascade reaction for one-pot enantioselective synthesis of chiral indole derivatives in water DOI

Xiaoting Zhao,

Wen-Dian Li,

Yao Yao

et al.

Molecular Catalysis, Journal Year: 2025, Volume and Issue: 579, P. 115038 - 115038

Published: March 29, 2025

Language: Английский

Citations

Optimization of Lipase Activity in Aspergillus niger C2J6 Whole Cells Using Choline Chloride Ethylene Glycol Deep Eutectic Solvent DOI

Qingxiu Ma,

MuGuo Tang,

Yinsong Wan

et al.

Published: April 30, 2025

Abstract Deep eutectic solvents (DES), recognized as tunable green solvents, show significant potential for enhancing enzyme activity in biocatalytic applications. This study investigated the effect of choline chloride–ethylene glycol DES on lipase Aspergillus niger C2J6 whole cells, employing a self-isolated endophytic strain. By varying molar ratio (1:2–1:4) and water content (0–80%), highest (142.31%) was observed at 1:1.55 with 46% content. Mathematical models were developed to connect composition key properties, including surface tension, conductivity, density, viscosity, refractive index, polarity, activity. Statistical analysis revealed that among physicochemical properties DES, polarity exhibited most impact enzymatic activity, followed by conductivity. provides valuable insights designing optimized systems improve efficiency precision.

Language: Английский

Citations

Enzyme-Friendly Solvent for One-Pot Chemobiocatalytic Valorization of Fructose into Valuable Furanics via 5-Hydroxymethylfurfural DOI

Qian Wu,

Min‐Hua Zong,

Ning Li

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 22, 2024

Direct conversion of inexpensive fructose into value-added furanic chemicals via chemobiocatalytic cascades is a highly attractive yet challenging task due to the incompatibility issues between chemo- and biocatalysts. Among issues, solvent crucial make two worlds catalysts work well in one pot. In this work, we present an enzyme-friendly natural deep eutectic (NADES)-based medium for one-pot valorization valuable furanics 5-hydroxymethylfurfural (HMF). HMF was obtained with approximately 40% yield 64% selectivity within 1.5 h under 150 °C 15 wt % NADES (choline chloride/oxalic acid, 1:1, mol/mol) aqueous solution. significantly improved 91% by applying vol methyl isobutyl ketone/NADES biphasic medium. A NADES/unreacted recycle process designed improve both overall (77%) (72%). The NADES-based benign toward various biocatalysts such as alcohol aldehyde dehydrogenases, acyltransferase, ω-transaminase, evidenced good yields (86–97%) desired products subsequent biotransformations. Specifically, 2,5-bis(hydroxymethyl)furan from 41% isolated gram-scale synthesis. This may lay foundation sustainable manufacture high-value biomass.

Language: Английский

Citations

Metal‐Organic Frameworks: A Potential Platform From Enzyme Immobilization to Mimetic Enzyme DOI

Geling Kuang,

Zichen Wang, Muhammad Bilal

et al.

Aggregate, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 26, 2024

ABSTRACT Metal‐organic frameworks (MOFs) are a new class of organic‐inorganic hybrid materials that have been widely studied in the past two decades for their potential catalysis. (1) In this review, we comprehensively summarize synthesis, application, and advancements MOFs enzyme immobilization mimetic enzymes. (2) We also discuss design principles behind various MOF‐based biocatalysts, such as enzyme@MOF composites, explore utility reactions. (3) Additionally, highlight advantages MOF mimetics provide perspective on solutions to current challenges (4) Ultimately, review provides general overview most recent advances catalyst platforms, including biocatalysts nanozymes, applications.

Language: Английский

Citations

Construction of Compartmentalized Meso/Micro Spaces in Hierarchically Porous MOFs with Long-Chain Functional Ligands Inspired by Biological Signal Amplification DOI

Yao Tong, Jian Yang,

Fan Xia

et al.

JACS Au, Journal Year: 2024, Volume and Issue: 5(1), P. 178 - 186

Published: Dec. 31, 2024

The creation of spatially coupled meso-/microenvironments with biomimetic compartmentalized functionalities is great significance to achieve efficient signal transduction and amplification. Herein, using a soft-template strategy, UiO-67-type hierarchically mesoporous metal-organic frameworks (HMMOFs) were constructed satisfy the requirements such an artificial system. key successful synthesis HMUiO-67 rooted in utilization preformed cerium-oxo clusters as metal precursors, aligning growth MOF crystals mild conditions required for self-assembly soft template. adoption long-chain functional 2,2'-bipyridine-5,5'-dicarboxylic acid ligands not only resulted larger microporous sizes, facilitating transport various cascade reaction intermediates, but also provided anchorages introduction enzyme-mimicking active sites. A amplification system was designed based on developed HMUiO-67, which enzyme reactions initiated relayed by target analyte separate meso/micro spaces. As proof concept, natural acetylcholinesterase (AChE) Cu-based laccase mimetics integrated into HMMOFs, establishing nanoreactor. activity AChE triggered carbaryl, while amplified products catalysis mediated closely proximate spaces, producing further detectable signal. This enabled entire respond minimal carbaryl limit detection low approximately 2 nM. Such model expected set conceptual guideline rational design bioreactors, serving sensitive response quantifying numerous analytes.

Language: Английский

Citations

Combining Liposomal Photocatalysts with Whole‐Cell Catalysts for One‐pot Photobiocatalysis DOI

Jiaheng Zhang, Vasco F. Batista, René Hübner

et al.

Small, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 1, 2024

Abstract Cooperative photobiocatalytic processes have seen extensive potentials for the synthesis of both bulk and fine chemicals owing to their versatility, eco‐friendliness, cost‐effectiveness. Nevertheless, developing a universal effective synthetic strategy compatible with catalytic systems remains challenging. In this study, we explored cationic liposomes as biocompatible photocatalyst encapsulation combined them bacteria overexpressing enzymes two‐step three‐step cascade reactions. Specifically, water‐soluble anthraquinone‐2‐sulfonate (AQS), which can oxidize benzyl alcohol, is encapsulated within core composed dioleoyl‐3‐trimethylammonium propane (DOTAP) helper lipid cholesterol. The positive charge on liposome surface enabled electrostatic interactions negative charges membrane Escherichia coli cells. Bacterial cells various enzymes, such Candida antarctica lipase B (CalB) benzaldehyde lyase (BAL), coated production added value compounds through reactions excellent production. These cascades involve CalB‐catalyzed hydrolysis, BAL‐catalyzed condensation, AQS‐driven photo‐oxidation Therefore, offers more possibilities combining photocatalysis biocatalysis recoverability, enhanced mass transfer, compatibility in industrial biotechnology chemistry.

Language: Английский

Citations